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WO2014090765A1 - Use of 1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfinyl)phenyl]-5-amino-3-trifluoromethyl)-1 h-1,2,4 tfia zole for controlling nematodes in nematode-resistant crops - Google Patents

Use of 1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfinyl)phenyl]-5-amino-3-trifluoromethyl)-1 h-1,2,4 tfia zole for controlling nematodes in nematode-resistant crops Download PDF

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Publication number
WO2014090765A1
WO2014090765A1 PCT/EP2013/076012 EP2013076012W WO2014090765A1 WO 2014090765 A1 WO2014090765 A1 WO 2014090765A1 EP 2013076012 W EP2013076012 W EP 2013076012W WO 2014090765 A1 WO2014090765 A1 WO 2014090765A1
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Prior art keywords
plants
formula
plant
methyl
compound
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PCT/EP2013/076012
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French (fr)
Inventor
Leonardo Pitta
Heike Hungenberg
Peter Lösel
Udo Reckmann
Elke Hellwege
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Bayer Cropscience Ag
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Publication of WO2014090765A1 publication Critical patent/WO2014090765A1/en

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

Definitions

  • the present invention relates generally to the use of the compound of the formula (I) for controlling nematodes in nematode resistant crops and to methods particularly useful for controlling nematodes
  • the compound of the formula (I) is defined to be the compound of the formula (I)
  • the compound of the formula (I) has a chiral sulphoxide group so that it forms two enantiomers having
  • the separation may take place, for example, on a Daical Chiralpak AD-H 250 mm x 30 mm column using a mobile phase of n-heptane/ethanol/methanol 60:20:20 (v/v/V), a flow rate of 30 ml/min and UV detection at 220 nm.
  • the two enantiomers can then be characterized by methods known from the literature, for example by X-ray structural analysis or by determining the optical rotation. Further, the two enantiomers can be synthesized in enantiomerically pure form as well as in enantiomerically enriched form by the process as described in WO 2011/006646.
  • the present invention relates generally to the use of the racemate or the R enantiomer (compound (I-A)) or S enantiomer (compound (I-B)) , or a mixture of R- and S -enantiomer of the compound of the formula (I) for controlling nematodes in nematode resistant crops and to methods particularly useful for controlling nematodes and/or increasing crop yield in those crops. If a mixture of R- and S-enantiomer is present, the ratio of the two enantiomers can range from 50.5:49.5 to 99.5:0.5 (R):(S)enantiomer.
  • the present invention further relates to the use of a mixture ranging from 50.5:49.5 to 99.5:0.5 (R) : ( S) enanti omer for controlling nematodes in nematode resistant crops.
  • the compound of the formula (I) is already known (see WO 1999/055668, WO 2006/043635, WO 2011/006605, WO 2011/006603, WO 2011/006646, WO 2011/006646). Its insecticidal and acaricidai and nematicidal activity as well as its manufacturing process already have been described.
  • Nematodes are tiny, worm-like, multicellular animals adapted to living in water. The number of nematode species is estimated at ha! f a million. An important part of the soil fauna, nematodes live in a maze of interconnected channels, called pores, that are formed by soil processes. They move in the films of water that cling to soil particles. Plant nematodes encompass plant parasitic nematodes and nematodes living in the soil. Plant-parasitic nematodes, a majority of which are root feeders, are found in association with most plants. Some are endoparasitic, living and feeding within the tissue of the roots, tubers, buds, seeds, etc. Others are ectoparasitic, feeding externally through plant walls.
  • Endoparasitic root feeders include such economically important pests as the root-knot nematodes (Meloidogyne species), the reniform nematodes (Rotylenchuius species), the cyst nematodes ⁇ Heterodera species), and the root-lesion nematodes (Pratylenchus species).
  • Direct feeding by nematodes can drastically decrease a plant's uptake of nutrients and water.
  • Nematodes have the greatest impact on crop productivity when they attack the roots of seedlings immediately after seed germination.
  • Nematode feeding also creates open wounds that provide entry to a wide variety of plant-pathogenic fungi and bacteria. These microbial infections are often more economically damaging than the direct effects of nematode feeding.
  • nematode resistance is characterized by host plant cell death at or nearby the feeding site of the parasitic nematode. Particular resistance genes and nematode interaction influence the timing and localization of the resistance response. Williamson et al. (Trends in Genetics, Vol. 22, No.7, July 2006) describes the nature and mechanisms of plant-nematode interactions with respect to resistance in plants. Nematode-resistant plants can be related to three main approaches being nematode targets, nematode - crop interface and plant response.
  • Antifeedant or nematicidal proteins, disruption of essential nematode gene expression by RNA interference, disruption of sensory function by RNA interference, peptides or plantibodies or nematicidal metabolites are examples for nematode targets; disruption of nematode pathogenicity factors regarding migration and invasion or regarding feeding site induction and maintenance by RNA interference, peptides or plantibodies, stealth or repellant plants; or the conversion of host plants to non-host plants are examples for nematode-crop interface while plant resistance gene or hypersensitive response activation by nematode invasion; Induced cell death or other site incompatibility by feeding site specific promoters or conversion of crops to tolerance are examples for plant response.
  • nematode-resistant plants are described to be resistant towards specific nematodes, there is still some interactions between the nematode and the crop which, due to the different defense reactions of the plant, might lead to a partially impaired plant.
  • One example of these defense reactions is the hypersensitive response.
  • One consequence might result in impaired roots and loss of vigor of the affected plants .
  • This invention now provides advantageous uses of the compound of the formula (I),formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) for controlling nematodes infesting nematode resistant crops and/or increasing yield. Accordingly, the present invention also relates to the use of compositions comprising the compound of the formula (I) for controlling nematodes infesting nematode resistant crops and/or increasing yield.
  • the present invention also relates to the use of compositions comprising the compound of formula (I-A) for controlling nematodes infesting insect resistant crops. Accordingly, the present invention also relates to the use of compositions comprising the compound of formula (I-B) for controlling nematodes infesting insect resistant crops.
  • the present invention also relates to the use of compositions comprising a mixture of the compounds of formula (I-A) and (I-B) for controlling nematodes infesting insect resistant crops ranging from 50.5:49.5 to 99.5:0.5. Accordingly, the present invention also relates to the use of compositions comprising
  • An exemplary method of the invention comprises applying a the compound of the formula (I), formula (I-A), (I-B) or of a mixture of the compounds of formula (I-A) and (I-B) of the invention to either soil or a plant (e.g., seeds or foliarly) to control nematode damage and/or increase crop yield.
  • a plant e.g., seeds or foliarly
  • the present invention is drawn to compositions and methods for regulating pest resistance or tolerance in plants or plant cells.
  • resistance is intended that the pest (e.g., insect or nematode) is killed upon ingestion or other contact with the plant or parts thereof.
  • tolerance is intended an impairment or reduction in the movement, feeding, reproduction, or other functions of the pest.
  • Methods for measuring pesticidal activity are well known in the art. See, for example, C zap I a and Lang (1990) J. Econ. Entomol. 83:2480-2485; Andrews et al. (1988) Biochem. J. 252: 199-206; Marrone et al. (1985) J. of Economic Entomology 78:290-293; and U.S. Patent No. 5,743,477, all of which are herein incorporated by reference in their entirety.
  • controlling denotes a preventive or curative reduction of the insect or nematode infestation in comparison to the untreated crop, more preferably the infestation is essentially repelled, most preferably the infestation is totally suppressed.
  • pestally-effective amount an amount of the pesticide that is able to bring about death to at least one pest, or to noticeably reduce pest growth, feeding, or normal physiological development e.g.(retarding the growth or reproduction of nematodes, reducing a nematode population) and/or reducing damage to plants caused by nematodes.
  • the present invention also relates to a method for the protection of seed and germinating plants, or plant from attack by pests, by selectively applying pesticidal agents to the seed of a transgenic plant.
  • Pesticidal agents include chemical or biological control agents compositions applied to the seed of the transgenic plant, wherein the agent is intended to provide protection of the plant or seed thereof against damage caused by one or more plant pests. Furthermore, the invention relates to seed which has been treated with a pesticidal agent as described herein.
  • a pesticidal agent to the seed of a transgenic plant results in an improved resistance or tolerance to one or more plant pests and/or improved yield r vigor compared to a transgenic plant cultivated from a seed not treated with a pesticidal agent as described herein, or a plant of the same species as the referenced transgenic plant that has been cultivated fr m a seed treated with a pesticidal agent as described herein but that lacks the transgene (either of which may be herein referred to as a "control" plant).
  • treatment of the seed with these agents not only protects the seed itself, but also the resulting plants after emergence, from pests. In this manner, the immediate treatment of the crop at the time of sowing or shortly thereafter can be dispensed with.
  • a mixture of compounds (I-A) and (I-B) can range from 50.5:49.5 to 99.5:0.5 (I-A): ( I-B). In a further preferred embodiment, a mixture of compounds (I-A) and (I-B) can range from 60:40 to 95:5 (I-A): (I-B). In an even further preferred embodiment, a mixture of compounds (I-A) and (I-B) can range from 75:25 to 90: 10 (I-A): (I-B).
  • the methods according to the present invention have been found to provide a greater degree of plant vigor and yield in nematode, insect and fungal infested environments than would be expected from application of a biological or chemical control agent or the presence of an insect or nematode control gene alone. At least some of the insect control agents within the scope of the present invention have been shown to provide increased root mass even in the absence of insect pressure which increased root mass leads to improved establishment of the beneficial bacteria within the rhizosphere which, in turn, reduces overall losses in crop vigor and yields caused by either plant parasitic nematodes, insects or fungi.
  • compositions of the present invention have been formulated to provide a stable environment for living biological control agents such as spore- forming, root-colonizing bacteria.
  • Various additives may be added to each inventive composition depending on the desired properties for a final formulation which has the necessary physical and chemical stability to produce a commercially viable product.
  • Nematode resistant / tolerant plants can be plants obtained by breeding and conventional propagation methods which can be assisted o supplemented e.g by one or more of the following methods use of double haploids, protoplast fusion, random and directed mutagenesis, molecular or genetic markers or by bioengineering and genetic engineering methods, including transgenic plants and including the plant varieties. Plants of the plant cultivar/vari eti e s or hybrids which are in each case commercially available or in use can be treated according to the invention.
  • plant species and plant cultivars/varieties obtained by breeding, such as crossing or protoplast fusion or marker-assistant molecular breeding , and parts thereof are treated.
  • Nematode resistance or tolerance can be introduced into plants by various technologies known to a person skilled in the art.
  • An additional possibility is to support breeding by the use of markers, RAPDs (Randomly Amplified Polymorphi ON A ), AFLPs (Amplified Fragment Length Polymorphisms), or SSRs (Simple Sequence Repeats) that are associated with a fragment of DNA that co-segregates with the resistance trait in crossesof plants comprising a nematode resistance or tolerance.
  • the mapped endogenous nematode resistant genes can be introgressed in other plants by e.g. crossing and back-crossing.
  • a further possibility is to introduce nematode resistance or tolerance by genetic engineering leading to nematode resistant or tolerant transgenic plants and plant cultivars. If appropriate genetic engineering can be used in combination with conventional breeding methods.
  • Genetically modified plants (or transgenic plants) are plants in which a foreign nucleic acid molecule or foreign nucleic acid molecules has/have been integrated into the genome.
  • a foreign nucleic acid molecule means a nucleic acid molecule provided or assembled outside the plant and when introduced into the nuclear, chloroplastic or mitochondrial genome gives the transformed plant new properties by e.g.
  • Methods for downregulating genes in a plant are known to a person skilled in the art and comprise but are not limited to antisense technology, cosuppression technology or RNA interference - RNAi - technology.
  • the method of treatment according to the invention can be used in the treatment of transgenic plants or seeds.
  • the transgenic plants or plant cultivars i.e. those obtained by genetic engineering
  • which can be treated according to the invention can be any plant, preferably it is a cultivated plant, which can be cultivated for use as food, feed or industrial processes.
  • RNA interference also referred to as gene silencing
  • RNAi RNA interference
  • a number of models have been proposed for the action of RNAi.
  • 6,506,559 discloses that in nematodes, the length of the (ds) RNA corresponding to the target gene sequence may be at least 25, 50, 100, 200, 300, or 400 bases, and that even larger dsRNAs were effective at inducing R Ai in C. elegans.
  • a dsRNA is expressed in a plant, a nematode feeding on this plant will incorporate the dsRNA. If this dsRNA will block the expression of an essential nematode gene then the nematode is expected to suffer and die.
  • a plant expressing such dsRNA interfering with a nematode gene is also understood in connection with the present invention to be a nematode resistant or tolerant plant.
  • Plants and plant cultivars which are preferably to be treated according to the invention include all plants which have genetic material which impart particularly advantageous, useful traits to these plants (whether obtained by breeding and/or biotechnological means). Plants and plant cultivars which are preferably to be treated according to the invention include all plants which have genetic material which impart particularly advantageous, useful traits to these plants (whether obtained by breeding and or biotechnological means).
  • the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1.
  • the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) in combination with at least one agrochemically active compound is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1.
  • the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) in combination with nematicidal biological control agent is particulaxly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1.
  • nucleotide and amino acid sequence information for each of these genes are represented by the SEQ ID NOs listed in columns 4 and 5 of Table 1 with respect to the United States Patent Application Serial No. listed in column 2 of Table 1.
  • compound (I) is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1.
  • compound (I-A) is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1.
  • Compound (I-B) is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1.
  • the compound of the formula (I) formula (I-A), ( I-B ) or a mixture of the compounds of formula (I-A) and (I-B) in combination with at least one agrochemically active compound is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1.
  • WO201 1023571A1 WO201 1/082217A2, WO2010060162A1, WO2010/027809A1,
  • WO2010147879A1 WO2010/027805 A2, WO2010/027805A3, WO2010/027804 A2,
  • the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - in combination with at least one agrochemically active compound and/or a nematicidal biological control agent is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the following genes Hsl pro ⁇ !
  • SYV46 cry5 cry6 cryl2, cryl3, cryl4, cry21 cry5B, cry6A, cry 12 A, cry 14 A, cry21A, Cry55, GmBAG6, GmAP2, CLAVAT A 3/E SR .
  • the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - in combination with at least one agrochemically active compound and/or a nematicidal biological control agent is particularly useful in controlling plant-parasitic nematodes in plants containing natural nematode resistant/tolerant genes. Examples for such plant are varieties of soybean have been bred to express a characteristic in the plant which reduces damage due to the soybean cyst nematode (SCN).
  • Soybean genetic resistance to SCN have been found in various resistant sources, for example, Plant Introduction (PI) lines PI88788, PI548402, PI437654, PI90763, PI209332, PI89882 and PI548316. These indictor lines are suitable for use as the source of resistance in breeding programs against SCN. Further example are varieties of soybean expressing characteristics associated with resistance to Southern Root Knot Nematode (SRKN, US2009064354) or are cotton plants comprising root knot nematode resistance as described in US2011173713.
  • PI Plant Introduction
  • a preferred embodiment comprises the nematode-resistant plant as described above treated with the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and
  • a preferred embodiment comprises the nematode-resistant plant as described above treated with the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) in combination with at least one agrochemically active compound and/or nematicidal biological control agent.
  • compositions and methods of the present invention comprise treatment of a transgenic plant comprising one or more of the genes listed in Table 1 with the compound of the formula (I), formula (I-A), (I-B) or of a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I) formula (I-A), (I-B) or of a mixture of the compounds of formula (I-A) and (I-B) in combination with at least one agrochemically active compound and/or nematicidal biological control agent.
  • the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I) formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and ( I-B) in combination with at least one agrochemically active compound andor nematicidal biological control agent - is applied to the seed of the transgenic plant comprising one or more of the genes listed in Table 1 , including biologically-active variants and fragments thereof.
  • An exemplary method of the invention comprises applying the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and ( I-B) in combination with at least one agrochemically active compound and/or nematicidal biological control agent of the invention to propagation material (e.g seeds) of plants to combat nematode damage and/or increase crop yield.
  • agrochemically active compound and/or nematicidal biological control agent of the invention to propagation material (e.g seeds) of plants to combat nematode damage and/or increase crop yield.
  • a further exemplary method o the invention comprises applying the compound of the formula (I) formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I) formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) in combination with at least one agrochemically active compound and/or nematicidal biological control agent to either soil or a plant (e.g. foliarly) to combat nematode damage and/or increase crop yield.
  • agrochemically active compound and/or nematicidal biological control agent to either soil or a plant (e.g. foliarly) to combat nematode damage and/or increase crop yield.
  • the nematicidal active ingredient is the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) and the nematode resistant crop comprises a transgenic plant comprising Axmi031 or Axn2 (Table 1).
  • the transgenic plant is homozyguous with respect to the exogeneous gene of Table 1.
  • the transgenic plant is hemizyguous with respect to the exogeneous gene o Table 1.
  • the nucleotide and amino acid SEQ ID NOs listed in Table 1 are exemplary sequences and do not limit the scope of the invention.
  • the invention encompasses plants and plant parts, including plant cells and seed, comprising one or more of the genes listed in column 1 of Table 1.
  • the invention encompasses plants and plant parts, including plant cells and seed, comprising one or more nucleotide sequences listed in column 4 of Table 1.
  • the invention encompasses plants and plant parts, including plant cells and seed, comprising one or more nucleotide sequences encoding one or more of the polypeptides listed in column 5 of Table 1.
  • the invention encompasses plants and plant parts, including plant cells and seed, comprising one or more nucleotide sequences encoding a biologically-active variant or fragment of the amino acid sequenc e(s) listed in column 5 of Table 1.
  • a fragment of a nucleotide sequence that encodes a biologically active portion of a pesticidal protein of the invention will encode at least about 15, 25, 30, 50, 75, 100, 125, 150, 175, 200, 250, 300, 350, 400, 450 contiguous amino acids, or up to the total number of amino acids present in a full-length pesticidal protein listed in Table 2 herein.
  • Such biologically active portions can be prepared by recombinant techniques and evaluated for pesticidal activity.
  • the fragment is a proteolytic cleavage fragment.
  • the proteolytic cleavage fragment may have an N-terminal or a C -terminal truncation of at least about 100 amino acids, about 120, about 130, about 140, about 150, or about 160 amino acids relative to the amino acid sequence listed in Table 2.
  • the fragments encompassed herein result from the removal of the ( ' -terminal crystallization domain, e.g., by proteolysis or by insertion of a stop codon in the coding sequence.
  • Preferred pesticidal proteins of the present invention are encoded by a nucleotide sequence sufficiently identical to the nucleotide sequence(s) listed in Table 2, or are pesticidal proteins that are sufficiently identical to the amino acid sequence(s) listed in Table 2.
  • “sufficiently identical” is intended an amino acid or nucleotide sequence that has at least about 60% or 65% sequence identity, about 70% or 75% sequence identity, about 80% or 85% sequence identity, about 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%o, 98%, 99%) or greater sequence identity compared to a reference sequence using one of the alignment programs described herein using standard parameters.
  • these values can be appropriately adjusted to determine corresponding identity of proteins encoded by two nucleotide sequences by taking into account codon degeneracy, amino acid similarity, reading frame positioning, and the like.
  • the sequences are aligned for optimal comparison purposes.
  • the two sequences are the same length.
  • the percent identity is calculated across the entirety of the reference sequence (e.g.., a sequence listed in Table 2).
  • the percent identity between two sequences can be determined using techniques similar to those described below, with or without allowing gaps. In calculating percent identity, typically exact matches are counted.
  • a gap i.e. a position in an alignment where a residue is present in one sequence but not in the other, is regarded as a position with non-identical residues.
  • the determination of percent identity between two sequences can be accomplished using a mathematical algorithm.
  • a nonlimiting example of a mathematical algorithm utilized for the comparison of two sequences is the algorithm of Karl in and Altschul (1990) Proc. Natl. Acad. Sci. USA 87:2264, modified as in Karl in and Altschul (1993) Proc. Natl. Acad. Sci. USA 90:5873-5877.
  • Such an algorithm is incorporated into the BLASTN and BLASTX programs of Altschul et al. (1990) J. Mol. Biol. 215:403.
  • Gapped BLAST in BLAST 2.0
  • PS I -Blast can be used to perform an iterated search that detects distant relationships between molecules. See Altschul et al. (1997) supra.
  • the default parameters of the respective programs e.g., BLASTX and BLASTN
  • Alignment may also be performed manually by inspection.
  • ClustalW compares sequences and aligns the entirety of the amino acid or DNA sequence, and thus can provide data about the sequence conservation of the entire amino acid sequence.
  • the ClustalW algorithm is used in several commercially available DNA/amino acid analysis software packages, such as the ALIGNX module of the Vector NTI Program Suite (Invitrogen Corporation, Carlsbad, CA). After alignment of amino acid sequences with ClustalW, the percent amino acid identity can be assessed.
  • GENEDOCTM A non-limiting example of a software program useful for analysis of ClustalW alignments.
  • GENEDOCTM (Karl Nicholas) allows assessment of amino acid (or DNA) similarity and identity between multiple proteins.
  • Another non-limiting example of a mathematical algorithm utilized for the comparison of sequences is the algorithm of Myers and Miller (1988) CABIOS 4: 11 -17. Such an algorithm is incorporated into the ALIGN program (version 2.0), which is part of the GCG Wisconsin Genetics Software Package, Version 10 (available from Accelrys, Inc., 9685 Scranton Rd., San Diego, CA, USA).
  • ALIGN program version 2.0
  • a PAM120 weight residue table, a gap length penalty of 12, and a gap penalty of 4 can be used.
  • GAP Version 10 which uses the algorithm of Needleman and Wunsch (1970) J. Mol. Biol. 48(3):443-453, will be used to determine sequence identity or similarity using the following parameters: % identity and % similarity for a nucleotide sequence using GAP Weight of 50 and Length Weight of 3, and the nwsgapdna.cmp scoring matrix; % identity or % similarity for an amino acid sequence using GAP weight of 8 and length weight of 2, and the BLOSUM62 scoring program. Equivalent programs may also be used.
  • Equivalent program is intended any sequence comparison program that, for any two sequences in question, generates an alignment having identical nucleotide residue matches and an identical percent sequence identity when compared to the corresponding alignment generated by GAP Version 10.
  • “Variants” of the amino acid sequences listed in Table 2 include those sequences that encode the pesticidal proteins disclosed herein but that differ conservatively because of the degeneracy of the genetic code as well as those that are sufficiently identical as discussed above.
  • Naturally occurring allelic variants can be identified with the use of well-known molecular biology techniques, such as polymerase chain reaction (PCR) and hybridization techniques as outlined below.
  • Variant nucleotide sequences also include synthetically derived nucleotide sequences that have been generated, for example, by using site -directed mutagenesis but which still encode the pesticidal proteins disclosed in the present invention as discussed below.
  • variant isolated nucleic acid molecules can be created by introducing one or more nucleotide substitutions, additions, or deletions into the corresponding nucleotide sequence disclosed herein, such that one or more amino acid substitutions, additions or deletions are introduced into the encoded protein. Mutations can be introduced by standard techniques, such as site-directed mutagenesis and PCR-mediated mutagenesis. Such variant nucleotide sequences are also encompassed by the present invention.
  • conservative amino acid substitutions may be made at one or more, predicted, nonessential amino acid residues.
  • a “nonessential” amino acid residue is a residue that can be altered from the wild-type sequence of a pesticidal protein without altering the biological activity, whereas an "essential” amino acid residue is required for biological activity.
  • a “conservative amino acid substitution” is one in which the amino acid residue is replaced with an amino acid residue having a similar side chain. Families of amino acid residues having similar side chains have been defined in the art.
  • amino acids with basic side chains e.g., lysine, arginine, histidine
  • acidic side chains e.g., aspartic acid, glutamic acid
  • uncharged polar side chains e.g., glycine, asparagine, glutamine, serine, threonine, tyrosine, cysteine
  • nonpolar side chains e.g., alanine, valine, leucine, isoleucine, proline, phenylalanine, methionine, tryptophan
  • beta-branched side chains e.g., threonine, valine, isoleucine
  • aromatic side chains e.g., tyrosine, phenylalanine, tryptophan, histidine
  • amino acid substitutions may be made in nonconserved regions that retain function. In general, such substitutions would not be made for conserved amino acid residues, or for amino acid residues residing within a conserved motif, where such residues are essential for protein activity. Examples of residues that are conserved and that may be essential for protein activity include, for example, residues that are identical between all proteins contained in an alignment of similar or related toxins to the sequences of the invention (e.g., residues that are identical in an alignment of homologous proteins).
  • residues that are conserved but that may allow conservative amino acid substitutions and still retain activity include, for example, residues that have only conservative substitutions between all proteins contained in an alignment of similar or related toxins to the sequences of the invention (e.g., residues that have only conservative substitutions between all proteins contained in the alignment homologous proteins).
  • residues that have only conservative substitutions between all proteins contained in an alignment of similar or related toxins to the sequences of the invention e.g., residues that have only conservative substitutions between all proteins contained in the alignment homologous proteins.
  • residues that have only conservative substitutions between all proteins contained in an alignment of similar or related toxins to the sequences of the invention e.g., residues that have only conservative substitutions between all proteins contained in the alignment homologous proteins.
  • residues that have only conservative substitutions between all proteins contained in an alignment of similar or related toxins to the sequences of the invention e.g., residues that have only conservative substitutions between all proteins contained in the alignment homologous proteins.
  • one of skill in the art
  • variant nucleotide sequences can be made by introducing mutations randomly along all or part of the coding sequence, such as by saturation mutagenesis, and the resultant mutants can be screened for ability to confer pesticidal activity to identify mutants that retain activity.
  • the encoded protein can be expressed recombinantly, and the activity of the protein can be determined using standard assay techniques. Using methods such as PC R. hybridization, and the like corresponding pesticidal sequences can be identified, such sequences having substantial identity to the sequences of the invention. See, for example, Sambrook and Russell (2001) Molecular Cloning: A Laboratory Manual. (Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY) and Innis, et al. (1990) PCR Protocols: A Guide to Methods and Applications (Academic Press, NY).
  • Variant nucleotide and amino acid sequences of the present invention also encompass sequences derived from mutagenic and recombinogenic procedures such as ON A shuffling. With such a procedure, one or more different pesticidal protein coding regions can be used to create a new pesticidal protein possessing the desired properties, in this manner, libraries of recombinant polynucleotides are generated from a population of related sequence polynucleotides comprising sequence regions that have substantial sequence identity and can be homologously recombined in vitro or in vivo.
  • sequence motifs encoding a domain of interest may be shuffled between a pesticidal gene of the invention and other known pesticidal genes to obtain a new gene coding for a protein with an improved property of interest, such as an increased insecticidal activity.
  • Strategies for such DNA shuffling are known in the art. See, for example, Stemmer (1994) Proc. Natl. Acad. Sci. USA 91 : 10747-10751 ; Stemmer (1994) Nature 370:389-391 ; Crameri et al. (1997) Nature Biotech. 15:436-438; Moore et al. (1997) J. Mol. Biol. 272:336-347; Zhang et al. (1997) Proc.
  • Domain swapping or shuffling is another mechanism for generating altered pesticidal proteins. Domains may be swapped between pesticidal proteins, resulting in hybrid or chimeric toxins with improved pesticidal activity or target spectrum. Methods for generating recombinant proteins and testing them for pesticidal activity are well known in the art (see, for example, Naimov et al. (2001) Appl. Environ. Microbiol. 67:5328-5330; de Maagd et al.
  • Variants and fragments of the proteins encompassed by the present invention are biologically active, that is they continue to possess the desired biological activity of the native protein, that is, pesticidal activity.
  • By "retains activity” is intended that the variant will have at least about 30%, at least about 50%, at least about 70%, or at least about 80% of the pesticidal activity of the native protein.
  • Methods for measuring pesticidal activity are well known in the art. See, for example, C/apla and Lang (1990) J. Econ. Entomol. 83 : 2480-2485; Andrews et al. (1988) Biochem. J. 252: 199-206; Marrone et al. (1985) J.
  • agrochemically active compounds are to be understood as meaning all substances which are or may be customarily used for treating plants.
  • Fungicides, bactericides, insecticides, acaricides, nematicides, moUuscicides, safeners, plant growth regulators and plant nutrients as well as biological control agents may be mentioned as being preferred.
  • plants and plant parts can be treated.
  • plants are meant all plants and plant populations such as desirable and undesirable wild plants, cultivars and plant varieties (whether or not protectable by plant variety or plant breeder's rights).
  • Cultivars and plant varieties can be plants obtained by conventional propagation and breeding methods which can be assisted or supplemented by one or more biotechnological methods such as by use of double haploids, protoplast fusion, random and directed mutagenesis, molecular or genetic markers or by bioengineering and genetic engineering methods.
  • plant parts are meant all above ground and below ground parts and organs of plants such as shoot, leaf, blossom and root, whereby for example leaves, needles, stems, branches, blossoms, fruiting bodies, fruits and seed as well as roots, tubers, corms and rhizomes are listed.
  • Crops and vegetative and generative propagating material for example cuttings, corms, rhizomes, tubers, runners and seeds also belong to plant parts.
  • the transgenic plants or plant cultivars i.e. those obtained by genetic engineering
  • which can be treated according to the invention include also all plants which - besides nematode resistant / tolerant traits contain other genetic modifications, received genetic material which imparted particularly other advantageous useful traits to these plants.
  • the treatment according to the invention may also result in superadditive (“synergistic") effects.
  • superadditive for example, reduced application rates and/or a widening of the activity spectrum and/or an increase in the activity of the active compounds and compositions which can be used according to the invention, better plant growth, higher harvest yields, bigger fruits, larger plant height, greener leaf color, higher quality higher sugar concentration within the fruits, better storage stability and/or processability of the harvested products are possible, which exceed the effects which were actually to be expected.
  • the active compound combinations according to the invention may also have a strengthening effect in plants. Accordingly, they are also suitable for mobilizing the defense system of the plant against attack by unwanted microorganisms. This may, if appropriate, be one of the reasons of the enhanced activity of the combinations according to the invention, for example against fungi.
  • Plant-strengthening (resistance-inducing) substances are to be understood as meaning, in the present context, those substances or combinations of substances which are capable of stimulating the defense system of plants in such a way that, when subsequently inoculated with unwanted microorganisms, the treated plants display a substantial degree of resistance to these microorganisms, in the present case, unwanted microorganisms are to be understood as meaning phytopathogenic fungi, bacteria and viruses.
  • the substances according to the invention can be employed for protecting plants against attack by the abovementioned pathogens within a certain period of time after the treatment.
  • the period of time within which protection is effected generally extends from 1 to 10 days, preferably 1 to 7 days, after the treatment of the plants with the active compounds.
  • Plants and plant cultivars which are preferably to be treated according to the invention include all plants which have genetic material which impart particularly advantageous, useful traits to these plants (whether obtained by breeding and/or biotechnological means).
  • Plants and plant cultivars which are also preferably to be treated according to the invention are - besides nematode resistance / tolerance - resistant against one or more biotic stresses, i.e. said plants show a better defense against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria, viruses and/or viroids.
  • Plants and plant cultivars which may also be treated according to the invention are those plants whichare - besides nematode resistance / tolerance - resistant to one or more abiotic stresses.
  • Abiotic stress conditions may include, for example, drought, cold temperature exposure, heat exposure, osmotic stress, flooding, increased soil salinity, increased mineral exposure, ozone exposure, high light exposure, limited availability of nitrogen nutrients, limited availability of phosphorus nutrients, shade avoidance.
  • Plants and plant cultivars which may also be treated according to the invention are those plants characterized - besides nematode resistance / tolerance - by enhanced yield characteristics. Increased yield in said plants can be the result of, for example, improved plant physiology, growth and development, such as water use efficiency, water retention efficiency, improved nitrogen use, enhanced carbon assimilation, improved photosynthesis, increased germination efficiency and accelerated maturation.
  • Yield can furthermore be affected by improved plant architecture (under stress and non- stress conditions), including but not limited to, early flowering, flowering control for hybrid seed production, seedling vigor, plant size, internode number and distance, root growth, seed size, fruit size, pod size, pod or ear number, seed number per pod or ear, seed mass, enhanced seed filling, reduced seed dispersal, reduced pod dehiscence and lodging resistance.
  • Further yield traits include seed composition, such as carbohydrate content, protein content, oil content and composition, nutritional value, reduction in anti-nutritional compounds, improved processability and better storage stability. Plants and plant cultivars which may also be treated according to the invention, are those plants characterized- besides nematode resistance / tolerance - by enhanced yield characteristics.
  • Increased yield in said plants can be the result of, for example, improved plant physiology, growth and development, such as water use efficiency, water retention efficiency, improved nitrogen use, enhanced carbon assimilation, improved photosynthesis, increased germination efficiency and accelerated maturation.
  • Yield can furthermore be affected by improved plant architecture (under stress and non-stress conditions), including but not limited to, early flowering, flowering control for hybrid seed production, seedling vigor, plant size, internode number and distance, root growth, seed size, fruit size, pod size, pod or ear number, seed number per pod or ear, seed mass, enhanced seed filling, reduced seed dispersal, reduced pod dehiscence and lodging resistance.
  • Further yield traits include seed composition, such as carbohydrate content, protein content, oil content and composition, nutritional value, reduction in anti-nutritional compounds, improved processability and better storage stability.
  • Table A Non-exclusive list of transgenic plants and events for the design of experiments with the compound of formula (I) related to the invention (source: ( AG BIOS. P.O. Box 475, 106 St. John St. Merrickville, Ontario 0G1N0, CANADA) accessible under: http://www.agbios.com/dbase.php.
  • A-l ASR-368 Scotts Seeds Glyphosate tolerance derived Agrostis US 2006- by inserting a modified 5- stolonifera 162007 enolpyruvylshikimate-3 - Creeping
  • EPSPS phosphate synthase
  • EPSPS 5- enolypyruvyl shikimate -3 - phosphate synthase
  • Acetylated PPT is
  • Acetylated PPT is
  • Acetylated PPT is
  • MS lines contained
  • NS738 contains the P2
  • HN28 CropScience acetyltransferase (PAT) napus (Argen
  • Acetylated PPT is
  • EPSPS phosphate synthase
  • A-31 A, B Agritope inc.
  • SAM S- Cucumis adenosylmethionine
  • Melon melo
  • EPSPS modified 5- enolpyruvylshikimate-3 - phosphate synthase
  • Virus leader > ribulose 1 ,5- biphosphate carboxylase
  • virus TPotp Y coding sequence of an optimized
  • h3At first intron of gene 11 of
  • the aad-12 gene (originally
  • AAD-12 dioxygenase
  • cry2Ab gene from B. thuringiensis subsp.
  • Seeds, Inc. produced by inserting the hirsutum 130175, vip3A(a) gene from Bacillus L. (Cotton) WO2004039 thuringiensis AB 88.
  • the 986, US APH4 encoding gene from E. 2010298553 coii was introduced as a
  • VIP3A Syngenta Insect resistance
  • VIP3 Cot202 Syngenta insect resistance
  • Seeds, Inc. produced by inserting a full- hirsutum
  • insects from MON15985 are insects from MON15985.
  • EPSPS 5- enolypyruwl shikimate -3 - phosphate synthase
  • Agrobacterium tumefaciens ;
  • A- 104 B Da. F Zeneca Seeds Delayed softening tomatoes Lycopersicon produced by inserting a esculentum ( truncated version of the Tomato) polygalacturonase (PG)
  • A-108 Vector Vector Reduced nicotine content Nicotiana A-108 Vector Vector Reduced nicotine content Nicotiana
  • A- 120 Kefeng CHINA NAT Transgenic rice Kefeng 6 is a Oryza CN
  • ATBT04 subsp. Tenebrionis.
  • SEMT15 from Bacillus thuringiensis
  • EPSPS enolpvruvylshikimate-3 - phosphate synthase
  • A- 143 B16 Dekalb Glufosinate ammonium Zea mays

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Abstract

The present invention relates generally to the use of the compound of the formula (I),(I-A), (I-B) or a mixture of compounds of the formula (I-A) and (I-B). The present invention relates generally to the use of the compound of the formula (I),(I-A), (I-B) or a mixture of compounds of the formula (I-A) and (I-B) for controlling nematodes in nematode resistant crops and to methods particularly useful for controlling nematodes and/or increasing crop yield in those crops.

Description

- ϊ .
USE OF
-[2-FLUORO-4-METHYL-5-(2,2,2-TRIFLUOROETHYLSULFINYL)PHENYL]-5-AMINO-3-TRIFLUOROMETHYL)-1 H-1 ,2,4 TFIA
ZOLE FOR CONTROLLING NEMATODES IN NEMATODE-RESISTANT CROPS
Field of the Invention
The present invention relates generally to the use of the compound of the formula (I) for controlling nematodes in nematode resistant crops and to methods particularly useful for controlling nematodes
5 and/or increasing crop yield in those crops.
Description of the Current Technology
The compound of the formula (I) is defined to be the compound of the formula (I)
Figure imgf000002_0001
The compound of the formula (I) has a chiral sulphoxide group so that it forms two enantiomers having
10 R or S configuration at the sulphur:
(I-A), R enantiomer,
Figure imgf000002_0002
(I-B), S enantiomer in the synthesis from achiral starting materials the two enantiomers are formed in equal amounts so that a racemate is present. The separation of the racemate known from the literature (cf. WO 1999/055668
1 5 and WO 2006/043635) into the individual enantiomers can be carried out by preparative HPLC on a
chiral stationary phase. The separation may take place, for example, on a Daical Chiralpak AD-H 250 mm x 30 mm column using a mobile phase of n-heptane/ethanol/methanol 60:20:20 (v/v/V), a flow rate of 30 ml/min and UV detection at 220 nm. The two enantiomers can then be characterized by methods known from the literature, for example by X-ray structural analysis or by determining the optical rotation. Further, the two enantiomers can be synthesized in enantiomerically pure form as well as in enantiomerically enriched form by the process as described in WO 2011/006646.
Accordingly, the present invention relates generally to the use of the racemate or the R enantiomer (compound (I-A)) or S enantiomer (compound (I-B)) , or a mixture of R- and S -enantiomer of the compound of the formula (I) for controlling nematodes in nematode resistant crops and to methods particularly useful for controlling nematodes and/or increasing crop yield in those crops. If a mixture of R- and S-enantiomer is present, the ratio of the two enantiomers can range from 50.5:49.5 to 99.5:0.5 (R):(S)enantiomer. Accordingly, the present invention further relates to the use of a mixture ranging from 50.5:49.5 to 99.5:0.5 (R) : ( S) enanti omer for controlling nematodes in nematode resistant crops. The compound of the formula (I) is already known (see WO 1999/055668, WO 2006/043635, WO 2011/006605, WO 2011/006603, WO 2011/006646, WO 2011/006646). Its insecticidal and acaricidai and nematicidal activity as well as its manufacturing process already have been described.
However, it has now been found, that the compound of the formula (I), as well as the compounds of formula (I-A), (I-B) r a mixture thereof are particularly useful in controlling nematodes in nematode resistant crops.
Nematodes are tiny, worm-like, multicellular animals adapted to living in water. The number of nematode species is estimated at ha! f a million. An important part of the soil fauna, nematodes live in a maze of interconnected channels, called pores, that are formed by soil processes. They move in the films of water that cling to soil particles. Plant nematodes encompass plant parasitic nematodes and nematodes living in the soil. Plant-parasitic nematodes, a majority of which are root feeders, are found in association with most plants. Some are endoparasitic, living and feeding within the tissue of the roots, tubers, buds, seeds, etc. Others are ectoparasitic, feeding externally through plant walls. A single endoparasitic nematode can kill a plant or reduce its productivity. Endoparasitic root feeders include such economically important pests as the root-knot nematodes (Meloidogyne species), the reniform nematodes (Rotylenchuius species), the cyst nematodes {Heterodera species), and the root-lesion nematodes (Pratylenchus species). Direct feeding by nematodes can drastically decrease a plant's uptake of nutrients and water. Nematodes have the greatest impact on crop productivity when they attack the roots of seedlings immediately after seed germination. Nematode feeding also creates open wounds that provide entry to a wide variety of plant-pathogenic fungi and bacteria. These microbial infections are often more economically damaging than the direct effects of nematode feeding.
Generally nematode resistance is characterized by host plant cell death at or nearby the feeding site of the parasitic nematode. Particular resistance genes and nematode interaction influence the timing and localization of the resistance response. Williamson et al. (Trends in Genetics, Vol. 22, No.7, July 2006) describes the nature and mechanisms of plant-nematode interactions with respect to resistance in plants. Nematode-resistant plants can be related to three main approaches being nematode targets, nematode - crop interface and plant response. Antifeedant or nematicidal proteins, disruption of essential nematode gene expression by RNA interference, disruption of sensory function by RNA interference, peptides or plantibodies or nematicidal metabolites are examples for nematode targets; disruption of nematode pathogenicity factors regarding migration and invasion or regarding feeding site induction and maintenance by RNA interference, peptides or plantibodies, stealth or repellant plants; or the conversion of host plants to non-host plants are examples for nematode-crop interface while plant resistance gene or hypersensitive response activation by nematode invasion; Induced cell death or other site incompatibility by feeding site specific promoters or conversion of crops to tolerance are examples for plant response.
Although nematode-resistant plants are described to be resistant towards specific nematodes, there is still some interactions between the nematode and the crop which, due to the different defense reactions of the plant, might lead to a partially impaired plant. One example of these defense reactions is the hypersensitive response. One consequence might result in impaired roots and loss of vigor of the affected plants .
Current nematode control focuses essentially on the prevention of nematode attack on the plant. Once a plant is parasitized it is virtually impossible to kill the nematode without also destroying the plant. Therefore, it would be advantageous to provide enhanced nematode control compounds and methods of treating nematode resistant plants to prevent or reduce nematode damage.
A large part of the damage to crop plants which is caused by pests occurs as early as when the seed is attacked during storage and after the seed is introduced into the soil, during and immediately after germination of the plants. This phase is particularly critical since the roots and shoots of the growing plant are particularly sensitive and even minor damage can lead to the death of the whole plant. Thus, it is desirable to develop methods for protecting the seed and the germinating plant which dispense with the additional application of crop protection agents after sowing or after the emergence of the plants. It is furthermore desirable to optimize the amount of active compound employed in such a way as to provide maximum protection for the seed and the germinating plant from attack by pests, but without damaging the plant itself by the active compound employed. In particular, methods for the treatment of seed should also take into consideration the intrinsic insecticidal properties of transgenic plants in order to achieve optimum protection of the seed and also the germinating plant with a minimum of crop protection agents being employed. SUMMARY OF THE INVENTION
This invention now provides advantageous uses of the compound of the formula (I),formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) for controlling nematodes infesting nematode resistant crops and/or increasing yield. Accordingly, the present invention also relates to the use of compositions comprising the compound of the formula (I) for controlling nematodes infesting nematode resistant crops and/or increasing yield.
Accordingly, the present invention also relates to the use of compositions comprising the compound of formula (I-A) for controlling nematodes infesting insect resistant crops. Accordingly, the present invention also relates to the use of compositions comprising the compound of formula (I-B) for controlling nematodes infesting insect resistant crops.
Accordingly, the present invention also relates to the use of compositions comprising a mixture of the compounds of formula (I-A) and (I-B) for controlling nematodes infesting insect resistant crops ranging from 50.5:49.5 to 99.5:0.5. Accordingly, the present invention also relates to the use of compositions comprising
A) the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) and
B) at least further one agrochemically active compound and/or
C) at least one nematicidal biological control agent for controlling nematodes infesting nematode resistant crops and/or increasing yield.
An exemplary method of the invention comprises applying a the compound of the formula (I), formula (I-A), (I-B) or of a mixture of the compounds of formula (I-A) and (I-B) of the invention to either soil or a plant (e.g., seeds or foliarly) to control nematode damage and/or increase crop yield.
The present invention is drawn to compositions and methods for regulating pest resistance or tolerance in plants or plant cells. By "resistance" is intended that the pest (e.g., insect or nematode) is killed upon ingestion or other contact with the plant or parts thereof. By "tolerance" is intended an impairment or reduction in the movement, feeding, reproduction, or other functions of the pest. Methods for measuring pesticidal activity are well known in the art. See, for example, C zap I a and Lang (1990) J. Econ. Entomol. 83:2480-2485; Andrews et al. (1988) Biochem. J. 252: 199-206; Marrone et al. (1985) J. of Economic Entomology 78:290-293; and U.S. Patent No. 5,743,477, all of which are herein incorporated by reference in their entirety.
In conjunction with the present invention "controlling" denotes a preventive or curative reduction of the insect or nematode infestation in comparison to the untreated crop, more preferably the infestation is essentially repelled, most preferably the infestation is totally suppressed.
By "pesticidally-effective amount" is intended an amount of the pesticide that is able to bring about death to at least one pest, or to noticeably reduce pest growth, feeding, or normal physiological development e.g.(retarding the growth or reproduction of nematodes, reducing a nematode population) and/or reducing damage to plants caused by nematodes. This amount will vary depending on such factors as, for example, the specific target pests to be controlled, the specific environment, location, plant, crop, or agricultural site to be treated, the environmental conditions, and the method, rate, concentration, stability, and quantity of application of the pesticidally-effective polypeptide composition, , , the specific nematicide used including the different fungi or bacteria species and the seriousness of the nematode infection or damage to the plant(s).. The present invention also relates to a method for the protection of seed and germinating plants, or plant from attack by pests, by selectively applying pesticidal agents to the seed of a transgenic plant. Pesticidal agents include chemical or biological control agents compositions applied to the seed of the transgenic plant, wherein the agent is intended to provide protection of the plant or seed thereof against damage caused by one or more plant pests. Furthermore, the invention relates to seed which has been treated with a pesticidal agent as described herein. Application of a pesticidal agent to the seed of a transgenic plant results in an improved resistance or tolerance to one or more plant pests and/or improved yield r vigor compared to a transgenic plant cultivated from a seed not treated with a pesticidal agent as described herein, or a plant of the same species as the referenced transgenic plant that has been cultivated fr m a seed treated with a pesticidal agent as described herein but that lacks the transgene (either of which may be herein referred to as a "control" plant).
In some embodiments, treatment of the seed with these agents not only protects the seed itself, but also the resulting plants after emergence, from pests. In this manner, the immediate treatment of the crop at the time of sowing or shortly thereafter can be dispensed with. DESCRIPTION OF THE PREFERRED EMBODIMENTS
In a preferred embodiment, a mixture of compounds (I-A) and (I-B) can range from 50.5:49.5 to 99.5:0.5 (I-A): ( I-B). In a further preferred embodiment, a mixture of compounds (I-A) and (I-B) can range from 60:40 to 95:5 (I-A): (I-B). In an even further preferred embodiment, a mixture of compounds (I-A) and (I-B) can range from 75:25 to 90: 10 (I-A): (I-B). The methods according to the present invention have been found to provide a greater degree of plant vigor and yield in nematode, insect and fungal infested environments than would be expected from application of a biological or chemical control agent or the presence of an insect or nematode control gene alone. At least some of the insect control agents within the scope of the present invention have been shown to provide increased root mass even in the absence of insect pressure which increased root mass leads to improved establishment of the beneficial bacteria within the rhizosphere which, in turn, reduces overall losses in crop vigor and yields caused by either plant parasitic nematodes, insects or fungi. Along with the physical combination of these components while treating plants and plant material, in one preferred embodiment of this invention, the compositions of the present invention have been formulated to provide a stable environment for living biological control agents such as spore- forming, root-colonizing bacteria. Various additives may be added to each inventive composition depending on the desired properties for a final formulation which has the necessary physical and chemical stability to produce a commercially viable product.
Nematode resistant / tolerant plants Nematode resistant / tolerant plants can be plants obtained by breeding and conventional propagation methods which can be assisted o supplemented e.g by one or more of the following methods use of double haploids, protoplast fusion, random and directed mutagenesis, molecular or genetic markers or by bioengineering and genetic engineering methods, including transgenic plants and including the plant varieties. Plants of the plant cultivar/vari eti e s or hybrids which are in each case commercially available or in use can be treated according to the invention.
In one embodiment, plant species and plant cultivars/varieties, obtained by breeding, such as crossing or protoplast fusion or marker-assistant molecular breeding , and parts thereof are treated. Nematode resistance or tolerance can be introduced into plants by various technologies known to a person skilled in the art. An additional possibility is to support breeding by the use of markers, RAPDs (Randomly Amplified Polymorphi ON A ), AFLPs (Amplified Fragment Length Polymorphisms), or SSRs (Simple Sequence Repeats) that are associated with a fragment of DNA that co-segregates with the resistance trait in crossesof plants comprising a nematode resistance or tolerance. The mapped endogenous nematode resistant genes can be introgressed in other plants by e.g. crossing and back-crossing. A further possibility is to introduce nematode resistance or tolerance by genetic engineering leading to nematode resistant or tolerant transgenic plants and plant cultivars. If appropriate genetic engineering can be used in combination with conventional breeding methods. Genetically modified plants (or transgenic plants) are plants in which a foreign nucleic acid molecule or foreign nucleic acid molecules has/have been integrated into the genome. A foreign nucleic acid molecule means a nucleic acid molecule provided or assembled outside the plant and when introduced into the nuclear, chloroplastic or mitochondrial genome gives the transformed plant new properties by e.g. expressing a protein or polypeptide of interest or by downregulating or silencing other gene(s) which are present in the plant: Methods for downregulating genes in a plant are known to a person skilled in the art and comprise but are not limited to antisense technology, cosuppression technology or RNA interference - RNAi - technology.
The method of treatment according to the invention can be used in the treatment of transgenic plants or seeds. The transgenic plants or plant cultivars (i.e. those obtained by genetic engineering) which can be treated according to the invention can be any plant, preferably it is a cultivated plant, which can be cultivated for use as food, feed or industrial processes.
RNA interference (RNAi), also referred to as gene silencing, has been proposed as a method for controlling nematodes. Use of RNAi to target essential nematode genes has been proposed, for example, in PCT Publication WO 01/96584, WO 01/17654, US 2004/0098761 , US 2005/0091713, US 2005/0188438, US 2006/0037101 , US 2006/0080749, US 2007/0199100, and US 2007/0250947. A number of models have been proposed for the action of RNAi. U.S. Pat. No. 6,506,559 discloses that in nematodes, the length of the (ds) RNA corresponding to the target gene sequence may be at least 25, 50, 100, 200, 300, or 400 bases, and that even larger dsRNAs were effective at inducing R Ai in C. elegans. When a dsRNA is expressed in a plant, a nematode feeding on this plant will incorporate the dsRNA. If this dsRNA will block the expression of an essential nematode gene then the nematode is expected to suffer and die. A plant expressing such dsRNA interfering with a nematode gene is also understood in connection with the present invention to be a nematode resistant or tolerant plant.
Plants and plant cultivars which are preferably to be treated according to the invention include all plants which have genetic material which impart particularly advantageous, useful traits to these plants (whether obtained by breeding and/or biotechnological means). Plants and plant cultivars which are preferably to be treated according to the invention include all plants which have genetic material which impart particularly advantageous, useful traits to these plants (whether obtained by breeding and or biotechnological means).
The compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1. The compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) in combination with at least one agrochemically active compound is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1. The compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) in combination with nematicidal biological control agent is particulaxly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1.
The nucleotide and amino acid sequence information for each of these genes are represented by the SEQ ID NOs listed in columns 4 and 5 of Table 1 with respect to the United States Patent Application Serial No. listed in column 2 of Table 1. Specifically, compound (I) is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1.
Further, compound (I-A) is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1.
Further, Compound (I-B) is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1.
Further, a mixture of the compounds of formula (I-A) and (I-B) is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1
Figure imgf000009_0001
The compound of the formula (I) formula (I-A), ( I-B ) or a mixture of the compounds of formula (I-A) and (I-B) in combination with at least one agrochemically active compound is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes listed in Table 1.
The compound of the formula (I), (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I- A) and (I-B) in combination with at least one agrochemically active compound or a nematicidal biological control agentis particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the genes as described in the following documents/patent applications: WO 2012135501A2, WO2012109430A2, WO2012/094529A2, WO2012018489A2, WO2012084756A1 , WO2012078949A2, WO2012001626A1, WO2011 104153A1,
WO201 1023571A1 , WO201 1/082217A2, WO2010060162A1, WO2010/027809A1,
WO2010147879A1 , WO2010/027805 A2, WO2010/027805A3, WO2010/027804 A2,
WO2010/027804 A3, WO2010/027799A1, WO2010027793 Al, WO2010023186A1 , WO2009/126896A2 WO2009/126896A3, WO2010/027808A2 WO2010/027808A3,
WO2009/048847A1, WO2009/027539A2, WO2009/027313A2, WO2008/152008A2,
WO2008/110522A1, WO2008/095972A1 , WO2008/095970A1 , WO2008/095969A1,
WO2008/095919A1, WO2008/095916A1 , WO2008/09591 1A2, WO2008/095910A1,
WO2008/095889A1, WO2008/095886A1, WO2008/077892A1 , WO2008/071726A2, WO2007/104570A2, WO2007/095469A2, WO2007087153A2 WO2006/020821A2,
WO2005/082932A2, WO2005/012340A1, W09318170 Al
And the following US patents/patent applications
1 1/765,491, 1 1/765,494, 10/926,819, 10/782,020, 12/032,479, 10/783,417, 10/782,096, 1 1/657,964, 12/192,904, 1 1/396,808, 12/166,253, 12/166,239, 12/166,124, 12/166,209, 1 1/762,886, 12/364,335, 1 1/763,947, 12/252,453, 12/209,354, 12/491 ,396 or 12/497,221 12/644,632, 12/646,004, 12/701 ,058, 12/718,059, 12/721 ,595, 12/638,591, 12/249,016, 12/828,594, US2012260368, US2012151629, US2012110706, US2012246765, US20120260368, US20120167251 , US20120066793, US201 10203014, US20110083234, US20100298207, US201 1145945, US201 1231963, US201 122568, US201 10239334, US20110214208, US201 10214209, US201 1239334, US2010281572, US2009012029,
The compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - in combination with at least one agrochemically active compound and/or a nematicidal biological control agent is particularly useful in controlling plant-parasitic nematodes in plants carrying one or more of the following genes Hslpro~!, Hs2, Mi-1, Mi- 1.2, Hero A, Gpa2, Grol , Grol -4, Rhgl , Rhg4, Mi-3, Mi-9, Crel, Cre2, Cre3, Cre4, Cre5, Cre6, Cre7, Cre8, CreR, Ma, Mae, Mag, HI, Ha2. Ha3, Ha4, Hsa-l°g, Me3, Rmcl , CLAVAT A3 -like peptides (e.g. SYV46), cry5, cry6, cryl2, cryl3, cryl4, cry21 cry5B, cry6A, cry 12 A, cry 14 A, cry21A, Cry55, GmBAG6, GmAP2, CLAVAT A 3/E SR . The compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - in combination with at least one agrochemically active compound and/or a nematicidal biological control agent is particularly useful in controlling plant-parasitic nematodes in plants containing natural nematode resistant/tolerant genes. Examples for such plant are varieties of soybean have been bred to express a characteristic in the plant which reduces damage due to the soybean cyst nematode (SCN). Soybean genetic resistance to SCN have been found in various resistant sources, for example, Plant Introduction (PI) lines PI88788, PI548402, PI437654, PI90763, PI209332, PI89882 and PI548316. These indictor lines are suitable for use as the source of resistance in breeding programs against SCN. Further example are varieties of soybean expressing characteristics associated with resistance to Southern Root Knot Nematode (SRKN, US2009064354) or are cotton plants comprising root knot nematode resistance as described in US2011173713.
A preferred embodiment comprises the nematode-resistant plant as described above treated with the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and
(I-B). A preferred embodiment comprises the nematode-resistant plant as described above treated with the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) in combination with at least one agrochemically active compound and/or nematicidal biological control agent.
In various embodiments, the compositions and methods of the present invention comprise treatment of a transgenic plant comprising one or more of the genes listed in Table 1 with the compound of the formula (I), formula (I-A), (I-B) or of a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I) formula (I-A), (I-B) or of a mixture of the compounds of formula (I-A) and (I-B) in combination with at least one agrochemically active compound and/or nematicidal biological control agent.
In particular embodiments, the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I) formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and ( I-B) in combination with at least one agrochemically active compound andor nematicidal biological control agent - is applied to the seed of the transgenic plant comprising one or more of the genes listed in Table 1 , including biologically-active variants and fragments thereof.
An exemplary method of the invention comprises applying the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and ( I-B) in combination with at least one agrochemically active compound and/or nematicidal biological control agent of the invention to propagation material (e.g seeds) of plants to combat nematode damage and/or increase crop yield.
A further exemplary method o the invention comprises applying the compound of the formula (I) formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I) formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) in combination with at least one agrochemically active compound and/or nematicidal biological control agent to either soil or a plant (e.g. foliarly) to combat nematode damage and/or increase crop yield. in various embodiments, the nematicidal active ingredient is the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) and the nematode resistant crop comprises a transgenic plant comprising Axmi031 or Axn2 (Table 1).
In a preferreii embodiment of the invention the transgenic plant is homozyguous with respect to the exogeneous gene of Table 1.
In another preferred embodiment of the invention the transgenic plant is hemizyguous with respect to the exogeneous gene o Table 1. The nucleotide and amino acid SEQ ID NOs listed in Table 1 are exemplary sequences and do not limit the scope of the invention. The invention encompasses plants and plant parts, including plant cells and seed, comprising one or more of the genes listed in column 1 of Table 1. In some embodiments, the invention encompasses plants and plant parts, including plant cells and seed, comprising one or more nucleotide sequences listed in column 4 of Table 1. In some embodiments, the invention encompasses plants and plant parts, including plant cells and seed, comprising one or more nucleotide sequences encoding one or more of the polypeptides listed in column 5 of Table 1.
In yet another embodiment, the invention encompasses plants and plant parts, including plant cells and seed, comprising one or more nucleotide sequences encoding a biologically-active variant or fragment of the amino acid sequenc e(s) listed in column 5 of Table 1. A fragment of a nucleotide sequence that encodes a biologically active portion of a pesticidal protein of the invention will encode at least about 15, 25, 30, 50, 75, 100, 125, 150, 175, 200, 250, 300, 350, 400, 450 contiguous amino acids, or up to the total number of amino acids present in a full-length pesticidal protein listed in Table 2 herein. Such biologically active portions can be prepared by recombinant techniques and evaluated for pesticidal activity. Methods for measuring pesticidal activity are well known in the art. See, for example, Czapla and Lang (1990) J. Econ. Entomol. 83:2480-2485; Andrews et al. (1988) Biochem. J. 252: 199-206; Marrone et al. (1985) J. of Economic Entomology 78:290-293; and U.S. Patent No. 5,743,477, all of which are herein incorporated by reference in their entirety.
In some embodiments, the fragment is a proteolytic cleavage fragment. For example, the proteolytic cleavage fragment may have an N-terminal or a C -terminal truncation of at least about 100 amino acids, about 120, about 130, about 140, about 150, or about 160 amino acids relative to the amino acid sequence listed in Table 2. In some embodiments, the fragments encompassed herein result from the removal of the ( '-terminal crystallization domain, e.g., by proteolysis or by insertion of a stop codon in the coding sequence.
Preferred pesticidal proteins of the present invention are encoded by a nucleotide sequence sufficiently identical to the nucleotide sequence(s) listed in Table 2, or are pesticidal proteins that are sufficiently identical to the amino acid sequence(s) listed in Table 2. By "sufficiently identical" is intended an amino acid or nucleotide sequence that has at least about 60% or 65% sequence identity, about 70% or 75% sequence identity, about 80% or 85% sequence identity, about 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%o, 98%, 99%) or greater sequence identity compared to a reference sequence using one of the alignment programs described herein using standard parameters. One of skill in the art will recognize that these values can be appropriately adjusted to determine corresponding identity of proteins encoded by two nucleotide sequences by taking into account codon degeneracy, amino acid similarity, reading frame positioning, and the like.
To determine the percent identity of two amino acid sequences or of two nucleic acids, the sequences are aligned for optimal comparison purposes. The percent identity between the two sequences is a function of the number of identical positions shared by the sequences (i.e., percent identity = number of identical positions/total number of positions (e.g., overlapping positions) x 100). In one embodiment, the two sequences are the same length. In another embodiment, the percent identity is calculated across the entirety of the reference sequence (e.g.., a sequence listed in Table 2). The percent identity between two sequences can be determined using techniques similar to those described below, with or without allowing gaps. In calculating percent identity, typically exact matches are counted. A gap, i.e. a position in an alignment where a residue is present in one sequence but not in the other, is regarded as a position with non-identical residues.
The determination of percent identity between two sequences can be accomplished using a mathematical algorithm. A nonlimiting example of a mathematical algorithm utilized for the comparison of two sequences is the algorithm of Karl in and Altschul (1990) Proc. Natl. Acad. Sci. USA 87:2264, modified as in Karl in and Altschul (1993) Proc. Natl. Acad. Sci. USA 90:5873-5877. Such an algorithm is incorporated into the BLASTN and BLASTX programs of Altschul et al. (1990) J. Mol. Biol. 215:403. BLAST nucleotide searches can be performed with the BLASTN program, score = 100, wordlength = 12, to obtain nucleotide sequences homologous to pesticidal-like nucleic acid molecules of the invention. BLAST protein searches can be performed with the BLASTX program, score = 50, wordlength = 3, to obtain amino acid sequences homologous to pesticidal protein molecules of the invention. To obtain gapped alignments for comparison purposes. Gapped BLAST (in BLAST 2.0) can be utilized as described in Altschul et al. (1997) Nucleic Acids Res. 25:3389. Alternatively, PS I -Blast can be used to perform an iterated search that detects distant relationships between molecules. See Altschul et al. (1997) supra. When utilizing BLAST. Gapped BLAST, and PSI-Blast programs, the default parameters of the respective programs (e.g., BLASTX and BLASTN) can be used. Alignment may also be performed manually by inspection.
Another non-limiting example of a mathematical algorithm utilized for the comparison of sequences is the ClustalW algorithm (Higgins et al. (1994) Nucleic Acids Res. 22:4673-4680). ClustalW compares sequences and aligns the entirety of the amino acid or DNA sequence, and thus can provide data about the sequence conservation of the entire amino acid sequence. The ClustalW algorithm is used in several commercially available DNA/amino acid analysis software packages, such as the ALIGNX module of the Vector NTI Program Suite (Invitrogen Corporation, Carlsbad, CA). After alignment of amino acid sequences with ClustalW, the percent amino acid identity can be assessed. A non-limiting example of a software program useful for analysis of ClustalW alignments is GENEDOC™. GENEDOC™ (Karl Nicholas) allows assessment of amino acid (or DNA) similarity and identity between multiple proteins. Another non-limiting example of a mathematical algorithm utilized for the comparison of sequences is the algorithm of Myers and Miller (1988) CABIOS 4: 11 -17. Such an algorithm is incorporated into the ALIGN program (version 2.0), which is part of the GCG Wisconsin Genetics Software Package, Version 10 (available from Accelrys, Inc., 9685 Scranton Rd., San Diego, CA, USA). When utilizing the ALIGN program for comparing amino acid sequences, a PAM120 weight residue table, a gap length penalty of 12, and a gap penalty of 4 can be used.
Unless otherwise stated, GAP Version 10, which uses the algorithm of Needleman and Wunsch (1970) J. Mol. Biol. 48(3):443-453, will be used to determine sequence identity or similarity using the following parameters: % identity and % similarity for a nucleotide sequence using GAP Weight of 50 and Length Weight of 3, and the nwsgapdna.cmp scoring matrix; % identity or % similarity for an amino acid sequence using GAP weight of 8 and length weight of 2, and the BLOSUM62 scoring program. Equivalent programs may also be used. By "equivalent program" is intended any sequence comparison program that, for any two sequences in question, generates an alignment having identical nucleotide residue matches and an identical percent sequence identity when compared to the corresponding alignment generated by GAP Version 10.
"Variants" of the amino acid sequences listed in Table 2 include those sequences that encode the pesticidal proteins disclosed herein but that differ conservatively because of the degeneracy of the genetic code as well as those that are sufficiently identical as discussed above. Naturally occurring allelic variants can be identified with the use of well-known molecular biology techniques, such as polymerase chain reaction (PCR) and hybridization techniques as outlined below. Variant nucleotide sequences also include synthetically derived nucleotide sequences that have been generated, for example, by using site -directed mutagenesis but which still encode the pesticidal proteins disclosed in the present invention as discussed below. The skilled artisan will further appreciate that changes can be introduced by mutation of the nucleotide sequences of the invention thereby leading to changes in the amino acid sequence of the encoded pesticidal proteins, without altering the biological activity of the proteins. Thus, variant isolated nucleic acid molecules can be created by introducing one or more nucleotide substitutions, additions, or deletions into the corresponding nucleotide sequence disclosed herein, such that one or more amino acid substitutions, additions or deletions are introduced into the encoded protein. Mutations can be introduced by standard techniques, such as site-directed mutagenesis and PCR-mediated mutagenesis. Such variant nucleotide sequences are also encompassed by the present invention.
For example, conservative amino acid substitutions may be made at one or more, predicted, nonessential amino acid residues. A "nonessential" amino acid residue is a residue that can be altered from the wild-type sequence of a pesticidal protein without altering the biological activity, whereas an "essential" amino acid residue is required for biological activity. A "conservative amino acid substitution" is one in which the amino acid residue is replaced with an amino acid residue having a similar side chain. Families of amino acid residues having similar side chains have been defined in the art. These families include amino acids with basic side chains (e.g., lysine, arginine, histidine), acidic side chains (e.g., aspartic acid, glutamic acid), uncharged polar side chains (e.g., glycine, asparagine, glutamine, serine, threonine, tyrosine, cysteine), nonpolar side chains (e.g., alanine, valine, leucine, isoleucine, proline, phenylalanine, methionine, tryptophan), beta-branched side chains (e.g., threonine, valine, isoleucine) and aromatic side chains (e.g., tyrosine, phenylalanine, tryptophan, histidine). Amino acid substitutions may be made in nonconserved regions that retain function. In general, such substitutions would not be made for conserved amino acid residues, or for amino acid residues residing within a conserved motif, where such residues are essential for protein activity. Examples of residues that are conserved and that may be essential for protein activity include, for example, residues that are identical between all proteins contained in an alignment of similar or related toxins to the sequences of the invention (e.g., residues that are identical in an alignment of homologous proteins). Examples of residues that are conserved but that may allow conservative amino acid substitutions and still retain activity include, for example, residues that have only conservative substitutions between all proteins contained in an alignment of similar or related toxins to the sequences of the invention (e.g., residues that have only conservative substitutions between all proteins contained in the alignment homologous proteins). However, one of skill in the art would understand that functional variants may have minor conserved or nonconserved alterations in the conserved residues.
Alternatively, variant nucleotide sequences can be made by introducing mutations randomly along all or part of the coding sequence, such as by saturation mutagenesis, and the resultant mutants can be screened for ability to confer pesticidal activity to identify mutants that retain activity. Following mutagenesis, the encoded protein can be expressed recombinantly, and the activity of the protein can be determined using standard assay techniques. Using methods such as PC R. hybridization, and the like corresponding pesticidal sequences can be identified, such sequences having substantial identity to the sequences of the invention. See, for example, Sambrook and Russell (2001) Molecular Cloning: A Laboratory Manual. (Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY) and Innis, et al. (1990) PCR Protocols: A Guide to Methods and Applications (Academic Press, NY).
Variant nucleotide and amino acid sequences of the present invention also encompass sequences derived from mutagenic and recombinogenic procedures such as ON A shuffling. With such a procedure, one or more different pesticidal protein coding regions can be used to create a new pesticidal protein possessing the desired properties, in this manner, libraries of recombinant polynucleotides are generated from a population of related sequence polynucleotides comprising sequence regions that have substantial sequence identity and can be homologously recombined in vitro or in vivo. For example, using this approach, sequence motifs encoding a domain of interest may be shuffled between a pesticidal gene of the invention and other known pesticidal genes to obtain a new gene coding for a protein with an improved property of interest, such as an increased insecticidal activity. Strategies for such DNA shuffling are known in the art. See, for example, Stemmer (1994) Proc. Natl. Acad. Sci. USA 91 : 10747-10751 ; Stemmer (1994) Nature 370:389-391 ; Crameri et al. (1997) Nature Biotech. 15:436-438; Moore et al. (1997) J. Mol. Biol. 272:336-347; Zhang et al. (1997) Proc. Natl. Acad. Sci. USA 94:4504-4509; Crameri et al. (1998) Nature 391 :288-291 ; and U.S. Patent Nos. 5,605,793 and 5,837,458. Domain swapping or shuffling is another mechanism for generating altered pesticidal proteins. Domains may be swapped between pesticidal proteins, resulting in hybrid or chimeric toxins with improved pesticidal activity or target spectrum. Methods for generating recombinant proteins and testing them for pesticidal activity are well known in the art (see, for example, Naimov et al. (2001) Appl. Environ. Microbiol. 67:5328-5330; de Maagd et al. (1996) Appl. Environ. Microbiol. 62: ! 537- 1 543; Ge et al. (1991) J. Biol. Chem. 266: 17954-17958; Schnepf et al. (1990) J. Biol. Chem. 265:20923-20930; Rang et al. 91999) Appl. Environ. Microbiol. 65:2918-2925).
Variants and fragments of the proteins encompassed by the present invention are biologically active, that is they continue to possess the desired biological activity of the native protein, that is, pesticidal activity. By "retains activity" is intended that the variant will have at least about 30%, at least about 50%, at least about 70%, or at least about 80% of the pesticidal activity of the native protein. Methods for measuring pesticidal activity are well known in the art. See, for example, C/apla and Lang (1990) J. Econ. Entomol. 83 : 2480-2485; Andrews et al. (1988) Biochem. J. 252: 199-206; Marrone et al. (1985) J. of Economic Entomology 78:290-293; and U.S. Patent No. 5,743,477, all of which are herein incorporated by reference in their entirety. In the present context, agrochemically active compounds are to be understood as meaning all substances which are or may be customarily used for treating plants. Fungicides, bactericides, insecticides, acaricides, nematicides, moUuscicides, safeners, plant growth regulators and plant nutrients as well as biological control agents may be mentioned as being preferred.
According to the invention all plants and plant parts can be treated. By plants is meant all plants and plant populations such as desirable and undesirable wild plants, cultivars and plant varieties (whether or not protectable by plant variety or plant breeder's rights). Cultivars and plant varieties can be plants obtained by conventional propagation and breeding methods which can be assisted or supplemented by one or more biotechnological methods such as by use of double haploids, protoplast fusion, random and directed mutagenesis, molecular or genetic markers or by bioengineering and genetic engineering methods. By plant parts is meant all above ground and below ground parts and organs of plants such as shoot, leaf, blossom and root, whereby for example leaves, needles, stems, branches, blossoms, fruiting bodies, fruits and seed as well as roots, tubers, corms and rhizomes are listed. Crops and vegetative and generative propagating material, for example cuttings, corms, rhizomes, tubers, runners and seeds also belong to plant parts. The transgenic plants or plant cultivars (i.e. those obtained by genetic engineering) which can be treated according to the invention include also all plants which - besides nematode resistant / tolerant traits contain other genetic modifications, received genetic material which imparted particularly other advantageous useful traits to these plants.
Depending on the plant species or plant cultivars, their location and growth conditions (soils, climate, vegetation period, diet), the treatment according to the invention may also result in superadditive ("synergistic") effects. Thus, for example, reduced application rates and/or a widening of the activity spectrum and/or an increase in the activity of the active compounds and compositions which can be used according to the invention, better plant growth, higher harvest yields, bigger fruits, larger plant height, greener leaf color, higher quality higher sugar concentration within the fruits, better storage stability and/or processability of the harvested products are possible, which exceed the effects which were actually to be expected.
At certain application rates, the active compound combinations according to the invention may also have a strengthening effect in plants. Accordingly, they are also suitable for mobilizing the defense system of the plant against attack by unwanted microorganisms. This may, if appropriate, be one of the reasons of the enhanced activity of the combinations according to the invention, for example against fungi. Plant-strengthening (resistance-inducing) substances are to be understood as meaning, in the present context, those substances or combinations of substances which are capable of stimulating the defense system of plants in such a way that, when subsequently inoculated with unwanted microorganisms, the treated plants display a substantial degree of resistance to these microorganisms, in the present case, unwanted microorganisms are to be understood as meaning phytopathogenic fungi, bacteria and viruses. Thus, the substances according to the invention can be employed for protecting plants against attack by the abovementioned pathogens within a certain period of time after the treatment. The period of time within which protection is effected generally extends from 1 to 10 days, preferably 1 to 7 days, after the treatment of the plants with the active compounds. Plants and plant cultivars which are preferably to be treated according to the invention include all plants which have genetic material which impart particularly advantageous, useful traits to these plants (whether obtained by breeding and/or biotechnological means).
Plants and plant cultivars which are also preferably to be treated according to the invention are - besides nematode resistance / tolerance - resistant against one or more biotic stresses, i.e. said plants show a better defense against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria, viruses and/or viroids.
Plants and plant cultivars which may also be treated according to the invention are those plants whichare - besides nematode resistance / tolerance - resistant to one or more abiotic stresses. Abiotic stress conditions may include, for example, drought, cold temperature exposure, heat exposure, osmotic stress, flooding, increased soil salinity, increased mineral exposure, ozone exposure, high light exposure, limited availability of nitrogen nutrients, limited availability of phosphorus nutrients, shade avoidance.
Plants and plant cultivars which may also be treated according to the invention, are those plants characterized - besides nematode resistance / tolerance - by enhanced yield characteristics. Increased yield in said plants can be the result of, for example, improved plant physiology, growth and development, such as water use efficiency, water retention efficiency, improved nitrogen use, enhanced carbon assimilation, improved photosynthesis, increased germination efficiency and accelerated maturation. Yield can furthermore be affected by improved plant architecture (under stress and non- stress conditions), including but not limited to, early flowering, flowering control for hybrid seed production, seedling vigor, plant size, internode number and distance, root growth, seed size, fruit size, pod size, pod or ear number, seed number per pod or ear, seed mass, enhanced seed filling, reduced seed dispersal, reduced pod dehiscence and lodging resistance. Further yield traits include seed composition, such as carbohydrate content, protein content, oil content and composition, nutritional value, reduction in anti-nutritional compounds, improved processability and better storage stability. Plants and plant cultivars which may also be treated according to the invention, are those plants characterized- besides nematode resistance / tolerance - by enhanced yield characteristics. Increased yield in said plants can be the result of, for example, improved plant physiology, growth and development, such as water use efficiency, water retention efficiency, improved nitrogen use, enhanced carbon assimilation, improved photosynthesis, increased germination efficiency and accelerated maturation. Yield can furthermore be affected by improved plant architecture (under stress and non-stress conditions), including but not limited to, early flowering, flowering control for hybrid seed production, seedling vigor, plant size, internode number and distance, root growth, seed size, fruit size, pod size, pod or ear number, seed number per pod or ear, seed mass, enhanced seed filling, reduced seed dispersal, reduced pod dehiscence and lodging resistance. Further yield traits include seed composition, such as carbohydrate content, protein content, oil content and composition, nutritional value, reduction in anti-nutritional compounds, improved processability and better storage stability.
Examples of plants with the above-mentioned traits are non-exhaustively listed in Table A.
Table A: Non-exclusive list of transgenic plants and events for the design of experiments with the compound of formula (I) related to the invention (source: ( AG BIOS. P.O. Box 475, 106 St. John St. Merrickville, Ontario 0G1N0, CANADA) accessible under: http://www.agbios.com/dbase.php.
Event Company Description Crop Patent Ref
A-l ASR-368 Scotts Seeds Glyphosate tolerance derived Agrostis US 2006- by inserting a modified 5- stolonifera 162007 enolpyruvylshikimate-3 - Creeping
phosphate synthase (EPSPS) Bentgrass
encoding gene from
Agrobacterium tumefaciens,
parent line B99061
A-2 GM Syngenta Beet Necrotic Yellow Vein Beta vulgaris WO2010076 RZ13 International Virus (BNYW) resistance (sugar beet) 212
AG
A-3 GTSB77 Novartis Glyphosate herbicide tolerant Beta vulgaris
Seeds; sugar beet produced by (sugar beet)
Monsanto inserting a gene encoding the
Company enzyme 5- enolypyruvylshikimate-3 - phosphate synthase (EPSPS)
from the CP4 strain of
Agrobacterium tumefaciens.
A-4 H7- 1 Monsanto Glyphosate herbicide tolerant Beta vulgaris WO 2004- Company sugar beet produced by (sugar beet) 074492 inserting a gene encoding the
enzyme 5- enolypyruvyl shikimate -3 - phosphate synthase (EPSPS)
from the CP4 strain of
Agrobacterium tumefaciens
A-5 T 120-7 Bayer Introduction of the PPT- Beta vulgaris
CropScience acetyltransferase (PAT) (sugar beet)
(Aventis encoding gene from
CropScience( Streptomyces
viridochromogenes, an AgrEvo)) aerobic soil bacteria. P T
normally acts to inhibit
glutamine synthetase, causing
a fatal accumulation of
ammonia. Acetylated PPT is
inactive.
A-6 T227-1 WE YENS G; Glyphosate tolerance Beta vulgaris US 2004-
BARNES S; (sugar beet) 1 17870
ROSQUIN I;
SES EUROPE
N.V./S.A
A-7 23-18-17, Monsanto High laurate (12:0) and Brassica
23-198 Company myristate (14:0) canola napus (Argen
(formerly produced by inserting a tine Canola)
Calgene) thioesterase encoding gene
from the California bay laurel
(Umbellularia californica).
A-8 45 A37, Pioneer Hi- High oleic acid and low Brassica
46A40 Bred linolenic acid canola napus (Argen
International produced through a tine Canola)
Inc. combination of chemical
mutagenesis to select for a
fatty acid desaturase mutant
with elevated oleic acid, and
traditional back-crossing to
introduce the low linolenic
acid trait.
A-9 46A12, Pioneer Hi- Combination of chemical Brassica
46A16 Bred mutagenesis, to achieve the napus (Argen
International high oleic acid trait, and tine Canola)
Inc. traditional breeding with
registered canola varieties.
A-10 GT200 Monsanto Glyphosate herbicide tolerant Brassica
Company canola produced by inserting napus (Argen
genes encoding the enzymes tine Canola)
5-enolypyruvylshikimate-3 - phosphate synthase ( E S PS )
from the CP4 strain of
Agrobacterium tumefaciens
and glyphosate oxidase from
Ochrobactrum anthropi.
A- 1 1 GT73, Monsanto Glyphosate herbicide tolerant Brassica
RT73 Company canola produced by inserting napus (Argen
genes encoding the enzymes tine Canola)
5-enolypyruvylshikimate-3 - phosphate synthase ( E PS PS )
from the CP4 strain of
Agrobacterium tumefaciens
and glyphosate oxidase from
Ochrobactrum anthropi. A- 12 HC IO Aventis Introduction of the PPT- Brassica CropScience acetyltransferase (PAT) napus (Argen encoding gene from tine Canola) Streptomyces
viridochromogenes, an
aerobic soil bacteria. PPT
normally acts to inhibit
glutamine synthetase, causing
a fatal accumulation of
ammonia. Acetylated PPT is
inactive.
A-13 HCN92 Bayer Introduction of the PPT- Brassica
CropScience acetyltransferase (PAT) napus (Axgen
(Aventis encoding gene from tine Canola) CropScience( Streptomyces
AgrEvo)) viridochromogenes, an
aerobic soil bacteria. PPT
normally acts to inhibit
glutamine synthetase, causing
a fatal accumulation of
ammonia. Acetylated PPT is
inactive.
A- 14 MSI , Aventis Male-sterility, fertility Brassica
RF ! CropScience restoration, pollination napus (Argen
=>PGSI (formerly control system displaying tine Canola)
Plant Genetic glufosinate herbicide
Systems) tolerance. MS lines contained
the barnase gene from
Bacillus amyloliquefaciens,
RF lines contained the baxstar
gene from the same bacteria,
and both lines contained the
phosphinothricin - acetyitransferase (PAT)
encoding gene from
Streptomyces hygroscopicus.
A- 15 MSI , Aventis Male-sterility, fertility Brassica
RF2 CropScience restoration, pollination napus (Axgen =>PGS2 (formerly control system displaying tine Canola)
Plant Genetic glufosinate herbicide Systems) tolerance. MS lines contained
the barnase gene from
Bacillus amyloliquefaciens,
RF lines contained the baxstar
gene from the same bacteria,
and both lines contained the
phosphinothricin N- acetyltransferase (PAT)
encoding gene from
Streptomyces hygroscopicus.
A-16 MSSxRF Bayer Male-sterility, fertility Brassica
3 CropScience restoration, pollination napus (Argen
(Aventis control system displaying tine Canola) CropScience( glufosinate herbicide AgrEvo)) tolerance. MS lines contained
the barnase gene from
Bacillus amyloliquefaciens,
RF lines contained the barstar
gene from the same bacteria,
and both lines contained the
phosphinothricin N- acetyltransferase (PAT)
encoding gene from
Streptomyces hygroscopicus.
A- 17 MS-B2 AVENTIS Male sterility Brassica WO
CROPSCiEN napus (Argen 01/31042 CE N.V. tine Canola)
A-18 MS- AVENTIS Male sterility /restoration Brassica WO BNl/RF- CROPSCIEN napus (Argen 01/41558 BN1 CE N.V. tine Canola)
A-19 NS738, Pioneer l li- Selection of somaclonal Brassica
NS1471, Bred variants with altered napus (Argen
NS1473 International acetolactate synthase (ALS) tine Canola)
Inc. enzymes, following chemical
mutagenesis. Two lines
(P1,P2) were initially
selected with modifications at
different unlinked loci.
NS738 contains the P2
mutation only.
A-20 OXY- Aventis Tolerance to the herbicides Brassica
235 CropScience bromoxynil and ioxynil by napus (Argen
(formerly incorporation of the nitrilase tine Canola)
Rhone gene from Klebsiella
Poulenc Inc.) pneumoniae.
A-21 PHY 14, Aventis Male sterility was via Brassica
PHY35 CropScience insertion of the barnase napus (Argen
(formerly ribonuclease gene from tine Canola)
Plant Genetic Bacillus amyloliquefaciens;
Systems) fertility restoration by
insertion of the barstar RNa.se
inhibitor; PPT resistance was
via PPT-acetyltransferase
(PAT) from Streptomyces
hygroscopicus.
A-22 PHY36 Aventis Male sterility was via Brassica
CropScience insertion of the barnase napus (Argen
(formerly ribonuclease gene from tine Canola)
Plant Genetic Bacillus amyloliquefaciens;
Systems) fertility restoration by
insertion of the barstar RNase
inhibitor; PPT resistance was
via PPT-acetyltransferase
(PAT) from Streptomyces
hygroscopicus.
A-23 RT73 MONSANT Glyphosate resistance Brassica WO O napus (Argen 02/36831
TECHNOLO tine Canola)
GY LLC
A-24 T45 Bayer Introduction of the PPT- Brassica
(HCN28) CropScience acetyltransferase (PAT) napus (Argen
(Aventis encoding gene from tine Canola)
CropScience( Streptomyces
AgrEvo)) viridochromogenes, an
aerobic soil bacteria. PPT
normally acts to inhibit
glutamine synthetase, causing
a fatal accumulation of
ammonia. Acetylated PPT is
inactive.
A-25 HCR-1 Bayer Introduction of the Brassica
CropScience glufosinate ammonium rapa (Polish
(Aventis herbicide tolerance trait from Canola)
CropScience( transgenic B. napus line T45.
AgrEvo)) This trait is mediated by the
phosphinothricin
acetyltransferase (PAT)
encoding gene from S.
viridochromogenes.
A-26 ZSR500/ Monsanto Introduction of a modified 5- Brassica
502 Company enol -pyruvy lshikimate -3 - rapa (Polish
phosphate synthase (EPSPS) Canola)
and a gene from
Achromobacter sp that
degrades glyphosate by
conversion to
aminomethylphosphonic acid
(AMP A) and glyoxylate by
interspecific crossing with
GT73.
A-27 EE-1 MAHARAS Insect resistance (Cry 1 Ac) Brinjal WO
HTRA 2007/091277 HYBRID SEEDS COMPANY LIMITED
(MAHYCO)
A-28 55-1/63-1 Cornell Papaya ringspot virus Carica
University (PRSV) resistant papaya papaya (Papa
produced by inserting the ya)
coat protein (CP) encoding
sequences from this plant
potyvirus.
A-29 XI 7-2 University of Papaya ringspot virus Carica
Florida (PRSV) resistant papaya papaya (Papa
produced by inserting the ya)
coat protein (CP) encoding
sequences from PRSV isolate
HI K with a thymidine inserted after the initiation
codon to yield a frameshift.
Also contains nptll as a
selectable marker.
A-30 RM3-3, Bejo Zaden Male sterility was via Cichorium RM3-4, BV insertion of the barnase intybus (Chic RM3-6 ribonuclease gene from ory)
Bacillus amyloliquefaciens;
PPT resistance was via the
bar gene from S.
hygroscopicus, which
encodes the PAT enzyme.
A-31 A, B Agritope inc. Reduced accumulation of S- Cucumis adenosylmethionine (SAM), melo (Melon) and consequently reduced
ethylene synthesis, by
introduction of the gene
encoding S- adenosylmethionine
hydrolase.
A-32 CZW-3 Asgrow Cucumber mosiac virus Cucurbita
(USA); (CMV), zucchini yellows pepo (Squash Seminis mosaic (ZYMV) and ) Vegetable watermelon mosaic virus
Inc. (Canada) (WMV) 2 resistant squash (
Curcurbita pepo) produced by
inserting the coat protein
(CP) encoding sequences
from each of these plant
viruses into the host genome.
A-33 ZW20 Upjohn Zucchini yellows mosaic Cucurbita
(USA); (ZYMV) and watermelon pepo (Squash Seminis mosaic virus (WMV) 2 ) Vegetable resistant squash ( Curcurbita
Inc. (Canada) pepo) produced by inserting
the coat protein (CP)
encoding sequences from
each of these plant
potyviruses into the host
genome.
A-34 66 Florigene Pty Delayed senescence and Dianthus
Ltd. sulfonylurea herbicide caryophyllus tolerant carnations produced (Carnation) by inserting a truncated copy
of the carnation
aminocyclopropane cyclase
(ACC) synthase encoding
gene in order to suppress
expression of the endogenous
unmodified gene, which is
required for normal ethylene
biosynthesis. Tolerance to
sulfonyl urea herbicides was via the introduction of a
chlorsulfuron tolerant version
of the acetolactate synthase
(ALS) encoding gene from
tobacco.
A-35 4, 11, 15, Florigene Pty Modified colour and Dianthus
16 Ltd. sulfonylurea herbicide caryophyllus
tolerant carnations produced (Carnation)
by inserting two anthocyanin
biosynthetic genes whose
expression results in a
violet/mauve
colouration.Tolerance to
sulfonyl urea herbicides was
via the introduction of a
chlorsulfuron tolerant version
of the acetolactate synthase
(ALS) encoding gene from
tobacco.
A-36 959A, Florigene Pty Introduction of two Dianthus
988 A, Ltd. anthocyanin biosynthetic caryophyllus
1226A, genes to result in a (Carnation)
1351A, violet/mauve colouration;
1363 A, Introduction of a variant form
1400A of acetolactate synthase
(ALS).
A-37 127 BASF ALS/AHAS inhibitor- Glycine max WO2010080
AGROCHE tolerance L. (Soybean) 829
MICAL PRODUCTS
B.V.
A-38 3560.4.3. PIONEER Glyphosate/ALS inhibitor- Glycine max WO
5 HI-BRED tolerance L. (Soybean) 2008002872, INTERNATI US20101840 ON At., INC 79
A-39 A2704- Bayer Glufosinate ammonium Glycine max WO
12, CropScience herbicide tolerant soybean L. (Soybean) 2006/108674 A2704- (Aventis produced by inserting a
21 CropScience( modified phosphinothricin
AgrEvo)) acetyltransferase (PAT)
encoding gene from the soil
bacterium Streptomyces
viridochromogenes
A-40 A5547- Bayer Glufosinate ammonium Glycine max
127 CropScience herbicide tolerant soybean L. (Soybean)
(Aventis produced by inserting a
CropScience( modified phosphinothricin
AgrEvo)) acetyltransferase (PAT)
encoding gene from the soil
bacterium Streptomyces
viridochromogenes.
A-41 A5547- Bayer Glufosinate tolerance Glycine max WO 35 CropScience L. (Soybean) 2006/108675 (Aventis
CropScience(
AgrEvo))
A-42 DP- Pioneer Hi- Hi h oleic acid / ALS Glycine max WO 305423-1 Bred inhibitor tolerance L. (Soybean) 2008/054747
International
Inc.
A-43 DP35604 Pioneer Hi- Soybean event with two Glycine max
3 Bred herbicide tolerance genes: L. (Soybean)
International glyphosate N- Inc. acetlytransferase, which
detoxifies glyphosate, and a
modified acetolactate
synthase (A
A-44 G94-1, DuPont High oleic acid soybean Glycine max
G94-19, Canada produced by inserting a L. (Soybean)
G168 Agricultural second copy of the fatty acid
Products desaturase (GmFad2-l)
encoding gene from soybean,
which resulted in "silencing"
of the endogenous host gene.
A-45 GTS 40- Monsanto Glyphosate tolerant soybean Glycine max
3-2 Company variety produced by inserting !.. (Soybean)
a modified 5- enolpyruvylshikimate-3 - phosphate synthase (EPSPS)
encoding gene from the soil
bacterium Agrobacterium
tumefaciens.
A-46 GU262 Bayer Glufosinate ammonium Glycine max
CropScience herbicide tolerant soybean L. (Soybean)
(Aventis produced by inserting a
CropScience( modified phosphinothricin
AgrEvo)) acetyltransferase (PAT)
encoding gene from the soil
bacterium Streptomyces
viridochromogenes.
A-47 MON877 Monsanto insect resistance (Crylac) Glycine max WO
01 Company L. (Soybean) 2009064652
A-48 MON877 Monsanto altered fatty acid levels (mid- Glycine max WO
05 Company oleic and low saturate) L. (Soybean) 2010037016
A-49 MON877 Monsanto increased oil content Glycine max WO
54 Company L. (Soybean) 2010024976
A-50 MON877 Monsanto stearidonic acid (SDA) Glycine max WO
69 Company comprising oil L. (Soybean) 2009102873
A-51 MON897 Monsanto Glyphosate-tol erant soybean Glycine max WO2006130
88 Company produced by inserting a L. (Soybean) 436 modified 5- enolpyruvylshikimate-3 - phosphate synthase (EPSPS) encoding aroA (epsps) gene
from Agrobacterium
tumefaciens CP4
A-52 MON197 Monsanto Glyphosate tolerance Glycine max
88 Company L. (Soybean) WO2006130
436
A-53 OT96-15 Agriculture Low linolenic acid soybean Glycine max
& Agri-Food produced through traditional L. (Soybean)
Canada cross-breeding to incorporate
the novel trait from a
naturally occurring fanl gene
mutant that was selected for
low linolenic acid.
A-54 W62, Bayer Glufosinate ammonium Glycine max
W98 CropScience herbicide tolerant soybean L. (Soybean)
(Aventis produced by inserting a
CropScience( modified phosphinothricin
AgrEvo)) acetyltransferase (PAT)
encoding gene from the soil
bacterium Streptomyces
hygroscopicus.
A-55 MON MONSANT Dicamba herbicide tolerance, Glycine max WO 2011034
87708 O transformation vector PV- L. (Soybean) 704
TECHNOLO GMHT4355 l) DMO: full
GY LLC length transcript (Peanut
Chlorotic Streak Virus)
promoter > tobacco Etch
Virus leader > ribulose 1 ,5- biphosphate carboxylase
small subunit (Pisum
sativum) chloroplast transit
peptide > dicamba mono- oxygenase
( Stenotrophomonas
maltophilia) coding sequence
> ribulose-l,5-bisphosphate
carboxylase small subunit E9
(Pisum sativum) 3'- untranslated region. A CP4
epsps chimeric gene
contained within a second T- DNA on the transformation
vector used was segregated
away.
A-56 EE-GM3 BAYER 1) Ph4a748 A BBC: sequence Glycine max WO 2011063
/ FG72 BIOSCIENC including the promoter region L. (Soybean) 41 1
E NV [BE]; of the histone H4 gene of
MS Arabidopsis thaliana,
TECHNOLO containing an internal
GIES LLC duplication>5'tev: sequence
[US] including the leader sequence
of the tobacco etch
virus TPotp Y: coding sequence of an optimized
transit peptide derivative
(position 55 changed into
Tyrosine), containing
sequence of the RuBisCO
small subunit genes of Zea
mays (corn) and Helianthus
annuus (sunflower)>hppdPf
W336: the coding sequence
of the 4- hydroxyphenylpyruvate
dioxygenase of Pseudomonas
fluorescens strain A32
modified by the replacement
of the amino acid Glycine
336 with a
Tryptophane>3 'nos:
sequence including the 3'
untranslated region of the
nopaline synthase gene from
the T-DNA of pTiT37 of
Agrobacterium tumefaciens.
2) Ph4a748: sequence
including the promoter region
of the histone H4 gene of
Arabidopsis thaliana>intronl
h3At: first intron of gene 11 of
the histone H 3.111 variant of
Arabidopsis thaliana T otp
C: coding sequence of the
optimized transit peptide,
containing sequence o
A -57 416 / DOW A novel aad-12 Glycine max WO pDAB44 AG OSCiE transformation event for L. (Soybean) 201 1066384,
68-0416 NCES LLC herbicide tolerance in wo soybean plants - referred to 2007/053482. herein as pDAB4468-0416.
The aad-12 gene (originally
from Delftia acidovorans)
encodes the aryloxyalkanoate
dioxygenase (AAD-12)
protein. The trait confers
tolerance to 2,4- dichlorophenoxyacetic acid,
for example, and to
pyridyloxyacetate herbicides.
The aad-12 gene, itself, for
herbicide tolerance in plants
A-58 15985 Monsanto Insect resistant cotton derived Gossypium
Company by transformation of the hirsutum
DP50B parent variety, which L. (Cotton)
contained event 531
(expressing Cry 1 Ac protein),
with purified plasmid DNA
containing the cry2Ab gene from B. thuringiensis subsp.
kurstaki.
Λ-59 1 143- SYNGENTA Insect resistance (CrylAb) Gossypium WO
14A PARTiCiPA hirsutum 2006/128569 TiONS AG L. (Cotton)
A-60 1 143- SYNGENTA Insect resistance (CrylAb) Gossypium WO
51B PARTICIPA hirsutum 2006/128570
TIONS AG L. (Cotton)
A-61 19-51 A DuPont Introduction of a variant form Gossypium
Canada of acetolactate synthase hirsutum
Agricultural (ALS). L. (Cotton)
Products
A-62 281-24- DOW Insect-resistant cotton Gossypium
236 AgroScience produced by inserting the hirsutum
s LLC cry IF gene from Bacillus L. (Cotton)
thuringiensisvar. aizawai.
The PAT encoding gene from
Streptomyces
viridochromogenes was
introduced as a selectable
marker.
A-63 3006- DOW Insect-resistant cotton Gossypium
210-23 AgroScience produced by inserting the hirsutum
s LLC cry 1 Ac gene from Bacillus L. (Cotton)
thuringiensissubsp. kurstaki.
The PAT encoding gene from
Streptomyces
viridochromogenes was
introduced as a selectable
marker.
A-64 31807/31 Calgene Inc. Insect-resistant and Gossypium
808 bromoxynil herbicide tolerant hirsutum
cotton produced by inserting L. (Cotton)
the cry 1 Ac gene from
Bacillus thuringiensis and a
nitrilase encoding gene from
Klebsiella pneumoniae.
A-65 BXN Caigene Inc. Bromoxynil herbicide Gossypium
tolerant cotton produced by hirsutum
inserting a nitrilase encoding L. (Cotton)
gene from Klebsiella
pneumoniae.
A-66 CE43- SYNGENTA Insect resistance (CrylAb) Gossypium WO
67B PARTICIPA hirsutum 2006/128573,
TIONS AG L. (Cotton) US
201 1020828
A-67 CE44- SYNGENTA Insect resistance (Cryl Ab) Gossypium WO
69D PARTICIPA hirsutum 2006/128571
TIONS AG L. (Cotton)
A-68 CE46- SYNGENTA Insect resistance (CrylAb) Gossypium WO
PARTICIPA hirsutum 02A TiONS AG L. (Cotton) 2006/128572
A-69 Cotl02 Syngenta Insect-resistant cotton Gossypium US 2006-
Seeds, Inc. produced by inserting the hirsutum 130175, vip3A(a) gene from Bacillus L. (Cotton) WO2004039 thuringiensis AB 88. The 986, US APH4 encoding gene from E. 2010298553 coii was introduced as a
selectable marker
A-70 COT202 Syngenta Insect resistance (VIP3A) Gossypium US20091813
Seeds, Inc. hirsutum 99
L. (Cotton)
A-71 Cot202 Syngenta insect resistance (VIP3) Gossypium US 2007- Seeds, Inc. hirsutum 067868
L. (Cotton)
A-72 Cot67B Syngenta Insect-resistant cotton Gossypium
Seeds, Inc. produced by inserting a full- hirsutum
length crylAb gene from L. (Cotton)
Bacillus thuringiensis. The
APH4 encoding gene from E.
coli was introduced as a
selectable marker.
A-73 DAS- DOW WideStrike™, a stacked Gossypium
21023-5 AgroScience insect-resistant cotton derived hirsutum
x DAS- s LLC from conventional crossL. (Cotton)
24236-5 breeding of parental lines
3006-210-23 (OECD
identifier: DAS-21023-5 )
and 281-24-236 (OECD
identifier: DAS-24236-5).
A-74 DAS- DOW Stacked insect-resistant and Gossypium
21 023-5 AgroScience glyphosate-tolerant cotton hirsutum
x DAS- s LLC and derived from conventional L. (Cotton)
24236-5 Pioneer Hi- cross-breeding of WideStrike
X Bred cotton (OECD identifier:
MON889 International DAS-2 1023-5 x DAS-24236- 13 Inc. 5) with MON88913, known
as RoundupReady Flex
(OECD identifier: MON- 88913-8).
A-75 DAS- DOW WideStrike™/Roundup Gossypium
21023-5 AgroScience Ready® cotton, a stacked hirsutum
x DAS- s LLC insect-resistant and L. (Cotton)
24236-5 glyphosate-tolerant cotton
x MON- derived from conventional
01445-2 cross-breeding of WideStrike
cotton (OECD identifier:
DAS-2 1023-5 x DAS-24236- 5) with MON 1445 ( OECD
identifier: MO -01445-2 ).
A-76 EE-GH3 BAYER Glyphosate tolerance Gossypium WO
BIOSCIENC hirsutum 2007/017186 E .V. L. (Cotton)
A-77 EE-GH5 BAYER Insect resistance (CrylAb) Gossypium WO
BiOSCIENC hirsutum 2008/122406 E .V. L. (Cotton)
A-78 EE-GH6 BAYER insect resistance (cry2Ae) Gossypium WO2008151
BiOSCIENC hirsutum 780, E N.V. L. (Cotton) US20102182
81
A-79 event DOW insect resistance (Cry IF) Gossypium WO
281-24- A ROSCIE hirsutum 2005/103266 236 NCES LLC L. (Cotton)
A-80 Event- 1 JK Agri Insect-resistant cotton Gossypium
Genetics Ltd produced by inserting the hirsutum
(India) cry 1 Ac gene from Bacillus L. (Cotton)
thuringiensis subsp. kurstaki
HD-73 (B.t.k.).
A-81 event300 DOW Insect resistance (Cry 1 Ac) Gossypium WO
6-210-23 AGROSCIE hirsutum 2005/103266
NCES LLC L. (Cotton)
A-82 GBH614 Bayer Glyphosate herbicide tolerant Gossypium
CropScience cotton produced by inserting hirsutum
(Aventis 2mepsps gene into variety L. (Cotton)
CropScience( Coker312 by Agrobacterium
AgrEvo)) under the control of
Ph4a748At and TPotpC
A-83 LLCotto Bayer Glufosinate ammonium Gossypium WO n25 CropScience herbicide tolerant cotton hirsutum 2003013224,
(Aventis produced by inserting a L. (Cotton) WO CropScience( modified phosphinothricin 2007/017186
AgrEvo)) acetyitransferase (PAT)
encoding gene from the soil
bacterium Streptomyces
hygroscopicus
A-84 LLCotto Bayer Stacked herbicide tolerant Gossypium
ii25 x CropScience and insect resistant cotton hirsutum
MON159 (Aventis combining tolerance to L. (Cotton)
85 CropScience( glufosinate ammonium
AgrEvo)) herbicide from LLCotton25
(OECD identifier: ACS- GH001-3) with resistance to
insects from MON15985
(OECD identifier: MON- 15985-7)
A-85 MON MONSANT Insect resistance Gossypium US 2004- 15985 O (CrylAc/Cry2Ab) hirsutum 250317
TECHNOLO L. (Cotton)
GY LLC
A-86 MON 144 Monsanto Glyphosate herbicide tolerant Gossypium
5/1698 Company cotton produced by inserting hirsutum
a naturally glyphosate L. (Cotton) tolerant form of the enzyme
5-enolpyruvyl shikimate-3- phosphate synthase ( E S S)
from A. tumefaciens strain
CP4.
A-87 MON159 Monsanto Stacked insect resistant and Gossypium
85 x Company glyphosate tolerant cotton hirsutum
MON889 produced by conventional L. (Cotton)
13 cross-breeding of the parental
lines MON88913 (OECD
identifier: MON-88913-8)
and 15985 (OECD identifier:
MON-15985-7). Glyphosate
tolerance is derived from
MON88913 which contains
two genes encoding the
enzyme 5- enolypyruwl shikimate -3 - phosphate synthase (EPSPS)
from the CP4 strain of
Agrobacterium tumefaciens.
Insect resistance is derived
MON15985 which was
produced by transformation
of the DP50B parent variety,
which contained event 531
(expressing Cry 1 Ac protein),
with purified plasmid DNA
containing the cry2Ab gene
from B. thuringiensis subsp.
kurstaki.
A-88 MON- Monsanto Stacked insect resistant and Gossypium
15985-7 Company herbicide tolerant cotton hirsutum
x MON- derived from conventional L. (Cotton)
01445-2 cross-breeding of the parental
lines 15985 (OECD
identifier: MON-15985-7)
and MON1445 (OECD
identifier: MON-01445-2).
A-89 MON531 Monsanto Insect-resistant cotton Gossypium
/757/107 Company produced by inserting the hirsutum
6 cry 1 Ac gene from Bacillus L. (Cotton)
thuringiensis subsp. kurstaki
HD-73 (B.t.k.).
A-90 MON531 Monsanto Insect-resistant cotton Gossypium.
/757/107 Company produced by inserting the hirsutum
6 cry 1 Ac gene from Bacillus L. (Cotton)
thuringiensis subsp. kurstaki
HD-73 (B.t.k.).
A-91 MON889 Monsanto Glyphosate herbicide tolerant Gossypium WO
13 Company cotton produced by inserting hirsutum 2004/072235 two genes encoding the L. (Cotton)
enzyme 5- enolypyruvyl shikimate -3 - phosphate synthase ( E S S )
from the CP4 strain of
Agrobacterium tumefaciens, ;
WO 2004/072235
A-92 MON- Monsanto Stacked insect resistant and Gossypium
00531 -6 Company herbicide tolerant cotton hirsutum
x MON- derived from conventional L. (Cotton)
01445-2 cross-breeding of the parental
lines MON531 (OECD
identifier: MON-00531 -6)
and MON1445 (OECD
identifier: MON-01445-2).
A -93 PV- MONSANT Glyphosate tolerance Gossypium US 2004- GHGT07 O hirsutum 148666 (1445) TECHNOLO L. (Cotton)
GY LLC
A-94 T304-40 BAYER Insect-resistance (CrylAb) Gossypium WO2008/122
BiOSCIENC hirsutum 406,
E V L. (Cotton) US20100775
01
A-95 T342- SYNGENTA Insect resistance (CrylAb) Gossypium WO
142 PARTICiPA hirsutum 2006/128568 HONS AG L. (Cotton)
A-96 LLcotton BAYER Glufosinate resistance Gossypium WO
25 BIOSCIENC hirsutum 2003013224
E N.V. L. (Cotton)
A-97 X81359 BASF Inc. Tolerance to imidazolinone Helianthus
herbicides by selection of a annuus (Sunf
naturally occurring mutant. lower)
A-98 RH44 BASF Inc. Selection for a mutagenized Lens
version of the enzyme culinaris (Le
acetohydroxyacid synthase ntil)
(AHAS), also known as
acetolactate synthase (ALS)
or acetolactate pyruvate- lyase.
A-99 FP967 University of A variant form of acetolactate Linum
Saskatchewa synthase (ALS) was obtained usitatissimum
n, Crop Dev. from a chlorsulfuron tolerant L. (Flax,
Centre line of A. thaliana and used to Linseed)
transform flax.
A- 100 5345 Monsanto Resistance to lepidopteran Lycopersicon
Company pests through the introduction esculentum (
of the crylAc gene from Tomato)
Bacillus thuringiensis subsp.
Kurstaki.
A-101 8338 Monsanto Introduction of a gene Lycopersicon
Company sequence encoding the esculentum (
enzyme 1 -amino - Tomato)
cyclopropane- 1 -carboxylic acid deaminase (ACCd) that
metabolizes the precursor of
the fruit ripening hormone
ethylene.
A- 102 1345-4 DNA Plant Delayed ripening tomatoes Lycopersicon
Technology produced by inserting an esculentum ( C orporation additional copy of a truncated Tomato) gene encoding 1- aminocyclopropane- 1 - carboxyllic acid (ACC)
synthase, which resulted in
downregulation of the
endogenous ACC synthase
and reduced ethylene
accumulation.
A- 103 35 1 N Agritope Inc. Introduction of a gene Lycopersicon sequence encoding the esculentum ( enzyme S- Tomato) adenosylmethionine
hydrolase that metabolizes
the precursor of the fruit
ripening hormone ethylene
A- 104 B, Da. F Zeneca Seeds Delayed softening tomatoes Lycopersicon produced by inserting a esculentum ( truncated version of the Tomato) polygalacturonase (PG)
encoding gene in the sense or
anti-sense orientation in order
to reduce expression of the
endogenous PG gene, and
thus reduce pectin
degradation.
A- 105 FLAVR Calgene Inc. Delayed softening tomatoes Lycopersicon
SAVR produced by inserting an esculentum ( additional copy of the Tomato) polygalacturonase (PG)
encoding gene in the anti- sense orientation in order to
reduce expression of the
endogenous PG gene and thus
reduce pectin degradation.
A- 106 J 101, Monsanto Glyphosate herbicide tolerant Me die ago
J163 Company alfalfa (lucerne) produced by sativa (Alfalf and Forage inserting a gene encoding the a) Genetics enzyme 5-
International enolyp vruvyl shikimate -3 - phosphate synthase ( E S S)
from the CP4 strain of
Agrobacterium tumefaciens.
A- 107 C/F/93/0 Societe Tolerance to the herbicides Nicotiana
8-02 National bromoxynil and ioxynil by tabacum d'Exploitatio incorporation of the nitrilase L. (Tobacco) n des T abacs gene from Klebsiella et Allumettes pneumoniae.
A-108 Vector Vector Reduced nicotine content Nicotiana
21-41 Tobacco Inc. through introduction of a tabacum
second copy of the tobacco L. (Tobacco)
quinolinic acid
phosphoribosyltransferase
(QTPase) in the antisense
orientation. The NPTII
encoding gene from E. coli
was introduced as a
selectable marker to identify
transformants.
A-109 17053 MONSANT Glyphosate tolerance Oryza WO2010117
O sativa (Rice) 737
TECHNOLOGY LLC
A-110 17314 MONSANT Glyphosate tolerance Oryza WO20101 17
O sativa (Rice) 735
TECHNOLO GY LLC
A-l l l CL121, BASF Inc. Tolerance to the Oryza
CL141, imidazolinone herbicide, sativa (Rice)
CFX51 imazethapyr, induced by
chemical mutagenesis of the
acetolactate synthase (ALS)
enzyme using ethyl
methanesulfonate (EMS).
A-112 CiAT- AVENTIS Glufosinate tolerance Oryza WO
OS2 CROPSCIEN sativa (Rice) 01/83818
CE, N.V.
A-113 GAT- BAYER Glufosinate tolerance Oryza US 2008- OS3 BIOSCIENC sativa (Rice) 289060
E NV
A-114 IMINTA- BASF Inc. Tolerance to imidazolinone Oryza
1, herbicides induced by sativa (Rice)
ΙΜΓΝΤΑ- chemical mutagenesis of the
4 acetolactate synthase (ALS)
enzyme using sodium azide.
A-115 LLRICE Aventis Glufosinate ammonium Oryza WO2001/083
06, CropScience herbicide tolerant rice sativa (Rice) 818
LLRICE produced by inserting a
62 modified phosphinothricin
acetyltransferase (PAT)
encoding gene from the soil
bacterium Streptomyces
hygroscopicus).
A-116 LLRICE Bayer Glufosinate ammonium Oryza
601 CropScience herbicide tolerant rice sativa (Rice)
(Aventis produced by inserting a
CropScience( modified phosphinothri cin
AgrEvo)) acetyltransferase (PAT) encoding gene from the soil
bacterium Streptomyces
hygroscopicus).
A-117 PE-7 MAHARAS Insect resistance (Cry 1 Ac) Ory/a WO
HTRA sativa (Rice) 2008/114282 HYBRID SEEDS COMPANY LIMITED
A-118 PWC16 BASF Inc. Tolerance to the Oryza
imidazolinone herbicide, sativa (Rice)
ima/ethapyr. induced by
chemical mutagenesis of the
acetolactate synthase (ALS)
enzyme using ethyl
methanesulfonate (EMS).
A-119 TT51 UNIV Insect resistance Oryza CN 1840655
ZHEJIANG (CrylAb/CrylAc) sativa (Rice)
A- 120 Kefeng CHINA NAT Transgenic rice Kefeng 6 is a Oryza CN
No. 6 RICE RES transformation event sativa (Rice) 101824411
INST containing two insect- resistant genes, cry 1 Ac and
SCK (modified CpTI gene) in
China.
A-121 C5 United States Plum pox virus (PPV) Prunus
Department resistant plum tree produced domestica
of through Agrobacterium- (Plum)
Agriculture - mediated transformation with
Agricultural a coat protein (CP) gene from
Research the virus.
Service
A- 122 ATBT04 Monsanto Colorado potato beetle Solarium
-6, Company resistant potatoes produced tuberosum
ATBT04 by inserting the cry 3 A gene L. (Potato)
-27, from Bacillus thuringiensis
ATBT04 (subsp. Tenebrionis).
-30,
ATBT04
-31,
ATBT04
-36,
SPBT02- 5,
SPBT02- 7
A- 123 BT6, Monsanto Colorado potato beetle Solarium
BT10, Company resistant potatoes produced tuberosum
BT12, by inserting the cry 3 A gene L. (Potato)
BT16, from Bacillus thuringiensis
ΒΤΓ7, (subsp. Tenebrionis).
BT18,
BT23 A- 124 RBMT15 Monsanto Colorado potato beetle and Solanum
-101, Company potato virus Y (PVY) tuberosum
SEMT15 resistant potatoes produced L. (Potato)
-02, by inserting the cry 3 A gene
SEMT15 from Bacillus thuringiensis
-15 (subsp. Tenebrionis) and the
coat protein encoding gene
from PVY.
A- 125 RBMT21 Monsanto Colorado potato beetle and Solarium
-129, Company potato leafroll virus (PLRV) tuberosum
RBMT21 resistant potatoes produced L. (Potato)
-350, by inserting the cry 3 A gene
RBMT22 from Bacillus thuringiensis
-082 (subsp. Tenebrionis) and the
replicase encoding gene from
PLRV.
A- 126 EH92- BASF Plant Crop composition; Amflora; Solatium
527 Science Unique EU identifier: BPS- tuberosum
25271-9 L. (Potato)
A- 127 AP205C BASF inc. Selection for a mutagenized Triticum
L version of the enzyme aestivum (W
acetohydroxyacid synthase heat)
(AHAS), also known as
acetolactate synthase (ALS)
or acetolactate pyruvate- lyase.
A-128 AP602C BASF Inc. Selection for a mutagenized Triticum
L version of the enzyme aestivum (W
acetohydroxyacid synthase heat)
(AHAS), also known as
acetolactate synthase (ALS)
or acetolactate pyruvate- lyase.
A- 129 BW255- BASF Inc. Selection for a mutagenized Triticum
2, version of the enzyme aestivum (W
BW238- acetohydroxyacid synthase heat)
3 (AHAS), also known as
acetolactate synthase (ALS)
or acetolactate pyruvate- lyase.
A-130 BW7 BASF Inc. Tolerance to imidazolinone Triticum
herbicides induced by aestivum (W
chemical mutagenesis of the heat)
acetohydroxyacid synthase
(AHAS) gene using sodium
azide.
A-131 Event 1 SYNGENTA Fusarium resistance Triticum CA 2561992
PARTICIPA (trichothecene 3-0- aestivum (W
TIONS AG ac etyi trans f eras e) heat)
A-132 JOPLIN1 SYNGENTA disease (fungal) resistance Triticum WO; US
PARTICI A (trichothecene 3-0- aestivum (W 2008064032 TiONS AG ac etyltransferas e) heat)
A-133 MON718 Monsanto Glyphosate tolerant wheat Triticum
00 Company variety produced by inserting aestivum (W
a modified 5- heat)
enolpvruvylshikimate-3 - phosphate synthase (EPSPS)
encoding gene from the soil
bacterium Agrobacterium
tumefaciens, strain CP4.
A- 134 SWP965 Cyanamid Selection for a mutagenized Triticum
001 Crop version of the enzyme aestivum (W
Protection acetohydroxyacid synthase heat)
(AHAS), also known as
acetolactate synthase (ALS)
or acetolactate pyruvate- lyase.
A-135 Teal H A BASF Inc. Selection for a mutagenized Triticum
version of the enzyme aestivum (W
acetohydroxyacid synthase heat)
(AHAS), also known as
acetolactate synthase (ALS)
or acetolactate pyruvate- lyase.
A-136 176 Syngenta Insect-resistant maize Zea mays
Seeds, inc. produced by inserting the L. (Maize)
crylAb gene from Bacillus
thuringiensis subsp. kurstaki.
The genetic modification
affords resistance to attack by
the European corn borer
(ECB).
A-137 3272 SYNGENTA Self processing corn (alpha- Zea mays US 2006-
PARTICIPA amylase) L. (Maize) 230473, TIONS AG US20100632
65
A-138 5307 SYNGENTA Insect (corn rootworm) Zea mays WO2010077
PARTICIPA resistance (FR8a) L. (Maize) 816 TIONS AG
A-139 375 MR Pioneer H i- Selection of somaclonal Zea mays
Bred variants by culture of L. (Maize)
International embryos on imidazolinone
Inc. containing media.
A- 140 676, 678, Pioneer Hi- Male-sterile and glufosinate Zea mays
680 Bred ammonium herbicide tolerant L. (Maize)
International maize produced by inserting
Inc. genes encoding DNA adenine
methylase and
phosphinothricin
ac etyl trans f eras e (PAT) from
Escherichia coli and
Streptomyces
viridochromogenes, respectively.
A-141 AC S- Bayer Stacked insect resistant and Zea mays
ZM003- CropScience herbicide tolerant corn hybrid L. (Maize)
2 x (Aventis derived from conventional
MON- CropScience( cross-breeding of the parental
00810- AgrEvo)) lines T25 (OECD identifier:
6 ACS-ZM003-2) and
MON810 (OECD
identifier :MON-00810-6).
A- 142 B16 DEKALB Glufosinate resistance Zea mays US 2003- GENETICS L. (Maize) 1 26634 CORP
A- 143 B16 Dekalb Glufosinate ammonium Zea mays
(DLL25) Genetics herbicide tolerant maize L. (Maize)
Coφoration produced by inserting the
gene encoding
phosphinothricin
acetyltransferase (PAT) from
Streptomyces hygroscopicus.
A- 144 Bil l Syngenta Insect-resistant and herbicide Zea mays WO
(X4334C Seeds, Inc. tolerant maize produced by L. (Maize) 2010148268
BR, inserting the crylAb gene
X4734C from Bacillus thuringiensis
BR) subsp. kurstaki, and the
phosphinothricin N- acetyltransferase (PAT)
encoding gene from S.
viridochromogenes.
A- 145 BT1 1 x Syngenta Stacked insect resistant and Zea mays
GA21 Seeds, Inc. herbicide tolerant maize L. (Maize)
produced by conventional
cross breeding of parental
lines BT 1 1 (OECD unique
identifier: SYN-BT01 1 -1)
and GA21 (OECD unique
identifier: MON-00021 -9).
A- 146 BT 1 1 X Syngenta Stacked insect resistant and Zea mays
M I R 1 62 Seeds, Inc. herbicide tolerant maize L. (Maize)
produced by conventional
cross breeding of parental
lines BT1 1 (OECD unique
identifier: SYN-BTO l 1 - 1 )
and M I R ! 62 ( OECD unique
identifier: SYN-! R 1 62-4).
Resistance to the European
Corn Borer and tolerance to
the herbicide glufosinate
ammonium (Liberty) is
derived from ΒΤΪ 1, which
contains the crylAb gene
from Bacillus thuringiensis
subsp. kurstaki, and the phosphinothricin N- acetyitransferase (PAT)
encoding gene from S.
viridochromogenes.
Resistance to other
lepidopteran pests, including
//. zea, S. friigiperda, A.
ipsilon, and S. albicosta, is
derived from MIR162, which
contains the vip3Aa gene
from Bacillus thiiringiensis
strain AB88.
A- 147 BT1 1 x Syngenta Bacillus thiiringiensis Zea mays
MIR162 Seeds, Inc. CrylAb delta-endotoxin L. (Maize)
X protein and the genetic
MIR604 material necessary for its
production (via elements of
vector pZO I 502 ) in Event
Bti 1 corn (OECD Unique
Identifier: SYN-BT011 -1) x
Bacillus thiiringiensis
Vip3Aa20 insecticidal
protein and the genetic
material necessary for its
production (via elements of
vector pNOVBOO) in Event
M I R 1 62 maize (OECD
Unique Identifier: SYN- I R 162-4 ) x modified Cry3A
protein and the genetic
material necessary for its
production (via elements of
vector pZM26) in Event
MIR604 corn (OECD Unique
Identifier: SYN-IR604-5).
A-148 BT 1 1 x Syngenta Stacked insect resistant and Zea mays
MIR604 Seeds, Inc. herbicide tolerant maize L. (Maize) produced by conventional
cross breeding of parental
lines BTI 1 (OECD unique
identifier: SYN-BT01 1 -1)
and MIR604 (OECD unique
identifier: SYN-IR605-5).
Resistance to the European
Corn Borer and tolerance to
the herbicide glufosinate
ammonium (Liberty) is
derived from BTI 1, which
contains the crylAb gene
from Bacillus thiiringiensis
subsp. kurstaki, and the
phosphinothricin N- acetyltransferase (PAT)
encoding gene from S.
viridochromogenes. Corn rootworm-resistance is
derived from IR604 which
contains the mcry3A gene
from Bacillus thuringiensis.
A- 149 BT11 x Syngenta Stacked insect resistant and Zea mays
MIR604 Seeds, Inc. herbicide tolerant maize L. (Maize) x GA21 produced by conventional
cross breeding of parental
lines BT11 (OECD unique
identifier: SYN-BT011-1),
MIR604 (OECD unique
identifier: SY -IR605-5)
and GA21 (OECD unique
identifier: MON-00021-9).
Resistance to the European
Corn Borer and tolerance to
the herbicide glufosinate
ammonium (Liberty) is
derived from BT11, which
contains the crylAb gene
from Bacillus thuringiensis
subsp. kurstaki, and the
phosphinothricin N- acetyltransferase (PAT)
encoding gene from S.
viridochromogenes. Corn
rootworm-resistance is
derived from MIR604 which
contains the mcry3A gene
from Bacillus thuringiensis.
Tolerance to glyphosate
herbcicide is derived from
GA21 which contains a a
modified E S PS gene from
maize.
A-150 CBH-351 Aventis Insect -resistant and Zea mays
CropScience glufosinate ammonium L. (Maize) herbicide tolerant maize
developed by inserting genes
encoding Cry9C protein from
Bacillus thuringiensis subsp
tolworthi and
phosphinothricin
acetyltransferase (PAT) from
Streptomyces hygroscopicus.
A-151 DAS- DOW Lepidopteran insect resistant Zea mays
06275-8 AgroScience and glufosinate ammonium L. (Maize) s LLC herbicide-tolerant maize
variety produced by inserting
the cry IF gene from Bacillus
thuringiensis var aizawai and
the phosphinothricin
acetyltransferase (PAT) from Streptomyces hygroscopicus.
A- 152 DAS- DOW Corn rootworm-resistant Zea mays US 2006-
59122-7 AgroScience maize produced by inserting L. (Maize) 070139, US s LLC and the cry34Abl and cry35Abl 2011030086 Pioneer Hi- genes from Bacillus
Bred thuringiensis strain PS149B1.
International The PAT encoding gene from
Inc. Streptomyces
viridochromogenes was
introduced as a selectable
marker
A- 153 DAS- DOW Stacked insect resistant and Zea mays
59122-7 AgroScience herbicide tolerant maize L. (Maize)
x NK603 s LLC and produced by conventional
Pioneer Hi- cross breeding of parental
Bred lines DAS-59122-7 (OECD
International unique identifier: DAS- Inc. 59122-7) with NK603
(OECD unique identifier:
MON-00603-6). Corn
rootworm-resistance is
derived from DAS-59122-7
which contains the cry34Abl
and cry35Abl genes from
Bacillus thuringiensis strain
PS149B1. Tolerance to
glyphosate herbcicide is
derived from NK603.
A- 154 DAS- DOW Stacked insect resistant and Zea mays
59122-7 AgroScience herbicide tolerant maize L. (Maize)
X s LLC and produced by conventional
TC1507 Pioneer Hi- cross breeding of parental
x NK603 Bred lines DAS-59122-7 (OECD
International unique identifier: DAS- Inc. 59122-7) and TC1507
(OECD unique identifier:
DAS-01507- 1 ) with NK603
(OECD unique identifier:
MON-00603-6). Corn
rootworm-resistance is
derived from DAS-59122-7
which contains the cry34Abl
and cry35Abl genes from
Bacillus thuringiensis strain
PS149B1. Lepidopteran
resistance and toleraance to
glufosinate ammonium
herbicide is derived from
TC1507. Tolerance to
glyphosate herbcicide is
derived from NK603.
A-155 DAS- DOW Stacked insect resistant and Zea mays
Θ 1507- 1 AgroScience herbicide tolerant corn hybrid L. (Maize) x MON- s LLC derived from conventional
00603- cross-breeding of the parental
6 lines 1507 (OECD identifier:
DAS-01507-1) and NK603
(OECD identifier: MON-
00603-6).
A- 1 56 DBT418 Dekalb Insect-resistant and Zea mays
Genetics glufosinate ammonium L. (Maize)
Corporation herbicide tolerant maize
developed by inserting genes
encoding Cry 1 AC protein
from Bacillus thuringiensis
subsp kurstaki and
phosphinothricin
acetyltransferase (PAT) from
Streptomyces hygroscopicus
A-157 DK404S BASF Inc. Somaclonal variants with a Zea mays
R modified acetyl-CoA- L. (Maize)
carboxylase (ACCase) were
selected by culture of
embryos on sethoxydim
enriched medium.
A-158 DP- PIONEER Glyphosate tolerance / ALS Zea mays WO
098140-6 HI-BRED inhibitor tolerance L. (Maize) 2008/112019,
INTERNA !! US20102400 ONAI. 59
A-159 DP- Pioneer Hi- Corn line 98140 was Zea mays
098140- Bred genetically engineered to L. (Maize)
6 (Event International express the GAT4621
98140) Inc. (glyphosate acetyltransferase)
and ZM-HRA (modified
version of a maize
acetolactate synthase)
proteins. The GAT4621
protein, encoded by the
gat 462 1 gene, confers
tolerance to glyphosate - containing herbicides by
acetylating glyphosate and
thereby rendering it non- phytotoxic. The ZM-HRA
protein, encoded by the zm- lira gene, confers tolerance to
the ALS-inhibiting class of
herbicides.
A- 160 Event Syngenta Maize line expressing a heat Zea mays
3272 Seeds, Inc. stable alpha-amylase gene L. (Maize)
amy797E for use in the dry- grind ethanol process. The
phosphomannose isomerase
gene from E.coli was used as
a selectable marker. A-161 Event Pioneer Hi- Maize event expressing Zea mays
98140 Bred tolerance to glyphosate L. (Maize)
International herbicide, via expression of a
Inc. modified bacterial glyphosate
N-acetlytransferase, and
ALS-inhibiting herbicides,
vial expression of a modified
form of the maize
acetolactate synthase enzyme.
A- 1 62 EXP1910 Syngenta Tolerance to the Zea mays
IT Seeds, Inc. imidazolinone herbicide, L. (Maize)
(formerly i mazethapyr. induced by
Zeneca chemical mutagenesis of the
Seeds) acetolactate synthase (ALS)
enzyme using ethyl
methanesulfonate (EMS).
A- 163 FI1 17 DEKALB Glyphosate resistance Zea mays US 6,040,497
GENETICS L. (Maize)
CORP
A- 164 GA21 Monsanto Introduction, by particle Zea mays US 6,040,497
Company bombardment, of a modified L. (Maize)
5-enolpyruwi shikimate-3- phosphate synthase (EPSPS),
an enzyme involved in the
shikimate biochemical
pathway for the production of
the aromatic amino acids
A- 165 GA21 x Monsanto Stacked insect resistant and Zea mays
MON810 Company herbicide tolerant corn hybrid L. (Maize)
derived from conventional
cross-breeding of the parental
lines GA21 (OECD
identifider: MON-00021 -9)
and MON810 (OECD
identifier: MON-00810-6).
A- 166 GAT- BAYER Glufosinate tolerance Zea mays WO
ZM1 CROPSCIEN L. (Maize) 01/51654
CE N.V.
A- 167 GG25 DEKALB Glyphosate resistance Zea mays US 6,040,497
GENETICS L. (Maize)
CORP
A-168 GJ l l DEKALB Glyphosate resistance Zea mays US 6,040,497
GENETICS L. (Maize)
CORP
A- 169 IT Pioneer Hi- Tolerance to the Zea mays
Bred imidazolinone herbicide, L. (Maize)
International imazethapyr, was obtained by
Inc. in vitro selection of
somaclonal variants. A- 170 LY038 Monsanto Altered amino acid Zea mays US
Company composition, specifically L. (Maize) 7,157,281, elevated levels of lysine, US20102120 through the introduction of 51, US the cordapA gene, derived 2007028322 from Corynebacterium
glutamicum, encoding the
enzyme dihydrodipicolinate
synthase (cDHDPS)
A-171 MIR162 SYNGENTA Insect resistance Zea mays WO
PARTICIPA 1 (Maize) 2007142840 TIONS AG
A- 172 MIR604 Syngenta Corn rootworm resistant Zea mays EP 1 737 290
Seeds, Inc. maize produced by L. (Maize)
transformation with a
modified cry3A gene. The
phosphomannose isomerase
gene from E.coli was used as
a selectable marker;
(Cry3a055)
A- 173 MIR604 Syngenta Stacked insect resistant and Zea mays
x GA21 Seeds, Inc. herbicide tolerant maize L. (Maize)
produced by conventional
cross breeding of parental
lines MIR604 (OECD unique
identifier: SYN-IR605-5)
and GA21 (OECD unique
identifier: MON-00021-9).
Corn rootworm-resistance is
derived from MIR604 which
contains the mcry3A gene
from Bacillus thuringiensis.
Tolerance to glyphosate
herbcicide is derived from
GA21.
A- 174 MON801 Monsanto Insect-resistant maize Zea mays
00 Company produced by inserting the L. (Maize)
crylAb gene from Bacillus
thuringiensis subsp. kurstaki.
The genetic modification
affords resistance to attack by
the European corn borer
(ECB).
A- 175 MON802 Monsanto Insect-resistant and Zea mays
Company glyphosate herbicide tolerant L. (Maize)
maize produced by inserting
the genes encoding the
CrylAb protein from Bacillus
thuringiensis and the 5- enolpyruvylshikimate-3 - phosphate synthase (EPSPS)
from A. tumefaciens strain
CP4. A- 176 MON809 Pioneer Hi- Resistance to European corn Zea mays
Bred borer (Ostrinia nubilalis) by L. (Maize)
International introduction of a synthetic
Inc. crylAb gene. Glyphosate
resistance via introduction of
the bacterial version of a
plant enzyme, 5-enolpyruvyl
shikimate-3 -phosphate
synthase (EPSPS).
A- 177 MON810 Monsanto Insect-resistant maize Zea mays US 2004- Company produced by inserting a L. (Maize) 180373 truncated form of the crylAb
gene from Bacillus
thuringiensis subsp. kurstaki
HD-1. The genetic
modification affords
resistance to attack by the
European corn borer ( EC B )
A-178 MON810 Monsanto Stacked insect resistant and Zea mays
X Company glyphosate tolerant maize L. (Maize)
MON880 derived from conventional
17 cross-breeding of the parental
lines MON810 (OECD
identifier: MON-00810-6)
and MON88017 (OECD
identifier:MON-88017-3).
European corn borer (ECB)
resistance is derived from a
truncated form of the crylAb
gene from Bacillus
thuringiensis subsp. kurstaki
HD-1 present in MON810.
Com rootworm resistance is
derived from the cry3Bbl
gene from Bacillus
thuringiensis subspecies
kumamotoensis strain
EG4691 present in
MON88017. Glyphosate
tolerance is derived from a 5- enolpyruvylshikimate-3 - phosphate synthase (EPSPS)
encoding gene from
Agrobacterium tumefaciens
strain CP4 present in
MON88017.
A- 179 MON832 Monsanto Introduction, by particle Zea mays
Company bombardment, of glyphosate L. (Maize)
oxidase (GOX) and a
modified 5-enolpyruvyl
shikimate-3 -phosphate
synthase (EPSPS), an enzyme
involved in the shikimate
biochemical pathway for the production of the aromatic
amino acids.
A-180 MON863 Monsanto Corn root worn resistant Zea mays
Company maize produced by inserting L. (Maize)
the cry3Bbl gene from
Bacillus thuringiensis subsp.
kumamotoensis.
A-181 MON863 Monsanto Stacked insect resistant corn Zea mays
X Company hybrid derived from L. (Maize)
MON810 conventional cross-breeding
of the parental lines MON863
(OECD identifier: MON- 00863-5) and MON810
(OECD identifier: MON- 00810-6)
A- 182 MON863 Monsanto Stacked insect resistant and Zea mays
X Company herbicide tolerant corn hybrid L. (Maize)
MON810 derived from conventional
x NK603 cross-breeding of the stacked
hybrid MON-00863-5 x
MON-00810-6 and NK603
(OECD identifienMON- 00603-6).
A-183 MON863 Monsanto Stacked insect resistant and Zea mays
x NK603 Company herbicide tolerant corn hybrid L. (Maize)
derived from conventional
cross-breeding of the parental
lines MON863 (OECD
identifier:MON-00863-5)
and NK603 (OECD
identifier: MON-00603-6).
A- 184 MON874 Monsanto Drought tolerance; Water Zea mays WO
60 Company deficit tolerance L. (Maize) 2009111263
A-185 MON880 Monsanto Corn rootworm-resistant Zea mays WO2005059
17 Company maize produced by inserting L. (Maize) 103 the cry3Bbl gene from
Bacillus thuringiensis
subspecies kumamotoensis
strain EG4691. Glyphosate
tolerance derived by inserting
a 5-enoipyruvylshikimate-3- phosphate synthase (EPSPS)
encoding gene from
Agrobacterium tumefaciens
strain CP4
A-186 MON890 Monsanto Maize event expressing two Zea mays WO
34 Company different insecticidal proteins L. (Maize) 2007140256 from Bacillus thuringiensis
providing resistance to
number of lepidopteran pests;
nsect resistance (Lepidoptera
-CrylA.105- Cry2Ab) A-187 MON890 Monsanto Stacked insect resistant and Zea mays
34 x Company glyphosate tolerant maize L. (Maize) MON880 derived from conventional
17 cross-breeding of the parental
lines MON89034 (OECD
identifier: MON-89034-3)
and MON88017 (OECD
identifier:MON-88017-3).
Resistance to Lepiopteran
insects is derived from two
crygenes present in
MON89043. Corn rootworm
resistance is derived from a
single cry genes and
glyphosate tolerance is
derived from the 5- enolpyruvylshikimate-3 - phosphate synthase (EPSPS)
encoding gene from
Agrobacterium tumefaciens
present in MON88017.
A-188 MON890 Monsanto Stacked insect resistant and Zea mays
34 x Company herbicide tolerant maize L. (Maize)
NK603 produced by conventional
cross breeding of parental
lines MON89034 (OECD
identifier: MON-89034-3)
with NK603 (OECD unique
identifier: MON-00603-6).
Resistance to Lepiopteran
insects is derived from two
crygenes present in
MON89043. Tolerance to
glyphosate herbcicide is
derived from NK603.
A-189 MON890 Monsanto Stacked insect resistant and Zea mays
34 x Company herbicide tolerant maize L. (Maize) TC1507 produced by conventional
X cross breeding of parental
MON880 lines: MON89034, TCI 507,
17 x MON88017, and DAS- DAS- 59122. Resistance to the
59122-7 above-ground and below- ground insect pests and
tolerance to glyphosate and
glufosinate-ammonium
containing herbicides.
A-190 MON- Monsanto Stacked insect resistant and Zea mays
00603- Company herbicide tolerant corn hybrid L. (Maize) 6 x derived from conventional
MON- cross-breeding of the parental 00810- lines NK603 (OECD
6 identifier: MON-00603-6)
and MON810 (OECD identifier: MON-00810-6).
A-191 MON- Monsanto Stacked insect resistant and Zea mays
00810- Company enhanced lysine content L. (Maize)
6 x maize derived from
LY038 conventional cross-breeding
of the parental lines MON810
(OECD identifier: MON- 00810-6) and LY038
(OECD identifier: REN- 00038-3).
A- 192 MON- Monsanto Stacked insect resistant and Zea mays
00863-5 Company herbicide tolerant corn hybrid 1 (Maize) x MON- derived from conventional
00603- cross-breeding of the parental
6 lines MON863 (OECD
identifier:MON-00863-5)
and NK603 (OECD
identifier: MON-00603-6).
A- 193 MON- Monsanto Stacked insect resistant corn Zea mays
00863-5 Company hybrid derived from L. (Maize) x MON- conventional cross-breeding
00810- of the parental lines MON863
6 (OECD identifier: MON- 00863-5) and MON810
(OECD identifier: MON- 00810-6)
A- 194 MON- Monsanto Stacked insect resistant and Zea mays
00863-5 Company herbicide tolerant corn hybrid L. (Maize) x MON- derived from conventional
00810- cross-breeding of the stacked
6 x hybrid MON-00863-5 x
MON- MON-00810-6 and NK603
00603- (OECD identifienMON- 6 00603-6).
A- 195 MON- Monsanto Stacked insect resistant and Zea mays
00021- Company herbicide tolerant corn hybrid L. (Maize)
9 x derived from conventional MON- cross-breeding of the parental 00810- lines GA21 (OECD
6 identifider: MON-00021-9)
and MON810 (OECD
identifier: MON-00810-6).
A- 196 MS3 Bayer Male sterility caused by Zea mays
CropScience expression of the barnase L. (Maize)
(Aventis ribonuclease gene from
CropScience( Bacillus amyloliquefaciens;
AgrEvo)) PPT resistance was via PPT- acetyltransferase (PAT).
A- 197 MS6 Bayer Male sterility caused by Zea mays
CropScience expression of the barnase L. (Maize) (Aventis ribonuclease gene from CropScience( Bacillus amyloliquefaciens;
AgrEvo)) PPT resistance was via PPT- acetyltransferase (PAT).
A-198 NK603 Monsanto Introduction, by particle Zea mays
Company bombardment, of a modified L. (Maize)
5-enolpyruvyl shikimate-3- phosphate synthase (EPSPS),
an enzyme involved in the
shikimate biochemical
pathway for the production of
the aromatic amino acids.
A-199 NK603 x Monsanto Stacked insect resistant and Zea mays
MON810 Company herbicide tolerant corn hybrid L. (Maize)
derived from conventional
cross-breeding of the parental
lines NK603 (OECD
identifier: MON-00603-6)
and MON810 (OECD
identifier: MON-00810-6).
A-200 NK603 x Monsanto Stacked glufosinate Zea mays
T25 Company ammonium and glyphosate L. (Maize)
herbicide tolerant maize
hybrid derived from
conventional cross-breeding
of the parental lines NK603
(OECD identifier: MON- 00603-6) and T25 (OECD
identifier: ACS-ZM003-2).
A-201 PV- MONSANT Glyphosate tolerance Zea mays US 2007- ZMGT32 O L. (Maize) 056056 (NK603) TECHNOLO
GY LLC
A-202 PV- MONSANT Glyphosate tolerance Zea mays US
ZMGT32 O L. (Maize) 2007292854 (nk603) TECHNOLO
GY LLC
A-203 PV- MONSANT Insect resistance (Cry3Bb) Zea mays US 2006- ZMIR 13 O L. (Maize) 095986 (MON86 TECHNOLO
3) GY LLC
A-204 SYN- Syngenta Stacked insect resistant and Zea mays
BT011-1 Seeds, Inc. herbicide tolerant maize L. (Maize)
x MON- produced by conventional
00021- cross breeding of parental
9 lines BT11 (OECD unique
identifier: SYN-BT011-1)
and GA21 (OECD unique
identifier: MON-00021-9).
A-205 T14 Bayer Glufosinate herbicide tolerant Zea mays
CropScience maize produced by inserting L. (Maize)
(Aventis the phosphinothricin N- CropScience( acetyltransferase (PAT) AgrEvo)) encoding gene from the
aerobic actinomycete
Streptomyces
viridochromogenes.
A-206 T14, T25 Bayer Glufosinate herbicide tolerant Zea mays
CropScience maize produced by inserting L. (Maize)
(Aventis the phosphinothricin N- CropScience( acetyltransferase (PAT)
AgrEvo)) encoding gene from the
aerobic actinomycete
Streptomyces
viridochromogenes.
A-207 T25 x Bayer Stacked insect resistant and Zea mays
MON810 CropScience herbicide tolerant corn hybrid L. (Maize)
(Aventis derived from conventional
CropScience( cross-breeding of the parental
AgrEvo)) lines T25 (OECD identifier:
ACS-ZM003-2) and
MON8I0 (OECD
identifier:MON-00810-6).
A-208 TC1507 Mycogen Insect-resistant and Zea mays US 7,435,807
(c/o Dow glufosinate ammonium L. (Maize)
WO2004/099 AgroScience herbicide tolerant maize
447 s); Pioneer produced by inserting the
(c/o Dupont) cry IF gene from Bacillus
thuringiensis var. aizawai and
the phosphinothricin N- acetyltransferase encoding
gene from Streptomyces
viridochromogenes; Insect
resistance (Cry IF)
A-209 TCI 507 DOW Stacked insect resistant and Zea mays
x DAS- AgroScience herbicide tolerant maize L. (Maize)
59122-7 s LLC and produced by conventional
Pioneer Hi- cross breeding of parental
Bred lines TC1507 (OECD unique
International identifier: DAS-01507-1)
Inc. with DAS-591 22-7 (OECD
unique identifier: DAS- 59122-7). Resistance to
lepidopteran insects is
derived from TC1507 due the
presence of the cry IF gene
from Bacillus thuringiensis
var. aizawai. Corn rootworm- resistance is derived from
DAS-59122-7 which contains
the cry34Abl and cry35Abl
genes from Bacillus
thuringiensis strain PS 149 1 .
Tolerance to glufosinate
ammonium herbcicide is
derived from TCI 507 from
the phosphinothricin N- acetyltransferase encoding
gene from Streptomyces
viridochromogenes.
A-210 VIP 1034 SYNGENTA Insect resistance Zea mays WO
PARTICIPA L. (Maize) 2003/052073 TIONS AG
A-211 E6611.32 Pioneer Hi- 1) MS45: anther-specific zea mays WO
.1.38 / Bred 5126 (Zea mays) promoter > L. (Maize) 2009103049,
DP- International fertility restoration Ms45 MX
32138-1 / Inc. (Zea mays) coding sequence 2010008977 32138 > fertility restoration Ms45
(Zea mays) 3 '-untranslated
region 2) ZM-AAl :
polygalacturonase 47 (Zea
mays) promoter > brittle- 1
(Zea mays) chloroplast transit
peptide > alpha -amylase- 1
(Zea mays) truncated coding
sequence > In 2- ! (Zea
mays) 3 '-untranslated region
3) DSRED2: 35S
(Cauliflower Mosaic Virus)
enhancer > lipid transfer
protein-2 (Hordeum vulgare)
promoter > red fluorescent
protein (Dicosoma sp.)
variant coding sequence >
protein inhibitor 11 (Solanum
tuberosum) 3 '-untranslated
region
A-212 DAS- DOW RB7 MARv3>zmUbiquitin 1 Zea mays WO 2011022
40278-9 AgroScience promoter>aad 1 >zmPER5 L. (Maize) 469 s LLC 3'UTR>RB 7 MARv4. The
aad-1 gene confers tolerance
to 2,4- dichlorophenoxyacetic
acid and
aryloxyphenoxypropionate
(commonly referred to as
"fop" herbicides such as
quizalofop) herbicides
A-213 MI 604 Syngenta 1) CRY3A: metallotionin-like Zea mays US
Participations gene (Zea mays) promoter > L. (Maize) 2005216970, AG delta-endotoxin cry3a US
(Bacillus thuringiensis subsp. 2008167456, tenebrionis ) coding US sequence, modified to include 2011111420 a cathepsin-G protease
recognition site and maize
codon optimized > nopaline
synthase (Agrobacterium
tumefaciens) 3 '-untranslated region 2) PMI: polyubiquitin
(Zea mays) promoter (incl.
first intron) > mannose-6- phosphate isomerase
(Escherichia coli) coding
sequence > nopaiine synthase
(Agrobacterium tumefaciens)
3 '-untranslated region
A-214 MON MONSANT The transgene insert and Zea mays WO
87427 O expression cassette of MON L. (Maize) 2011062904
TECHNOLO 87427 comprises the
GY LLC promoter and leader from the
cauliflower mosaic virus
(CaMV) 35 S containing a
duplicated enhancer region
(P-e35S); operably linked to a
ON A leader derived from the
first intron from the maize
heat shock protein 70 gene (I- HSP70); operably linked to a
DNA molecule encoding an
N-terminal chloroplast transit
peptide from the shkG gene
from Arabidopsis thaliana
EPSPS (Ts-CTP2); operably
linked to a DNA molecule
derived from the aroA gene
from the Agrobacterium sp.
strain CP4 and encoding the
CP4 EPSPS protein; operably
linked to a 3' UTR DNA
molecule derived from the
nopaiine synthase (T-NOS)
gene from Agrobacterium
tumefaciens .
A-215 DP- Pioneer Hi- cry IF, cry34Abl, cry35Abl, Zea mays US 2011 1545
0041 14-3 Bred and pat: resistance to certain I (Maize) 23
International lepidopteran and coleopteran
Inc. pests, as well as tolerance to
phosphinothri cin .
A-216 DP- Pioneer Hi- Cry IF, cry34Abl, cry35Abl, Zea mays US 20111545
032316-8 Bred pat: resistance to certain L. (Maize) 24
International lepidopteran and coleopteran
Inc. pests, as well as tolerance to
phosphinothricin
A-217 DP- Pioneer Hi- Cry IF, cry34Abl, cry35Abl, Zea mays US
040416-8 Bred pat: resistance to certain L. (Maize) 201 10154525 a International lepidopteran and coleopteran
Inc. pests, as well as tolerance to
phosphinothricin
A-218 DP- Pioneer Hi- Cry IF, cry34Abl, cry35Abl , Zea mays US201 10154
043A47- Bred pat: resistance to certain L. (Maize) 526
3 International lepidopteran and coleopteran Inc. pests, as well as tolerance to
phosphinothricin
A219 33391 Monsanto Herbicide tolerance Triticum WO2002/027
Technology aestivinn 004
LLC (wheat)
A220 531/ PV- Monsanto Cry 1 Ac, lepidopteran Gossypium WO2002/040
GHBK04 Technology resistance hirsutum 677
/ MON- LLC L. (Cotton)
00531-6
A221 BLR1 SYNGENTA Improved fertility restoration Brassica WO2005/074
PARTICIPA for Ogura cytoplasmic male napus 671 TiONS AG sterile brassica (oilseed rape)
A222 FG72 Bayer glyphosate and isoxaflutole Glycine max WO2011/063
Bioscience tolerance L (soybean) 41 3 N.V. / MS
Technologies
A-223 MON883 Monsanto Glyphosate tolerance Brassica WO201 1/153
02 Technology napus 186
LLC
A-224 1606 / Dow aad-12; tolerance to phenoxy Glycine max WO2012/033
DAS- AgroScience auxin herbicides I. (soybean) 794 21606-3 LLC
A-225 MON877 Monsanto BBX32 gene, yield Glycine max WO2012/051
12 Technology L (soybean) 199
LLC
A-226 pDAB82 Dow Multiple traits conferring Glycine max WO2012/075
64.44.06. AgroScience resistance to glyphosate, L (soybean) 426 1 / DAS- LLC aryloxyalkanoate and
44406-6 glufosinate herbicides
A-227 pDAB82 Dow Multiple traits conferring Glycine max WO2012/075
91.45.36. AgroScience resistance to glyphosate, L (soybean) 429 2 / DAS- LLC aryloxyalkanoate and
14536-7 glufosinate herbicides
A-228 SYHTOH SYNGENTA Herbicide resistance Glycine max WO2012/082
2 / SYN- PARTICIPA L (soybean) 548 000H2-5 TIONS AG
A-229 MON887 Monsanto Tolerance to dicamba and Gossypium WO2012/134
01 Technology glufosinate herbicides hirsutum L. 808
LLC (Cotton)
Particularly useful transgenic plants which may be treated according to the invention are plants containing transformation events, or a combination of transformation events, and that are listed for example in the databases for various national or regional regulatory agencies including Event 1143-14A (cotton, insect control, not deposited, described in WO2006/128569); Event 1 143-51 B (cotton, insect control, not deposited, described in WO2006/128570); Event 1445 (cotton, herbicide tolerance, not deposited, described in US2002120964 or WO2002/034946); Event 17053 (rice, herbicide tolerance, deposited as PTA-9843, described in WO2010/117737); Event 17314 (rice, herbicide tolerance, deposited as PTA-9844, described in WO2010/117735); Event 281-24-236 (cotton, insect control - herbicide tolerance, deposited as PTA-6233, described in WO2005/103266 or US2005216969); Event 3006-210-23 (cotton, insect control - herbicide tolerance, deposited as PTA-6233. described in US2007143876 or WO2005/103266); Event 3272 (corn, quality trait, deposited as PTA-9972. described in WO2006098952 or US2006230473); Event 40416 (corn, insect control - herbicide tolerance, deposited as ATCC PTA-11508, described in WO2011/075593); Event 43A47 (corn, insect control - herbicide tolerance, deposited as ATCC PTA-11509, described in WO2011/075595); Event 5307 (corn, insect control, deposited as ATCC PTA-95 1. described in WO2010/077816); Event ASR-368 (bent grass, herbicide tolerance, deposited as ATCC PTA-4816, described in US2006162007 or WO2004053062); Event B16 (corn, herbicide tolerance, not deposited, described in US2003126634); Event BPS-CV 127-9 (soybean, herbicide tolerance, deposited as NCIMB No. 41603, described in WO2010/080829); Event CE43-67B (cotton, insect control, deposited as DSM ACC2724, described in US2009217423 or WO2006/128573); Event CE44-69D (cotton, insect control, not deposited, described in US20100024077); Event CE44-69D (cotton, insect control, not deposited, described in WO2006/128571); Event CE46-02A (cotton, insect control, not deposited, described in WO2006/128572); Event COT 102 (cotton, insect control, not deposited, described in US2006130175 or WO2004039986); Event COT202 (cotton, insect control, not deposited, described in US2007067868 or WO2005054479); Event COT203 (cotton, insect control, not deposited, described in WO2005/054480); Event DAS40278 (corn, herbicide tolerance, deposited as ATCC PTA- 1 244. described in WO2011/022469); Event DAS-591 22-7 (corn, insect control - herbicide tolerance, deposited as ATCC PTA 11384 , described in US2006070139); Event DAS-5 1 32 (corn, insect control - herbicide tolerance, not deposited, described in WO2009/100188); Event DAS68416 (soybean, herbicide tolerance, deposited as ATCC PTA- 10442. described in WO2011/066384 or WO2011/066360); Event DP-098140-6 (corn, herbicide tolerance, deposited as ATCC PTA-8296, described in US2009137395 or WO2008/112019); Event DP-305423- 1 (soybean, quality trait, not deposited, described in US2008312082 or WO2008/054747); Event DP-32138- 1 (corn, hybridization system, deposited as ATCC PTA-9158, described in US20090210970 or WO2009/103049); Event DP-356043-5 (soybean, herbicide tolerance, deposited as ATC C PTA-8287, described in US20100184079 or WO2008/002872); Event EE-1 (brinjal, insect control, not deposited, described in WO2007/091277); Event FI117 (corn, herbicide tolerance, deposited as ATCC 209031, described in US2006059581 or WO1998/044140); Event GA21 (corn, herbicide tolerance, deposited as ATCC 209033, described in US2005086719 or WO1998/044140); Event GG25 (corn, herbicide tolerance, deposited as ATCC 209032, described in US2005188434 or WO1998/044140); Event GHB119 (cotton, insect control - herbicide tolerance, deposited as ATC C PTA-8398, described in WO2008/151780); Event GHB614 (cotton, herbicide tolerance, deposited as ATCC PTA-6878, described in US2010050282 or WO2007/017186); Event GJ11 (corn, herbicide tolerance, deposited as ATCC 209030, described in US2005188434 or WO1998/044140); Event GM RZ13 (sugar beet, virus resistance , deposited as NCIMB-41601, described in WO2010/076212); Event H7- I (sugar beet, herbicide tolerance, deposited as NCI M B 41 158 or NO M B 41 159, described in US2004172669 or WO2004/074492); Event JOPLIN1 (wheat, disease tolerance, not deposited, described in US2008064032); Event 1.1.27 (soybean, herbicide tolerance, deposited as NCIMB41 658, described in WO2006/108674 or US2008320616); Event 1.1.55 (soybean, herbicide tolerance, deposited as NC 1MB 41660, described in WO2006/108675 or US2008196127); Event LLcotton25 (cotton, herbicide tolerance, deposited as ATCC PTA-3343, described in WO2003013224 or US2003097687); Event LLPJCE06 (rice, herbicide tolerance, deposited as ATCC-23352, described in US6468747 or WO2000/026345); Event LLPJCE601 (rice, herbicide tolerance, deposited as ATCC PTA-2600, described in US2008289060 or WO2000/026356); Event LY038 (corn, quality trait, deposited as ATCC PTA-5623. described in US2007028322 or WO2005061720); Event M I R I 62 (corn, insect control, deposited as PTA-8166, described in US2009300784 or WO2007/142840); Event MIR604 (corn, insect control, not deposited, described in US2008167456 or WO2005103301); Event MON 1 59X5 (cotton, insect control, deposited as ATCC PTA-25 1 6. described in US2004-250317 or WO2002/100163); Event MON810 (corn, insect control, not deposited, described in US2002102582); Event MON863 (corn, insect control, deposited as ATCC PTA-2605, described in WO2004/01 1601 or US2006095986); Event MON87427 (corn, pollination control, deposited as ATCC PTA-7899, described in WO201 1/062904); Event MON87460 (corn, stress tolerance, deposited as ATCC PTA-8910, described in WO2009/1 1 1263 or US201 10138504); Event MON87701 (soybean, insect control, deposited as ATCC PTA-8194, described in US2009130071 or WO2009/064652); Event MON87705 (soybean, quality trait - herbicide tolerance, deposited as ATCC PTA-9241 . described in US20100080887 or WO2010/037016); Event MON87708 (soybean, herbicide tolerance, deposited as ATCC PTA9670, described in WO201 1/034704); Event MON87754 (soybean, quality trait, deposited as ATCC PTA-9385, described in WO2010/024976); Event MON87769 (soybean, quality trait, deposited as ATCC PTA-891 1 , described in US201 10067141 or WO2009/102873); Event MON88017 (corn, insect control - herbicide tolerance, deposited as ATCC PTA-5582, described in US2008028482 or WO2005/059103); Event MON88913 (cotton, herbicide tolerance, deposited as ATCC PTA-4854, described in WO2004/072235 or US2006059590); Event MON89034 (corn, insect control, deposited as ATCC PTA-7455, described in WO2007/140256 or US2008260932); Event MON89788 (soybean, herbicide tolerance, deposited as ATCC PTA-6708, described in US2006282915 or WO2006/130436); Event MS1 1 (oilseed rape, pollination control - herbicide tolerance, deposited as ATCC PTA-850 or PTA-2485, described in WO2001/031042); Event MS8 (oilseed rape, pollination control - herbicide tolerance, deposited as ATCC PTA-73 , described in WO2001/041558 or US2003188347); Event N 603 (corn, herbicide tolerance, deposited as ATCC PTA-2478, described in US2007-292854); Event PE-7 (rice, insect control, not deposited, described in WO2008/1 14282); Event RF3 (oilseed rape, pollination control - herbicide tolerance, deposited as ATCC PTA-730, described in WO2001/041558 or US2003188347); Event RT73 (oilseed rape, herbicide tolerance, not deposited, described in WO2002/036831 or US2008070260); Event T227- I (sugar beet, herbicide tolerance, not deposited, described in WO2002/44407 or US2009265817); Event T25 (corn, herbicide tolerance, not deposited, described in US2001029014 or WO2001/051654); Event T304-40 (cotton, insect control - herbicide tolerance, deposited as ATCC PTA-8171, described in US2010077501 or WO2008/122406); Event T342- 142 (cotton, insect control, not deposited, described in WO2006/128568); Event TC1507 (corn, insect control - herbicide tolerance, not deposited, described in US2005039226 or WO2004/099447); Event VIP1034 (corn, insect control - herbicide tolerance, deposited as ATCC PTA-3925., described in WO2003/052073), Event 32316 (corn, insect control- herbicide tolerance, deposited as PTA-11507, described in WO2011/084632), Event 4114 (corn, insect control-herbicide tolerance, deposited as PTA-11506, described in WO2011/084621), Event MON88302 (oilseed rape, herbicide tolerance, deposited as PTA-10955, described in WO2011/153186), Event 1606 (soybean, herbicide tolerance, deposited as PTA-11028, described in WO2012/033794), Event MON87712 (soybean, yield, deposited as PTA-10296, described in WO2012/051199), Event pDAB8264.44.06.1 / DAS-44406-6 (soybean, herbicide tolerance, deposited as PTA- 1 1336. described in WO2012/075426), Event pDAB8291.45.36.2 / DAS- 14536-7 (soybean, herbicide tolerance, deposited as PTA-1 1335. described in WO2012/075429), Event SYHT0H2 / SVN- 000H2-5 (soybean, herbicide tolerance, deposited as PTA- 1 1226. described in WO2012/082548), Event MON88701 (cotton, herbicide tolerance, deposited as PTA-1 1754, described in WO2012/134808), Event FG72 (soybean, herbicide tolerance, deposited as PTA-11041, described in WO2011/063413), Event BLR1 (oilseed rape, restoration of male sterility, deposited as NCIMB 41193, described in WO2005/074671), Event 531/ PV-GHBK04 (cotton, insect resistance, described in WO2002/040677), Event 33391 (wheat, herbicide tolerance, deposited as PTA-2347. described in WO2002/027004).
Plants that may be treated according to the invention are hybrid plants that already express the characteristic of heterosis or hybrid vigor which results in generally higher yield, vigor, health and resistance towards biotic and abiotic stresses). Such plants are typically made by crossing an inbred male-sterile parent line (the female parent) with another inbred male-fertile parent line (the male parent). Hybrid seed is typically harvested from the male sterile plants and sold to growers. Male sterile plants can sometimes (e.g. in corn) be produced by detasseling, i.e. the mechanical removal of the male reproductive organs (or males flowers) but, more typically, male sterility is the result of genetic determinants in the plant genome. In that case, and especially when seed is the desired product to be harvested from the hybrid plants it is typically useful to ensure that male fertility in the hybrid plants is fully restored. This can be accomplished by ensuring that the male parents have appropriate fertility restorer genes which are capable of restoring the male fertility in hybrid plants that contain the genetic determinants responsible for male-sterility. Genetic determinants for male sterility may be located in the cytoplasm. Examples of cytoplasmic male sterility (CMS) were for instance described in Brassica species (W0 92/05251, WO 95/09910, WO 98/27806, WO 05/002324, WO 06/021972 and US 6,229,072). However, genetic determinants for male sterility can also be located in the nuclear genome. Male sterile plants can also be obtained by plant biotechnology methods such as genetic engineering. A particularly useful means of obtaining male-sterile plants is described in WO 89/10396 in which, for example, a ribonuclease such as barnase is selectively expressed in the tapetum cells in the stamens. Fertility can then be restored by expression in the tapetum cells of a ribonuclease inhibitor such as barstar (e.g. WO 91/02069).
Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) which may be treated according to the invention are plants containing the nematode resistance / tolerance genes and are in addition herbicide-tolerant, i.e. plants made tolerant to one or more given herbicides. Such plants can be obtained either by genetic transformation, or by selection of plants containing a mutation imparting such herbicide tolerance. Herbicide-resistant plants are for example glyphosate-tolerant plants, i.e. plants made tolerant to the herbicide glyphosate or salts thereof. Plants can be made tolerant to glyphosate through different means. For example, glyphosate-tolerant plants can be obtained by transforming the plant with a gene encoding the enzyme 5-enolpyruvylshikiniate-3-phosphate synthase (EPSPS). Examples of such EPSPS genes are the AroA gene (mutant CT7) of the bacterium Salmonella typhimurium (Comai et al, 1983, Science 221, 370-371), the CP4 gene of the bacterium Agrobacterium sp. (Barry et al., 1992, Curr. Topics Plant Physiol. 7, 139-145), the genes encoding a Petunia EPSPS (Shah et al.. 1986, Science 233, 478-481), a Tomato EPSPS (Gasser et al., 1988, J. Biol. ( hem. 263. 4280-4289), or an Eleusine EPSPS (WO 01/66704). It can also be a mutated EPSPS as described in for example EP 0837944, WO 00/66746, WO 00/66747 or WO02/26995. Glyphosate-tolerant plants can also be obtained by expressing a gene that encodes a glyphosate oxido-reductase enzyme as described in U.S. Patent Nos. 5,776,760 and 5,463,175. Glyphosate-tolerant plants can also be obtained by expressing a gene that encodes a glyphosate acetyl transferase enzyme as described in for example WO 02/36782, WO 03/092360, WO 05/012515 and WO 07/024782. Glyphosate-tolerant plants can also be obtained by selecting plants containing naturally-occurring mutations of the above-mentioned genes, as described in for example WO 01/024615 or WO 03/013226. Plants expressing EPSPS genes that confer glyphosate tolerance are described in e.g. US Patent Application Nos 11/517,991, 10/739,610, 12/139,408, 12/352,532, 11/312,866, 11/315,678, 12/421,292, 11/400,598, 11/651,752, 11/681,285, 11/605,824, 12/468,205, 11/760,570, 11/762,526, 11/769,327, 11/769,255, 11/943801 or 12/362,774. Plants comprising other genes that confer glyphosate tolerance, such as decarboxylase genes, are described in e.g. US patent applications 11/588,81 1, 11/185,342, 12/364,724, 11/185,560 or 12/423,926. Other herbicide resistant plants are for example plants that are made tolerant to herbicides inhibiting the enzyme giutamine synthase, such as bialaphos, phosphinothricin or glufosinate. Such plants can be obtained by expressing an enzyme detoxifying the herbicide or a mutant giutamine synthase enzyme that is resistant to inhibition, e.g. described in US Patent Application No 11/760,602. One such efficient detoxifying enzyme is an enzyme encoding a phosphinothricin acetyltransferase (such as the bar or pat protein from Streptomyces species). Plants expressing an exogenous phosphinothricin acetyltransferase are for example described in U.S. Patent Nos. 5,561,236; 5,648,477; 5,646,024; 5,273,894; 5,637,489; 5,276,268; 5,739,082; 5,908,810 and 7,112,665.
Further herbicide-tolerant plants are also plants that are made tolerant to the herbicides inhibiting the enzyme hydroxyphenylpyruvatedioxygenase (HPPD). Hydroxyphenylpyruvatedioxygenases HPPD is an are enzymes that catalyze the reaction in which para-hydroxyphenylpyruvate (HPP) is transformed into homogentisate. Plants tolerant to HPPD-inhibitors can be transformed with a gene encoding a naturally-occurring resistant HPPD enzyme, or a gene encoding a mutated or chimeric H PD enzyme as described in WO 96/38567, WO 99/24585, and WO 99/24586, WO 2009/144079, WO 2002/046387, or US 6,768,044. Tolerance to HPPD- inhibitors can also be obtained by transforming plants with genes encoding certain enzymes enabling the formation of homogentisate despite the inhibition of the native HPPD enzyme by the HPPD-inhibitor. Such plants and genes are described in WO 99/34008 and WO 02/36787. Tolerance of plants to HPPD inhibitors can also be improved by transforming plants with a gene encoding an enzyme having prephenate deshydrogenase (PDH) activity in addition to a gene encoding an HPPD-tolerant enzyme, as described in WO 2004/024928. Further, plants can be made more tolerant to HPPD-inhibitor herbicides by adding into their genome a gene encoding an enzyme capable of metabolizing or degrading HPPD inhibitors, such as the CYP450 enzymes shown in WO 2007/103567 and WO 2008/150473.
Still further herbicide resistant plants are plants that are made tolerant to acetolactate synthase (ALS) inhibitors. Known ALS-inhibitors include, for example, sulfonylurea, imidazoiinone, triazolopyrimidines, pryimidinyoxy(thio)benzoates, and/or sulfonylaminocarbonyltriazolinone herbicides. Different mutations in the ALS enzyme (also known as acetohydroxyacid synthase, AH AS) are known to confer tolerance to different herbicides and groups of herbicides, as described for example in Tranel and Wright (2002, Weed Science 50:700-712), but also, in U.S. Patent No. 5,605,011, 5,378,824, 5,141,870, and 5,013,659. The production of sulfonylurea-tolerant plants and imidazolinone-tolerant plants is described in U.S. Patent Nos. 5,605,011 ; 5,013,659; 5,141,870; 5,767,361 ; 5,731,180; 5,304,732; 4,761,373; 5,331,107; 5,928,937; and 5,378,824; and international publication WO 96/33270. Other imidazolinone-tolerant plants are also described in for example WO 2004/040012, WO 2004/106529, WO 2005/020673, WO 2005/093093, WO 2006/007373, WO 2006/015376, WO 2006/024351, and WO 2006/060634. Further sulfonylurea- and imidazolinon e-tolerant plants are also described in for example WO 07/024782 and US Patent Application No 61/288958.
Other plants tolerant to imidazoiinone and/or sulfonylurea can be obtained by induced mutagenesis, selection in cell cultures in the presence of the herbicide or mutation breeding as described for example for soybeans in U.S. Patent 5,084,082, for rice in WO 97/41218, for sugar beet in U.S. Patent 5,773,702 and WO 99/057965, for lettuce in U.S. Patent 5,198,599, or for sunflower in WO 01/065922.
Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are - besides nematode resistance / tolerance - insect-resistant, i.e. plants made resistant to attack by certain target insects. Such plants can be obtained by genetic transformation, or by selection of plants containing a mutation imparting such insect resistance.
An "insect-resistant transgenic plant", as used herein, includes any plant containing at least one transgene comprising a coding sequence encoding:
1) an insecticidal crystal protein from Bacillus thuringiensis or an insecticidal portion thereof, such as the insecticidal crystal proteins listed by Crickmore et al. (1998, Microbiology and Molecular Biology Reviews,
62: 807-813), updated by Crickmore et al. (2005) at the Bacillus thuringiensis toxin nomenclature, online at: htlp://www.lifesci.sussex.ac.uk Home/Neil_Crickmore/Bl ^ or insecticidal portions thereof, e.g., proteins of the Cry protein classes CrylAb, CrylAc, CrylB, CrylC, CrylD, CrylF, Cry2Ab, Cry3Aa, or Cry3Bb or insecticidal portions thereof (e.g. EP 1999141 and WO 2007/107302), or such proteins encoded by synthetic genes as e.g. described in and US Patent Application No 12/249,016 ; or
2) a crystal protein from Bacillus thuringiensis or a portion thereof which is insecticidal in the presence of a second other crystal protein from Bacillus thuringiensis or a portion thereof, such as the binary toxin made up of the Cry 34 and Cry35 crystal proteins (Moellenbeck et al. 2001, Nat. Biotechnol. 19: 668-72; Schnepf et al. 2006, Applied Environm. Microbiol. 71, 1765-1774) or the binary toxin made up of the CrylA or CrylF proteins and the Cry2Aa or Cry2Ab or Cry2Ae proteins (US Patent Appl. No. 12/214,022 and EP 08010791.5); or
3) a hybrid insecticidal protein comprising parts of different insecticidal crystal proteins from Bacillus thuringiensis, such as a hybrid of the proteins of 1) above or a hybrid of the proteins of 2) above, e.g., the CrylA.105 protein produced by corn event MON89034 (WO 2007/027777); or 4) a protein of any one of 1) to 3) above wherein some, particularly 1 to 10, amino acids have been replaced by another amino acid to obtain a higher insecticidal activity to a target insect species, and/or to expand the range of target insect species affected, and or because of changes introduced into the encoding DNA during cloning or transformation, such as the Cry3Bbl protein in corn events MON863 or MON88017, or the Cry3A protein in corn event MIR604; or 5) an insecticidal secreted protein from Bacillus thuringiensis or Bacillus cereus, or an insecticidal portion thereof, such as the vegetative insecticidal (VIP) proteins listed at: hrp://ww*\lifesti.sussex.ac.uk/homa e.g., proteins from the VIP3Aa protein class; or
6) a secreted protein from Bacillus thuringiensis or Bacillus cereus which is insecticidal in the presence of a second secreted protein from Bacillus thuringiensis or B. cereus, such as the binary toxin made up of the VI 1 A and ΥΊ 2Α proteins ( WO 94/21795); or 7) a hybrid insecticidal protein comprising parts from different secreted proteins from Bacillus thuringiensis or Bacillus cereus, such as a hybrid of the proteins in 1) above or a hybrid of the proteins in 2) above; or
8) a protein of any one of 5) to 7) above wherein some, particularly 1 to 10, amino acids have been replaced by another amino acid to obtain a higher insecticidal activity to a target insect species, and/or to expand the range of target insect species affected, and/or because of changes introduced into the encoding DNA during cloning or transformation (while still encoding an insecticidal protein), such as the VIP3Aa protein in cotton event COT 102; or
9) a secreted protein from Bacillus thuringiensis or Bacillus cereus which is insecticidal in the presence of a crystal protein from Bacillus thuringiensis, such as the binary toxin made up of VIP3 and CrylA or Cry IF (US Patent Appl. No. 61/126083 and 61/195019), or the binary toxin made up of the VIP3 protein and the Cry2Aa or Cry2Ab or Cry2Ae proteins (US Patent Appl. No. 12/214,022 and EP 08010791.5).
10) a protein of 9) above wherein some, particularly 1 to 10, amino acids have been replaced by another amino acid to obtain a higher insecticidal activity to a target insect species, and/or to expand the range of target insect species affected, and/or because of changes introduced into the encoding DNA during cloning or transformation (while still encoding an insecticidal protein)
Of course, an insect-resistant transgenic plant, as used herein, also includes any plant comprising a combination of genes encoding the proteins of any one of the above classes 1 to 10. In one embodiment, an insect-resistant plant contains more than one transgene encoding a protein of any one of the above classes 1 to 10, to expand the range of target insect species affected when using different proteins directed at different target insect species, or to delay insect resistance development to the plants by using different proteins insecticidal to the same target insect species but having a different mode of action, such as binding to different receptor binding sites in the insect.
An "insect-resistant transgenic plant", as used herein, further includes any plant containing at least one transgene comprising a sequence producing upon expression a double-stranded RNA which upon ingestion by a plant insect pest inhibits the growth of this insect pest, as described e.g. in WO 2007/080126, WO 2006/129204, WO 2007/074405, WO 2007/080127 and WO 2007/035650.
Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are - besides nematode resistance / tolerance - tolerant to abiotic stresses. Such plants can be obtained by genetic transformation, or by selection of plants containing a mutation imparting such stress resistance. Particularly useful stress tolerance plants include:
1) plants which contain a transgene capable of reducing the expression and/or the activity of poly(ADP- ribose) polymerase ( PARP) gene in the plant cells or plants as described in WO 00/04173, WO/2006/045633, EP 04077984.5, or EP 06009836.5. 2) plants which contain a stress tolerance enhancing transgene capable of reducing the expression and/or the activity of the PARG encoding genes of the plants or plants cells, as described e.g. in WO 2004/090140.
3) plants which contain a stress tolerance enhancing transgene coding for a plant-functional enzyme of the nicotineamide adenine dinucleotide salvage synthesis pathway including nicotinamidase, nicotinate phosphoribosyltransferase, nicotinic acid mononucleotide adenyl transferase, nicotinamide adenine dinucleotide synthetase or nicotine amide phosphorybosyitransferase as described e.g. in EP 04077624.7, WO 2006/133827, PCT/EP07/002433, EP 1999263, or WO 2007/107326.
Plants or plant cultivars (obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are nematode resistant / tolerant plants showing in addition altered quantity, quality and/or storage-stability of the harvested product and/or altered properties of specific ingredients of the harvested product such as :
1) transgenic plants which synthesize a modified starch, which in its physical-chemical characteristics, in particular the amylose content or the amylose/amylopectin ratio, the degree of branching, the average chain length, the side chain distribution, the viscosity behaviour, the gelling strength, the starch grain size and/or the starch grain morphology, is changed in comparison with the synthesised starch in wild type plant cells or plants, so that this is better suited for special applications. Said transgenic plants synthesizing a modified starch are disclosed, for example, in EP 0571427, WO 95/04826, EP 0719338, WO 96/15248, WO 96/19581, WO 96/27674, WO 97/11188, WO 97/26362, WO 97/32985, WO 97/42328, WO 97/44472, WO 97/45545, WO 98/27212, WO 98/40503, W099/58688, WO 99/58690, WO 99/58654, WO 00/08184, WO 00/08185, WO 00/08175, WO 00/28052, WO 00/77229, WO 01/12782, WO 01/12826, WO 02/101059, WO 03/071860, WO 2004/056999, WO 2005/030942, WO 2005/030941, WO 2005/095632, WO 2005/095617, WO 2005/095619, WO 2005/095618, WO 2005/123927, WO 2006/018319, WO 2006/103107, WO 2006/108702, WO 2007/009823, WO 00/22140, WO 2006/063862, WO 2006/072603, WO 02/034923, EP 06090134.5, EP 06090228.5, EP 06090227.7, EP 07090007.1, EP 07090009.7, WO 01/14569, WO 02/79410, WO 03/33540, WO 2004/078983, WO 01/19975, WO 95/26407, WO 96/34968, WO 98/20145, WO 99/12950, WO 99/66050, WO 99/53072, US 6,734,341, WO 00/11192, WO 98/22604, WO 98/32326, WO 01/98509, WO 01/98509, WO 2005/002359, US 5,824,790, US 6,013,861, WO 94/04693, WO 94/09144, WO 94/11520, WO 95/35026, WO 97/20936
2) transgenic plants which synthesize non starch carbohydrate polymers or which synthesize non starch carbohydrate polymers with altered properties in comparison to wild type plants without genetic modification.
Examples are plants producing polyfructose, especially of the inulin and levan-type, as disclosed in EP 0663956, WO 96/01904, WO 96/21023, WO 98/39460, and WO 99/24593, plants producing alpha- 1.4- glucans as disclosed in WO 95/31553, US 2002031826, US 6,284,479, US 5,712,107, WO 97/47806, WO 97/47807, WO 97/47808 and WO 00/14249, plants producing alpha- 1.6 branched alpha- 1,4-giucans, as disclosed in WO 00/73422, plants producing alternan, as disclosed in e.g. WO 00/47727, WO 00/73422, EP 06077301.7, US 5,908,975 and EP 0728213,
3) transgenic plants which produce hyaluronan, as for example disclosed in WO 2006/032538, WO 2007/039314, WO 2007/039315, WO 2007/039316, JP 2006304779, and WO 2005/012529.
4) transgenic plants or hybrid plants, such as onions with characteristics such as 'high soluble solids content', 'low pungency' (LP) and/or 'long storage' (LS), as described in US Patent Appl. No. 12/020,360 and 61/054,026.
Plants or plant cultivars (that can be obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are plants, such as cotton plants, which are nematode resistant / tolerant and showing in addition altered fiber characteristics. Such plants can be obtained by genetic transformation, or by selection of plants contain a mutation imparting such altered fiber characteristics and include: a) Plants, such as cotton plants, containing an altered form of cellulose synthase genes as described in WO 98/00549 b) Plants, such as cotton plants, containing an altered form of rsw2 or rsw3 homologous nucleic acids as described in WO 2004/053219 c) Plants, such as cotton plants, with increased expression of sucrose phosphate synthase as described in WO 01/17333 d) Plants, such as cotton plants, with increased expression of sucrose synthase as described in WO 02/45485 e) Plants, such as cotton plants, wherein the timing of the piasmodesmatai gating at the basis of the fiber cell is altered, e.g. through downregulation of fiber-selective -l,3-glucanase as described in WO 2005/017157, or as described in EP 08075514.3 or US Patent Appl. No. 61/128,938 f) Plants, such as cotton plants, having fibers with altered reactivity, e.g. through the expression of N- acetylglucosaminetransferase gene including nodC and chitin synthase genes as described in WO 2006/136351
Plants or plant cultivars (that can be obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are plants, such as oilseed rape or related Brassica plants, which are nematode resistant / tolerant and showing in addition altered oil profile characteristics. Such plants can be obtained by genetic transformation, or by selection of plants contain a mutation imparting such altered oil profile characteristics and include: a) Plants, such as oilseed rape plants, producing oil having a high oleic acid content as described e.g. in US 5,969,169, US 5,840,946 or US 6,323,392 or US 6,063,947 b) Plants such as oilseed rape plants, producing oil having a low linolenic acid content as described in
US 6,270,828, US 6,169,190, or US 5,965,755 c) Plant such as oilseed rape plants, producing oil having a low level of saturated fatty acids as described e.g. in US Patent No. 5,434,283 or US Patent Application No 12/668303
Plants or plant cultivars (that can be obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are plants, such as potatoes which are nematode resistant / tolerant and in addition virus-resistant, e.g. against potato virus Y (event SY230 and SY233 from Tecnoplant, Argentina), which are disease resistant, e.g. against potato late bli ht (e.g. RB gene), which show a reduction in cold-induced sweetening ( carrying the Nt-Inhh, IIR-INV gene) or which possess a dwarf phenotype (Gene A-20 oxidase).
Plants or plant cultivars (that can be obtained by plant biotechnology methods such as genetic engineering) which may also be treated according to the invention are plants, such as oilseed rape or related Brassica plants, which are nematode resistant / tolerant and showing in addition altered seed shattering characteristics. Such plants can be obtained by genetic transformation, or by selection of plants contain a mutation imparting such altered seed shattering characteristics and include plants such as oilseed rape plants with delayed or reduced seed shattering as described in US Patent Appl. No. 61/135,230, and EP 08075648.9, WO09/068313 and WOlO/006732.
Particularly useful transgenic plants which may be treated according to the invention are plants containing transformation events, or combination of transformation events, that are the subject of petitions for non- regulated status, in the United States of America, to the Animal and Plant Health Inspection Service I APHIS) of the United States Department of Agriculture (USDA) whether such petitions are granted or are still pending. At any time this information is readily available from APHIS (4700 River Road Riverdale, MD 20737, USA), for instance on its internet site (URL http://www.aphis.usda.gov/brs/not___reg.html). On the filing date of this application the petitions for nonregulated status that were pending with APH IS or granted by APHIS were those listed in table B which contains the following information:
Petition : the identification number of the petition. Technical descriptions of the transformation events can be found in the individual petition documents which are obtainable from APHIS, for example on the APHIS website, by reference to this petition number. These descriptions are herein incorporated by reference.
Extension of Petition : reference to a previous petition for which an extension is requested.
Institution : the name of the entity submitting the petition. Regulated article : the plant species concerned.
Transgenic phenotype : the trait conferred to the plants by the transformation event.
Transformation event or line : the name of the event or events (sometimes also designated as lines or lines) for which nonreguiated status is requested. - APHIS documents : various documents published by APHIS in relation to the Petition and which can be requested with APHIS.
Mixing Partners
In one embodiment, the present invention relates to the use of a composition comprising A) the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) and B) at least one further agrochemically active compound and/or at least one nematicidal biological control agent.
In another embodiment, the present invention relates to the use of a composition comprising A) the compound of the fonnula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) and B) at least one further agrochemically active compound. The agrochemically active compound described under B) are the following active ingredients being fungicides which may be mentioned are:
1) Inhibitors of the ergo sterol biosynthesis, for example (1.1) aldimorph, (1.2) azaconazole, (1.3) bitertanol, (1.4) bromuconazole, (1.5) cyproconazole, (1.6) diclobutrazole, (1.7) difenoconazole, (1.8) diniconazole, (1.9) diniconazole-M, (1.10) dodemorph, (1.11) dodemorph acetate, (1.12) epoxiconazole, (1.13) etaconazole, (1.14) fenarimol, (1.15) fenbuconazole, (1.16) fenhexamid, (1.17) fenpropidin, (1.18) fenpropimorph, (1.19) fluquinconazole, (1.20) flurprimidol, (1.21) flusilazole, (1.22) flutriafol, (1.23) furconazole, (1.24) furconazole-cis, (1.25) hexaconazole, (1.26) imazalil, (1.27) imazalil sulfate, (1.28) imibenconazole, (1.29) ipconazole, (1.30) metconazole, (1.31) myclobutanil, (1.32) naftifine, (1.33) nuarimol, (1.34) oxpoconazole, (1.35) paclobutrazol, (1.36) pefurazoate, (1.37) penconazole, (1.38) piperalin, (1.39) prochloraz, (1.40) propiconazole, (1.41) prothio conazol e, (1.42) pyributicarb, (1.43) pyrifenox, (1.44) quinconazole, (1.45) simeconazole, (1.46) spiroxamine, (1.47) tebuconazole, (1.48) terbinafme, (1.49) tetraconazole, (1.50) triadimefon, (1.51) triadimenol, (1.52) tridemorph, (1.53) triflumizole, (1.54) triforine, (1.55) triticonazole, (1.56) uniconazole, (1.57) uniconazole-p, (1.58) viniconazole, (1.59) voriconazole, (1.60) 1 -(4-chlorophenyl)-2-( 1 H-l ,2,4-triazol- 1 -yl)cycloheptanol, (1.61) methyl 1 -(2,2-dimethyl-2,3-dihydro-l H-inden-1 -yl)-l H-imidazole-5-carboxylate, (1.62) N'-{5- (difluoromethyl)-2-methyi-4-[3-(trimethylsilyl)propoxy]phenyl}-N-ethyl-N-methylimidoformamide, (1.63) N-ethyl-N-methyl-N'-{2-methyl-5-(trifluoromethyl)-4-[3- (trimethylsilyl)propoxy]phenyl}imidoformamide, (1.64) O- [ 1 -(4-methoxyphenoxy)-3 ,3 -dimethylbutan- 2-yl] 1 H-imidazole-1 -carbothioate, (1.65) Pyrisoxazole.
2) Inhibitors of the respiratory chain at complex I or II, for example (2.1) bixafen, (2.2) boscalid, (2.3) carboxin, (2.4) diflumetorim, (2.5) fenfuram, (2.6) fluopyram, (2.7) flutolanil, (2.8) fluxapyroxad, (2.9) furametpyr, (2.10) furmecyclox, (2.1 1) isopyrazam (mixture of syn-epimeric racemate I RS.4SR.9RS and anti-epimeric racemate I RS.4SR.9SR ). (2.12) isopyrazam (anti-epimeric racemate 1RS,4SR,9SR), (2.13) isopyrazam (anti-epimeric enantiomer 1R,4S,9S), (2.14) isopyrazam (anti-epimeric enantiomer 1 S,4R,9R), (2.15) isopyrazam (syn epimeric racemate 1RS,4SR,9RS), (2.16) isopyrazam (syn-epimeric enantiomer I R.4S.9R ), (2.17) isopyrazam (syn-epimeric enantiomer 1 S,4R,9S), (2.18) mepronil, (2.19) oxycarboxin, (2.20) penflufen, (2.21) penthiopyrad, (2.22) sedaxane, (2.23) thifluzamide, (2.24) 1 - methyl-N-[2-(l ,l,2,2-tetrafluoroethoxy)phenyl]-3-(trifiuoromethyi)-lH-pyrazoie-4-carboxamide, (2.25) 3 -(difluoromethyl)- 1 -methyl -N-[2-( 1 , 1 ,2,2-tetrafluoroethoxy)phenyl]-l H-pyrazole-4-carboxamide, (2.26) 3 -(difluoromethyl)-N-[4-fluoro-2-( 1 , 1 ,2,3,3 ,3-hexafluoropropoxy)phenyl] -1 -methyl- 1 H-pyrazole- 4-carboxamide, (2.27) N-[l -(2,4-dichlorophenyl)- 1 -methoxypropan-2-yl] -3 -(difluoromethyl)- 1 -methyl - lH-pyrazole-4-carboxamide, (2.28) 5,8-difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2- yl]oxy}phenyl)ethyl]quinazolin-4-amine, (2.29) benzovindiflupyr, (2.30) N-[(l S,4R)-9- (dichloromethylene)-l ,2,3,4-tetrahydro-l ,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-l -methyl-lH- pyrazole-4-carboxamide, (2.31) N-[(lR,4S)-9-(dichloromethylene)- 1 ,2,3, 4-tetrahydro- 1,4- methanonaphthalen-5-yl]-3-(difluoromethyl)-l -methyl- lH-pyrazole-4-carboxamide, (2.32) 3- (difluoromethyl)- 1 -methyl -N-( 1 , 1 ,3 -trimethyl-2,3 -dihydro-1 H-inden-4-yl)- 1 H-pyrazole-4-carboxamide,
(2.33) 1 ,3,5-trimethyl-N-( 1 , 1 ,3-trimethyl-2,3-dihydro-l H-inden-4-yl)-l H-pyrazoie-4-carboxamide,
(2.34) l -methyl-3-(trifluoromethyl)-N-(l ,l ,3-trimethyl-2,3-dihydro-lH-inden-4-yl)-lH-pyrazole-4- carboxamide, (2.35) l -methyl-3-(trifluoromethyl)-N-[(3R)-l,l ,3-trimethyl-2,3-dihydro-lH-inden-4-yl]- lH-pyrazole-4-carboxamide, (2.36) 1 -methyl-3-(trifluoromethyl)-N-[(3S)-l ,1 ,3-trimethyl-2,3-dihydro- lH-inden-4-yl]-lH-pyrazole-4-carboxamide, (2.37) 3 -(difluoromethyl)- 1 -methyl-N-[(3 S)- 1 , 1 ,3 - t ri methyl -2. -dihydro- l H-inden-4-yl j- 1 H-pyra/ole-4-carboxamiile, (2.38) 3 -(difluoromethyl)- 1 -methyl - N-[(3R)-l ,l ,3-trimethyi-2,3-dihydro-lH-inden-4-yl]-lH-pyrazole-4-carboxamide, (2.39) 1 ,3,5-trimethyl- N-[(3R)-l ,l ,3-trimethyl-2,3-dihydiO-lH-inden-4-yl]-lH-pyi-azole-4-carboxamide, (2.40) 1 ,3,5-trimethyl- N-[(3 S)-l,l , 3 -trimethyl-2 , 3 -dihydro- 1 H-inden-4-yl] -1 H-pyrazole-4-carboxamide, (2.41) benodanil, (2.42) 2-chloro-N-( 1 , 1 ,3 -trimethyl-2,3 -dihydro-1 H-inden-4-yl)pyridine-3 -carboxamide, (2.43) N-[l -(4- isopropoxy-2-methylphenyi)-2-methyl-l -oxopropan-2-yl]-3-methyithiophene-2 -carboxamide.
3) Inhibitors of the respiratory chain at complex I II, for example (3.1) ametoctradin, (3.2) amisulbrom, (3.3) azoxystrobin, (3.4) cyazofamid, (3.5) coumethoxystrobin, (3.6) coumoxystrobin, (3.7) dimoxystrobin, (3.8) enoxastrobin, (3.9) famoxadone, (3.10) fenamidone, (3.1 1) flufenoxystrobin, (3.12) fluoxastrobin, (3.13) kresoxim-methyl, (3.14) metominostrobin, (3.15) orysastrobin, (3.16) picoxystrobin, (3.17) pyraclostrobin, (3.18) pyrametostrobin, (3.19) pyraoxystrobin, (3.20) pyribencarb, (3.21) triclopyricarb, (3.22) trifloxystrobin, (3.23) (2E)-2-(2-{[6-(3-chloro-2-methylphenoxy)-5- fluoropyrimidin-4-yl]oxy}phenyl)-2-(meth^ (3.24) (2E)-2-
(methoxyimino)-N-methyl-2-(2- { [( {( 1 E)-l -|3- (trifluoromethyl)phenyl]ethylidene}amino)oxy]meihyl}phenyi)acetamide, (3.25) (2E)-2-
(methoxyimino)-N-methyl-2- {2-[(E)-( { 1 -[3 -
(trifluoromethyl)plienyl]ethoxy}imino)methyl]phenyl}acetamide, (3.26) (2E)-2- {2-[( { [( 1 E)- 1 -(3- { [(E)- l-fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxy)methyl]phenyl}-2-(m
methylacetamide, (3.27) Fenaminostrobin, (3.28) 5-methoxy-2-methyl-4-(2- { [( {( 1 E)- 1 -[3 - (trifluoromethyl)phenyl]ethylidene}amino)oxy]ineth^
(3.29) methyl (2E)-2-{2-[({cyclopropyl[(4-methoxyphenyl)imino]methyl}sulfanyl)methyl]phenyl}-3- methoxyacrylate, (3.30) N-(3-ethyl-3,5,5-trimethylcyciohexyl)-3-formamido-2-hydroxybenzamide, (3.31) 2-{2-[(2,5-dimethylphenoxy)methyl]phenyi}-2-methoxy-N-methylacetamide, (3.32) 2-{2-[(2,5- dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide. 4) Inhibitors of the mitosis and cell division, for example (4.1) benomyl, (4.2) carbendazim, (4.3) chlorfenazole, (4.4) diethofencarb, (4.5) ethaboxam, (4.6) fluopicolide, (4.7) fuberidazole, (4.8) pencycuron, (4.9) thiabendazole, (4.10) thi ophanate-methyl, (4.11) thiophanate, (4.12) zoxamide, (4.13) 5-chloro-7-(4-methylpiperidin-l-yl)-6-(2,4,6-trifluorophenyl)[l,2,4]triazolo[l,5-a]pyrimidine, (4.14) 3- chloro-5-(6-chloropyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)pyiidazine. 5) Compounds capable to have a multisite action, for example (5.1) bordeaux mixture, (5.2) captafol, (5.3) captan, (5.4) chlorothalonil, (5.5) copper hydroxide, (5.6) copper naphthenate, (5.7) copper oxide, (5.8) copper oxychloride, (5.9) copper(2+) sulfate, (5.10) dichlofluanid, (5.11) dithianon, (5.12) dodine, (5.13) dodine free base, (5.14) ferbam, (5.15) fluorofolpet, (5.16) folpet, (5.17) guazatine, (5.18) guazatine acetate, (5.19) iminoctadine, (5.20) iminoctadine albesilate, (5.21) iminoctadine triacetate, (5.22) mancopper, (5.23) mancozeb, (5.24) maneb, (5.25) metiram, (5.26) metiram zinc, (5.27) oxine- copper, (5.28) propamidine, (5.29) propineb. (5.30) sulfur and sulfur preparations including calcium polysulfide, (5.31) thiram, (5.32) tolylfluanid, (5.33) zineb, (5.34) ziram, (5.35) anilazine.
6) Compounds capable to induce a host defence, for example (6.1) acib enzolar- S -methyl, (6.2) isotianil, (6.3) probenazole, (6.4) tiadinil, (6.5) laminarin. 7) Inhibitors of the amino acid and/or protein biosynthesis, for example (7.1) andoprim, (7.2) blasticidin-S, (7.3) cyprodinil, (7.4) kasugamycin, (7.5) kasugamycin hydrochloride hydrate, (7.6) mepanipyrim, (7.7) pyrimethanil, (7.8) 3 -(5-fluoro-3 ,3,4,4-tetramethyl-3 ,4-dihydroisoquinolin- 1 - yl)quinoline, (7.9) oxytetracycline, (7.10) streptomycin. 8) Inhibitors of the ATP production, for example (8.1) fentin acetate, (8.2) fentin chloride, (8.3) fentin hydroxide, (8.4) silthiofam.
9) Inhibitors of the cell wail synthesis, for example (9.1) benthiavaiicarb, (9.2) dimethomorph, (9.3) flumorph, (9.4) iprovalicarb, (9.5) mandipropamid, (9.6) polyoxins, (9.7) polyoxorim, (9.8) validamycin A, (9.9) valifenalate, (9.10) polyoxin B.
10) Inhibitors of the lipid and membrane synthesis, for example (10.1) biphenyl, (10.2) chloroneb, (10.3) dicloran, (10.4) edifenphos, (10.5) etridiazole, (10.6) iodocarb, (10.7) iprobenfos, (10.8) isoprothiolane, (10.9) propamocarb. (10.10) propamocarb hydrochloride, (10.11) prothiocarb, (10.12) pyra/ophos, (10.13) quintozene, (10.14) tecnazene, (10.15) tol clo fo s -methyl . 11) Inhibitors of the melanin biosynthesis, for example (11.1) carpropamid, (11.2) diclocymet, (11.3) fenoxanil, (11.4) phthalide, (11.5) pyroquilon, (11.6) tricyclazole, (11.7) 2,2,2-trifluoroethyl {3 -methyl - 1 - [ (4 -methylb enzoyl)amino ] butan-2-yl } carbamate .
12) Inhibitors of the nucleic acid synthesis, for example (12.1) benalaxyl, (12.2) benalaxyl-M (kiralaxyl), (12.3) bupirimate, (12.4) clozylacon, (12.5) dimethirimol, (12.6) ethirimol, (12.7) furalaxyl, (12.8) hymexazol, (12.9) metalaxyl, (12.10) metalaxyl-M (mefenoxam), (12.11) ofurace, (12.12) oxadixyl, (12.13) oxolinic acid, (12.14) octhilinone.
13) Inhibitors of the signal transduction, for example (13.1) chlozolinate, (13.2) fenpiclonil, (13.3) fludioxonil, (13.4) iprodione, (13.5) procymidone, (13.6) quinoxyfen, (13.7) vinclozolin, (13.8) proquinazid. 14) Compounds capable to act as an uncoupler, for example (14.1) binapacryl, (14.2) dinocap, (14.3) ferimzone, (14.4) fluazinam, (14.5) meptyldinocap.
15) Further compounds, for example (15.1) benthiazole, (15.2) bethoxazin, (15.3) capsimycin, (15.4) carvone, (15.5) chinomethionat, (15.6) pyriofenone (chlazafenone), (15.7) cufraneb, (15.8) cyflufenamid, (15.9) cymoxanil, (15.10) cyprosulfamide, (15.11) dazomet, (15.12) debacarb, (15.13) dichlorophen, (15.14) diclomezine, (15.15) difenzoquat, (15.16) difenzoquat metilsulfate, (15.17) diphenylamine, (15.18) ecomate, (15.19) fenpyrazamine, (15.20) ilumetover, (15.21) lluoroimide, (15.22) flusulfamide, (15.23) flutianil, (15.24) fosetyl -aluminium, (15.25) fosetyl-calcium, (15.26) fosetyl-sodium, (15.27) hexachlorobenzene, (15.28) irumamycin, (15.29) methasulfocarb, (15.30) methyl isothiocyanate, (15.31) metrafenone, (15.32) mildiomycin, (15.33) natamycin, (15.34) nickel dimethyldithiocarbamate, (15.35) nitrothal-isopropyl, (15.37) oxamocarb, (15.38) oxyfenthiin, (15.39) pentachlorophenoi and salts, (15.40) phenothrin, (15.41) phosphorous acid and its salts, (15.42) propamocarb-fosetylate, (15.43) propanosine-sodium, (15.44) pyrimorph. (15.45) (2E)-3-(4-tert- butylphenyl)-3-(2-chloi pyridin-4-yl)-l-(morphoiin-4-yl)prop-2-en-l-one, (15.46) (2Z)-3-(4-tert- butylphenyl)-3-(2-chlorop>Tidin-4-yl)-l-(morpholin-4-yl)prop-2-en-l-one, (15.47) pyrrolnitrine, (15.48) tebufloquin, (15.49) tecloftalam, (15.50) tolnifanide, (15.51) triazoxide, (15.52) trichlamide, (15.53) zarilamid, (15.54) (3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2- yl}carbonyl)amino]-6-methyl-4,9-dioxo-l,5-dioxonan-7-yl 2-methylpropanoate, (15.55) l-(4-{4-[(5R)- 5-(2,6-difluorophenyl)-4,5-dihydro-l ,2-oxa/ol-3-yl]- l ,3-thia/ol-2-yl | piperii!in- 1 -yl)-2-[5-methyl-3-
(trifluoromethyl)- 1 H-pyrazol- 1 -yljethanone, (15.56) l-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro- 1 ,2-oxazol-3-yl] - 1 ,3 -thiazol-2-yl Jpiperidin- 1 -yi)-2-[5-methyl-3 -(trifluoromethyl)- 1 H-pyrazol - 1. - yljethanone, (15.57) 1 -<4- ;4-[5-( 2.6HlitliK)roplu iyl )-4.5-dihydro^
yl}piperidin-l-yl)-2-[5-methyl-3-(trifluoromethyl)-lH-pyrazol-l -yljethanone, (15.58) l-(4- methoxyphenoxy)-3 ,3 -dimethylbutan-2-yl 1 H-imidazole- 1 -carboxylate, (15.59) 2,3,5,6-tetrachloro-4- (methylsulfonyl)pyridine, (15.60) 2,3-dibutyl-6-chiorothieno[2,3-d]pyrimidin-4(3H)-one, (15.61) 2,6- dimethyl-lH,5H-[l,4]dithiino[2,3-c:5,6-c']dipyrrole-l,3,5,7(2H,6H)-tetrone, (15.62) 2-[5-methyl-3- (trifiuoromethyl)-lH-pyrazoi-l-yl]-l-(4-{4-[(5R)-5-phenyl-4,5-dihydro-l,2-oxazol-3-yi]-l ,3-thiazol-2- yl}piperidin-l -yl)ethanone, (15.63) 2-[5-methyl-3 -(trifluoromethyl)- 1 H-pyrazol- 1 -yl]- 1 -(4- {4-[(5 S)-5- phenyl -4,5 -di hydro-! ,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-l -yl)ethanone, (15.64) 2-[5-methyl-3- (trifluoromethyl)-lH-pyrazoi-l-yl]-l-{4-[4-(5-phenyl-4,5-dihydro-l,2-oxazol-3-yl)-l,3-thiazoi-2- yljpiperidin- 1 -yl} ethanone, (15.65) 2-butoxy-6-iodo-3-propyl-4H-chromen-4-one, (15.66) 2-chioro-5- [2-chloro-l-(2,6-difluoro-4-methoxyphenyl)-4-methyl-lH-imidazol-5-yl]pyridine, (15.67) 2- phenv I phenol and salts, (15.68) 3-(4,4,5-trifluoro-3,3-dimethyi-3,4-dihydroisoquinolin-l-yl)quinoline, (15.69) 3,4,5-trichloropyridine-2,6-dicarbonitrile, (15.70) 3-chloro-5-( 4-chlorophenyl )-4-( 2.6- difluorophenyl)-6-methylpyridazine, (15.71) 4-( 4-chlorophenyl )-5-( 2,6-ditliiorophenyl )-3.6- dimethylpyridazine, (15.72) 5-amino-l,3,4-thiadiazole-2 -thiol, (15.73) 5-chloro-N'-phenyi-N'-(prop-2- yn- 1 -yl)thiophene-2-sulfonohydrazide, (15.74) 5-fluoro-2-[(4-fluorobenzyl)oxy]pyrimidin-4-amine, (15.75) 5-fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine, (15.76) 5-methyl-6- octyl [ 1 ,2,4]triazolo [ 1 ,5-a]pyrimidin-7-amine, (15.77) ethyl (2Z)-3-amino-2-cyano-3-phenylacrylate, (15.78) N'-(4-{[3-(4-chlorobenzyl)-l,2,4-thiadiazol-5-yl]oxy}-2,5-dimethylphenyl)-N-ethyl-N- methylimidoformamide, (15.79) N-(4-chlorobenzyl)-3-[3-methoxy-4-(prop-2-yn-l - yloxy)phenyl]propanamide, (15.80) N-[(4-chlorophenyl)(cyano)methyl]-3-[3-methoxy-4-(prop-2-yn-l - yloxy)phenyl]propanamide, (15.81) N-[(5-bromo-3-chloropyridin-2-yl)methyl]-2,4- dichloronicotinamide, (15.82) N-[l-(5-bromo-3-chloropyridin-2-yl)ethyl]-2,4-dichloronicotinamide, (15.83) N-[l-(5-bromo-3-chloropyridin-2-yl)ethyl]-2-fluoro-4-iodonicotinamide, (15.84) N-{(E)- [(cyclopropylmethoxy)imino][6-(difluoromethoxy)-2,3-difluorophenyl]methyl}-2-phenylacetamide, (15.85) - {(Z)-[(cyclopropylmethoxy)imino] [6-(difluoromethoxy)-2,3-difluorophenyi Jmethyl } -2- phenylacetamide, (15.86) N'-{4-[(3-tert-butyl-4-cyano-l,2-thiazol-5-yl)oxy]-2-chloro-5-methylphenyl}- N-ethyl-N-methylimidoformamide, (15.87) N-methyl-2-( 1 - { [5-methyl-3 -(trifluoromethyl)- 1 H-pyra/ol- 1 -yl]acetyl}piperidin-4-yl)-N-(l,2,3,4-tetrahydronaphthalen-l -yl)-l ,3-thiazole-4-carboxamide, (15.88) N-methyl-2-(l-{[5-methyl-3-(trifluorom tetrahydronaphthalen-1 -yl]-l ,3-thiazole-4-carboxai (15.89) N-methyl-2-( 1 - { [5-methyl-3 -
(tri fluoromethyl) - 1 H-pyrazol- 1 -yijacetyl }piperidin-4-yl)-N-[( 1 S)-1 ,2,3,4-tetrahydronaphthalen- 1 -yl] -
1 ,3-thiazoie-4-carboxamide, (15.90) pentyl {6-[( {[(1 -methyl-lH-tetrazoi-5- yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl} carbamate, (15.91) phenazine-1 -caxboxylic acid, (15.92) quinolin-8-ol, (15.93) quinolin-8-ol sulfate (2: 1), (15.94) tert-butyl {6-[( {[(l-methyl-lH- tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl} carbamate, (15.95) l-methyl-3- (trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-lH-pyrazole-4-carboxamide, (15.96) N-(4'- chlorobiphenyl-2-yl)-3-(difluoromethyl)-l-methyl-lH-pyrazole-4-carboxamide, (15.97) N-(2',4'- dichlorobiphenyl-2-yl)-3 -(difluoromethyl)- 1 -methyl- 1 H-pyrazole-4-carboxamide, (15.98) 3- (difluoromethyl)-l-methyl-N-[4'-(trifluoromethyl)biphenyl-2-yl]-lH-pyrazole-4-carboxamide, (15.99) N-(2',5'-difluorobiphenyl-2-yl)-l -methyl-3-(trifluoromethyl)-l H-pyrazole-4-carboxamide, (15.100) 3 - (difluoromethyl)- 1 -methyl -N-[4'-(prop-l -yn- 1 -yl)biphenyl-2-yl]-l H-pyrazole-4-carboxamide, (15.101) 5-fluoro-l ,3-dimethyl-N-[4'-(prop-l -yn-1 -yi)biphenyl-2-yl]-l H-pyrazole-4-carboxamide, (15.102) 2- chloro-N-[4'-(prop-l -yn-l-yl)biphenyl-2-yl]nicotinamide, (15.103) 3-(difluoromethyl)-N-[4'-(3,3- dimethylbut- 1 -yn- 1 -yl)biphenyl-2-yl] - 1 -methyl- lH-pyrazole-4-carboxamide, (15.104) N-[4'-(3,3- dimethylbut- 1 -yn-1 -yl)biphenyl-2-yl] -5-fluoro-l ,3 -dimethyl-l H-pyrazole-4-carboxamide, (15.105) 3- (difluoromethyi)-N-(4'-ethynylbiphenyl-2-yl)-l -methyl- 1 H-pyrazole-4-carboxamide, (15.106) N-(4'- ethynylbiphenyl-2-yl)-5-fluoro-l,3-dimethyl-lH-pyrazole-4-carboxamide, (15.107) 2-chloro-N-(4'- ethynylbiphenyl-2-yl)nicotinamide, (15.108) 2-chioro-N-[4'-(3, 3 -dimethylbut- 1 -yn- 1 -yl)biphenyl-2- yljnicotinamide, (15.109) 4-(difluoromethyi)-2-methyl-N-[4'-(trifluoromethyl)biphenyl-2-yl] - 1.3- thiazol e-5 -carboxamide, (15.110) 5 -fluoro-N- [4'-(3 -hydroxy-3 -methylbut- 1 -yn- 1 -yl)biphenyl-2-yl] - 1.3- dimethyi-lH-pyrazole-4-carboxamide, (15.1 11) 2-chloro-N-[4'-{3-hydroxy-3-methylbut-l -yn-1 - yl)biphenyl-2-yl]nicotinamide, (15.1 12) 3-(difluoromethyl)-N-[4'-(3-methoxy-3-methylbut-l -yn-1 - yl)biphenyi-2-yl]-l -methyl-lH-pyrazole-4-carboxamide, (15.1 13) 5-fluoro-N-[4'-(3-methoxy-3- methylbut- 1 -yn-1 -yl)biphenyl-2-yl] - 1 ,3 -dimethyl-l H-pyrazole-4-carboxamide, (15.114) 2-chloro-N-[4'- (3-methoxy-3-methylbut-l -yn-l-yl)biphenyl-2-yl]nicotinamide, (15.1 15) (5-bromo-2-methoxy-4- methylpyridin-3-yl)(2,3,4-trimethoxy-6-methylphenyl)methanone, (15.1 16) N-[2-(4-{[3-(4- chlorophenyl)prop-2-yn- 1 -yljoxy } -3 -methoxyphenyl)ethyl]-N2-(methylsulfonyl)valinamide, (15.117) 4- oxo-4-[(2-phenylethyl)amino]butanoic acid, (15.118) but-3-yn-l -yl {6-[( {[(Z)-(l -methyl- 1 H-tetrazol-5 - yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl} carbamate, (15.119) 4-amino-5-fluoropyrimidin- 2-oi (mesomeric form: 4-amino-5-fluoropyrimidin-2(lH)-one), (15.120) propyl 3,4.5- trihydroxybenzoate, (15.121) 1 ,3-dimethyi-N-( 1 , 1 ,3 -trimethyl-2,3 -dihydro-1 H-inden-4-yl)- 1 H-pyrazole- 4-carboxamide, (15.122) 1 ,3 -dimethyi-N-[(3R)- 1 , 1.3 -trimethyl-2,3 -dihydro- 1 H-inden-4-yl] - 1 H- pyi¾zole-4-carboxamide, (15.123) 1 , 3 -dimethyl -N- [( 3 S)-l,l ,3-trimethyl-2,3-dihydro- 1 H-inden-4-yl] - 1 H-pyi-azole-4-carboxamide, (15.124) [3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-l ,2-oxazol- 4-yl](pyridin-3-yl)methanol, (15.125) (S)-[3-(4-chloro-2-fluoi phenyi)-5-(2,4-difluorophenyl)-l,2- oxazol-4-yl](pyridin-3-yl)methanol, (15.126) (R)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)- 1 ,2-oxazol-4-yl] (pyridin-3 -yl)methanol, (15.127) 2- { [3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran- 2-yl]methyi}-2,4-dihydro-3H-l,2,4-triazole-3-thione, (15.128) l-{[3-(2-chlorophenyl)-2-(2,4- difluorophenyl)oxirari-2-yl]methyl}-lH-l,2,4-triazol-5-yl thiocyanate, (15.129) 5-(allylsulfanyl)-l-{[3- (2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl} -1 H- 1 ,2,4-triazole, (15.130) 2-[l -( 2,4- (.licli!orophenyl )-5-hytlroxy-2.6,6-tri!Tiet!iy lheptan-4-yl]-2.4-i.!iliydro-3H- 1 ,2.4-triaz le-3-thione. (15.131) 2-{[rel(2 ,3S)-3-(2-chlorophenyl)-2-(2,4-difiuorophenyl)oxiran-2-yl]me
triazole-3-thione, (15.132) 2- { [rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2- yl]methyl}-2,4-dihydro-3H-l,2,4-triazole-3-thione, (15.133) 1 - { [rel(2R,3 S)-3-(2-chlorophenyl)-2-(2,4- difluorophenyl)oxiran-2-yl jmethyl } - 1 H-l ,2,4-triazol-5-yl thiocyanate, (15.134) 1 - { [rel(2R,3R)-3 -< 2- chiorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-lH-l,2,4-triazol-5-yl thiocyanate, (15.135) 5- (allylsulfanyl)-l - { [rel(2R,3 S)-3 -(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yi]methyl}-lH- 1.2,4- triazole, (15.136) 5-(allylsulfanyl)-l-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2- yl]methyl}-lH-l ,2,4-triazole, (15.137) 2-[(2S,4S,5S)-l -(2,4-dichlorophenyl)-5-hydroxy-2,6,6- trimethylheptan-4-yl]-2,4-dihydiO-3H-l,2,4-triazoie-3-thione, (15.138) 2-[(2R,4S,5S)-l-(2,4- dichiorophenyl)-5-hydi xy-2,6,6-trimethyiheptan-4-yl]-2,4-dihydro-3H-l .2.4-t ria/ole-3 -thione, (15.139) 2-[(2R,4R,5R)-l-(2,4-dichlorophenyi)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-l,2,4- triazole-3 -thione, (15.140) 2-[(2S,4R,5R)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethyiheptan-4- yl]-2,4-dihydro-3H-l,2,4-triazole-3 -thione, (15.141) 2-[(2S,4S,5R)-l-(2,4-dichlorophenyl)-5-hydroxy- 2,6,6-trimethylheptan-4-yi]-2,4-dihydro-3H-l,2,4-triazole-3-thione, (15.142) 2-[(2R,4S,5R)-l-(2,4- dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-l,2,4-triazoie-3-thione, (15.143) 2-[(2R,4R,5S)-l-(2,4-dichloi phenyl)-5-hydi xy-2,6,6-trimethyiheptan-4-yi]-2,4-dihydro-3H-l,2,4- triazole-3 -thione, (15.144) 2-[(2S,4R,5S)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]- 2,4-dihydro-3H-l ,2,4-triazoie-3 -thione, (15.145) 2-fluoro-6-(trifluoromethyl)-N-( 1 , 1 ,3 -trimethyi-2,3 - dihydro-1 H-inden-4-yl)benzamide, (15.146) 2-(6-benzyipyridin-2-yl)quinazoline, (15.147) 2-[6-(3- fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazoline, (15.148) 3-(4,4-difluoro-3,3-dirnethyl-3,4- dihydroisoquinolin- 1 -yl)quinoline, (15.149) Abscisic acid.
All named mixing partners of the classes (1) to (15) can, if their functional groups enable this, optionally form salts with suitable bases or acids.
Wherein all named mixing partners of the classes (1) to (15) can, if their functional groups enable this, optionally form salts with suitable bases or acids;
Being bactericides which may be mentioned are: bronopol, dichiorophen, nitrapyrin, nickel dimethyldithiocarbamate, kasugamycin, octhilinone, furancarboxylic acid, oxytetracycline, probenazole, streptomycin, tecloftalam, copper sulphate and other copper preparations. being insecticides, acaricides and nematicides which may be mentioned are:
((1) Acetylcholinesterase (AChE) inhibitors, for example carbamates, e.g. Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, XMC, and Xylylcarb; or organophosphates, e.g. Acephate, Azamethiphos, Azinphos-ethyi, Azinpho s -methyl, Cadusafos, Chlorethoxyfos, Chlorf envinpho s , Chlormephos, Chlorpyrifos, Chiorpyrifos-methyi, Coumaphos, Cyanophos, Demeton-S-methyl, Dia/inon. Dichlorvos/DDVP, Dicrotophos, Dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos, Isopropyl 0-(methoxyaminothio- phosphoryl) salicylate, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion, Parathion-methyl, Phenthoate. Phorate, Phosalone. Phosmet, Phosphamidon, Phoxim, Pirimipho s -methyl, Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, T etrachlorvinpho s , Thiometon, Tria/ophos. Trichiorfon, and Vamidothion.
(2) GABA-gated chloride channel antagonists, for example cyclodiene organochlorines, e.g. Chlordane and Endosulfan; or phenylpyrazoles (fiproles), e.g. Ethiprole and Fipronil. (3) Sodium channel modulators / voltage-dependent sodium channel blockers, for example pyrethroids, e.g. Acrinathrin, Allethrin, d-cis-trans Allethrin, d-trans Allethrin, Bifenthrin, Bioallethrin. Bioallethrin S -cyclop entenyi isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, beta-Cyfluthrin, Cyhalothrin, lambda - yhalothrin, gamma-C yhaloi iiri n . Cypermethrin, alpha-Cypenriethrin, beta- Cypermethrin, theta-Cypermethrin, zeta-Cypermethrin, Cyphenothrin [(lR)-trans isomers], Deltamethrin, Empenthrin [(EZ)-(IR) isomers), Esfenvaierate, Etofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, tau-Fluvalinate, Halfenprox, Imiprothrin, Kadethrin, Permethrin, Phenothrin [(lR)-trans isomer), Prallethrin, Pyrethrine (pyrethrum), Resmethrin, Silafluofen, Tetluthrin, Tetramethrin, Tetramethrin [(1R) isomers)], Tralomethrin, and Trans fluthrin; or
DDT; or Methoxychlor. (4) Nicotinic acetylcholine receptor (nAChR) agonists, for example neonicotinoids, e.g. Acetamiprid, Clothianidin, Dinotefuran, Imidaclopnd, Nitenpyram, Thiacloprid, and Thiamethoxam; or
Nicotine; or
Sulfoxaflor. (5) Nicotinic acetylcholine receptor (nAChR) allosteric activators, for example spinosyns, e.g. Spinetoram and Spinosad.
(6) Chloride channel activators, for example avermectins/milbemycins, e.g. Abamectin, Emamectin benzoate, Lepimectin, and Milbemectin.
(7) Juvenile hormone mimics, for example juvenile hormon analogues, e.g. Hydroprene, Kinoprene, and Methoprene; or Fenoxycarb; or Pyriproxyfen.
(8) Miscellaneous non-specific (multi-site) inhibitors, for example alkyl halides, e.g. Methyl bromide and other alkyl halides; or Chloropicrin; or Sulfuryl fluoride; or Borax; or Tartar emetic. (9) Selective homopteran feeding blockers, e.g. Pymetrozine; or Flonicamid.
(10) Mite growth inhibitors, e.g. Clofentezine, Hexythiazox, and Diflovidazin; or Etoxazole.
(11) Microbial disrupters of insect midgut membranes, e.g. Bacillus thuringiensis subspecies israelensis, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis, and B.t. crop proteins: CrylAb, Cry 1 Ac, Cry 1 Fa, CrylA.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34 Abl/35Abl ; or
Bacillus sphaericus.
(12) Inhibitors of mitochondrial ATP synthase, for example Diafenthiuron; or organotin miticides, e.g. Azocyclotin, Cyhexatin, and Fenbutatin oxide; or Propargite; or Tetradifon. (13) Uncouplers of oxidative phoshorylation via disruption of the proton gradient, for example Ch!orfenapyr. DNOC, and Sulfluramid.
(14) Nicotinic acetylcholine receptor (nAChR) channel blockers, for example Bensultap, Cartap hydrochloride, Thiocyclam, and Thiosultap-sodium. (15) Inhibitors of chitin biosynthesis, type 0, for example Bistrifluron, Chlorfiuazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron, and Triflumuron.
(16) Inhibitors of chitin biosynthesis, type 1, for example Buprofezin.
(17) Moulting disrupters, for example Cyromazine. (18) Ecdysone receptor agonists, for example Chromafenozide, Halofenozide, Methoxyfenozide, and Tebufenozide.
(19) Octopamine receptor agonists, for example Amitraz.
(20) Mitochondrial complex 111 electron transport inhibitors, for example Hydramethylnon; or Acequinocyl; or Fluacrypyrim. (21) Mitochondrial complex I electron transport inhibitors, for example
M ET! acaricides, e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad, and Tolfenpyrad; or
Rotenone (Derris).
(22) Voltage -dep endent sodium channel blockers, e.g. Indoxacarb; or Metaflumizone. (23) Inhibitors of acetyl CoA carboxylase, for example tetronic and tetramic acid derivatives, e.g. Spirodiclofen, Spiromesifen, and Spirotetramat.
(24) Mitochondrial complex IV electron transport inhibitors, for example phosphines, e.g. Aluminium phosphide, Calcium phosphide, Phosphi ne. and Zinc phosphide; or
Cyanide. (25) Mitochondrial complex 11 electron transport inhibitors, for example beta-ketonitrile derivatives, e.g. Cyenopyrafen and Cyflumetofen. (28) Ryanodine receptor modulators, for example diamides, e.g. Chlorantraniliprole, Cyantraniliprole, and Flubendiamide.
Further active ingredients with unknown or uncertain mode of action, for example Amidoflumet, Azadirachtin, Ben clot hi a/, Benzoximate, Bifenazate, Bromopropylate, Chinomethionat, Cryolite, Dicofol, Ditlovida/in. Fluensulfone, Flufenerim, Flufiprole. Fluopyram, Fufenozide, Imidaclothiz, Iprodione, Meperfluthrin, Pyridalyl, Pyrifluquinazon, Tetramethylfluthrin, and iodomethane; furthermore products based on Ba illus firmus (including but not limited to strain CNCM 1-1582, such as, for example. V OTi V O™. BioNem) or one of the following known active compounds: 3-bromo-N- {2-bromo-4-chloro-6-[(l-cyclopropylethyl)carbamoyl]phenyl}-l-(3-chloropyridin-2-yl)-lH-pyrazole-5- carboxamide (known from WO2005/077934), 4-{[(6-bromopyridin-3-yl)methyl](2- fluoroethyl)amino} furan-2(5H)-one (known from WO2007/115644), 4- { [(6-fluoropyridin-3 - yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-one (known from WO2007/115644), 4-{[(2-chloro- 1 ,3-thiazol-5-yl)methyl] (2-fluoroethyl)amino } furan-2(5H)-one (known from WO2007/115644), 4-{[(6- chloipyridin-3-yl)methyl](2-fiuoroethyl)amino}furan-2(5H)-one (known from WO2007/115644), Flupyradifurone, 4-{[(6-chlor-5-fiuoropyridin-3-yl)methyl](methyl)amino}furan-2(5H)-one (known from WO2007/115643), 4- { [(5,6-dichloropyridin-3 -yl)methyl] (2-fluoroethyl)amino } furan-2(5H)-one (known from WO2007/115646), 4-{[(6-chloro-5-fluoropyridin-3-yl)methyl](cyclopropyl)amino}furan- 2(5H)-one (known from WO2007/115643), 4-{[(6-chloropyridin-3- yl)methyl](cyclopropyl)amino}furan-2(5H)-one (known from EP-A-0 539 588), 4-{[(6-chlorpyridin-3- yl)methyl](methyl)amino}furan-2(5H)-one (known from EP-A-0 539 588), {[l-(6-chloropyridin-3- yl)ethyl](methyl)oxido^4-sulfanylidene} cyanamide (known from WO2007/149134) and its diastereomers { [( 1 R)-l -(6-chloropyridin-3 -yl)ethyl] (methyl )oxido-λ4-sulfanylidene} cyanamide (A) and { [( 1 S)- 1 -(6-chloropyridin-3-yl)ethyl] (methyl)oxido-λ4-sulfanylidene} cyanamide (B) (also known from WO2007/149134) as well as diastereomers [(R)-methyl(oxido){(lR)-l-[6-(trifluoromethyl)pyridin-3- yl] ethyl }- 4-sulfanylidene] cyanamide (Al) and [(S)-methyl(oxido) {( 1 S)-l -[6-(trifluoromethyl)pyridin- 3 -yl] ethyl } ^4-sulfanylidene] cyanamide (A2), referred to as group of diastereomers A (known from WO2010/074747, WO2010/074751), [(R)-methyl(oxido) {(1 S)-l -[6-(trifluoromethyl)pyridin-3- yl] ethyl }- 4-sulfanylidene] cyanamide (Bl) and [(S)-methyl(oxido) {( 1 R)-l -[6-(trifluoromethyl)pyridin- 3 -yl] ethyl } ^4-sulfanylidene] cyanamide (B2), referred to as group of diastereomers B (also known from WO2010/074747, WO2010/074751), and 11 -(4-chloro-2,6-dimethylphenyl)-l 2-hydroxy-l ,4-dioxa-9- azadispiro[4.2.4.2]tetradec-l l-en-10-one (known from WO2006/089633), 3-(4'-fluoro-2,4- dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-l -azaspiro[4.5]dec-3-en-2-one (known from
WO2008/067911), l-{2-fluoro-4-methyl-5-[(2,2,2-trifluorethyl)sulfmyl]phenyl}-3-(trifluoromethyl)- lH-l,2,4-triazoi-5-amine (known from WO2006/043635), Afidopyropen (known from WO2008/066153), 2-cyano-3-(difluoromethoxy)-N,N-dimethylbenzenesulfonamide (known from WO2006/056433), 2-cyano-3-(difluoromethoxy)-N-methylbenzenesulfonamide (known from WO2006/100288), 2-cyano-3-(difluoromethoxy)-N-ethylbenzenesulfonamide (known from WO2005/035486), 4-(difluoromethoxy)-N-ethyl-N-methyl- 1 ,2-benzothiazol-3 -amine 1 , 1 -dioxide (known from WO2007/057407), N-[ 1 -(2,3 -dimethylphenyl)-2-(3 ,5-dimethylphenyl)ethyl] -4,5-dihydro- i ,3-thiazoi-2-amine (known from WO2008/104503), {l '-[(2E)-3-(4-chlorophenyl)prop-2-en-l -yl]-5- fluorospiro[indole-3,4'-piperidin]-l (2H)-yl}(2-chloropyridin-4-yl)methanone (known from
WO2003/106457), 3-(2,5-dimethylphenyi)-4-hydi xy-8-methoxy-i,8-diazaspiro[4.5]dec-3-en-2-one (known from WO2009/049851), 3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-l ,8-diazaspiro[4.5]dec-3-en-
4- yl ethyl carbonate (known from WO2009/049851), 4-(but-2-yn- 1 -yloxy)-6-(3 ,5-dimethylpiperidin- 1 - yl)-5-fluoropyrimidine (known from WO2004/099160), (2,2,3,3,4,4,5,5-octafluoropentyl)(3,3,3- trifluoropropyl)malononitrile (known from WO2005/063094), (2,2,3,3,4,4,5,5- octafluoropentyl)(3,3,4,4,4-pentafluorobutyl)malononitrile (known from WO2005/063094), 8-[2- (cyclopropylmethoxy)-4-(trifluoromethyl)phenoxy]-3-[6-(trifluoromethyi)pyiidazin-3-yl]-3- azabicyclo[3.2.1 ]octane (known from WO2007/040280), Flometoquin, PF1364 (CAS-Reg.No. 1204776-60-2) (known from JP2010/018586), 5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5- dihydro-1 ,2-oxazol-3-yl] -2-( 1 H- 1 ,2,4-triazol- 1 -yl)benzonitrile (known from WO2007/075459), 5-[5- 2- c!iloropyriilin-4-yl )-5-( !ri fliK)roiTietliyl )-4,5-tiihydro- l .2H)xa/ol-3-yl ]-2-( 1 H- l .2,4-!riazol- l - yl)benzonitrile (known from WO2007/075459), 4-[5-(3,5-dichlorophenyi)-5-(trifluoromethyl)-4,5- dihydro-l ,2-oxazol-3-yl]-2-methyl-N-{2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}benzamide (known from WO2005/085216), 4- { [(6-chloropyridin-3 -yl)methyl] (cyclopropyl)amino } -1 ,3-oxazol-2(5H)-one, 4-{[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino}-l ,3-oxazol-2(5H)-one, 4-{[(6- chloropyridin-3-yl)methyl](ethyl)amino } - 1 ,3 -ox a/o 1-2( 5 I I )-on e, 4- { [(6-chloropyridin-3 - yl)methyl](methyl)amino}-l,3-oxazol-2(5H)-one (all known from WO2010/005692), Pyflubumide (known from WO2002/096882), methyl 2-[2-({[3-bromo-l -(3-chloropyridin-2-yl)-lH-pyrazol-5- yl] carbonyl } amino)-5 -chloro-3 -methylbenzoyl] -2-methylhydrazinecarboxylate (known from WO2005/085216), methyl 2-[2-({[3-bromo-l -(3-chloropyiidin-2-yl)-lH-pyrazol-5-yi]carbonyl}amino)-
5- cyano-3-methylbenzoyl]-2-ethylhydrazinecarboxylate (known from WO2005/085216), methyl 2-[2- ( {[3-bromo-l -(3-chloropyridin-2-yl)-lH-pyrazol-5-yl]carbonyl}amino)-5-cyano-3-methylbenzoyl]-2- methylhydrazinecarboxylate (known from WO2005/085216), methyl 2-[3,5-dibromo-2-({[3-bromo-l - (3-chloropyridin-2-yi)-lH-pyrazol-5-yl]carbonyl}amino)benzoyl]-l ,2-diethylhydrazinecarboxylate (known from WO2005/085216), methyl 2-[3,5-dibromo-2-( {[3-bromo-l -(3-chloropyridin-2-yi)-lH- pyrazol-5 -yl] carbonyl } amino)benzoyl] -2-ethylhydrazinecarboxylate (known from WO2005/085216), (5RS,7RS;5RS,7SR)-l -(6-chloro-3-pyridylmethyl)-l ,2,3,5,6,7-hexahydi -7-methyl-8-nitro-5- propoxyimidazo [ 1 ,2-a]pyridine (known from WO2007/101369), 2-{6-[2-(5 -fiuoropyridin-3 -yl)- 1 ,3 - thiazol-5-yl]pyridin-2-yl}pyrimidine (known from WO2010/006713), 2-{6-[2-(pyridin-3-yl)-l,3-thiazol- 5-yl]pyridin-2-yl}pyrimidine (known from WO2010/006713), l -(3-chioropyridin-2-yl)-N-[4-cyano-2- methyl-6-(methyicarbamoyl)phenyl]-3-{[5-(trifiuoromethyl)-lH-tetrazoi-l-yl]methyi}-lH-pyrazoie-5- carboxamide (known from WO2010/069502), l-(3-chloropyridin-2-yl)-N-[4-cyano-2-methyl-6- (methylcarbamoyl)phenyl] -3 - { [5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl} -1 H-pyrazole-5- carboxamide (known from WO2010/069502), N-[2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl]-l - (3-chloropyridin-2-yl)-3- { [5-(irifluoromethyi)-l H-tetrazol-1 -yljmethyl} -1 H-pyrazole-5-carboxamide (known from WO2010/069502), N-[2-(tert-butylcarbamoyl)-4-cyano-6-methylphenyl]-l -(3- chloropyridin-2-yl)-3- { [5-(trifluoromethyl)-2H-tetrazol-2-y!]methyl} -1 H-pyrazole-5-carboxamide
(known from WO2010/069502), (lE)-N-[(6-chloropyridin-3-yl)methyl]-N'-cyano-N-(2,2- difluoroethyl)ethanimidamide (known from WO2008/009360), N-[2-(5-amino-l ,3,4-thiadiazol-2-yl)-4- chioro-6-methylphenyl]-3-bromo-l-(3-chloropyridin-2-yl)-lH-pyrazole-5-carboxamide (known from CN102057925), methyl 2-[3,5-dibromo-2-({[3-bromo-l -(3-chloropyridin-2-yl)-lH-pyrazol-5- yl]carbonyl}amino)benzoyl]-2-ethyl-l-methylhydrazinecarboxylate (known from WO2011/049233), Heptafluthrin, Pyriminostrobin, Flufenoxystrobin, and 3-chloro-N2-(2-cyanopropan-2-yi)-Nl -[4- ( 1 , 1 , 1 ,2,3 ,3 ,3 -heptafluoropropan-2-yl)-2-methylphenyl]phthalamide (known from WO2012/034472), Cycloxaprid ( 1203791 -4 1 - 6) . being molluscicides which may be mentioned are metaldehyde and methiocarb. being safeners which may be mentioned are: SI) compounds of the formula (SI)
Figure imgf000077_0001
where the symbols and indices have the following meanings: is a natural number from 0 to 5, preferably from 0 to 3; RA 1 is halogen, (G-C4)-alkyl, (G-C4)-alkoxy, nitro or (Ci-C4)-haloalkyl; is an unsubstituted or substituted divalent heterocyclic radical from the group consisting of partially unsaturated or aromatic five-membered heterocycles having 1 to 3 hetero ring atoms from the group consisting of N and O, where at least one nitrogen atom and at most one oxygen atom is present in the ring, preferably a radical from the group consisting of (WA 1) to (WA 4),
Figure imgf000077_0002
(WA 1) ( A 2) (WA 3) (¥V) is 0 or 1 ; is ORA3, SRA3 or NRA 3RA4 or a saturated or unsaturated 3- to 7-membered heterocycle having at least one nitrogen atom and up to 3 heteroatoms, preferably from the group consisting of O and
S, which is attached via the nitrogen atom to the carbonyl group in (S I ) and which is unsubstituted or substituted by radicals from the group consisting of (Ci-C4)-alkyl, (C1-C4)- alkoxy and optionally substituted phenyl, preferably a radical of the formula ORA3, NHRA4 or N(C¾)2, in particular of the formula ORA3;
RA' is hydrogen or an unsubstituted or substituted aliphatic hydrocarbon radical having preferably a total of 1 to 18 C-atoms; RA4 is hydrogen, (Ci-C«)-alkyl, (Ci-Ce)-alkoxy or substituted or unsubstituted phenyl;
Rv is H, (Ci-Cs)-alkyl, (Ci-C8)-haloaikyl, (Ci-C4)-alkoxy-(Ci-C8)-aikyl, cyano or COORA 9 where RA9 is hydrogen, (Ci-Cs)-alkyl, (Ci-C8)-haloalkyl, (C i -C4)-alkoxy-(C i -C4)-alkyl, (G-C6)- hydroxyalkyl, (C3 -C 12)-cycloalkyl or tri-(Ci-C4)-alkyisilyi;
RA6, RA7, RA8 are identical or different and are hydrogen, (Ci-Cs)-alkyl, (Ci-Cs)-haloalkyl, (C3-C12)- cycloalkyl or substituted or unsubstituted phenyl; preferably: a) compounds of the type of the dichiorophenylpyrazoline-3-carboxylic acid (Sla), preferably compounds such as l -(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazoline-3- carboxylic acid, ethyl l -(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazoline-3- carboxylate (Sl-1) ("mefenpyr(-diethyl)"), and related compounds, as described in WO-A-
91/07874; b) derivatives of dichiorophenylpyrazolecarboxylic acid (Slb), preferably compounds such
1 -(2,4-dichlorophenyl)-5 -methylpyrazol e-3 -carboxylate (SI -2), ethyl
l-(2,4-dichlorophenyl)-5-isopropylpyrazole-3-carboxyiate (SI -3), ethyl
1 -(2,4-dichlorophenyl)-5-{ 1 , 1 -dimethyl ethyl )pyrazole-3 -carboxylate (SI -4) and related compounds, as described in EP-A-333 131 and EP-A-269 806; c) derivatives of l,5-diphenylpyrazole-3-carboxylic acid (Slc), preferably compounds such as ethyl l -(2,4-dichlorophenyl)-5-phenylpyrazole-3-carboxylate (SI -5), methyl
l-(2-chlorophenyi)-5-phenylpyrazole-3 -carboxylate (SI -6) and related compounds, as described, for example, in EP-A-268554; compounds of the type of the triazolecarboxylic acids (Sld), preferably compounds such as fenchlorazole(-ethyl), i.e. ethyl l -(2,4-dichlorophenyl)-5-trichloromethyl-(lH)-l ,2,4-triazole-3- carboxylate (SI -7), and related compounds, as described in EP-A- 1 74 562 and EP-A-346 620; compounds of the type of the 5-benzyl- or 5-phenyl-2-isoxazoiine-3-carboxyiic acid or the 5,5- il i phenyl -2-i oxa o! ine-3 -carboxyl i acid (SI5), preferably compounds such as ethyl
5-(2,4-dichlorobenzyl)-2-isoxazoline-3-carboxylate (SI-8) or ethyl 5 -phenyl -2-i soxa/ol i ne- - carboxylate (SI -9) and related compounds, as described in WO-A-91/08202, or 5,5-diphenyl-2- isoxazolinecarboxylic acid (Sl -10) r ethyl 5,5-diphenyl-2-isoxazolinecarboxylate (Sl-11) ("isoxadifen-ethyl") or n-propyl 5,5-diphenyl-2-isoxazoiinecarboxylate (Sl -12) or ethyl 5-(4-fluorophenyl)-5-phenyl-2-isoxazoline-3-carboxylate (Sl-13), as described in the patent application WO-A-95/07897.
Quinoiine derivatives of the formula (S2)
Figure imgf000079_0001
where the symbols and indices have the following meanings: RB' is halogen, (Ci-C4)-alkyl, (Ci-C4)-alkoxy, nitro or (Ci-C4)-haloalkyl; nB is a natural number from 0 to 5, preferably from 0 to 3; RB2 is ORB \ SRB3 or NRB 3RB 4 or a saturated or unsaturated 3- to 7-membered heterocycle havi ng at least one nitrogen atom and p to 3 heteroatoms, preferably from the group consisting of O and S, which is attached via the nitrogen atom to the carbonyl group in (S2) and which is unsubstituted or substituted by radicals from the group consisting of (G-C4)-alkyl, (Ci-C4)-aikoxy and optionally substituted phenyl, preferably a radical of the formula ORB3, NHRB4 or N(CI¾)2, in particular of the formula ORB3;
RB3 is hydrogen or an unsubstituted or substituted aliphatic hydrocarbon radical having preferably a total of 1 to 18 carbon atoms; RB4 is hydrogen, (G-C6)-alkyl, (G-C6)-aikoxy or substituted or unsubstituted phenyl;
TB is a (Ci- or C2)-alkanediyl chain which is unsubstituted or substituted by one or two (G-G)- alkyl radicals or by [(G -C3)-alkoxy] carbonyl; preferably: a) compounds of the type of the 8-quinolinoxyacetic acid (S2a), preferably
1-methylhexyl (5-chloro-8-quinolinoxy)acetate (common name "cloquintocet-mexyl" (S2-1), 1 ,3 -dimethyl-but- 1 -yl (5-chloro-8-quinolinoxy)acetate (S2-2),
4-allyloxybutyl (5-chloro-8-quinolinoxy)acetate (S2-3),
1 -allyloxyprop-2-yl (5-chloro-8-quinolinoxy)acetate (S2-4),
ethyl (5-chloro-8-quinolinoxy)acetate (S2-5),
methyl (5-chloro-8-quinolinoxy)acetate (S2-6),
allyl (5 -chloro-8 -quinolinoxy)acetate (S2-7),
2-(2-propylideneiminoxy)-l -ethyl (5-chloro-8-quinolinoxy)acetate (S2-8), 2-oxo-prop-I-yl (5- chloro-8-quinolinoxy)acetate (S2-9) and related compounds, as described in EP-A-86 750, EP-A-94 349 and EP-A-191 736 or EP-A-0 492 366, and also (5-chloro-8-quinolinoxy)acetic acid (S2-10), its hydrates and salts, for example its lithium, sodium, potassium, calcium, magnesium, aluminium, iron, ammonium, quaternary ammonium, sulphonium or phosphonium salts, as described in WO-A-2002/34048; b) compounds of the type of the (5 -chloro-8 -quinolinoxy)malonic acid (S2b), preferably
compounds such as diethyl (5-chloro-8-quinolinoxy)malonate, diallyl (5-chloro-8- quinolinoxy)malonate, methyl ethyl (5 -chloro-8 -quinolinoxy)malonate and related compounds, as described in EP-A-0 582 198. S3) Compounds of the formula (S3)
Figure imgf000080_0001
where the symbols and indices have the following meanings:
Rc1 is (Ci-C4)-alkyl, (G-C4)-haloalkyl, (C2-C4)-alkenyl, (C2-C4)-haloalkenyi, (C3-C7)-cycloalkyl, preferably dichloromethyl; Rc2, Rc3 are identical or different and are hydrogen, (Ci-C4)-alkyl, (C2-C4)-aikenyl, (C2-C4)-alkynyl, (G- C4)-haloalkyl, (C2-C4)-haloalkenyl, (Ci-C4)-alkylcarbamoyl-(Ci-C )-alkyl, (C2-C4)- alkenylcarbamoyl-(C i -C4)-alkyl, (C i -C4)-alkoxy-(Ci-C4)-alkyl, dioxolanyl-(Ci-C4)-alkyl, thiazolyl, furyl, furylalkyl. thienyl, piperidyi, substituted or unsubstituted phenyl, or Rc 2 and Rc3 together form a substituted or unsubstituted heterocyclic ring, preferably an oxazolidine, thiazolidine, piperidine, morpholine, hexahydropyrimidine or benzoxazine ring; preferably: active compounds of the type of the dichloroacetamides which are frequently used as pre- emergence safeners (soil-acting safeners), such as, for example,
"dichlormid" (N,N-dialiyl-2,2-dich!oroacetamide) (S3-1 ),
"R-29148" (3 -dichloroacetyl-2,2,5-trimethyl- 1 ,3 -oxazolidine) from Stauffer (S3-2),
"R-28725" (3-dichloroacetyl-2,2-dimethyl-l,3-oxazolidine) from Stauffer (S3-3),
"benoxacor" (4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1 ,4-benzoxazine) (S3-4),
"PPG-1292" (N-allyl-N-[(l ,3-dioxolan-2-yl)methyl]dichloroacetamide) from PPG Industries
(S3-5),
"DKA-24" (N-allyl-N-[(allylaminocarbonyl)methyl]dichloroacetamide) from Sagi -Chem (S3- 6),
"AD-67" or "MON 4660" (3-dichloroacetyl-l-oxa-3-aza-spiro[4,5]decane) from Nitrokemia or Monsanto (S3-7),
"TI-35" ( 1 -dichloroacetylazepane) from TRI-Chemical RT (S3-8)
"diclonon" (dicyclonon) or "BAS145138" or "LAB 145138" (S3-9) (3-dichloroacetyi-2,5,5- trimethyl-l,3-diazabicycio[4.3.0]nonane) from BASF,
"furilazole" or "MON 13900" ((RS)-l -dichloroacetyl-3,3,8a-trimethylperhydropyrrolo[l,2- a]pyrimidin-6-one) (S3-10) and also its (R)-isomer (S3-1 1).
N-Acylsulphonamides of the formula (S4) and their salts
Figure imgf000081_0001
where the symbols and indices have the following meanings:
AD is S02-NRD 3-CO or CO-NRD 3-S02;
Figure imgf000081_0002
RD1 is CO-NRD 5RD6 or NHCO-R,, ;
RD2 is halogen, (Ci-C4)-haloalkyI, (Ci-C4)-haloalkoxy, nitro, (Ci-C4)-alkyl, (Ci-C4)-aikoxy, (Ci-C4)- alkylsulphonyl, (Ci-C4)-alkoxycarbonyl or (G-C4)-aikylcarbonyi;
RD3 is hydrogen, (Ci-C4)-alkyl, (C2-C4)-alkenyi or (C2-C4)-alkynyl; Ri)4 is halogen, nitro, (Ci-C4)-alkyl, (Ci-C4)-haloalkyl, (Ci-C4)-haloalkoxy, (C3-C6)-cycloalkyl, phenyl, (G-G)-alkoxy, cyano, (Ci-C4)-alkylthio, (Ci-C4)-alkylsulphinyl, (G-G)- alkylsulphonyl, (G-G)-alkoxycarbonyl or (C i -C4)-alkylcarbonyl;
RD5 is hydrogen, (G-G)-alkyl, (G-G)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (G-G)- cycloalkenyl, phenyl or 3- to 6-membered heterocyclyl which contains VD heteroatoms from the group consisting of nitrogen, oxygen and sulphur, where the seven last-mentioned radicals are substituted by VD substituents from the group consisting of halogen, (G-G)-alkoxy, (G-G)- haloalkoxy, (Ci-C2)-alkylsulphinyl, (Ci-C2)-alkylsulphonyl, (C3-C6)-cycloalkyl, (G-G)- alkoxycarbonyl, (Ci-C4)-alkylcarbonyl and phenyl and, in the case of cyclic radicals, also (G- C4)-alkyl and (G-C4)-haloalkyl;
RD' is hydrogen, (G-G)-alkyl, (G-G)-alkenyl or (G-G)-alkynyl, where the three last-mentioned radicals are substituted by VD radicals from the group consisting of halogen, hydroxy, (G-G)- alkyl, (G-C4)-alkoxy and (G-C4)-alkylthio, or
RD5 and RD6 together with the nitrogen atom carrying them form a pyrrolidinyl or piperidinyl radical;
RD7 is hydrogen, (Ci-C4)-aikylamino, di-(G-G)-allcylamino, (G-G)-alkyl, (C3-C6)-cycloalkyl, where the 2 last-mentioned radicals are substituted by VD substituents from the group consisting of halogen, (G-C4)-alkoxy, halo-(G-C6)-alkoxy and (G-G)-alkylthio and, in the case of cyclic radicals, also (G-C4)-alkyl and (G-C4)-haloalkyl; nD is 0, 1 or 2; is 1 or 2;
VD is 0, 1 , 2 or 3; from among these, preference is given to compounds of the type of the N-acylsulphonamide s , for example of the formula (S4a) below, which are known, for example, from WO-A-97/45016
Figure imgf000082_0001
in which
RD7 is (G-C6)-alkyl, (C3-C6)-cycloalkyl, where the 2 last-mentioned radicals are substituted by VD substituents from the group consisting of halogen, (G-C4)-aikoxy, halo-(C i -C6)-alkoxy and (G- C4)-alkylthio and, in the case of cyclic radicals, also (Ci-C4)-alkyl and (Ci-C4)-haloalkyl; RD4 is halogen, (Ci-C4)-alkyl, (Ci-C4)-alkoxy, CF3; mD is 1 or 2; VD is 0, 1 , 2 or 3; 5 and also acylsulphamoylbenzamides, for example of the formula (S4b) below, which are known, for example, from WO-A-99/16744,
Figure imgf000083_0001
for example those in which 10 RD5 = cyclopropyl and (RD4) = 2-OMe ( "cyprosulphamide", S4- 1 ),
RD5 = cyclopropyl and (RD4) = 5-Cl-2-OMe (S4-2),
RD5 = ethyl and (RD4) = 2-OMe (S4-3),
RD = isopropyl and (RD4) = 5-Cl-2-OMe (S4-4) and
RD 5 = isopropyl and (RD4) = 2-OMe (S4-5) 15 and also compounds of the type of the N-acylsulphamoylphenylureas of the formula (S4C), which are known, for example, from EP-A-365484,
Figure imgf000083_0002
in which
20 RD8 and RD9 independently of one another are hydrogen, (Ci-Cs)-alkyl, (C3-Cs)-cycloaikyi, (C3-Q)- alkenyl, (C3-C6)-alkynyl, RD4 is halogen, (Ci-C4)-alkyl, (Ci-C4)-alkoxy, CF3, mD is 1 or 2; for example l -[4-(N-2-methoxybenzoylsulphamoyl)phenyl]-3-methylurea,
5 1 - [4 -(N-2 -methoxyb enzoyl sulphamoyl)phenyl] -3,3 -dimethylurea,
l -[4-(N-4,5-dimethylbenzoyisulphamoyl)phenyl]-3-meihyliirea, and also
N-phenyl sulphonylt erephthalamide s of the formula (S4d), which are known, for example, from CN 101838227,
Figure imgf000084_0001
e.g. such compounds in which
RD4 is halogen, (Ci-C4)-alkyi, (G~C4)-alkoxy, CF3; mD is 1 or 2;
RD5 is hydrogen, (Ci-C«)-alkyl, (C3-C«)-cycloalkyl, (C2-C6)-alkenyl, (C2-C6)-alkyny!, (C5-C6)- 15 cycloalkenyl.
55) Active compounds from the class of the hydroxyaromatics and aromatic-aliphatic carboxylic acid derivatives (S5), for example ethyl 3,4,5-triacetoxybenzoate, 3,5-dimethoxy-4-hydroxybenzoic acid, 3 ,5 -dihydroxybenzoic acid, 4-hydroxysalicylic acid, 4-fluorosalicyclic acid, 2-hydroxycinnamic acid, 2,4-
20 dichlorocinnamic acid, as described in WO-A-2004/084631, WO-A-2005/015994, WO-A-
2005/016001.
56) Active compounds from the class of the 1 ,2-dihydroquinoxalin-2-ones (S6), for example l -methyl-3-(2-thienyi)-l ,2-dihydroquinoxalin-2-one, l -methyl-3-(2-thienyl)-l,2- dihydroquinoxaline-2-thione, 1 -(2-aminoethyl)-3 -(2-thienyl)- 1 ,2-dihydroquinoxalin-2-one
25 hydrochloride, 1 -(2-methylsulphonylaminoethyl)-3 -(2-thienyl)- 1 ,2-dihydroquinoxalin-2-one, as described in WO-A-2005/1 12630. S7) Compounds of the formula (S7), as described in WO-A-1998/38856,
Figure imgf000085_0001
where the symbols and indices have the following meanings:
RE1, RE2 independently of one another are halogen, (Ci-C4)-alkyl, (G-C4)-alkoxy, (C1-C4)- ha!oalkyl, (C 1 -C4)-alkylamino , di-(C 1 -C4)-alkylamino, nitro;
AE is COORE3 or COSRE4
RE3, RE4 independently of one another are hydrogen, (G-C4)-alkyl, (C2-C«)-alkenyl, (C2-C4)- alkynyl. cyanoalkyl, (Ci-C4)-haloaikyi, phenyl, nitrophenyl, benzyl, halobenzyl, pyridinylalkyl or alkylammonium, nE' is O or 1 ; nE 2, nE3 independently of one another are 0, 1 or 2, preferably:
diphenyimethoxyacetic acid, ethyl diphenylmethoxyacetate, methyl diphenylmethoxyacetate (CAS Reg. No.: 41 858-19-9) (S7-1 ).
S8) Compounds of the formula (S8), as described in WO-A-98/27049,
Figure imgf000085_0002
in which
Figure imgf000085_0003
an integer from 0 to 4 and is, if XF=CH, an integer from 0 to 5, RF1 is halogen, (Ci-C4)-alkyl, (Ci-C4)-haloalkyl, (Ci-C4)-alkoxy, (Ci-C4)-haloalkoxy, nitro, (G-C4)- alkylthio, (C i -C4)-alkylsulphonyl, (Ci-C4)-alkoxycarbonyl, optionally substituted phenyl, optionally substituted phenoxy,
RF2 is hydrogen or (G-C4)-alkyl,
RF3 is hydrogen, (Ci-Cs)-aikyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl or aryl, where each of the carbon- containing radicals mentioned above is unsubstituted or substituted by one or more, preferably by up to three, identical or different radicals from the group consisting of halogen and alkoxy; or salts thereof, preferably compounds in which
nF is an integer from 0 to 2,
RF1 is halogen, (G-C4)-aikyl, (Ci-C4)-haloalkyi, (G-C4)-alkoxy, (G-C4)-haioalkoxy, RF2 is hydrogen or (G-C4)-alkyl,
RF3 is hydrogen, (Ci-Cs)-alkyi, (C2-C4)-alkenyl, (C2-C4)-alkynyl or aryl, where each of the carbon- containing radicals mentioned above is unsubstituted or substituted by one or more, preferably by up to three, identical or different radicals from the group consisting of halogen and alkoxy; or salts thereof,
S9) Active compounds from the class of the 3-(5-tetrazoiylcarbonyl)-2-quinolones (S9), for example l,2-dihydro-4-hydroxy-l -ethyl-3-(5-tetrazolyicarbonyi)-2-quinolone (CAS Reg. No.: 219479- 18-2), l ,2-dihydro-4-hydroxy-l -methyl-3-(5-tetrazolyicarbonyi)-2-quinolone (CAS Reg. No.: 95855-00-8), as described in WO-A- 1999/000020.
Compounds of the formula (S10a) or (S10b) as described in WO-A-2007/023719 and WO-A- 2007/023764
Figure imgf000087_0001
(S10A) (S10B) in which halogen,
Figure imgf000087_0002
methoxy, nitro, cyano, CF3, OCF3
YG, ZG independently of one another are O or S, nG is an integer from 0 to 4,
RG2 is (Ci-Ci6)-alkyl, (C2-C6)-alkenyi, (C3-C6)-cycloalkyl, aryl; benzyl, halobenzyl, RG3 is hydrogen or (G-C6)-aikyi.
Sl l) Active compounds of the type of the oxyimino compounds (Sl l), which are known as seed dressings, such as, for example, "oxabetrinil" ((Z)-l,3-dioxolan-2-ylmethoxyimino(phenyi)acetonitrile) (SI 1 -1), which is known as seed dressing safener for millet against metolachlor damage,
"fluxofenim" (1 -(4-chlorophenyl)-2,2,2-trifluoro-l -ethanone 0-(l,3-dioxoian-2- ylmethyl)oxime) (SI 1 -2), which is known as seed dressing safener for millet against metolachlor damage, and "cyometrinil" or "CGA-43089" ((Z)-cyanomethoxyimino(phenyl)acetonitrile) (SI 1-3), which is known as seed dressing safener for millet against metolachlor damage.
SI 2) Active compounds from the class of the isothiochromanones (SI 2), such as, for example,
methyl [(3-oxo-lH-2-benzothiopyran-4(3H)-yiidene)methoxy]acetate (CAS Reg. No.: 205121 - 04-6) (S12-1) and related compounds from WO-A-1998/13361. SI 3) One or more compounds from group (SI 3):
"naphthalic anhydrid" ( 1 ,8-naphthalenedicarboxylic anhydride) (S13-1), which is known as seed dressing safener for corn against thio carbamate herbicide damage,
"fenclorim" (4,6-dichloro-2-phenylpyrimidine) (S13-2), which is known as safener for pretilachlor in sown rice, "flurazole" (benzyl 2-chloro-4-trifluoromethyl-l,3-thiazole-5-carboxylate) (S13-3), which is known as seed dressing safener for millet against alachlor and metolachlor damage,
"CL 304415" (CAS Reg. No.: 31541 -57-8)
(4-carboxy-3,4-dihydro-2H-l -benzopyran-4-acetic acid) (S13-4) from American Cyanamid, which is known as safener for corn against imidazolinone damage,
"MG 191 " (CAS Reg. No.: 96420-72-3) (2-dichloromethyl-2-methyl-l ,3-dioxolane) (S13-5) from Nitrokemia, which is known as safener for corn,
"MG 838" (CAS Reg. No.: 1 33993-74-5)
( 2-propenyl l-oxa-4-azaspiro[4.5]decane-4-carbodithioate) (SI 3-6) from Nitrokemia, "disulphoton" (Ο,Ο-diethyl S-2-ethylthioethyl phosphorodithioate) (S13-7), "dietholate" ( O.O-diethyl O-phenyl phosphorothioate) (S13-8), "mephenate" (4-chlorophenyl methyl carbamate) (S13-9).
Active compounds which, besides a herbicidal effect against harmful plants, also have a safener effect on crop plants such as rice, such as, for example, "dimepiperate" or "MY-93" (S- 1 -methyl- 1 -phenyl ethyl piperidine- 1 -carbothioate), which is known as safener for rice against molinate herbicide damage,
"daimuron" or "SK 23" ( 1 -( 1 -methyl-1 -phenylethyl)-3-p-tolylurea), which is known as safener for rice against imazosulphuron herbicide damage,
"cumyluron" = "JC-940" (3-(2-chlorophenylmethyl)-l -{ 1 -methyl-1 -phenylethyl)urea, see JP-A- 60087254), which is known as safener for rice against some herbicide damage,
"methoxyphenone" or "NK 049" (3,3' -dimethyl -4 -methoxyb enzophenone), which is known as safener for rice against some herbicide damage,
"CSB" (l-bromo-4-(chioromethylsulphonyl)benzene) from Kumiai, (CAS Reg. No. 54091 -06- 4), which is known as safener against some herbicide damage in rice.
Figure imgf000089_0001
Compounds of the formula (SI 5) or its tautomers, which are known, for example, from WO-A-2008/131861 and WO-A- 2008/131860, in which is (Ci-C6)-haloalkyl, is hydrogen or halogen, independently of one another are hydrogen, (Ci-C i6)-alkyl, (C2-Cie)-alkenyl or
(C2-C16)-alkynyl, where each of the 3 last-mentioned radicals is unsubstituted or substituted by one or more radicals from the group consisting of halogen, hydroxy, cyano, (G-C4)-aikoxy, (Ci-C4)-haloalkoxy, (Ci-C4)-alkylthio, (Ci-C4)-alkylamino, di-[(Ci -C4)-alkyl] -amino, [(C i -C4)-alkoxy] -carbonyl, [(Ci-C4)-haloalkoxy]-carbonyl, unsubstituted or substituted (C3-C6)-cycloalkyl, unsubstituted or substituted phenyl, and unsubstituted or substituted heterocyclyl; or (C3 -C«)-cy cloalkyl, (C4-C6)-cycloalkenyl, (C3-C6)- cycloalkyl which is at one site of the ring condensed with a 4 to 6-membered saturated or unsaturated carbocyclic ring , or (C4-C«)- cycloalkenyl which is at one site of the ring condensed with a 4 to 6-membered saturated or unsaturated carbocyclic ring. where each of the 4 last-mentioned radicals is unsubstituted or substituted by one or more radicals from the group consisting of halogen, hydroxy, cyano, (G-C4)-alkyl, (Ci-C4)-haloalkyl, (Ci-C4)-alkoxy, (G-C4)-haloalkoxy, (G-C4)-alkylthio, (G-C4)- alkylamino, di-(C 1 -C4)-alkyl] -amino, [(C 1 -C4)-alkoxy]-carbonyl, [(C 1 -C4)-haloalkoxy] - carbonyl, unsubstituted or substituted (C3-C«)-cycloalkyl, unsubstituted or substituted phenyl, and unsubstituted or substituted heterocyclyl; or is (G-C4)-alkoxy, (C2-C4)-alkenyloxy, (C2-C«)-alkynyloxy or (C2-C4)-haloalkoxy, and RH4 is hydrogen or (G-C- -alkyl, or
RH' and RH4 together with the directly bound N-atom are a 4 to 8-membered heterocyclic ring, which can contain further hetero ring atoms besides the N-atom, preferably up to two further hetero ring atoms from the group consisting of N, O and S, and which is unsubstituted or substituted by one or more radicals from the group consisting of halogen, cyano, nitro, (Ci-C4)-alkyl,
(Ci-C -haloalkyl, (Ci-C4)-aikoxy, (Ci-C4)-haloalkoxy, and (Ci-C4)-alkylthio.
S I 6) Active compounds which are primarily used as herbicides, but also have safener effect on crop plants, for example
(2,4-dichiorophenoxy)acetic acid (2,4-D), (4-chlorophenoxy)acetic acid,
(R,S)-2-(4-chloro-o-tolyloxy)propionic acid (mecoprop),
4-(2,4-dichlorophenoxy)butyric acid (2,4-DB),
(4-chloro-o-tolyloxy)acetic acid (MCPA),
4-(4-chloro-o-tolyloxy)butyric acid, 4-(4-chlorophenoxy)butyric acid,
3 ,6-dichloro-2-methoxybenzoic acid (dicamba),
1 -(ethoxycarbonyi)ethyl 3,6-dichioro-2-methoxybenzoate (lactidichlor-ethyl).
being plant growth regulators which may be mentioned are chlorocholine chloride and ethephon. Examples of plant nutrients which may be mentioned are customary inorganic or organic fertilizers for supplying plants with macro- and/or micronutrients.
In a preferred embodiment the present invention relates to the use of a composition comprising A) the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) and B) one or more of the following insecticides: Nicotinnic acetylcholine receptor agonists, preferably Acetamiprid, Dinetofuran, Imidacloprid, Clothianidin, Thiacloprid, Thiamethoxam, Sulfoxaflorand Sodium channel modulators, preferably Cypermethrin, Aipha-Cypermethrin, Lambda-Cyhalothrin, Gamma-Cyhalothrin, Beta-Cyfluthrin, Cyfluthrin, Tefluthrin, Transfluthrin, Deltamethrin, Bifenthrin, Acrinathrin
Acetylcholinesterase inhibitors, preferably Chlorpyriphos, Carbofuran, Acephate, Methiocarb, Thiodicarb, Aldicarb, Profenofos, Fenamiphos, Fosthiazate, Ethoprophos, Phorate Metamoidophos . Ryanodine receptor modulators, preferably Chorantraniliprole, Cyantraniliprole, Flubendiamide Chloride channel activator, preferably Abamectin, Emamectin -(benzoate), Milbemectin
Nicotinic acetylcholine receptor allosteric activators, preferably Spinosad, Spinetoram
GABA-gated chloride channel antagonists , preferably Fipronil and Ethiprole Voltage-dependent sodium channel blockers, preferably Indoxacarb, Metaflumizone
Mitochondrial complex I electron transport inhibitors, preferably Tebufenpyrad, Fenpyroximate
Mitochondrial complex 11 electron transport inhibitors, preferably Cyenopyrafen, Cyflumentofen
Inhibitor of mitochondrial ATP synthase, preferably Diafenthiuron,
Uncoupler of oxidative phosporylation, preferably Chlofenapyr Inhibitor of chtinbiosynthesis, preferably Lufenuron, Methoxyfenozide, Triflumuron, Buprofezin
Selective homopteran feeding blockes, preferably Pymetrozine, Flonicamid
Additional nematicides, preferably Oxamyl , Fiuopyram, Fluensulfone,
Inhibitors of Acetyl CoAc carboxylase, preferably Spirotetramate, Spirodiclofen and Spiromesifen
4-[(2,2-difluoroethyl)amino]furan-2(5H)-one - 2-chloro-5-Ethylpyridin (1 : 1), Flupyradifurone, Pyrifluquinazon, Flomentoquin, Pyflubumide, Cycloxaprid
And
Fumigants.
In another embodiment, the present invention relates to the use of a composition comprising A) the compound of the formula (I), formula (I-A), ( l-B ) or a mixture of the compounds of formula (I-A) and (I-B) and B) at least one nematicidal biological control agent.
A further exemplary method of the invention comprises applying the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and ( I-B) - or the compound of the formula (I), formula (I-A), ( i-B ) or a mixture of the compounds of formula (I-A) and (I-B) in combination with at least one biological control agent - to either soil or a plant (e.g. foliarly) to combat nematode damage and/or increase crop yield.
Nematicidal biological control agents (e.g. as designated under B)) suitable for use in the present invention include nematophagous bacteria and nematophagous fungi. Nematophagous bacteria useful herein include, but are not limited to, obligate parasitic bacteria, opportunistic parasitic bacteria, rhizobacteria, parasporal Cry protein-forming bacteria, endophytic bacteria and symbiotic bacteria.
In particular embodiments, the biological control agent for a mixture of the compounds of formula (I-A) and (I-B) can be a bacteria species selected from Actinomycetes spp, Agrobacterium spp., Arthrobacter spp., Alcaligenes spp., Aureobacterium spp., Azobacter spp., Bacillus spp., for example Bacillus agri, Bacillus aizawai, Bacillus albolactis, Bacillus amyioliquefaciens, in particular strain IN973a or strain B3 or strain FZB42. Bacillus cereus, in particular strain CNCM 1-1562, Bacillus chitinosporus, Bacillus circulans, Bacillus coagulans, Bacillus endoparasiticus, Bacillus endorhythmos, Bacillus firmus, in particular strain CNCM 1 -1582 (products known as Votivo, Flocter, Bionem), Bacillus kurstaki, Bacillus lacticola, Bacillus lactimorbus, Bacillus lactis, Bacillus laterosporus, Bacillus lentimorbus, Bacillus licheniformis, Bacillus megaterium, Bacillus medusa, Bacillus metiens, Bacillus natto, Bacillus nematocida, Bacillus nigrificans, Bacillus papillae, Bacillus pumilus, in particular strain GB34 or strain QST2808, Bacillus siamensis, Bacillus sphaericus, Bacillus spp., Bacillus subtilis, Bacillus sp B16; Bacillus thuringiensis (including those forming Cry proteins toxic to nematodes and/or nematode larvae such as Cry5, Cry6, Cry 12, Cryl3, Cryl4 and Cry21), Bacillus thuringiensis israelensis; Bacillus thuringiensis kurstaki; Bacillus thuringiensis strain ATCC 55273; Bacillus thuringiensis var aegyptii; Bacillus thuringiensis subspec aizawai in particular strain ABTS-1 857; Bacillus thuringiensis var colmeri; Bacillus thuringiensis var darmstadiensis; Bacillus thuringiensis var dendrolimus; Bacillus thuringiensis var gal eria; Bacillus thuringiensis var japonensis; Bacillus thuringiensis subspe. morrisoni; Bacillus thuringiensis var San Diego; Bacillus thuringiensis var tenebrionis, in particular strain NB176; Bacillus uniflagellates, plus those listed in the category of Bacillus Genus in the "Bergey's Manual of Systematic Bacteriology, First Ed. (1986)"; Beijerinckia spp., Brevibacillus spp., for example Brevibacillus brevis, Brevibacillus laterosporus, in particular strain G4, Burkholderia spp., for example Burkholderia cepacia, Chromobacterium spp., Clavibacter spp., Clostridium spp., Comomonas spp., Corynebacterium spp., for example Cor 'neb acterium paurometabolu, Corynebacterium pauronietabolum, Curto bacterium spp., Desulforibtio spp.; Enterobacter spp., Flavob acterium. spp., Gluconobacter spp., Hydrogenophage spp., Klebsiella spp., Lysobacter enzymogenes, Methy lob acterium spp., Pasteuria spp., for example Pasteuria penetrans (products known as EcoNem), Pasteuria thornei, Pasteuria nishizawae, in particular strain Pnl (product known as Soyacyst LF/ST) , Pasteuria reniformis, in particular strain Pr3; Pasteuria ramosa, Candidatus Pasteuria usgae sp. nov., Pseudomonas spp., for example Pseudomonas aeruginosa, Pseudomonas aureofaciens, Pseudomonas cepacia, Pseudomonas chlororaphis, Pseudomonas fluorescens, Pseudomonas putida, and Paenibacillus spp., for example Paenibacillus macerans and Paenibacillus alvei, Phyllob acterium spp., Phingob acterium spp., Photorhabdus spp., Rhizobacteria, Rhizobium spp., Serratia spp., Stenotrotrophomonas spp., Xenorhabdus spp. Variovorax spp., In a particularly preferred embodiment, the nematicidal biological control agent for a mixture of the compounds of formula (I-A) and (I-B) is at least one Bacillus firmus CNCM 1-1582 spore and/or Bacillus cereus strain CNCM 1-1562 spore as disclosed in U.S. Patent No. 6,406,690, which is incorporated herein by reference in its entirety. In other preferred embodiments, the bacteria for a mixture of the compounds of formula (I-A) and (I-B) is at least one B. amyloliquefaciens IN937a, at least one Bacillus sub til is strain designation GB03, or at least one B. pumilus strain designation GB34. Combinations of the four species of above -listed bacteria, as well as other spore-forming, root-colonizing bacteria known to exhibit agriculturally beneficial properties are within the scope and spirit of the present invention. Particularly preferred embodiments according to the invention are also those compositions that comprise mutants of B. firmus CNCM 1-1582 spore and/or B. cereus strain CNCM 1-1562 spore. Very particularly preferred are those mutants that have a nematicidal activity.
The present technology also provides embodiments in which the nematode- antagonistic biocontrol agent includes a nematophagous fungi, such as, but not limited to, ARF18 (Arkansas Fungus 18); Arthrobotrys spp., for example, Arthrobotrys oligospora, Arthrobotrys superba and Arthrobotrys dactyloides; Chaetomium spp., for example, Chaetomium globosum; Cylindrocarpon spp., for example, Cylindrocarpon heteronema; Dactylaria spp., for example, Dactylaria Candida; Exophilia spp., for example, Exophiala jeanselmei and Exophiala pisciphila; Fusarium spp., for example Fusarium solani; Gliocladium spp., for example, Gliocladium catenulatum, Gliocladium roseum and Gliocladium virens; Harposporium spp., such as Harposporium anguillulae; Hirsutella spp., for example, Hirsutella rhossiliensis, Hirsutella minnesotensis and Hirsutella thompsonii, Lecanicillium spp., for example, Lecanicillium lecanii (=Verticillium lecanii); Meristacrum spp.. for example, Meristacrum asterospermum; Monacrosporium spp., for example, Monacrosporium drechsleri, Monacrosporium gephyropagum and Monacrosporium cionopagum; Myrothecium spp., for example, Myrotehcium verrucaria, in particular strain AARC0255 (products known as D it era 90 WG); Nematoctonus spp., for example, Nematoctonus geogenius, Nematoctonus leiosporus; Neocosmospora spp., for example, Neocosmospora vasinfecta; Paecilomyces spp., such as, Paecilomyces lilacinus and Paecilomyces variotii; Pochonia spp., such as Pochonia chlamydosporia (= Vercillium chlamydosporium; products known as KlamiC ); Stagonospora spp., for example, Stagonospora heteroderae and Stagonospora phaseoli; Streptomyces spp. for example Streptomyces saraceticus and Streptomyces venezuelae, and vesicular-arbuscular mycorrhizal fungi, Trichoderma spp., for example Trichoderma asperellum, Trichoderma brevicompactum, Trichoderma harzianum, Tsukamurella paurometabola, Verticillium chlamydosporium
Nematodes The compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) in combination with the biological control agent Bacillus firmus strain CNCM I- 1582 - or the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) in combination with at least one agrochemically active compound is particularly useful in controlling plant-parasitic nematodes in nematode-resistant plants wherein the nematodes are of the following species:
Aglenchus agricola, Anguina tritici, Aphelenchoides arachidis, Aphelenchoides fragaria and the stem and leaf endoparasites Aphelenchoides spp. in general, Belonolaimus gracilis, Belonolaimus longicaudatus, Belonolaimus nortoni, Bursaphelenchus eremus, Bursaphelenchus xylophilus, Bursaphelenchus cocophilus and Bursaphelenchus spp. in general, Cacopaurus pestis, Criconemella curvata, Criconemella onoensis, Criconemella ornata, Criconemella rusium, Criconemella xenoplax (= Mesocriconema xenoplax) and Criconemella spp. in general, Criconemoides ferniae, Criconemoides onoense, Criconemoides ornatum and Criconemoides spp. in general, Ditylenchus destructor, Ditylenchus dipsaci, Ditylenchus myceliophagus and the stem and leaf endoparasites Ditylenchus spp. in general, Dolichodorus heterocephalus, Globodera pallida (=Heterodera pallida), Globodera rostochiensis (potato cyst nematode), Globodera solanacearum, Globodera tabacum, Globodera Virginia and the sedentary, cyst forming parasites Globodera spp. in general, Helicotylenchus digonicus, Helico tylenchus dihystera, Helico tylenchus erythrine, Helicotylenchus multicinctus, Helicotylenchus nannus, Helicotylenchus pseudorobustus and Helico tylenchus spp. in general, Hemicriconemoides, Hemicycliophora arenaria, Hemicycliophora nudata, Hemicycliophora parvana, Heterodera avenae, Heterodera cruciferae, Heterodera glycines (soybean cyst nematode), Heterodera oryzae, Heterodera schachtii, Heterodera zeae and the sedentary, cyst forming parasites Heterodera spp. in general, Hirschmaniella gracilis, Hirschmaniella oryzae Hirschmaniella spinicaudata and the stem and leaf endoparasites Hirschmaniella spp. in general, Hoplolaimus aegyptii, Hoplolaimus californicus, Hoplolaimus columbus, Hoplolaimus galeatus, Hoplolaimus indicus, Hoplolaimus magnistylus, Hoplolaimus pararobustus, Longidorus africanus, Longidorus breviannulatus, Longidorus elongatus, Longidorus laevicapitatus, Longidorus vineacola and the ectoparasites Longidorus spp. in general, Meloidogyne acronea, Meloidogyne africana, Meloidogyne arenaria, Meloidogyne arenaria thamesi, Meloidogyne artiella, Meloidogyne chitwoodi, Meloidogyne coffeicola, Meloidogyne ethiopica, Meloidogyne exigua, Meloidogyne fall ax, Meloidogyne graminicola, Meloidogyne graminis, Meloidogyne hapla, Meloidogyne incognita, Meloidogyne incognita acrita, Meloidogyne javanica, Meloidogyne kikuyensis, Meloidogyne minor, Meloidogyne naasi, Meloidogyne paranaensis, Meloidogyne thamesi and the sedentary parasites Meloidogyne spp. in general, Meloinema spp., Nacobbus aberrans, Neotylenchus vigissi, Paraphelenchus pseudoparietinus, Paratrichodorus allius, Paratrichodorus lobatus, Paratrichodorus minor, Paratrichodorus nanus, Paratrichodorus porosus, Paratrichodorus teres and Paratrichodorus spp. in general, Paratylenchus hamatus, Paratylenchus minutus, Paratylenchus projectus and Paratylenchus spp. in general. Pratylenchus agilis, Pratylenchus alleni, Pratylenchus andinus, Pratylenchus brachyurus, Pratylenchus cerealis, Pratylenchus coffeae, Pratylenchus crenatus, Pratylenchus delattrei, Pratylenchus giibbicaudatus, Pratylenchus goodeyi, Pratylenchus hamatus, Pratylenchus hexincisus, Pratylenchus loosi, Pratylenchus neglectus, Pratylenchus penetrans, Pratylenchus pratensis, Pratylenchus scribneri, Pratylenchus teres, Pratylenchus thornei, Pratylenchus vulnus, Pratylenchus zeae and the migratory endoparasites Pratylenchus spp. in general, Pseudohalenchus minutus, Psilenchus magnidens, Psilenchus tumidus, Punctodera chalcoensis, Quinisulcius acutus, Radopholus citrophilus, Radopholus similis, and the migratory endoparasites Radopholus spp. in general, Rotylenchulus borealis, Rotylenchulus parvus, Rotylenchulus reniformis and Rotylenchulus spp. in general, Rotylenchus laurentinus, Rotylenchus macro dor atus, Rotylenchus robustus, Rotylenchus uniformis and Rotylenchus spp. in general, Scutellonema brachyurum, Scutellonema bradys, Scutellonema clathricaudatum and the migratory endoparasites Scutellonema spp. in general, Subanguina radiciola, Tetylenchus nicotianae, Trichodorus cylindricus, Trichodorus minor, Trichodorus primitivus, Trichodorus proximus, Trichodorus similis, Trichodorus sparsus and the ectoparasites Trichodorus spp. in general, Tylenchorhynchus agri, Tylenchorhynchus brassicae, Tylenchorhynchus clarus, Tylenchorhynchus claytoni, Tylenchorhynchus digit atus, Tylenchorhynchus ebriensis, Tylenchorhynchus maximus, Tylenchorhynchus nudus, Tylenchorhynchus vulgaris and Tylenchorhynchus spp. in general, Tylenchiilus semipenetrans and the semiparasites Tylenchulus spp. in general, Xiphinema americanum, Xiphinema brevicolle, Xiphinema dimorphicaudatum, Xiphinema index and the ectoparasites Xiphinema spp. in general.
Examples of nematodes to which a nematicide of the present invention is applicable include, but are not limited to, nematodes of the genus Meloidogyne such as the southern root -knot nematode (Meloidogyne incognita), Javanese root-knot nematode (Meloidogyne javanica), northern root-knot nematode (Meloidogyne hapla), and peanut root-knot nematode (Meloidogyne arenaria); nematodes of the genus Ditylenchus such as the potato rot nematode (Ditylenchus destructor) and bulb and stem nematode (Ditylenchus dipsaci); nematodes of the genus Pratylenchus such as the cob root-lesion nematode (Pratylenchus penetrans), chrysanthemum root-lesion nematode (Pratylenchus fallax), coffee root- lesion nematode (Pratylenchus coffeae), tea root-lesion nematode (Pratylenchus loosi), and walnut root- lesion nematode (Pratylenchus vulnus); nematodes of the genus Globodera such as the golden nematode (Globodera rostochiensis) and potato cyst nematode (Globodera pallida); nematodes of the genus Heterodera such as the soybean cyst nematode (Heterodera glycines) and sugar beet cyst nematode (Heterodera schachtii); nematodes of the genus Aphelenchoides such as the rice white -tip nematode (Aphelenchoides besseyi), chrysanthemum foliar nematode (Aphelenchoides ritzemabosi), and strawberry nematode (Aphelenchoides fragariae); nematodes of the genus Aphelenchus such as the mycophagous nematode (Aphelenchus avenae); nematodes of the genus Radopholus such as the burrowing nematode (Radopholus similis); nematodes of the genus Tylenchulus such as the citrus nematode (Tylenchulus semipenetrans); nematodes of the genus Rotylenchulus such as the reniform nematode (Rotylenchulus reniformis); nematodes that occur in trees, such as the pine wood nematode (Bursaphelenchus xylophilus), and the like.
Plants for which a nematicide of the present invention can be used are not particularly limited; for example, plants such as cereals (for example, rice, barley, wheat, rye, oat, corn, and the like), beans (soybeans, azuki beans, broad beans, peas, peanuts and the like), fruit trees/fruits (apples, citrus species, pears, grapes, peaches, Japanese apricots, cherries, walnuts, almonds, bananas, strawberries, pineapples and the like), vegetables (cabbage, tomato, spinach, broccoli, lettuce, onion, Welsh onion, pepper and the like), root crops (carrot, potato, sweet potato, radish, lotus root, turnip and the like), industrial crops (cotton, hemp, paper mulberry, mitsumata, rape, beet, hop. sugarcane, sugar beet, olive, rubber, palms, coffee, tobacco, tea and the like), pepos (pumpkin, cucumber, watermelon, melon and the like), pasture plants (orchard grass, sorghum, thimosy, clover, alfalfa and the like), lawn grasses (mascarene grass, bent grass and the like), crops for flavorings etc. (lavender, rosemary, thyme, parsley, pepper, ginger and the like), and flower plants (chrysanthemum, rose, orchids and the like) can be mentioned.
The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in coffee belonging to at least one species selected from the group of the phytoparasitic nematodes consisting of Pratylenchus br achy urns, Pratylenchus coffeae, Meloidogyne exigua, Meloidogyne incognita, Meloidogyne coffeicola, Helicotylenchus spp. and also consisting of Meloidogyne paranaensis, Rotylenchus spp., Xiphinema spp., Tyienchorhynchus spp., Scutellonema spp. Compound(s) and compositions comprising compound(s) of the present invention is/are particularly useful in controlling nematodes in potato belonging to at least one species selected from the group of the phytoparasitic nematodes consisting of Pratylenchus brachyurus, Pratylenchus pratensis, Pratylenchus scribneri, Pratylenchus penetrans, Pratylenchus coffeae, Ditylenchus dipsaci and also consisting of Pratylenchus alleni, Pratylenchus andinus, Pratylenchus cerealis, Pratylenchus crenatus, Pratylenchus hexincisus, Pratylenchus loosi, Pratylenchus neglectus, Pratylenchus teres, Pratylenchus thornei, Pratylenchus vulnus, Belonolaimus longicaudatus, Trichodorus cylindricus, Trichodorus primitivus, Trichodorus proximus, Trichodorus similis, Trichodorus sparsus, Paratrichodorus minor, Paratrichodorus allius, Paratrichodorus nanus, Paratrichodorus teres, Meloidogyne armaria, Meloidogyne fall ax, Meloidogyne hapla, Meloidogyne thamesi, Meloidogyne incognita, Meloidogyne chitwoodi, Meloidogyne javanica, Nacobbus aberrans, Globodera rostochiensis, Globodera pallida, Ditylenchus destructor, Radopholus similis, Rotylenchulus reniformis, Neotylenchus vigissi, Paraphelenchus pseudoparietinus, Aphelenchoides fragariae, Meloinema spp.
Compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in tomato belonging to at least one species selected from the group of the phytoparasitic nematodes consisting of Meloidogyne arenaria, Meloidogyne hapla, Meloidogyne javanica, Meloidogvne incognita, Pratylenchus penetrans and also consisting of Pratylenchus brachynrus, Pratylenchus coffeae, Pratylenchus scribneri, Pratylenchus vulnus, Paratrichodorus minor, Meloidogyne exigua, Nacobbus aberrans, Globodera solanacearum, Dolichodorus heterocephalus, Rotylenchulus reniformis. The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in cucurbits belonging to at least one species selected from the group of the phytoparasitic nematodes consisting of Meloidogyne armaria, Meloidogyne hapla, Meloidogyne javanica, Meloidogyne incognita, Rotylenchulus reniformis and also consisting of Pratylenchus thornei. The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in cotton belonging to at least one species selected from the group of the phytoparasitic nematodes consisting of Belonolaimus longicaudatus, Meloidogyne incognita, Hoplolaimus columbus, Hoplolaimus galeatus, Rotylenchulus reniformis.
The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in corn belonging to at least one species selected from the group of the phytoparasitic nematodes, especially consisting of Belonolaimus longicaudatus, Paratrichodorus minor and also consisting of Pratylenchus brachyurus, Pratylenchus delattrei, Pratylenchus hexincisus, Pratylenchus penetrans, Pratylenchus zeae, (Belonolaimus gracilis), Belonolaimus nortoni, Longidorus breviannulatus, Meloidogyne armaria, Meloidogyne arenaria thamesi, Meloidogyne graminis, Meloidogyne incognita, Meloidogyne incognita acrita, Meloidogyne javanica, Meloidogyne naasi, Heterodera avenae, Heterodera oryzae, Heterodera zeae, Punctodera chalcoensis, Ditylenchus dipsaci, Hoplolaimus aegyptii, Hoplolaimus magnistylus, Hoplolaimus galeatus, Hoplolaimus indicus, Helicotylenchus digonicus, Helicotylenchus dihystera, Helicotylenchus pseudorobustus, Xiphinema americanum, Dolichodorus heterocephalus, Criconemella ornata, Criconemella onoensis, Radopholus similis, Rotylenchulus borealis, Rotylenchulus parvus, Tylenchorhynchus agri, Tylenchorhynchus clarus, Tylenchorhynchus claytoni, Tylenchorhynchus maximus, Tylenchorhynchus nudus, Tylenchorhynchus vulgaris, Quinisulcius acutus, Paratylenchus minutus, Hemicycliophora parvana, Aglenchus agricola, Anguina tritici, A phelencho ides arachidis, Scutellonema brachyurum, Subanguina radiciola. The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in soybean belonging to at least one species selected from the group of the phytoparasitic nematodes, especially consisting of Pratylenchus brachyurus, Pratylenchus pratensis, Pratylenchus penetrans, Pratylenchus scribneri, Belonolaimus longicaudatus, Heterodera glycines, Hoplolaimus columbus and also consisting of Pratylenchus coffeae, Pratylenchus hexincisus, Pratylenchus neglectus, Pratylenchus crenatus, Pratylenchus alleni, Pratylenchus agilis, Pratylenchus zeae, Pratylenchus vulnus, (Belonolaimus gracilis), Meloidogyne arenaria, Meloidogyne incognita, Meloidogyne javanica, Meloidogyne hapla, Hoplolaimus columbus, Hoplolaimus galeatus, Rotylenchulus reniformis.
The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in tobacco belonging to at least one species selected from the group of the phytoparasitic nematodes, especially consisting of Meloidogyne incognita, Meloidogyne javanica and also consisting of Pratylenchus brachyurus, Pratylenchus pratensis, Pratylenchus hexincisus, Pratylenchus penetrans, Pratylenchus neglectus, Pratylenchus crenatus, Pratylenchus thornei, Pratylenchus vulnus, Pratylenchus zeae, Longidorus elongatu, Paratrichodorus lobatus, Trichodorus spp., Meloidogyne arenaria, Meloidogyne hapla, Globodera tabacum, Globodera solanacearum, Globodera virginiae, Ditylenchus dipsaci, Rotylenchus spp., Helicotylenchus spp., Xiphinema americanum, Criconemella spp., Rotylenchulus reniformis, Tylenchorhynchus claytoni, Paratylenchus spp., Tetylenchus nicotianae.
The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in citrus belonging to at least one species selected from the group of the phytoparasitic nematodes, especially consisting of Pratylenchus coffeae and also consisting of Pratylenchus brachyurus, Pratylenchus vulnus, Belonolaimus longicaudatus, Paratrichodorus minor, Paratrichodorus porosus, Trichodorus , Meloidogyne incognita, Meloidogyne incognita acrita, Meloidogyne javanica, Rotylenchus macrodoratus, Xiphinema americanum, Xiphinema brevicolle, Xiphinema index, Criconemella spp., Hemicriconemoides, Radopholus similis TesepctivelyRadopholus citrophilus, Hemicycliophora arenaria, Hemicycliophora nudata, Tylenchulus semipenetrans.
The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in banana belonging to at least one species selected from the group of the phytoparasitic nematodes, especially consisting of Pratylenchus coffeae, Radopholus similis and also consisting of Pratylenchus giibbicaudatus, Pratylenchus loosi, Meloidogyne spp., Helico tylenchus multicinctus, H elico tylenchus dihystera, Rotylenchulus spp.
The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in pine apple belonging to at least one species selected from the group of the phytoparasitic nematodes, especially consisting of Pratylenchus zeae, Pratylenchus pratensis, Pratylenchus brachyurus, Pratylenchus goodeyi., Meloidogyne spp., Rotylenchulus reniformis and also consisting of Longidorus elongatus, Longidorus laevicapitatus, Trichodorus primitivus, Trichodorus minor, Heterodera spp., Ditylenchus myceliophagus, Hoplolaimus californicus, Hoplolaimus pararobustus, Hoplolaimus indicus, Helicotylenchus dihystera, Helico tylenchus nannus, Helico tylenchus multicinctus, Helicotylenchus erythrine, Xiphinema dimorphicaudatum, Radopholus similis, Tylenchorhynchus digit atus, Tylenchorhynchus ebriensis, Paratylenchus minutus, Scutellonema clathricaudatum, Scutellonema bradys, Psilenchus tumidus, Psilenchus magnidens, Pseudohalenchus minutus, Criconemoides ferniae, Criconemoides onoense, Criconemoides ornatum.
The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in grapes belonging to at least one species selected from the group of the phytoparasitic nematodes, especially consisting of Pratylenchus vulnus, Meloidogyne arenaria, Meloidogyne incognita, Meloidogyne javanica, Xiphinema americanum, Xiphinema index and also consisting of Pratylenchus pratensis, Pratylenchus scribneri, Pratylenchus neglectus, Pratylenchus brachyurus, Pratylenchus thornei, Tylenchulus semipenetrans.
The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in tree crops - pome fruits, belonging to at least one species selected from the group of the phytoparasitic nematodes, especially consisting of Pratylenchus penetrans and also consisting of Pratylenchus vulnus, Longidorus elongatus, Meloidogyne incognita, Meloidogyne hapla.
The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in tree crops - stone fruits, belonging to at least one species selected from the group of the phytoparasitic nematodes, especially consisting of Pratylenchus penetrans, Pratylenchus vulnus, Meloidogyne arenaria, Meloidogyne hapla, Meloidogyne javanica, Meloidogyne incognita, Criconemella xenoplax and also consisting of Pratylenchus brachyurus, Pratylenchus coffeae, Pratylenchus scribneri, Pratylenchus zeae, Belonolaimus longicaudatus, Helicotylenchus dihystera, Xiphinema americanum, Criconemella curvata, Tylenchorhynchus claytoni, Paratylenchus hamatus, Paratylenchus projectus, Scutellonema brachyurum, Hoplolaimus galeatus.
The compound(s) and compositions comprising the compound(s) of the present invention is/are particularly useful in controlling nematodes in tree crops - nuts, belonging to at least one species selected from the group of the phytoparasitic nematodes, especially consisting of Trichodorus spp., Criconemella rusium and also consisting of Pratylenchus vulnus, Paratrichodorus spp., Meloidogyne incognita, Helicotylenchus spp., Tylenchorhynchus spp., Cacopaurus pestis.
Formulations
Suitable extenders and/or surfactants which may be contained in the compositions according to the invention are all formulation auxiliaries which can customarily be used in plant treatment compositions. In the compositions according to the invention the ratio of the compound of the formula (I), formula (I- A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) to an agrochemically active compound of group (B) can be varied within a relatively wide range. In general, between 0.02 and 2.0 parts by weight, preferably between 0.05 and 1.0 part by weight, of the compound of the formula (I) is employed per part by weight of agrochemically active compound.
When employing the active compounds of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) which can be used according to the invention, the application rates can be varied within a certain range, depending on the type of application. In the treatment of seed, the application rates of active compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) are generally between 10 and 10000 g per kilogram of seed, preferably between 10 and 300 mg per kilogram of seed. When used in solid formulations, the application rates of active compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and ( I-B) are generally between 20 and 800 mg per kilogram of formulation, preferably between 30 and 700 mg per kilogram of formulation.
According to the invention, carrier is to be understood as meaning a natural or synthetic, organic or inorganic substance which is mixed or combined with the active compounds for better applicability, in particular for application to plants or plant parts or seeds. The carrier, which may be solid or liquid, is generally inert and should be suitable for use in agriculture.
Suitable solid carriers are: for example ammonium salts and natural ground minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals, such as finely divided silica, alumina and natural or synthetic silicates, resins, waxes, solid fertilizers, water, alcohols, especially butanol, organic solvents, mineral oils and vegetable oils, and also derivatives thereof. It is also possible to use mixtures of such carriers. Solid carriers suitable for granules are: for example crushed and fractionated natural minerals, such as calcite, marble, pumice, sepiolite, dolomite, and also synthetic granules of inorganic and organic meals and also granules of organic material, such as sawdust, coconut shells, maize cobs and tobacco stalks. Suitable emulsifiers and/or foam-formers are: for example nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example aikylaryl po!yglycol ethers, alkylsulphonates, alkyl sulphates, arylsulphonates, and also protein hydrolysates. Suitable dispersants are: for example lignosulphite waste liquors and methylcellulose.
Suitable liquefied gaseous extenders or carriers are liquids which are gaseous at ambient temperature and under atmospheric pressure, for example aerosol propellants, such as butane, propane, nitrogen and carbon dioxide. Tackifiers, such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules and latices, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, or else natural phospholipids, such as cephalins and lecithins and synthetic phospholipids can be used in the formulations. Other possible additives are mineral and vegetable oils. If the extender used is water, it is also possible for example, to use organic solvents as auxiliary solvents. Suitable liquid solvents are essentially: aromatic compounds, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic compounds or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example mineral oil fractions, mineral and vegetable oils, alcohols, such as butanol or glycol, and also ethers and esters thereof, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents, such as dimethylformamide and dimethyl sulphoxide, and also water.
The compositions according to the invention may comprise additional further components, such as, for example, surfactants. Suitable surfactants are emulsifiers, dispersants or wetting agents having ionic or nonionic properties, or mixtures of these surfactants. Examples of these are salts of polyacrylic acid, salts of lignosulphonic acid, salts of phenolsulphonic acid or naphthalenesulphonic acid, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines, substituted phenols (preferably alkylphenols or arylphenols), salts of sulphosuccinic esters, taurine derivatives (preferably alk l taurates), phosphoric esters of polyethoxylated alcohols or phenols, fatty esters of polyols, and derivatives of the compounds containing sulphates, sulphonates and phosphates. The presence of a surfactant is required if one of the active compounds and/or one of the inert carriers is insoluble in water and when the application takes place in water. The proportion of surfactants is between 5 and 40 per cent by weight of the composition according to the invention. It is possible to use colorants such as inorganic pigments, for example iron oxide, titanium oxide, Prussian blue, and organic dyes, such as alizarin dyes, azo dyes and metal phthalocyanine dyes, and trace nutrients, such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
I appropriate, other additional components may also be present, for example protective colloids, binders, adhesives, thickeners, thixotropic substances, penetrants, stabilizers, sequestering agents, complex formers. In general, the active compounds can be combined with any solid or liquid additive customarily used for formulation purposes.
In general, the compositions according to the invention comprise between 0.05 and 99 per cent by weight of the active compound combination according to the invention, preferably between 10 and 70 per cent by weight, particularly preferably between 20 and 50 per cent by weight, most preferably 25 per cent by weight. The active compound combinations or compositions according to the invention can be used as such or. depending on their respective physical and/or chemical properties, in the form of their formulations or the use forms prepared therefrom, such as aerosols, capsule suspensions, cold-fogging concentrates, warm-fogging concentrates, encapsulated granules, fine granules, flowable concentrates for the treatment of seed, ready-to- use solutions, dustable powders, emulsifiable concentrates, oil-in-water emulsions, water-in-oil emulsions, macrogranules, microgranules, oil-dispersible powders, oil-miscible flowable concentrates, oil-miscible liquids, foams, pastes, pesticide-coated seed, suspension concentrates, suspoemulsion concentrates, soluble concentrates, suspensions, wettable powders, soluble powders, dusts and granules, water-soluble granules or tablets, water-soluble powders for the treatment of seed, wettable powders, natural products and synthetic substances impregnated with active compound, and also mi croencapsulations in polymeric substances and in coating materials for seed, and also ULV cold-fogging and warm-fogging formulations.
The formulations mentioned can be prepared in a manner known per se, for example by mixing the active compounds or the active compound combinations with at least one additive. Suitable additives are all customary fonnulation auxiliaries, such as, for example, organic solvents, extenders, solvents or diluents, solid earners and fillers, surfactants (such as adjuvants, emulsifiers, dispersants, protective colloids, wetting agents and tackifiers), dispersants and/or binders or fixatives, preservatives, dyes and pigments, defoamers, inorganic and organic thickeners, water repellents, if appropriate siccatives and UV stabilizers, gibberellins and also water and further processing auxiliaries. Depending on the formulation type to be prepared in each case, further processing steps such as, for example, wet grinding, dry grinding or granulation may be required. Organi diluents that may be present are all polar and non-polar organic solvents that are customarily used for such purposes. Preferred are ketones, such as methyl isobutyl ketone and cyclohexanone, furthermore amides, such as dimethylformamide and alkanecarboxamides, such as N,N-dimethyldecan- amide and Ν,Ν-dimethyloctanamide, furthermore cyclic compounds, such as N-methylpyrrolidone, N- octylpyrrolidone, N-dodecylpyrrolidone, N-octylcaprolactam, N-dodecylcaprolactam and butyrolactone, additionally strongly polar solvents, such as dimethyl sulphoxide, furthermore aromatic hydrocarbons, such as xylene, Solvesso™, mineral oils, such as white spirit, petroleum, alkylbenzenes and spindle oil, moreover esters, such as propylene glycol monomethyl ether acetate, dibutyl adipate, hexyi acetate, heptyl acetate, tri-n-butyl citrate and di-n-butyl phthalate, and furthermore alcohols, such as, for example, benzyl alcohol and l-methoxy-2-propanol. Solid carriers suitable for granules are: for example crushed and fractionated natural minerals, such as calcite, marble, pumice, sepiolite, dolomite, and also synthetic granules of inorganic and organic meals and also granules of organic material, such as sawdust, coconut shells, maize cobs and tobacco stalks.
Suitable surfactants (adjuvants, emulsifiers, dispersants, protective colloids, wetting agents and tackifiers) are customary ionic and nonionic substances. Examples which may be mentioned are ethoxylated nonylphenols, polyalkyiene glycol ethers of straight-chain or branched alcohols, products of reactions of alkyiphenols with ethylene oxide and/or propylene oxide, products of reactions of fatty amines with ethylene oxide and/or propylene oxide, furthermore fatty esters, alkylsulphonates, alkyl sulphates, alkyl ether sulphates, alkyl ether phosphates, aryl sulphates, ethoxylated arylalkylphenols, such as, for example, tristyrylphenol ethoxylates, furthermore ethoxylated and propoxylated arylalkylphenols and also sulphated or phosphated arylalkylphenol ethoxylates or ethoxy- and propoxylates. Mention may furthermore be made of natural and synthetic water-soluble polymers, such as lignosulphonates, gelatine, gum arabic, phospholipids, starch, hydrophobically modified starch and cellulose derivatives, in particular cellulose esters and cellulose ethers, furthermore polyvinyl alcohol, polyvinyl acetate, polyvinylpyrrolidone, polyacryiic acid, polymethacrylic acid and copolymers of (meth)acrylic acid and (meth)acrylic acid esters, and moreover also alkali metal hydroxide-neutralized copolymers of methacrylic acid and methacrylic ester and condensates of optionally substituted naphthalenesulphonic acid salts with formaldehyde.
Suitable solid fillers and carriers are all substances customarily used for this purpose in crop pretection compositions. Inorganic particles, such as carbonates, silicates, sulphates and oxides having a mean particle size of from 0.005 to 20 μηι, particularly preferably from 0.02 to 10 μπι, may be mentioned as being preferred. Examples which may be mentioned are ammonium sulphate, ammonium phosphate, urea, calcium carbonate, calcium sulphate, magnesium sulphate, magnesium oxide, aluminium oxide, silicon dioxide, finely divided silicic acid, silica gels, natural and synthetic silicates and alumosilicates and vegetable products such as cereal meal, wood powder and cellulose powder. Suitable colorants that may be present in the seed dressing formulations to be used according to the invention include all colorants customary for such purposes. Use may be made both of pigments, of sparing solubility in water, and of dyes, which are soluble in water. Examples that may be mentioned include the colorants known under the designations Rhodamin B, C.I. Pigment Red 112 and C.I. Solvent Red 1. The colorants used can be inorganic pigments, for example iron oxide, titanium oxide, Prussian Blue, and organic dyes, such as alizarin, azo and metal phthalocyanine dyes, and trace nutrients, such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
Suitable wetting agents that may be present in the seed dressing formulations to be used according to the invention include all substances which promote wetting and are customary in the formulation of agrochemicaiiy active compounds. Preference is given to using alkylnaphthalenesulphonates, such as diisopropyl- r diisobutylnaphthalenesulphonates.
Suitable dispersants and/or emulsifiers that may be present in the seed dressing formulations to be used according to the invention include all nonionic, anionic and cationic dispersants which are customary in the formulation of agrochemicaiiy active compounds. Preference is given to using nonionic or anionic dispersants or mixtures of nonionic or anionic dispersants. Particularly suitable nonionic dispersants are ethylene oxide/propylene oxide block polymers, alkylphenol polyglycol ethers, and also tristryrylphenol polyglycol ethers and their phosphated or sulphated derivatives. Particularly suitable anionic dispersants are lignosulphonates, polyacryiic acid salts and arylsulphonate/formaldehyde condensates.
Defoamers that may be present in the seed dressing formulations to be used according to the invention include all foam-inhibiting compounds which are customary in the formulation of agrochemicaiiy active compounds. Preference is given to using silicone defoamers, magnesium stearate, silicone emulsions, long-chain alcohols, fatty acids and their salts and also organo fluorine compounds and mixtures thereof.
Preservatives that may be present in the seed dressing formulations to be used according to the invention include all compounds which can be used for such purposes in agrochemical compositions. By way of example, mention may be made of dichlorophen and benzyl alcohol hemiformal.
Secondary thickeners that may be present in the seed dressing formulations to be used according to the invention include all compounds which can be used for such purposes in agrochemical compositions. Preference is given to cellulose derivatives, acrylic acid derivatives, polysaccharides, such as xanthan gum or
Veegum, modified clays, phyllosilicates, such as attapulgite and bentonite, and also finely divided silicic acids.
Suitable adhesives that may be present in the seed dressing formulations to be used according to the invention include all customary binders which can be used in seed dressings. Polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and tylose may b mentioned as being preferred.
Suitable gibberellins that may be present in the seed dressing formulations to be used according to the invention are preferably the gibberellins Al, A3 (= gibberellic acid), A4 and A7; particular preference is given to using gibberellic acid. The gibberellins are known (cf. R. Wegler "Chemie der Pflanzenschutz- and Schadlingsbekampfungsmittel" [Chemistry of Crop Protection Agents and Pesticides], Vol. 2, Springer Verlag, 1970, pp. 401-412).
The formulations generally comprise between 0.1 and 95% by weight of active compound, preferably between 0.5 and 90%.
The active compound combinations according to the invention can be present in commercial formulations and in the use forms prepared from these formulations as a mixture with other active compounds, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth regulators or herbicides. A mixture with fertilizers is also possible. The treatment according to the invention of the plants and plant parts with the active compound combinations or compositions is carried out directly or by action on their surroundings, habitat or storage space using customary treatment methods, for example by dipping, spraying, atomizing, irrigating, evaporating, dusting, fogging, broadcasting, foaming, painting, spreading-on, watering (drenching), drip irrigating and, in the case of propagation material, in particular in the case of seeds, furthermore as a powder for dry seed treatment, a solution for seed treatment, a water-soluble powder for slurry treatment, by in crusting, by coating with one or more coats, etc. Preference is given to application by dipping, spraying, atomizing, irrigating, evaporating, dusting, fogging, broadcasting, foaming, painting, spreading-on, watering (drenching) and drip irrigating. The application of the formulations is carried out in accordance with customary agricultural practice in a manner adapted to the application forms. Customary applications are, for example, dilution with water and spraying of the resulting spray liquor, application after dilution with oil, direct application without dilution, seed dressing r soil application of carrier granules. The active compound content of the application forms prepared from the commercial formulations can vary within wide limits. The active compound concentration of the application forms can be from 0.0000001 up to 95% by weight of active compound, preferably between 0.0001 and 2% by weight.
The compositions according to the invention do not only comprise ready-to-use compositions which can be applied with suitable apparatus to the plant or the seed, but also commercial concentrates which have to be diluted with water prior to use.
Application methods
The treatment ac cording to the invention of the plants and plant parts with The compound of the formula (I, formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) or compositions is carried out directly or by action on their surroundings, habitat or storage space using customary treatment methods, for example by dipping, spraying, atomizing, irrigating, stem injection, in-furrow application, evaporating, dusting, fogging, broadcasting, foaming, painting, spreading-on, watering (drenching), drip irrigating and, in the case of propagation material, in particular in the case of seeds, furthermore as a powder for dry seed treatment, a solution for seed treatment, a water-soluble powder for slurry treatment, by in crusting, by coating with one or more layers, etc. It is furthermore possible to apply the active compounds by the ultra-low volume method, or to inject the active compound preparation or the active compound itself into the soil.
Generally, the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) is applied in a rate of 10 g to 20 kg per ha. preferably 50 g to 10 kg per ha. most preferably 100 g to 5 kg per ha. The invention furthermore comprises a method for treating seed. The invention furthermore relates to seed treated according to one of the methods described in the preceding paragraph.
The compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or compositions comprising the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B)- according to the invention are especially suitable for treating seed. A large part of the damage to crop plants caused by harmful organisms is triggered by an infection of the seed during storage or after sowing as well as during and after germination of the plant. This phase is particularly critical since the roots and shoots of the growing plant are particularly sensitive, and even small damage may result in the death of the plant. Accordingly, there is great interest in protecting the seed and the germinating plant by using appropriate compositions.
The control of nematodes by treating the seed of plants has been known for a long time and is the subject of continuous improvements. However, the treatment of seed entails a series of problems which cannot always be solved in a satisfactory manner. Thus, it is desirable to develop methods for protecting the seed and the germinating plant which dispense with the additional application of crop protection agents after sowing or after the emergenc e of the plants or which at least considerably reduce additional application. It is furthermore desirable to optimize the amount of active compound employed in such a way as to provide maximum protection for the seed and the germinating plant from attack by nematodes, but without damaging the plant itself by the active compound employed. In particular, methods for the treatment of seed should also take into consideration the intrinsic nematicidal properties of transgenic plants in order to achieve optimum protection of the seed and the germinating plant with a minimum of crop protection agents being employed.
Accordingly, the present invention also relates in particular to a method for protecting seed and germinating plants against attack by nematodes by treating the seed with The compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or a composition comprising the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) according to the invention. The invention also relates to the use of the compositions according to the invention for treating seed for protecting the seed and the germinating plant against nematodes. Furthermore, the invention relates to seed treated with a composition according to the invention for protection against nematodes.
The control of nematodes which damage plants post-emergence is carried out primarily by treating the soil and the above-ground parts of plants with crop protection compositions. Owing to the concerns regarding a possible impact of the crop protection composition on the environment and the health of humans and animals, there are efforts to reduce the amount of active compounds applied. One of the advantages of the present invention is that, because of the particular systemic properties of The compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or a composition comprising the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) according to the invention, treatment of the seed with The compound of the formula (I), formula (I-A), (I-B) or of a mixture of the compounds of formula (I-A) and (I-B) or these compositions not only protects the seed itself, but also the resulting plants after emergence, from nematodes. In this manner, the immediate treatment of the crop at the time of sowing or shortly thereafter can be dispensed with.
The compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or the compositions comprising the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - according to the invention are suitable for protecting seed of vegetables, in particular tomato and cucurbits, potato, corn, soy, cotton, tobacco, coffee, fruits, in particular, citrus fruits, pine apples and bananas, and grapes.
As also described further below, the treatment of transgenic seed with The compound of the formula (I) or compositions according to the invention is of particular importance. This refers to the seed of plants containing at least one heterologous gene which allows the expression of a polypeptide or protein having insecticidal properties. The heterologous gene in transgenic seed can originate, for example, from microorganisms of the species Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus or Gliocladium. Preferably, this heterologous gene is from Bacillus sp., the gene product having activity against the European corn borer and/or the Western corn rootworm. Particularly preferably, the heterologous gene originates from Bacillus thuringiensis.
In the context of the present invention, the compound of the formula (I), formula (I-A), (I-B) or of a mixture of the compounds of formula (I-A) and (I-B) - or a composition comprising the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - according to the invention are applied on their own or in a suitable formulation to the seed. Preferably, the seed is treated in a state in which it is sufficiently stable so that the treatment does not cause any damage. In general, treatment of the seed may take place at any point in time between harvesting and sowing. Usually, the seed used is separated from the plant and freed from cobs, shells, stalks, coats, hairs or the flesh of the fruits. Thus, it is possible to use, for example, seed which has been harvested, cleaned and dried to a moisture content of less than 15 % by weight. Alternatively, it is also possible to use seed which, after drying, has been treated, for example, with water and then dried again.
When treating the seed, care must generally be taken that the amount of the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and ( I-B ) - or a composition comprising the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - according to the invention applied to the seed and/or the amount of further additives is chosen in such a way that the germination of the seed is not adversely affected, or that the resulting plant is not damaged. This must be borne in mind in particular in the case of active compounds which may have phytotoxic effects at certain application rates.
The compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or a composition comprising the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and ( I-B ) - according to the invention can be applied directly, that is to say without comprising further components and without having been diluted. In general, it is preferable to apply the compositions to the seed in the form of a suitable formulation. Suitable formulations and methods for the treatment of seed are known to the person skilled in the art and are described, for example, in the following documents: US 4,272,417 A, US 4,245,432 A, US 4,808,430 A, US 5,876,739 A, US 2003/0176428 Al, WO 2002/080675 Al, WO 2002/028186 A2.
The compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) - or a composition comprising the compound of the formula (I), formula (I-A), (I-B) or of a mixture of the compounds of formula (I-A) and (I-B) - which can be used according to the invention can be converted into customary seed dressing formulations, such as solutions, emulsions, suspensions, powders, foams, slurries or other coating materials for seed, and also ULV formulations.
These formulations are prepared in a known manner by mixing the active compounds or active compound combinations with customary additives, such as, for example, customary extenders and also solvents or diluents, colorants, wetting agents, dispersants, emulsifiers, defoamers, preservatives, secondary thickeners, adhesives, gibberellins and water as well.
Suitable colorants that may be present in the seed dressing formulations which can be used according to the invention include all colorants customary for such purposes. Use may be made both of pigments, of sparing solubility in water, and of dyes, which are soluble in water. Examples that may be mentioned include the colorants known under the designations Rhodamine B, C.I. Pigment Red 112, and C.I. Solvent Red 1.
Suitable wetting agents that may be present in the seed dressing formulations which can be used according to the invention include all substances which promote wetting and are customary in the formulation of active agrochemical substances. With preference it is possible to use alkylnaphthalene- sulphonates, such as diisopropyl- or diisobutylnaphthalene-sulphonates.
Suitable dispersants and/or emulsifiers that may be present in the seed dressing formulations which can be used according to the invention include all nonionic, anionic, and cationic dispersants which are customary in the formulation of active agrochemical substances. With preference, it is possible to use nonionic or anionic dispersants or mixtures of nonionic or anionic dispersants. Particularly suitable nonionic dispersants are ethylene oxide -propylene oxide block polymers, alkylphenol polyglycol ethers, and tristyrylphenol polyglycol ethers, and their phosphated or sulphated derivatives. Particularly suitable anionic dispersants are lignosulphonates, polyacrylic salts, and arylsulphonate-formaldehyde condensates.
Defoamers that may be present in the seed dressing formulations to be used according to the invention include all foam-inhibiting compounds which are customary in the formulation of agrochemically active compounds. Preference is given to using silicone defoamers, magnesium stearate, silicone emulsions, long-chain alcohols, fatty acids and their salts and also organo fluorine compounds and mixtures thereof. Preservatives that may be present in the seed dressing formulations to be used according to the invention include all compounds which can be used for such purposes in agrochemical compositions. By way of example, mention may be made of dichlorophen and benzyl alcohol hemiformal.
Secondary thickeners that may be present in the seed dressing formulations to be used according to the invention include all compounds which can be used for such purposes in agrochemical compositions. Preference is given to cellulose derivatives, acrylic acid derivatives, polysaccharides, such as xanthan gum or Veegum, modified clays, phyllosilicates, such as attapulgite and bentonite, and also finely divided silicic acids.
Suitable adhesives that may be present in the seed dressing formulations to be used according to the invention include all customary binders which can be used in seed dressings. Polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and tylose may be mentioned as being preferred.
Suitable gibberellins that may be present in the seed dressing formulations to be used according to the invention are preferably the gibberellins Al, A3 (= gibberellic acid), A4 and A7; particular preference is given to using gibberellic acid. The gibberellins are known (cf. R. Wegier "Chemie der Pflanzenschutz- and Schadlingsbekampfungsmittel" [Chemistry of Crop Protection Agents and Pesticides], Vol. 2, Springer Verlag, 1970, pp. 401-412).
The seed dressing formulations which can be used according to the invention may be used directly or after dilution with water beforehand to treat seed of any of a very wide variety of types. The seed dressing formulations which can be used according to the invention or their dilute preparations may also be used to dress seed of transgenic plants. In this context, synergistic effects may also arise in interaction with the substances formed by expression.
Suitable mixing equipment for treating seed with the seed dressing formulations which can be used according to the invention or the preparations prepared from them by adding water includes all mixing equipment which can commonly be used for dressing. The specific procedure adopted when dressing comprises introducing the seed into a mixer, adding the particular desired amount of seed dressing formulation, either as it is or following dilution with water beforehand, and carrying out mixing until the formulation is uniformly distributed on the seed. Optionally, a drying operation follows.
The nematicidal compositions according to the invention can be used for the curative or protective control of nematodes. Accordingly, the invention also relates to curative and protective methods for controlling nematodes using the the compound of the formula (I), formula (I-A), ( I-B) or of a mixture of the compounds of formula (I-A) and (I-B) - and compositions containing the compound of the formula (I), formula (I-A), (I-B) or of a mixture of the compounds of formula (I-A) and (I-B) - according to the invention, which are applied to the seed, the plant or plant parts, the fruit or the soil in which the plants grow. Preference is given to application onto the plant or the plant parts, the fruits or the soil. The compositions according to the invention for controlling nematodes in crop protection comprise an active, but non-phytotoxic amount of the compounds according to the invention. "Active, but non- phytotoxic amount" shall mean an amount of the composition according to the invention which is sufficient to control or to completely kill the plant disease caused by nematodes, which amount at the same time does not exhibit noteworthy symptoms of phytotoxicity. These application rates generally may be varied in a broader range, which rate depends on several factors, e.g. the nematodes, the plant or crop, the climatic conditions and the ingredients of the composition according to the invention.
The fact that the active compounds, at the concentrations required for the controlling of plant diseases, are well tolerated by plants permits the treatment of aerial plant parts, of vegetative propagation material and seed, and of the soil.
In an exemplary seed treatment method, an aqueous composition comprising the compound of the formula (I), formula (I-A), (I-B) or a mixture of the compounds of formula (I-A) and (I-B) can be applied at a rate to provide in the range of 0,5 g to 10 kg, preferably 0,8 g to 5 kg, most preferably 1 g to 1 kg The compound of the formula (I), formula (I-A), (I-B) or of a mixture of the compounds of formula (I-A) and (I-B) per 100 k (dt) of seeds. In an exemplary seed treatment method, an aqueous composition comprising the biological control agent, in particular Bacillus firmus CNCM 1-1582 spore can be applied at a rate to provide in the range of 0,1 g to 20 g, preferably 1 g to 10 g, particularly preferably 2.5 g to 7.5 g., and most preferably approximately 5 g spore per hectare or 100.000 kernels of seed. The above ranges refer to a spore formulation or suspension containing 10" spores/g. In various embodiments, the biological control agent is added to the seed at a rate of about 1 x 105 to 1 x 10s colony forming units (cfu) per seed, including about 1 x 105 cfu/seed, or about 1 x 106 cfu/seed, or about 1 x 107 cfu/seed, or about 1 x 10s cfu/seed, including about 1 x 105 to 1 x 107 cfu/per seed, about 1 x 105 to 1 x 106 cfu/per seed, about 1 x 106 to 1 x 10s cfu per seed, about 1 x 106 to 1 x 107 cfu/per seed and about 1 x 107 to 1 x 10s cfu/per seed. Formula for the efficacy of the combination of two compounds
The expected efficacy of a given combination of two compounds is calculated as follows (see Colby, S.R.,„Calculating Synergistic and antagonistic Responses of Herbicide Combinations", Weeds 15, pp.
20-22, 1967):
If
X is the efficacy expressed in % mortality of the untreated control for test compound A at a
concentration of m ppin respectively m g/ha,
Y is the efficacy expressed in % mortality of the untreated control for test compound B at a
concentration of n ppm respectively n g/ha, E is the efficacy expressed in % mortality of the untreated control using the mixture of A and B at m and n ppm respectively m and n g ha,
X X Y then is E = X + Y 100
If the observed insecticidal efficacy of the combination is higher than the one calculated as„E", then the combination of the two compounds is more than additive, i.e., there is a synergistic effect.
Further embodiments which are preferred as well are mentioned hereafter: Al . Use of the compound of the formula (I)
Figure imgf000111_0001
for controlling nematodes in nematode resistant crops and for increasing yield in those crops.
A2. Use according to embodiment A 1 , whereas the compound of the formula (I) is the compound (I-A)
Figure imgf000111_0002
Use according to embodimentAl , wheras the compound of the formula (I) is the compound (I-B)
Figure imgf000111_0003
(I-B). A4. Use according to any of embodiments Al to A3, of a mixture of the compounds of the formula (I-A) and (I-B) for controlling nematodes in nematode resistant crops and for increasing yield in those crops.
A5. Use according to any of embodiments Al to A4, of a composition comprising the compound of the formula (I), formula (I-A), formula (I-B) or a mixture of the compounds of formula (I-A), (I-B) and at least one further agrochemically active compound and/or at least one nematicidal biological control agent for controlling nematodes in nematode resistant crops and for increasing yield in those crops.
A6. Use according to any of embodiments Al to A5, wherein the nematode resistant crops are selected from the group consisting of cereals, beans, fruit trees/fruits, vegetables, root crops, industrial crops, pepos, pasture plants, lawn grasses, crops for flavorings, and flower plants
A7. A method of controlling nematodes in nematode resistant crops by applying the compound of the formula (I), (I-A), (I-B) or a mixture of the compounds of the formula (I-A) and (I-B) to plants.
A8. A method of treating seeds for the control of nematodes in the group of crops selected from cereals, beans, fruit trees/fruits, vegetables, root crops, industrial crops, pepos, pasture plants, lawn grasses, crops for flavorings, and flower plants, comprising applyi ng the compound of the formula (I), (I-A), (I-B) or a mixture of the compounds of the formula (I-A) and ( I-B) to seeds.
A9. A method for increasing yield, comprising applying the compound of the formula (I), (I-A), (I-B) or a mixture of the compounds of the formula (I-A) and ( I-B ) according to any of embodiments Al to A to a plant.
A10. A method for increasing yield, comprising applying the compound of the formula (I), (I-A), ( I-B ) or a mixture of the compound s of the formula (I-A) and (I-B) according to any of embodiments Al to A 6 to a seed.

Claims

Claims
Use of the compound of the formula (I)
Figure imgf000113_0001
for controlling nematodes in nematode resistant crops and for increasing yield in those crops. Use according to claim 1 , whereas the compound of the formula (I) is the compound (I-A)
Figure imgf000113_0002
Use according to claim 1 , wheras the compound of the formula (I) is the compound (I-B)
Figure imgf000113_0003
Use according to any of claims 1 to 3, wherein the compound of the formula (I) is used in form of a mixture of the compounds of the formula (I-A) and (I-B), for controlling nematodes in nematode resistant crops and for increasing yield in those crops.
Use according to any of claims 1 to 4, wherein the compound of the formula (I) is used in form of a composition comprising the compound of the formula (I), formula (I-A), formula (I-B) or a mixture of the compounds of formula (I-A), (I-B) and at least one further agrochemically active compound and/or at least one nematicidal biological control agent, for controlling nematodes in nematode resistant crops and for increasing yield in those crops.
Use according to any of claims 1 to 5, wherein the nematode resistant crops are selected from the group consisting of cereals, beans, fruit trees/fruits, vegetables, root crops, industrial crops, pepos, pasture plants, lawn grasses, crops for flavorings, and flower plants.
7. A method of controlling nematodes in nematode resistant cro s by applying the compound of the formula (I), (I-A), (I-B) or a mixture of the compounds of the formula (I-A) and (I-B) to plants.
8. A method of treating seeds for the control of nematodes in the group of crops selected from cereals, beans, fruit trees/fruits, vegetables, root crops, industrial crops, pepos, pasture plants, lawn grasses, crops for flavorings, and flower plants, comprising applying the compound of the formula (I), (I-A), (I-B) or a mixture of the compounds of the formula (I-A) and (I-B) to seeds.
9. A method for increasing yield, comprising applying the compound of the formula (I), (I-A), (I-B) or a mixture of the compounds of the formula (I-A) and (I-B) according to any of claims 1 to 6 to a plant. 10. A method for increasing yield, comprising applying the compound of the formula (I), (I-A), (I-B) or a mixture of the compounds of the formula (I-A) and (I-B) according to any of claims 1 to 6 to a seed.
PCT/EP2013/076012 2012-12-12 2013-12-10 Use of 1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfinyl)phenyl]-5-amino-3-trifluoromethyl)-1 h-1,2,4 tfia zole for controlling nematodes in nematode-resistant crops WO2014090765A1 (en)

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