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WO2017157923A1 - Use of tetrazolinones for combating resistant phytopathogenic fungi on agricultural plants - Google Patents

Use of tetrazolinones for combating resistant phytopathogenic fungi on agricultural plants Download PDF

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Publication number
WO2017157923A1
WO2017157923A1 PCT/EP2017/055965 EP2017055965W WO2017157923A1 WO 2017157923 A1 WO2017157923 A1 WO 2017157923A1 EP 2017055965 W EP2017055965 W EP 2017055965W WO 2017157923 A1 WO2017157923 A1 WO 2017157923A1
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WIPO (PCT)
Prior art keywords
fungi
plant
phtytophatogenic
resistant fungi
compound
Prior art date
Application number
PCT/EP2017/055965
Other languages
French (fr)
Inventor
Jurith Montag
Markus Gewehr
Original Assignee
Basf Se
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Basf Se filed Critical Basf Se
Publication of WO2017157923A1 publication Critical patent/WO2017157923A1/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
    • A01N43/713Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms

Definitions

  • the present invention relates to the use of use of 1-[2-[[1-(4-chlorophenyl)pyrazol-3- yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one (herein also referred to as compound I) for combating phytopathogenic fungi on agricultural plants, such fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, wherein the mutation is G143A or F129L.
  • Qo inhibitor fungicides often referred to as strobilurin-type fungicides (Sauter 2007: Chapter 13.2. Strobilurins and other complex III inhibitors. In: Kramer, W.; Schirmer, U. (Ed.) - Modern Crop Protection Compounds. Volume 2. Wiley-VCH Verlag 457-495), are conventionally used to control a number of fungal pathogens in crops.
  • Qo inhibitors typically work by inhibiting respiration by binding to a ubihydroquinone oxidation center of a cytochrome bci complex (electron transport complex III) in mitochondria. Said oxidation center is located on the outer side of the inner mitochrondrial membrane.
  • a prime example of the use of Qo inhibitors includes the use of, for example, strobilurins on wheat for the control of Septoria tritici ' (also known as Mycosphaerella graminicola), which is the cause of wheat leaf blotch.
  • Septoria tritici ' also known as Mycosphaerella graminicola
  • Unfortunately, widespread use of such Qo inhibitors has resulted in the selection of mutant pathogens which are resistant to such Qo inhibitors (Gisi et al., Pest Manag Sci 56, 833-841 , (2000). Resistance to Qo inhibitors has been detected in several phytopathogenic fungi.
  • pathogens In some pathogens, the major part of resistance to Qo inhibitors in agricultural uses has been attributed to pathogens containing a single amino acid residue substitution G143A in the cytochrome b gene for their cytochrome bci complex, the target protein of Qo inhibitors (see, for example Lucas, Pestic
  • Alternaria alternata (Alternaria blotch) on apple
  • Alternaria ma/us Alternaria blotch on apple
  • Botrytis cinerea grey mold
  • Botrytis cinerea ( rey mold) on kiwi
  • Botrytis cinerea grey mold
  • Monilinia laxa (brown rot) on fruits (including, but not limited to as apple, citrus, kiwi, strawberry, watermelon, banana and pears);
  • Monilinia fructigena (brown rot) on fruits (including, but not limited to as apple, citrus, kiwi, strawberry, watermelon, banana and pears); and
  • Monilinia fijiensis (brown rot) on fruits (including, but not limited to as apple, citrus, kiwi, strawberry, watermelon, banana and pears).
  • Rhizoctonia solani sinoctonia solani (sheat blight) on rice
  • new methods and compositions are desirable for controlling these pathogen induced diseases in crops comprising plants subjected to pathogens that are resistant to Qo inhibitors.
  • the fungicidal activity of the known fungicidal strobilurin analogue compounds is unsatisfactory, especially in case that a high proportion of the fungal pathogens contain a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors. Based on this, it was also an object of the present invention to provide compounds having improved activity and/or a broader activity spectrum against such resistant phytopathogenic harmful fungi on cereal plants.
  • Qo inhibitor includes any substance that is capable of diminishing and/or inhibiting respiration by binding to an ubihydroquinone oxidation center of a cytochrome bci complex in mitochondria.
  • the oxidation center is typically located on the outer side of the inner mitochrondrial membrane.
  • the compounds I are not explicitly disclosed in WO2013/092224 and have surprisingly high action against fungi that are resistant to Qo inhibitors.
  • the present invention relates to the use of a 1 -[2-[[1 -(4-chlorophenyl)pyrazol-3- yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one (herein also referred to as compound I) for combating phytopathogenic fungi on agricultural plants, such fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, wherein the mutation is G143A or F129L.
  • compound I a 1 -[2-[[1 -(4-chlorophenyl)pyrazol-3- yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one
  • the present invention also relates to the use of a mixture comprising compound I in
  • the present invention also relates to the use of a mixture comprising compound I in
  • Agricultural plants comprises fruits such as apple, citrus, kiwi, strawberry, watermelon, banana and pears and furthermore rice, maize, chickpea, sugar beets, cucumber, cucurbits, potato, eggplant, asparagus, pistachio, almond and grass.
  • resistant fungi Fungi on wheat or barley containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, wherein the mutation is G143A or F129L, are hereinafter referred to as "resistant fungi". Resistant fungi in the course of the use of the present invention, wherein the mutation is G143A are
  • Alternaria alternata (Alternaria blotch) on apple
  • Alternaria ma/us Alternaria blotch on apple
  • Botrytis cinerea grey mold
  • Botrytis cinerea grey mold
  • Botrytis cinerea grey mold
  • Monilinia laxa (brown rot) on fruits (including, but not limited to as apple, citrus, kiwi, strawberry, watermelon, banana and pears);
  • Monilinia fructigena (brown rot) on fruits (including, but not limited to as apple, citrus, kiwi, strawberry, watermelon, banana and pears); and
  • Monilinia fijiensis (brown rot) on fruits (including, but not limited to as apple, citrus, kiwi, strawberry, watermelon, banana and pears).
  • the resistant fungi in the course of the use of the present invention, wherein the mutation is F129L is Rhizoctonia solani (sheat blight) on rice and Alternaria solani (leaf spot) on potato.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is rice and the resistant fungi is Pyricularia oryzae.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is rice and the resistant fungi is Rhizoctonia so/an/.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is maize and the resistant fungi is Ustilago maydis.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is chickpea and the resistant fungi is Ascochyta rabiei.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is chickpea and the resistant fungi is Didymella rabiei.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is sugar beets and the resistant fungi is Cercospora beticola.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is cucumber and the resistant fungi is Corynespora cassiicola.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is cucurbits and the resistant fungi is Didymella bryoniae.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is watermelon and the resistant fungi is Didymella bryoniae.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is cucumber and the resistant fungi is Podosphera fusca.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is cucurbits and the resistant fungi is Podosphera xanthii.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is cucurbits and the resistant fungi is Pseudoperenospora cubensis.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is cucumber and the resistant fungi is Sphaerotheca fuliginea.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is potato and the resistant fungi is Alternaria solani.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is potato and the resistant fungi is Alternaria alternata.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is eggplant and the resistant fungi is Mycovellosiealla nattrassii.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is asparagus and the resistant fungi is Stemphylium vesicarium.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is apple and the resistant fungi is Alternaria alternata.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is apple and the resistant fungi is Aiternaria ma/us.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is citrus and the resistant fungi is Aiternaria alternata.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is pistachio and the resistant fungi is Aiternaria
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is pistachio and the resistant fungi is Aiternaria alternata.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is pistachio and the resistant fungi is Aiternaria tenuissima.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is citrus and the resistant fungi is Botrytis cinerea.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is kiwi and the resistant fungi is Botrytis cinerea.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Botrytis cinerea.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Colletotrichum gloeosporioides.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Sphaerotheca aphanis var. aphanis.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is almond and the resistant fungi is Fusicladium
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is banana and the resistant fungi is Mycosphaerella fijiensis.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is pears and the resistant fungi is Stemphyiium vesicarium.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is grass and the resistant fungi is Colletotrichum
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is grass and the resistant fungi is Pyricularia grisea.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia laxa.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia fructigena.
  • the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia fijiensis.
  • the present invention also relates to the use of a mixture comprising compound I in combination with a second compound II, wherein compound II is selected from
  • the present invention relates to the use of any of the mixtures M-1 to M-55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is rice and the resistant fungi is Pyricularia oryzae.
  • Table A “ is compound I, "II” is compound II”
  • the present invention relates to the use of any of the mixtures M-1 to M-55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is rice and the resistant fungi is Rhizoctonia so/an/.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is maize and the resistant fungi is Ustilago maydis.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is chickpea and the resistant fungi is Ascochyta rabiei.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is chickpea and the resistant fungi is Didymella rabiei.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is sugar beets and the resistant fungi is Cercospora beticola.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is cucumber and the resistant fungi is Corynespora cassiicola.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is cucurbits and the resistant fungi is Didymella bryoniae.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is watermelon and the resistant fungi is Didymella bryoniae.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is cucumber and the resistant fungi is Podosphera fusca.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is cucurbits and the resistant fungi is Podosphera xanthii.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is cucurbits and the resistant fungi is Pseudoperenospora cubensis.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is cucumber and the resistant fungi is Sphaerotheca fuliginea.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is potato and the resistant fungi is Alternaria so/an/.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is potato and the resistant fungi is Alternaria alternata.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is eggplant and the resistant fungi is Mycovellosiealla nattrassii.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is asparagus and the resistant fungi is Stemphylium vesicarium.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is apple and the resistant fungi is Alternaria alternata.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is apple and the resistant fungi is Alternaria ma/us.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is citrus and the resistant fungi is Alternaria alternata.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is pistachio and the resistant fungi is Alternaria arborescens.
  • the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is pistachio and the resistant fungi is Alternaria alternata.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is pistachio and the resistant fungi is Alternaria tenuissima.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is citrus and the resistant fungi is Botrytis cinerea.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is kiwi and the resistant fungi is Botrytis cinerea.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Botrytis cinerea.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Colletotrichum gloeosporioides.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Sphaerotheca aphanis var. aphanis.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is almond and the resistant fungi is Fusicladium carpophilum.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is banana and the resistant fungi is Mycosphaerella fijiensis.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is pears and the resistant fungi is Stemphylium vesicarium.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is grass and the resistant fungi is Colletotrichum graminicola.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is grass and the resistant fungi is Pyricularia grisea.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia laxa.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia fructigena.
  • the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia fijiensis.
  • the present invention also relates to the use of a mixture comprising compound I in combination with a second compound II, wherein compound II is selected from
  • prothioconazole metconazole, difenoconazole, propiconazole, tetraconazole, tebucoanzole, flutriafol, penconazole, myclobutanil, fluxapyroxad, bixafen, benzovindiflupyr, pydiflumetofen, 3- (difluoromethyl)-1-methyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 3- (trifluoromethyl)-1 -methyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 1 ,3-dimethyl-N- (1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 3-(trifluoromethyl)-1 ,5-dimethyl-N-(1 ,1 ,3- trimethylindan-4-yl)pyrazole-4
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is rice and the resistant fungi is Pyricularia oryzae.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is rice and the resistant fungi is Rhizoctonia so/an/.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is maize and the resistant fungi is Ustilago maydis.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is chickpea and the resistant fungi is Ascochyta rabiei.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is chickpea and the resistant fungi is Didymella rabiei.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is sugar beets and the resistant fungi is Cercospora betiCola.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is cucumber and the resistant fungi is Corynespora cassiiCola.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is cucurbits and the resistant fungi is Didymella bryoniae.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is watermelon and the resistant fungi is Didymella bryoniae.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is cucumber and the resistant fungi is Podosphera fusca.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is cucurbits and the resistant fungi is Podosphera xanthii.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is cucurbits and the resistant fungi is Pseudoperenospora cubensis.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is cucumber and the resistant fungi is Sphaerotheca fuliginea.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is potato and the resistant fungi is Alternaria so/an/.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is potato and the resistant fungi is Alternaria alternata.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is eggplant and the resistant fungi is Mycovellosiealla nattrassii.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is asparagus and the resistant fungi is Stemphylium vesicarium.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is apple and the resistant fungi is Alternaria alternata.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is apple and the resistant fungi is Alternaria ma/us.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is citrus and the resistant fungi is Alternaria alternata.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is pistachio and the resistant fungi is Alternaria arborescens.
  • the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is pistachio and the resistant fungi is Alternaria alternata.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is pistachio and the resistant fungi is Alternaria tenuissima.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is citrus and the resistant fungi is Botrytis cinerea.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is kiwi and the resistant fungi is Botrytis cinerea.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Botrytis cinerea.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Colletotrichum gloeosporioides.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Sphaerotheca aphanis var. aphanis.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is almond and the resistant fungi is Fusicladium carpophilum.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is banana and the resistant fungi is Mycosphaerella fijiensis.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is pears and the resistant fungi is Stemphylium vesicarium.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is grass and the resistant fungi is Colletotrichum graminicola.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is grass and the resistant fungi is Pyricularia grisea.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia laxa.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia fructigena.
  • the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia fijiensis. All above-referred mixtures are herein blow abbreviated as inventive mixtures.
  • the term "use of compound I or any of the inventive mixtures for combating resistant fungi on cereals” comprises a method for controlling resistant fungi on cereals, wherein the fungi, their habitat, breeding grounds, their locus or the plants to be protected against such fungal attack, the soil or plant propagation material (preferably seed) are treated with a pesticidally effective amount of a compound I as defined above or a mixture of compound I with one or two compounds II.
  • such method for controlling resistant fungi on cereals comprises treating the resistant fungi, their habitat, breeding grounds, their locus or the plants to be protected against pest attack with a pesticidally effective amount of a compound I as defined above or a mixture of compound I with one or two compounds II.
  • effective amount means that compound I or the inventive mixtures are used in a quantity which allows obtaining the desired effect which is a synergistic control of resistant fungi, but which does not give rise to any phytotoxic symptom on the treated plant.
  • the ratio by weight of compound I and compound II in binary inventive mixtures is from 20000:1 to 1 :20000, from 500:1 to 1 :500, preferably from 100:1 to 1 :100 more preferably from 50:1 to 1 :50, most preferably from 20:1 to 1 :20, and utmost preferably ratios from 10:1 to 1 :10, which also includes ratios of 1 :5 to 5:1 ,1 :1 .
  • the ratio by weight of compound I, II and second compound II in each combination of two ingredients in the mixture of three ingredients is from 20000:1 to 1 :20000, from 500:1 to 1 :500, preferably from 100:1 to 1 :100 more preferably from 50:1 to 1 :50, most preferably from 20:1 to 1 :20, and utmost preferably ratios from 10:1 to 1 :10 including also ratios from 1 :5 to 5:1 , or 1 :1.
  • Compound I or the inventive mixtures can be accompanied by further pesticides, e.g. one or more insecticides, fungicides, herbicides.
  • pesticides e.g. one or more insecticides, fungicides, herbicides.
  • the compound I or the inventive mixtures can be converted into customary types of
  • compositions e.g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, dispersions, and mixtures thereof.
  • composition types are suspensions (e.g. SC, OD, FS), emulsifiable concentrates (e.g. EC), emulsions (e.g. EW, EO, ES, ME), dispersible concentrates (DC), capsules (e.g. CS, ZC), pastes, pastilles, wettable powders or dusts (e.g. WP, SP, WS, DP, DS), pressings (e.g. BR, TB, DT), granules (e.g.
  • compositions types are defined in the "Catalogue of pesticide formulation types and
  • compositions are prepared in a known manner, such as described by Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001 ; or Knowles, New
  • auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetters, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thickeners, humectants, repellents, attractants, feeding stimulants,
  • compatibilizers for bactericides, anti-freezing agents, anti-foaming agents, colorants, tackifiers and binders.
  • Suitable solvents and liquid carriers are water and organic solvents, such as mineral oil fractions of medium to high boiling point, e.g. kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, e. g. toluene, paraffin,
  • tetrahydronaphthalene alkylated naphthalenes
  • alcohols e.g. ethanol, propanol, butanol, benzylalcohol, cyclohexanol
  • glycols DMSO
  • ketones e.g. cyclohexanone
  • esters e.g. lactates, carbonates, fatty acid esters, gamma-butyrolactone
  • fatty acids phosphonates
  • amines amides, e.g. N-methylpyrrolidone, fatty acid dimethylamides; and mixtures thereof.
  • Suitable solid carriers or fillers are mineral earths, e.g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, e.g. cellulose, starch; fertilizers, e.g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, e.g. cereal meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.
  • mineral earths e.g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide
  • polysaccharides e.g. cellulose, starch
  • fertilizers
  • Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emusifier, dispersant, solubilizer, wetter, penetration enhancer, protective colloid, or adjuvant. Examples of surfactants are listed in McCutcheon's, Vol.1 : Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).
  • Suitable anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof.
  • sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignine sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates.
  • Examples of sulfates are sulfates of fatty acids and oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid esters.
  • Examples of phosphates are phosphate esters.
  • Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.
  • Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof.
  • alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters which have been alkoxylated with 1 to 50 equivalents.
  • Ethylene oxide and/or propylene oxide may be employed for the alkoxylation, preferably ethylene oxide.
  • N-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides.
  • esters are fatty acid esters, glycerol esters or monoglycerides.
  • sugar-based surfactants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkylpolyglucosides.
  • polymeric surfactants are home- or copolymers of vinylpyrrolidone, vinylalcohols, or vinylacetate.
  • Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines.
  • Suitable amphoteric surfactants are alkylbetains and imidazolines.
  • Suitable block polymers are block polymers of the A-B or A-B-A type comprising blocks of polyethylene oxide and polypropylene oxide, or of the A-B-C type comprising alkanol, polyethylene oxide and polypropylene oxide.
  • Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinylamines or polyethyleneamines.
  • Suitable adjuvants are compounds, which have a neglectable or even no pesticidal activity themselves, and which improve the biological performance of the compound I or the inventive mixtures on the target.
  • examples are surfactants, mineral or vegetable oils, and other auxilaries. Further examples are listed by Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.
  • Suitable thickeners are polysaccharides (e.g. xanthan gum, carboxymethylcellulose), anorganic clays (organically modified or unmodified), polycarboxylates, and silicates.
  • Suitable bactericides are bronopol and isothiazolinone derivatives such as alkyliso- thiazolinones and benzisothiazolinones.
  • Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea and glycerin.
  • Suitable anti-foaming agents are silicones, long chain alcohols, and salts of fatty acids.
  • Suitable colorants are pigments of low water solubility and water- soluble dyes.
  • examples are inorganic colorants (e.g. iron oxide, titan oxide, iron
  • organic colorants e.g. alizarin-, azo- and phthalocyanine colorants.
  • Suitable tackifiers or binders are polyvinylpyrrolidone, polyvinylacetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, and cellulose ethers. Examples for composition types and their preparation are:
  • alcohol alkoxylates are dissolved in water and/or in a water-soluble solvent (e.g. alcohols) ad 100 wt%.
  • a water-soluble solvent e.g. alcohols
  • the active substance dissolves upon dilution with water.
  • polyvinylpyrrolidone are dissolved in organic solvent (e.g. cyclohexanone) ad 100 wt%. Dilution with water gives a dispersion.
  • organic solvent e.g. cyclohexanone
  • emulsifiers e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate
  • water-insoluble organic solvent e.g. aromatic hydrocarbon
  • Emulsions EW, EO, ES 5-40 wt% of a compound I or the inventive mixture and 1-10 wt% emulsifiers (e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in 20-40 wt% water-insoluble organic solvent (e.g. aromatic hydrocarbon).
  • emulsifiers e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate
  • water-insoluble organic solvent e.g. aromatic hydrocarbon
  • a compound I or the inventive mixture are comminuted with addition of 2-10 wt% dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylate), 0.1 -2 wt% thickener (e.g. xanthan gum) and water ad 100 wt% to give a fine active substance suspension. Dilution with water gives a stable suspension of the active substance.
  • dispersants and wetting agents e.g. sodium lignosulfonate and alcohol ethoxylate
  • 0.1 -2 wt% thickener e.g. xanthan gum
  • a compound I or the inventive mixture are ground finely with addition of dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylate) ad 100 wt% and prepared as water-dispersible or water-soluble granules by means of technical appliances (e. g. extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active substance.
  • dispersants and wetting agents e.g. sodium lignosulfonate and alcohol ethoxylate
  • wt% of a compound I or the inventive mixture are ground in a rotor-stator mill with addition of 1-5 wt% dispersants (e.g. sodium lignosulfonate), 1 -3 wt% wetting agents (e.g.
  • a compound I or the inventive mixture are comminuted with addition of 3-10 wt% dispersants (e.g. sodium lignosulfonate), 1 -5 wt% thickener (e.g. carboxymethylcellulose) and water ad 100 wt% to give a fine suspension of the active substance. Dilution with water gives a stable suspension of the active substance.
  • dispersants e.g. sodium lignosulfonate
  • 1 -5 wt% thickener e.g. carboxymethylcellulose
  • wt% of a compound I or the inventive mixture are added to 5-30 wt% organic solvent blend (e.g. fatty acid dimethylamide and cyclohexanone), 10-25 wt% surfactant blend (e.g. alcohol ethoxylate and arylphenol ethoxylate), and water ad 100 %. This mixture is stirred for 1 h to produce spontaneously a thermodynamically stable microemulsion.
  • organic solvent blend e.g. fatty acid dimethylamide and cyclohexanone
  • surfactant blend e.g. alcohol ethoxylate and arylphenol ethoxylate
  • An oil phase comprising 5-50 wt% of a compound I or the inventive mixture, 0-40 wt% water insoluble organic solvent (e.g. aromatic hydrocarbon), 2-15 wt% acrylic monomers (e.g.
  • methylmethacrylate, methacrylic acid and a di- or triacrylate are dispersed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol). Radical polymerization initiated by a radical initiator results in the formation of poly(meth)acrylate microcapsules.
  • a protective colloid e.g. polyvinyl alcohol
  • Radical polymerization initiated by a radical initiator results in the formation of poly(meth)acrylate microcapsules.
  • an oil phase comprising 5-50 wt% of a compound I or the inventive mixture according to the invention, 0-40 wt% water insoluble organic solvent (e.g. aromatic hydrocarbon), and an isocyanate monomer (e.g. diphenylmethene-4,4'-diisocyanatae) are dispersed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol).
  • a polyamine e.g. hexamethylenedi
  • Dustable powders (DP, DS)
  • a compound I or the inventive mixture are ground finely and mixed intimately with solid carrier (e.g. finely divided kaolin) ad 100 wt%.
  • solid carrier e.g. finely divided kaolin
  • a compound I or the inventive mixture is ground finely and associated with solid carrier (e.g. silicate) ad 100 wt%.
  • solid carrier e.g. silicate
  • organic solvent e.g. aromatic hydrocarbon
  • compositions types i) to xiii) may optionally comprise further auxiliaries, such as 0.1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0.1-1 wt% anti-foaming agents, and 0.1-1 wt% colorants.
  • auxiliaries such as 0.1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0.1-1 wt% anti-foaming agents, and 0.1-1 wt% colorants.
  • the resulting agrochemical compositions generally comprise between 0.01 and 95%, preferably between 0.1 and 90%, and in particular between 0.5 and 75%, by weight of active substance.
  • the active substances are employed in a purity of from 90% to 100%, preferably from 95% to 100% (according to NMR spectrum).
  • Solutions for seed treatment (LS), Suspoemulsions (SE), flowable concentrates (FS), powders for dry treatment (DS), water-dispersible powders for slurry treatment (WS), water- soluble powders (SS), emulsions (ES), emulsifiable concentrates (EC) and gels (GF) are usually employed for the purposes of treatment of plant propagation materials, particularly seeds.
  • the compositions in question give, after two-to-tenfold dilution, active substance concentrations of from 0.01 to 60% by weight, preferably from 0.1 to 40%, in the ready-to-use preparations.
  • Methods for applying the compound I or the inventive mixtures and compositions thereof, respectively, on to plant propagation material, especially seeds include dressing, coating, pelleting, dusting, soaking and in-furrow application methods of the propagation material.
  • the compound I or the inventive mixtures or the compositions thereof, respectively are applied on to the plant propagation material by a method such that germination is not induced, e. g. by seed dressing, pelleting, coating and dusting.
  • the amounts of active substances applied are, depending on the kind of effect desired, from 0.001 to 2 kg per ha, preferably from 0.005 to 2 kg per ha, more preferably from 0.01 to 1.0 kg per ha, and in particular from 0.05 to 0.75 kg per ha.
  • amounts of active substance of from 0.01-10kg, preferably from 0.1-1000 g, more preferably from 1-100 g per 100 kilogram of plant propagation material (preferably seeds) are generally required.
  • oils, wetters, adjuvants, fertilizer, or micronutrients, and further pesticides may be added to the active substances or the compositions comprising them as premix or, if appropriate not until immediately prior to use (tank mix).
  • pesticides e.g. herbicides, insecticides, fungicides, growth regulators, safeners
  • These agents can be admixed with the compositions according to the invention in a weight ratio of 1 :100 to 100:1 , preferably 1 :10 to 10:1.
  • the user applies the composition according to the invention usually from a predosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system.
  • the agrochemical composition is made up with water, buffer, and/or further auxiliaries to the desired application concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained.
  • 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray liquor are applied per hectare of agricultural useful area.
  • composition according to the invention such as parts of a kit or parts of a binary or ternary mixture may be mixed by the user himself in a spray tank or any other kind of vessel used for applications (e. g. seed treater drums, seed pelleting machinery, knapsack sprayer) and further auxiliaries may be added, if appropriate.
  • a spray tank or any other kind of vessel used for applications (e. g. seed treater drums, seed pelleting machinery, knapsack sprayer) and further auxiliaries may be added, if appropriate.
  • one embodiment of the invention is a kit for preparing a usable pesticidal composition, the kit comprising a) a composition comprising component 1 ) as defined herein and at least one auxiliary; and b) a composition comprising component 2) as defined herein and at least one auxiliary; and optionally c) a composition comprising at least one auxiliary and optionally one or two further active components II as defined herein above.

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Abstract

The present invention relates to the use a tetrazolinone-compound for combating phytopathogenic fungi on agricultural plants, such fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, wherein the mutation is G143A or F129L.

Description

Use of tetrazolinones for combating resistant phytopathogenic fungi on agricultural plants Description The present invention relates to the use of use of 1-[2-[[1-(4-chlorophenyl)pyrazol-3- yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one (herein also referred to as compound I) for combating phytopathogenic fungi on agricultural plants, such fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, wherein the mutation is G143A or F129L.
Qo inhibitor fungicides, often referred to as strobilurin-type fungicides (Sauter 2007: Chapter 13.2. Strobilurins and other complex III inhibitors. In: Kramer, W.; Schirmer, U. (Ed.) - Modern Crop Protection Compounds. Volume 2. Wiley-VCH Verlag 457-495), are conventionally used to control a number of fungal pathogens in crops. Qo inhibitors typically work by inhibiting respiration by binding to a ubihydroquinone oxidation center of a cytochrome bci complex (electron transport complex III) in mitochondria. Said oxidation center is located on the outer side of the inner mitochrondrial membrane. A prime example of the use of Qo inhibitors includes the use of, for example, strobilurins on wheat for the control of Septoria tritici '(also known as Mycosphaerella graminicola), which is the cause of wheat leaf blotch. Unfortunately, widespread use of such Qo inhibitors has resulted in the selection of mutant pathogens which are resistant to such Qo inhibitors (Gisi et al., Pest Manag Sci 56, 833-841 , (2000). Resistance to Qo inhibitors has been detected in several phytopathogenic fungi. In some pathogens, the major part of resistance to Qo inhibitors in agricultural uses has been attributed to pathogens containing a single amino acid residue substitution G143A in the cytochrome b gene for their cytochrome bci complex, the target protein of Qo inhibitors (see, for example Lucas, Pestic
Outlook 14(6), 268-70 (2003); and Fraaije et al., Phytopathol 95(8), 933-41 (2005), (which both are expressly incorporated by reference herein), whereas in other pathogens a substitution of F129L confers resistant to Qo inhibitors (see for example Sierotzki et al., PEST MANAGEMENT SCIENCE 63(3), 225-233 (2007); Semar et al., JOURNAL OF PLANT DISEASES AND
PROTECTION 1 14(3), 1 17-1 19 (2007); and Pasche et al., CROP PROTECTION 27(3-5), 427- 435 (2008).
In various agricultural relevant plants, the following pathogens show increasing resistance towards Qo inhibitors due to their G143A mutation:
Pyricularia oryzae (blast) on rice,
Ustilago maydis (smut) on maize,
Ascochyta rabiei (ascoc y\a blight) on chickpea,
D/dyme//a rab/e/ (ascoc yta blight) on chickpea,
Cercospora beticola (leaf spot) on sugar beets,
Corynespora cassiicola (target spot) on cucumber,
Didymella bryoniae (gummy stem blight) on cucurbits,
Didymella bryoniae (gummy stem blight) on watermelon,
Podosphera fusca (powdery mildew) on cucumber,
Podosphera xanthii (powdery mildew) on cucurbits,
Pseudoperenospora cubensis (downy mildew) on cucurbits, Sphaerotheca fuliginea (powdery mildew) on cucumber,
Alternaria alternata (leaf spot) on potato,
Mycovellosiealla nattrassii '(leaf mold) on Eggplant,
Stemphylium vesicarium (purple spot) on asparagus,
Alternaria alternata (Alternaria blotch) on apple,
Alternaria ma/us (Alternaria blotch) on apple,
Alternaria alternata (Alternaria brown spot) on citrus,
Alternaria arborescens (Alternria Late blight) on pistachio,
Alternaria alternata (Alternria Late blight) on pistachio,
Alternaria tenuissima (Alternria Late blight) on pistachio,
Botrytis cinerea (grey mold) on citrus,
Botrytis cinerea ( rey mold) on kiwi,
Botrytis cinerea (grey mold) on strawberry,
Colletotrichum gloeosporioides (anthracnose) on strawberry,
Sphaerotheca aphanis var. aphanis (powdery mildew) on strawberry,
Fusicladium carpophilum (leaf spot) on almond,
Mycosphaerella fijiensis (black sigatoka) on banana,
Stemphylium vesicarium (brown spot) on pears,
Colletotrichum graminicola (leaf Spot) on grass, and
Pyricularia grisea (gray leafspot) on grass; and
Monilinia laxa (brown rot) on fruits (including, but not limited to as apple, citrus, kiwi, strawberry, watermelon, banana and pears);
Monilinia fructigena (brown rot) on fruits (including, but not limited to as apple, citrus, kiwi, strawberry, watermelon, banana and pears); and
Monilinia fijiensis (brown rot) on fruits (including, but not limited to as apple, citrus, kiwi, strawberry, watermelon, banana and pears).
A pathogen with resistance towards Qo inhibitors due to their F129L mutation is
Rhizoctonia solani (sheat blight) on rice and
Alternaria so/ani(\eaf spot) on potato.
Thus, new methods and compositions are desirable for controlling these pathogen induced diseases in crops comprising plants subjected to pathogens that are resistant to Qo inhibitors. Furthermore, in many cases, in particular at low application rates, the fungicidal activity of the known fungicidal strobilurin analogue compounds is unsatisfactory, especially in case that a high proportion of the fungal pathogens contain a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors. Based on this, it was also an object of the present invention to provide compounds having improved activity and/or a broader activity spectrum against such resistant phytopathogenic harmful fungi on cereal plants.
"Qo inhibitor," as used herein, includes any substance that is capable of diminishing and/or inhibiting respiration by binding to an ubihydroquinone oxidation center of a cytochrome bci complex in mitochondria. The oxidation center is typically located on the outer side of the inner mitochrondrial membrane. From WO2013/092224, the use of Qo inhibitors is known for combating phytopathogenic fungi that are resistant to Qo inhibitors is generally known. Nevertheless, there is a constant need to find further compounds with even improved action against fungi that are resistant to Qo inhibitors.
The compounds I are not explicitly disclosed in WO2013/092224 and have surprisingly high action against fungi that are resistant to Qo inhibitors.
Thus, the present invention relates to the use of a 1 -[2-[[1 -(4-chlorophenyl)pyrazol-3- yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one (herein also referred to as compound I) for combating phytopathogenic fungi on agricultural plants, such fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, wherein the mutation is G143A or F129L.
The present invention also relates to the use of a mixture comprising compound I in
combination with a second compound II, wherein compound II is selected from
2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1 -(1 ,2,4-triazol-1 -yl)propan-2-ol, 2-[4-(4- chlorophenoxy)-2-(trifluoromethyl)phenyl]-3-methyl-1-(1 ,2,4-triazol-1 -yl)butan-2-ol, 1-[4-(4- chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-cyclopropyl-2-(1 ,2,4-triazol-1 -yl)ethanol, prothioconazole, metconazole, difenoconazole, propiconazole, tetraconazole, tebucoanzole, flutriafol, penconazole, myclobutanil, fluxapyroxad, bixafen, benzovindiflupyr, pydiflumetofen, 3- (difluoromethyl)-1-methyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 3- (trifluoromethyl)-1 -methyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 1 ,3-dimethyl-N- (1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 3-(trifluoromethyl)-1 ,5-dimethyl-N-(1 ,1 ,3- trimethylindan-4-yl)pyrazole-4-carboxamide, 3-(difluoromethyl)-1 ,5-dimethyl-N-(1 ,1 ,3- trimethylindan-4-yl)pyrazole-4-carboxamide, 1 ,3,5-trimethyl-N-(1 ,1 ,3-trimethylindan-4- yl)pyrazole-4-carboxamide, penthiopyrad, isopyrazam, boscalid, fluopyram, fenpropidin, pyraclostrobin, (Z,2E)-5-[1 -(2,4-dichlorophenyl)pyrazol-3-yl]-Oxy-2-methoxyimino-N,3-dimethyl- pent-3-enamide, (Z,2E)-5-[1 -(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl- pent-3-enamide, trifloxystrobin, picoxystrobin, azoxystrobin, mandestrobin, metominostrobin, folpet, mancozeb, metiram, dithianon, folpet, sulfur, copper , fenpropimorph, fenpropidin, spiroxamine, metrafenone, ametoctradin, dimethomorph, oxathiapiproline, cyazofamid, cyprodinil, pyrimethanil, iprodione, fludioxonil and fluopicolide.
The present invention also relates to the use of a mixture comprising compound I in
combination with two compounds II, wherein compound II is defined above.
The term "agricultural plants" comprises fruits such as apple, citrus, kiwi, strawberry, watermelon, banana and pears and furthermore rice, maize, chickpea, sugar beets, cucumber, cucurbits, potato, eggplant, asparagus, pistachio, almond and grass.
Fungi on wheat or barley containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, wherein the mutation is G143A or F129L, are hereinafter referred to as "resistant fungi". Resistant fungi in the course of the use of the present invention, wherein the mutation is G143A are
Pyricularia oryzae (blast) on rice,
Ustilago maydis (smut) on maize,
Ascochyta rabiei (ascoc y\a blight) on chickpea,
D/dyme//a rab/e/ (ascoc yta blight) on chickpea,
Cercospora beticola (leaf spot) on sugar beets,
Corynespora cassiicola (target spot) on cucumber,
Didymella bryoniae (gummy stem blight) on cucurbits,
Didymella bryoniae (gummy stem blight) on watermelon,
Podosphera fusca (powdery mildew) on cucumber,
Podosphera xanthii (powdery mildew) on cucurbits,
Pseudoperenospora cubensis (downy mildew) on cucurbits,
Sphaerotheca fuliginea (powdery mildew) on cucumber,
Alternaria alternata (leaf spot) on potato,
Mycovellosiealla nattrassii (leaf mold) on Eggplant,
Stemphylium vesicarium (purple spot) on asparagus,
Alternaria alternata (Alternaria blotch) on apple,
Alternaria ma/us (Alternaria blotch) on apple,
Alternaria alternata (Alternaria brown spot) on citrus,
Alternaria arborescens (Alternria Late blight) on pistachio,
Alternaria alternata (Alternria Late blight) on pistachio,
Alternaria tenuissima (Alternria Late blight) on pistachio,
Botrytis cinerea (grey mold) on citrus,
Botrytis cinerea (grey mold) on kiwi,
Botrytis cinerea (grey mold) on strawberry,
Colletotrichum gloeosporioides (anthracnose) on strawberry,
Sphaerotheca aphanis var. aphanis (powdery mildew) on strawberry,
Fusicladium carpophilum (leaf spot) on almond,
Mycosphaerella fijiensis (black sigatoka) on banana,
Stemphylium vesicarium (brown spot) on pears,
Colletotrichum graminicola (leaf Spot) on grass, and
Pyricularia grisea (gray leafspot) on grass; and
Monilinia laxa (brown rot) on fruits (including, but not limited to as apple, citrus, kiwi, strawberry, watermelon, banana and pears);
Monilinia fructigena (brown rot) on fruits (including, but not limited to as apple, citrus, kiwi, strawberry, watermelon, banana and pears); and
Monilinia fijiensis (brown rot) on fruits (including, but not limited to as apple, citrus, kiwi, strawberry, watermelon, banana and pears).
The resistant fungi in the course of the use of the present invention, wherein the mutation is F129L is Rhizoctonia solani (sheat blight) on rice and Alternaria solani (leaf spot) on potato. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is rice and the resistant fungi is Pyricularia oryzae.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is rice and the resistant fungi is Rhizoctonia so/an/.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is maize and the resistant fungi is Ustilago maydis.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is chickpea and the resistant fungi is Ascochyta rabiei. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is chickpea and the resistant fungi is Didymella rabiei.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is sugar beets and the resistant fungi is Cercospora beticola.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is cucumber and the resistant fungi is Corynespora cassiicola.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is cucurbits and the resistant fungi is Didymella bryoniae. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is watermelon and the resistant fungi is Didymella bryoniae.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is cucumber and the resistant fungi is Podosphera fusca. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is cucurbits and the resistant fungi is Podosphera xanthii. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is cucurbits and the resistant fungi is Pseudoperenospora cubensis.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is cucumber and the resistant fungi is Sphaerotheca fuliginea.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is potato and the resistant fungi is Alternaria solani. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is potato and the resistant fungi is Alternaria alternata. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is eggplant and the resistant fungi is Mycovellosiealla nattrassii.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is asparagus and the resistant fungi is Stemphylium vesicarium.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is apple and the resistant fungi is Alternaria alternata. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is apple and the resistant fungi is Aiternaria ma/us.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is citrus and the resistant fungi is Aiternaria alternata. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is pistachio and the resistant fungi is Aiternaria
arborescens.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is pistachio and the resistant fungi is Aiternaria alternata. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is pistachio and the resistant fungi is Aiternaria tenuissima. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is citrus and the resistant fungi is Botrytis cinerea.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is kiwi and the resistant fungi is Botrytis cinerea.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Botrytis cinerea. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Colletotrichum gloeosporioides.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Sphaerotheca aphanis var. aphanis.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is almond and the resistant fungi is Fusicladium
carpophilum.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is banana and the resistant fungi is Mycosphaerella fijiensis.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is pears and the resistant fungi is Stemphyiium vesicarium. Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is grass and the resistant fungi is Colletotrichum
graminicola.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is grass and the resistant fungi is Pyricularia grisea.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia laxa.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia fructigena.
Thus, the present invention relates to the use of compound 1-1 for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia fijiensis. The present invention also relates to the use of a mixture comprising compound I in combination with a second compound II, wherein compound II is selected from
2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1 -(1 ,2,4-triazol-1 -yl)propan-2-ol, 2-[4-(4- chlorophenoxy)-2-(trifluoromethyl)phenyl]-3-methyl-1-(1 ,2,4-triazol-1 -yl)butan-2-ol, 1-[4-(4- chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-cyclopropyl-2-(1 ,2,4-triazol-1 -yl)ethanol, prothioconazole, metconazole, difenoconazole, propiconazole, tetraconazole, tebucoanzole, flutriafol, penconazole, myclobutanil, fluxapyroxad, bixafen, benzovindiflupyr, pydiflumetofen, 3- (difluoromethyl)-1-methyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 3- (trifluoromethyl)-1 -methyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 1 ,3-dimethyl-N- (1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 3-(trifluoromethyl)-1 ,5-dimethyl-N-(1 ,1 ,3- trimethylindan-4-yl)pyrazole-4-carboxamide, 3-(difluoromethyl)-1 ,5-dimethyl-N-(1 ,1 ,3- trimethylindan-4-yl)pyrazole-4-carboxamide, 1 ,3,5-trimethyl-N-(1 ,1 ,3-trimethylindan-4- yl)pyrazole-4-carboxamide, penthiopyrad, isopyrazam, boscalid, fluopyram, fenpropidin, pyraclostrobin, (Z,2E)-5-[1 -(2,4-dichlorophenyl)pyrazol-3-yl]-Oxy-2-methoxyimino-N,3-dimethyl- pent-3-enamide, (Z,2E)-5-[1 -(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl- pent-3-enamide, trifloxystrobin, picoxystrobin, azoxystrobin, mandestrobin, metominostrobin, folpet, mancozeb, metiram, dithianon, folpet, sulfur, copper , fenpropimorph, fenpropidin, spiroxamine, metrafenone, ametoctradin, dimethomorph, oxathiapiproline, cyazofamid, cyprodinil, pyrimethanil, iprodione, fludioxonil and fluopicolide for combating resistant fungi on agricultural plants.
In the following Table 1 and Table B1 , Table B2, Table B3, Table B4, Table B5, Table B6, Table B7, Table B8 and Table B9 set forth below, the compounds II are abbreviated as follows:
2- [4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1 -(1 ,2,4-triazol-1 -yl)propan-2-ol: 11-1
2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-3-methyl-1 -(1 ,2,4-triazol-1-yl)butan-2-ol: II-2
1 -[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1 -cyclopropyl-2-(1 ,2,4-triazol-1 -yl)ethanol: 11—3 prothioconazole: II-4
metconazole: II-5
difenoconazole: II-6
propiconazole: II-7
tetraconazole: 11— 8
tebucoanzole: II-9
flutriafol: 11-10
penconazole: 11-1 1
myclobutanil: 11-12
fluxapyroxad: 11-13
bixafen: 11-14
benzovindiflupyr: 11-15
pydiflumetofen: 11-16
3-(difluoromethyl)-1-methyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 11-17
3- (trifluoromethyl)-1 -methyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 11-18
1 ,3-dimethyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 11-19
3-(trifluoromethyl)-1 ,5-dimethyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, II-20 3-(difluoromethyl)-1 ,5-dimethyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 11-21 1 ,3,5-trimethyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide: II-22
penthiopyrad: II-23
isopyrazam: II-24
boscalid: II-25
fluopyram: II-26
fenpropidin: II-27
pyraclostrobin: II-28
(Z,2E)-5-[1 -(2,4-dichlorophenyl)pyrazol-3-yl]^oxy-2-methoxyimino-N,3-dimethyl-pent- enamide: II-29
(Z,2E)-5-[1 -(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-en II- 30
trifloxystrobin: 11-31
picoxystrobin: II-32
azoxystrobin: II-33
mandestrobin: II-34
metominostrobin: II-35
folpet: II-36
mancozeb: II-37
metiram: II-38
dithianon: II-39
folpet: II-40
sulfur: 11-41
copper : II-42
fenpropimorph: II-43
fenpropidin: II-44
spiroxamine: II-45
metrafenone: II-46
ametoctradin: II-47
dimethomorph: II-48
oxathiapiproline: II-49
cyazofamid: II-50
cyprodinil: 11-51
pyrimethanil: II-52
iprodione: II-53
fludioxonil: II-54
fluopicolide: II-55
Thus, the present invention relates to the use of any of the mixtures M-1 to M-55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is rice and the resistant fungi is Pyricularia oryzae. Table A " is compound I, "II" is compound II"
Figure imgf000010_0003
Figure imgf000010_0001
Figure imgf000010_0002
Thus, the present invention relates to the use of any of the mixtures M-1 to M-55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is rice and the resistant fungi is Rhizoctonia so/an/.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is maize and the resistant fungi is Ustilago maydis.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is chickpea and the resistant fungi is Ascochyta rabiei.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is chickpea and the resistant fungi is Didymella rabiei.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is sugar beets and the resistant fungi is Cercospora beticola.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is cucumber and the resistant fungi is Corynespora cassiicola.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is cucurbits and the resistant fungi is Didymella bryoniae. Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is watermelon and the resistant fungi is Didymella bryoniae.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is cucumber and the resistant fungi is Podosphera fusca.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is cucurbits and the resistant fungi is Podosphera xanthii.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is cucurbits and the resistant fungi is Pseudoperenospora cubensis.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is cucumber and the resistant fungi is Sphaerotheca fuliginea.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is potato and the resistant fungi is Alternaria so/an/.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is potato and the resistant fungi is Alternaria alternata.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is eggplant and the resistant fungi is Mycovellosiealla nattrassii.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is asparagus and the resistant fungi is Stemphylium vesicarium.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is apple and the resistant fungi is Alternaria alternata.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is apple and the resistant fungi is Alternaria ma/us.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is citrus and the resistant fungi is Alternaria alternata.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is pistachio and the resistant fungi is Alternaria arborescens.
Thus, the present invention relates to the use o any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricul ural plants, wherein the plant is pistachio and the resistant fungi is Alternaria alternata. Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is pistachio and the resistant fungi is Alternaria tenuissima.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is citrus and the resistant fungi is Botrytis cinerea.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is kiwi and the resistant fungi is Botrytis cinerea.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Botrytis cinerea.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Colletotrichum gloeosporioides.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Sphaerotheca aphanis var. aphanis.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is almond and the resistant fungi is Fusicladium carpophilum.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is banana and the resistant fungi is Mycosphaerella fijiensis.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is pears and the resistant fungi is Stemphylium vesicarium.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is grass and the resistant fungi is Colletotrichum graminicola.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is grass and the resistant fungi is Pyricularia grisea.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia laxa.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia fructigena.
Thus, the present invention relates to the use of any of the mixtures M-1 to M- 55 as defined in Table A for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia fijiensis. The present invention also relates to the use of a mixture comprising compound I in combination with a second compound II, wherein compound II is selected from
2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1 -(1 ,2,4-triazol-1 -yl)propan-2-ol, 2-[4-(4- chlorophenoxy)-2-(trifluoromethyl)phenyl]-3-methyl-1-(1 ,2,4-triazol-1 -yl)butan-2-ol, 1-[4-(4- chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-cyclopropyl-2-(1 ,2,4-triazol-1 -yl)ethanol,
prothioconazole, metconazole, difenoconazole, propiconazole, tetraconazole, tebucoanzole, flutriafol, penconazole, myclobutanil, fluxapyroxad, bixafen, benzovindiflupyr, pydiflumetofen, 3- (difluoromethyl)-1-methyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 3- (trifluoromethyl)-1 -methyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 1 ,3-dimethyl-N- (1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, 3-(trifluoromethyl)-1 ,5-dimethyl-N-(1 ,1 ,3- trimethylindan-4-yl)pyrazole-4-carboxamide, 3-(difluoromethyl)-1 ,5-dimethyl-N-(1 ,1 ,3- trimethylindan-4-yl)pyrazole-4-carboxamide, 1 ,3,5-trimethyl-N-(1 ,1 ,3-trimethylindan-4- yl)pyrazole-4-carboxamide, penthiopyrad, isopyrazam, boscalid, fluopyram, fenpropidin, pyraclostrobin, (Z,2E)-5-[1 -(2,4-dichlorophenyl)pyrazol-3-yl]-Oxy-2-methoxyimino-N,3-dimethyl- pent-3-enamide, (Z,2E)-5-[1 -(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl- pent-3-enamide, trifloxystrobin, picoxystrobin, azoxystrobin, mandestrobin, metominostrobin, folpet, mancozeb, metiram, dithianon, folpet, sulfur, copper , fenpropimorph, fenpropidin, spiroxamine, metrafenone, ametoctradin, dimethomorph, oxathiapiproline, cyazofamid,
cyprodinil, pyrimethanil, iprodione, fludioxonil and fluopicolide for combating resistant fungi on agricultural plants.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is rice and the resistant fungi is Pyricularia oryzae.
Table B1 " is compound I, "II" is compound II"
No I II II M.2.16 1-1 11-1 11-17 M.2.32 1-1 11-1 II-33
M.2.1 1-1 11-1 II-2 M.2.17 1-1 11-1 11-18 M.2.33 1-1 11-1 II-34
M.2.2 1-1 11-1 II-3 M.2.18 1-1 11-1 11-19 M.2.34 1-1 11-1 II-35
M.2.3 1-1 11-1 II-4 M.2.19 1-1 11-1 II-20 M.2.35 1-1 11-1 II-36
M.2.4 1-1 11-1 II-5 M.2.20 1-1 11-1 11-21 M.2.36 1-1 11-1 II-37
M.2.5 1-1 11-1 II-6 M.2.21 1-1 11-1 II-22 M.2.37 1-1 11-1 II-38
M.2.6 1-1 11-1 II-7 M.2.22 1-1 11-1 II-23 M.2.38 1-1 11-1 II-39
M.2.7 1-1 11-1 II-8 M.2.23 1-1 11-1 II-24 M.2.39 1-1 11-1 II-40
M.2.8 1-1 11-1 II-9 M.2.24 1-1 11-1 II-25 M.2.40 1-1 11-1 11-41
M.2.9 1-1 11-1 11-10 M.2.25 1-1 11-1 II-26 M.2.41 1-1 11-1 II-42
M.2.10 1-1 11-1 11-1 1 M.2.26 1-1 11-1 II-27 M.2.42 1-1 11-1 II-43
M.2.1 1 1-1 11-1 11-12 M.2.27 1-1 11-1 II-28 M.2.43 1-1 11-1 II-44
M.2.12 1-1 11-1 11-13 M.2.28 1-1 11-1 II-29 M.2.44 1-1 11-1 II-45
M.2.13 1-1 11-1 11-14 M.2.29 1-1 11-1 II-30 M.2.45 1-1 11-1 II-46
M.2.14 1-1 11-1 11-15 M.2.30 1-1 11-1 11-31 M.2.46 1-1 11-1 II-47
M.2.15 1-1 11-1 11-16 M.2.31 1-1 11-1 II-32 M.2.47 1-1 11-1 II-48 M.2.48 1-1 11-1 II-49 M.2.91 1-1 II-2 II-38 M.2.135 1-1 II-3 II-28
M.2.49 1-1 11-1 II-50 M.2.92 1-1 II-2 II-39 M.2.136 1-1 II-3 II-29
M.2.50 1-1 11-1 11-51 M.2.93 1-1 II-2 II-40 M.2.137 1-1 II-3 II-30
M.2.51 1-1 11-1 II-52 M.2.94 1-1 II-2 11-41 M.2.138 1-1 II-3 11-31
M.2.52 1-1 11-1 II-53 M.2.95 1-1 II-2 II-42 M.2.139 1-1 II-3 II-32
M.2.53 1-1 11-1 II-54 M.2.96 1-1 II-2 II-43 M.2.140 1-1 II-3 II-33
M.2.54 1-1 11-1 II-55 M.2.97 1-1 II-2 II-44 M.2.141 1-1 II-3 II-34
M.2.56 1-1 II-2 II-3 M.2.98 1-1 II-2 II-45 M.2.142 1-1 II-3 II-35
M.2.57 1-1 II-2 II-4 M.2.99 1-1 II-2 II-46 M.2.143 1-1 II-3 II-36
M.2.58 1-1 II-2 II-5 M.2.100 1-1 II-2 II-47 M.2.144 1-1 II-3 II-37
M.2.59 1-1 II-2 II-6 M.2.101 1-1 II-2 II-48 M.2.145 1-1 II-3 II-38
M.2.60 1-1 II-2 II-7 M.2.102 1-1 II-2 II-49 M.2.146 1-1 II-3 II-39
M.2.61 1-1 II-2 II-8 M.2.103 1-1 II-2 II-50 M.2.147 1-1 II-3 II-40
M.2.62 1-1 II-2 II-9 M.2.104 1-1 II-2 11-51 M.2.148 1-1 II-3 11-41
M.2.63 1-1 II-2 11-10 M.2.105 1-1 II-2 II-52 M.2.149 1-1 II-3 II-42
M.2.64 1-1 II-2 11-11 M.2.106 1-1 II-2 II-53 M.2.150 1-1 II-3 II-43
M.2.65 1-1 II-2 11-12 M.2.107 1-1 II-2 II-54 M.2.151 1-1 II-3 II-44
M.2.66 1-1 II-2 11-13 M.2.108 1-1 II-2 II-55 M.2.152 1-1 II-3 II-45
M.2.67 1-1 II-2 11-14 M.2.111 1-1 II-3 II-4 M.2.153 1-1 II-3 II-46
M.2.68 1-1 II-2 11-15 M.2.112 1-1 II-3 II-5 M.2.154 1-1 II-3 II-47
M.2.69 1-1 II-2 11-16 M.2.113 1-1 II-3 II-6 M.2.155 1-1 II-3 II-48
M.2.70 1-1 II-2 11-17 M.2.114 1-1 II-3 II-7 M.2.156 1-1 II-3 II-49
M.2.71 1-1 II-2 11-18 M.2.115 1-1 II-3 II-8 M.2.157 1-1 II-3 II-50
M.2.72 1-1 II-2 11-19 M.2.116 1-1 II-3 II-9 M.2.158 1-1 II-3 11-51
M.2.73 1-1 II-2 II-20 M.2.117 1-1 II-3 11-10 M.2.159 1-1 II-3 II-52
M.2.74 1-1 II-2 11-21 M.2.118 1-1 II-3 11-11 M.2.160 1-1 II-3 II-53
M.2.75 1-1 II-2 II-22 M.2.119 1-1 II-3 11-12 M.2.161 1-1 II-3 II-54
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M.2.1191 1-1 11-31 II-34 M.2.1233 1-1 II-32 II-53 M.2.1275 1-1 II-34 II-52
M.2.1192 1-1 11-31 II-35 M.2.1234 1-1 II-32 II-54 M.2.1276 1-1 II-34 II-53
M.2.1193 1-1 11-31 II-36 M.2.1235 1-1 II-32 II-55 M.2.1277 1-1 II-34 II-54
M.2.1194 1-1 11-31 II-37 M.2.1236 1-1 II-33 II-34 M.2.1278 1-1 II-34 II-55
M.2.1195 1-1 11-31 II-38 M.2.1237 1-1 II-33 II-35 M.2.1279 1-1 II-35 II-36
M.2.1196 1-1 11-31 II-39 M.2.1238 1-1 II-33 II-36 M.2.1280 1-1 II-35 II-37
M.2.1197 1-1 11-31 II-40 M.2.1239 1-1 II-33 II-37 M.2.1281 1-1 II-35 II-38
M.2.1198 1-1 11-31 11-41 M.2.1240 1-1 II-33 II-38 M.2.1282 1-1 II-35 II-39
M.2.1199 1-1 11-31 II-42 M.2.1241 1-1 II-33 II-39 M.2.1283 1-1 II-35 II-40
M.2.1200 1-1 11-31 II-43 M.2.1242 1-1 II-33 II-40 M.2.1284 1-1 II-35 11-41
M.2.1201 1-1 11-31 II-44 M.2.1243 1-1 II-33 11-41 M.2.1285 1-1 II-35 II-42
M.2.1202 1-1 11-31 II-45 M.2.1244 1-1 II-33 II-42 M.2.1286 1-1 II-35 II-43
M.2.1203 1-1 11-31 II-46 M.2.1245 1-1 II-33 II-43 M.2.1287 1-1 II-35 II-44
M.2.1204 1-1 11-31 II-47 M.2.1246 1-1 II-33 II-44 M.2.1288 1-1 II-35 II-45
M.2.1205 1-1 11-31 II-48 M.2.1247 1-1 II-33 II-45 M.2.1289 1-1 II-35 II-46
M.2.1206 1-1 11-31 II-49 M.2.1248 1-1 II-33 II-46 M.2.1290 1-1 II-35 II-47
M.2.1207 1-1 11-31 II-50 M.2.1249 1-1 II-33 II-47 M.2.1291 1-1 II-35 II-48
M.2.1208 1-1 11-31 11-51 M.2.1250 1-1 II-33 II-48 M.2.1292 1-1 II-35 II-49
M.2.1209 1-1 11-31 II-52 M.2.1251 1-1 II-33 II-49 M.2.1293 1-1 II-35 II-50
M.2.1210 1-1 11-31 II-53 M.2.1252 1-1 II-33 II-50 M.2.1294 1-1 II-35 11-51
M.2.1211 1-1 11-31 II-54 M.2.1253 1-1 II-33 11-51 M.2.1295 1-1 II-35 II-52
M.2.1212 1-1 11-31 II-55 M.2.1254 1-1 II-33 II-52 M.2.1296 1-1 II-35 II-53
M.2.1213 1-1 II-32 II-33 M.2.1255 1-1 II-33 II-53 M.2.1297 1-1 II-35 II-54
M.2.1214 1-1 II-32 II-34 M.2.1256 1-1 II-33 II-54 M.2.1298 1-1 II-35 II-55
M.2.1215 1-1 II-32 II-35 M.2.1257 1-1 II-33 II-55 M.2.1299 1-1 II-36 II-37
M.2.1216 1-1 II-32 II-36 M.2.1258 1-1 II-34 II-35 M.2.1300 1-1 II-36 II-38
M.2.1217 1-1 II-32 II-37 M.2.1259 1-1 II-34 II-36 M.2.1301 1-1 II-36 II-39
M.2.1218 1-1 II-32 II-38 M.2.1260 1-1 II-34 II-37 M.2.1302 1-1 II-36 II-40
M.2.1219 1-1 II-32 II-39 M.2.1261 1-1 II-34 II-38 M.2.1303 1-1 II-36 11-41
M.2.1220 1-1 II-32 II-40 M.2.1262 1-1 II-34 II-39 M.2.1304 1-1 II-36 II-42
M.2.1221 1-1 II-32 11-41 M.2.1263 1-1 II-34 II-40 M.2.1305 1-1 II-36 II-43
M.2.1222 1-1 II-32 II-42 M.2.1264 1-1 II-34 11-41 M.2.1306 1-1 II-36 II-44
M.2.1223 1-1 II-32 II-43 M.2.1265 1-1 II-34 II-42 M.2.1307 1-1 II-36 II-45
M.2.1224 1-1 II-32 II-44 M.2.1266 1-1 II-34 II-43 M.2.1308 1-1 II-36 II-46
M.2.1225 1-1 II-32 II-45 M.2.1267 1-1 II-34 II-44 M.2.1309 1-1 II-36 II-47
M.2.1226 1-1 II-32 II-46 M.2.1268 1-1 II-34 II-45 M.2.1310 1-1 II-36 II-48 M.2.1311 1-1 II-36 II-49 M.2.1353 1-1 II-39 II-40 M.2.1395 1-1 11-41 II-53
M.2.1312 1-1 II-36 II-50 M.2.1354 1-1 II-39 11-41 M.2.1396 1-1 11-41 II-54
M.2.1313 1-1 II-36 11-51 M.2.1355 1-1 II-39 II-42 M.2.1397 1-1 11-41 II-55
M.2.1314 1-1 II-36 II-52 M.2.1356 1-1 II-39 II-43 M.2.1398 1-1 II-42 II-43
M.2.1315 1-1 II-36 II-53 M.2.1357 1-1 II-39 II-44 M.2.1399 1-1 II-42 II-44
M.2.1316 1-1 II-36 II-54 M.2.1358 1-1 II-39 II-45 M.2.1400 1-1 II-42 II-45
M.2.1317 1-1 II-36 II-55 M.2.1359 1-1 II-39 II-46 M.2.1401 1-1 II-42 II-46
M.2.1318 1-1 II-37 II-38 M.2.1360 1-1 II-39 II-47 M.2.1402 1-1 II-42 II-47
M.2.1319 1-1 II-37 II-39 M.2.1361 1-1 II-39 II-48 M.2.1403 1-1 II-42 II-48
M.2.1320 1-1 II-37 II-40 M.2.1362 1-1 II-39 II-49 M.2.1404 1-1 II-42 II-49
M.2.1321 1-1 II-37 11-41 M.2.1363 1-1 II-39 II-50 M.2.1405 1-1 II-42 II-50
M.2.1322 1-1 II-37 II-42 M.2.1364 1-1 II-39 11-51 M.2.1406 1-1 II-42 11-51
M.2.1323 1-1 II-37 II-43 M.2.1365 1-1 II-39 II-52 M.2.1407 1-1 II-42 II-52
M.2.1324 1-1 II-37 II-44 M.2.1366 1-1 II-39 II-53 M.2.1408 1-1 II-42 II-53
M.2.1325 1-1 II-37 II-45 M.2.1367 1-1 II-39 II-54 M.2.1409 1-1 II-42 II-54
M.2.1326 1-1 II-37 II-46 M.2.1368 1-1 II-39 II-55 M.2.1410 1-1 II-42 II-55
M.2.1327 1-1 II-37 II-47 M.2.1369 1-1 II-40 11-41 M.2.1411 1-1 II-43 II-37
M.2.1328 1-1 II-37 II-48 M.2.1370 1-1 II-40 II-42 M.2.1412 1-1 II-43 II-38
M.2.1329 1-1 II-37 II-49 M.2.1371 1-1 II-40 II-43 M.2.1413 1-1 II-43 II-39
M.2.1330 1-1 II-37 II-50 M.2.1372 1-1 II-40 II-44 M.2.1414 1-1 II-43 II-40
M.2.1331 1-1 II-37 11-51 M.2.1373 1-1 II-40 II-45 M.2.1415 1-1 II-43 11-41
M.2.1332 1-1 II-37 II-52 M.2.1374 1-1 II-40 II-46 M.2.1416 1-1 II-43 II-42
M.2.1333 1-1 II-37 II-53 M.2.1375 1-1 II-40 II-47 M.2.1417 1-1 II-43 II-43
M.2.1334 1-1 II-37 II-54 M.2.1376 1-1 II-40 II-48 M.2.1418 1-1 II-43 II-44
M.2.1335 1-1 II-37 II-55 M.2.1377 1-1 II-40 II-49 M.2.1419 1-1 II-43 II-45
M.2.1336 1-1 II-38 II-39 M.2.1378 1-1 II-40 II-50 M.2.1420 1-1 II-43 II-46
M.2.1337 1-1 II-38 II-40 M.2.1379 1-1 II-40 11-51 M.2.1421 1-1 II-43 II-47
M.2.1338 1-1 II-38 11-41 M.2.1380 1-1 II-40 II-52 M.2.1422 1-1 II-43 II-48
M.2.1339 1-1 II-38 II-42 M.2.1381 1-1 II-40 II-53 M.2.1423 1-1 II-43 II-49
M.2.1340 1-1 II-38 II-43 M.2.1382 1-1 II-40 II-54 M.2.1424 1-1 II-43 II-50
M.2.1341 1-1 II-38 II-44 M.2.1383 1-1 II-40 II-55 M.2.1425 1-1 II-43 11-51
M.2.1342 1-1 II-38 II-45 M.2.1384 1-1 11-41 II-42 M.2.1426 1-1 II-43 II-52
M.2.1343 1-1 II-38 II-46 M.2.1385 1-1 11-41 II-43 M.2.1427 1-1 II-43 II-53
M.2.1344 1-1 II-38 II-47 M.2.1386 1-1 11-41 II-44 M.2.1428 1-1 II-43 II-54
M.2.1345 1-1 II-38 II-48 M.2.1387 1-1 11-41 II-45 M.2.1429 1-1 II-43 II-55
M.2.1346 1-1 II-38 II-49 M.2.1388 1-1 11-41 II-46 M.2.1430 1-1 II-44 II-45
M.2.1347 1-1 II-38 II-50 M.2.1389 1-1 11-41 II-47 M.2.1431 1-1 II-44 II-46
M.2.1348 1-1 II-38 11-51 M.2.1390 1-1 11-41 II-48 M.2.1432 1-1 II-44 II-47
M.2.1349 1-1 II-38 II-52 M.2.1391 1-1 11-41 II-49 M.2.1433 1-1 II-44 II-48
M.2.1350 1-1 II-38 II-53 M.2.1392 1-1 11-41 II-50 M.2.1434 1-1 II-44 II-49
M.2.1351 1-1 II-38 II-54 M.2.1393 1-1 11-41 11-51 M.2.1435 1-1 II-44 II-50
M.2.1352 1-1 II-38 II-55 M.2.1394 1-1 11-41 II-52 M.2.1436 1-1 II-44 11-51 M.2.1437 1-1 II-44 II-52 M.2.1457 1-1 II-46 II-53 M.2.1477 1-1 II-49 II-52
M.2.1438 1-1 II-44 II-53 M.2.1458 1-1 II-46 II-54 M.2.1478 1-1 II-49 II-53
M.2.1439 1-1 II-44 II-54 M.2.1459 1-1 II-46 II-55 M.2.1479 1-1 II-49 II-54
M.2.1440 1-1 II-44 II-55 M.2.1460 1-1 II-47 II-48 M.2.1480 1-1 II-49 II-55
M.2.1441 1-1 II-45 II-46 M.2.1461 1-1 II-47 II-49 M.2.1481 1-1 II-50 11-51
M.2.1442 1-1 II-45 II-47 M.2.1462 1-1 II-47 II-50 M.2.1482 1-1 II-50 II-52
M.2.1443 1-1 II-45 II-48 M.2.1463 1-1 II-47 11-51 M.2.1483 1-1 II-50 II-53
M.2.1444 1-1 II-45 II-49 M.2.1464 1-1 II-47 II-52 M.2.1484 1-1 II-50 II-54
M.2.1445 1-1 II-45 II-50 M.2.1465 1-1 II-47 II-53 M.2.1485 1-1 II-50 II-55
M.2.1446 1-1 II-45 11-51 M.2.1466 1-1 II-47 II-54 M.2.1486 1-1 11-51 II-52
M.2.1447 1-1 II-45 II-52 M.2.1467 1-1 II-47 II-55 M.2.1487 1-1 11-51 II-53
M.2.1448 1-1 II-45 II-53 M.2.1468 1-1 II-48 II-49 M.2.1488 1-1 11-51 II-54
M.2.1449 1-1 II-45 II-54 M.2.1469 1-1 II-48 II-50 M.2.1489 1-1 11-51 II-55
M.2.1450 1-1 II-45 II-55 M.2.1470 1-1 II-48 11-51 M.2.1490 1-1 II-52 II-53
M.2.1451 1-1 II-46 II-47 M.2.1471 1-1 II-48 II-52 M.2.1491 1-1 II-52 II-54
M.2.1452 1-1 II-46 II-48 M.2.1472 1-1 II-48 II-53 M.2.1492 1-1 II-52 II-55
M.2.1453 1-1 II-46 II-49 M.2.1473 1-1 II-48 II-54 M.2.1493 1-1 II-53 II-54
M.2.1454 1-1 II-46 II-50 M.2.1474 1-1 II-48 II-55 M.2.1494 1-1 II-53 II-55
M.2.1455 1-1 II-46 11-51 M.2.1475 1-1 II-49 II-50 M.2.1492 1-1 II-54 II-55
M.2.1456 1-1 II-46 II-52 M.2.1476 1-1 II-49 11-51
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is rice and the resistant fungi is Rhizoctonia so/an/.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is maize and the resistant fungi is Ustilago maydis.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is chickpea and the resistant fungi is Ascochyta rabiei.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is chickpea and the resistant fungi is Didymella rabiei.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is sugar beets and the resistant fungi is Cercospora betiCola.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is cucumber and the resistant fungi is Corynespora cassiiCola.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is cucurbits and the resistant fungi is Didymella bryoniae. Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is watermelon and the resistant fungi is Didymella bryoniae.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is cucumber and the resistant fungi is Podosphera fusca.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is cucurbits and the resistant fungi is Podosphera xanthii.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is cucurbits and the resistant fungi is Pseudoperenospora cubensis.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is cucumber and the resistant fungi is Sphaerotheca fuliginea.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is potato and the resistant fungi is Alternaria so/an/.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is potato and the resistant fungi is Alternaria alternata.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is eggplant and the resistant fungi is Mycovellosiealla nattrassii.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is asparagus and the resistant fungi is Stemphylium vesicarium.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is apple and the resistant fungi is Alternaria alternata.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is apple and the resistant fungi is Alternaria ma/us.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is citrus and the resistant fungi is Alternaria alternata.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is pistachio and the resistant fungi is Alternaria arborescens.
Thus, the present invention relates to the use of any of the mixtures M 2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants wherein the plant is pistachio and the resistant fungi is Alternaria alternata. Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is pistachio and the resistant fungi is Alternaria tenuissima.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is citrus and the resistant fungi is Botrytis cinerea.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is kiwi and the resistant fungi is Botrytis cinerea.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Botrytis cinerea.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Colletotrichum gloeosporioides.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is strawberry and the resistant fungi is Sphaerotheca aphanis var. aphanis.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is almond and the resistant fungi is Fusicladium carpophilum.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is banana and the resistant fungi is Mycosphaerella fijiensis.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is pears and the resistant fungi is Stemphylium vesicarium.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is grass and the resistant fungi is Colletotrichum graminicola.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is grass and the resistant fungi is Pyricularia grisea.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia laxa.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia fructigena.
Thus, the present invention relates to the use of any of the mixtures M.2.1 to M.2.1492 as defined in Table B1 for combating resistant fungi on agricultural plants, wherein the plant is fruits and the resistant fungi is Monilinia fijiensis. All above-referred mixtures are herein blow abbreviated as inventive mixtures.
The term "use of compound I or any of the inventive mixtures for combating resistant fungi on cereals" comprises a method for controlling resistant fungi on cereals, wherein the fungi, their habitat, breeding grounds, their locus or the plants to be protected against such fungal attack, the soil or plant propagation material (preferably seed) are treated with a pesticidally effective amount of a compound I as defined above or a mixture of compound I with one or two compounds II. Preferably, such method for controlling resistant fungi on cereals comprises treating the resistant fungi, their habitat, breeding grounds, their locus or the plants to be protected against pest attack with a pesticidally effective amount of a compound I as defined above or a mixture of compound I with one or two compounds II. The term "effective amount" means that compound I or the inventive mixtures are used in a quantity which allows obtaining the desired effect which is a synergistic control of resistant fungi, but which does not give rise to any phytotoxic symptom on the treated plant.
If the compound I is applied with one or two compounds II, such application can be made simultaneous that is jointly or separately, or in succession.
The ratio by weight of compound I and compound II in binary inventive mixtures is from 20000:1 to 1 :20000, from 500:1 to 1 :500, preferably from 100:1 to 1 :100 more preferably from 50:1 to 1 :50, most preferably from 20:1 to 1 :20, and utmost preferably ratios from 10:1 to 1 :10, which also includes ratios of 1 :5 to 5:1 ,1 :1 .
The ratio by weight of compound I, II and second compound II in each combination of two ingredients in the mixture of three ingredients is from 20000:1 to 1 :20000, from 500:1 to 1 :500, preferably from 100:1 to 1 :100 more preferably from 50:1 to 1 :50, most preferably from 20:1 to 1 :20, and utmost preferably ratios from 10:1 to 1 :10 including also ratios from 1 :5 to 5:1 , or 1 :1.
Compound I or the inventive mixtures can be accompanied by further pesticides, e.g. one or more insecticides, fungicides, herbicides.
The compound I or the inventive mixtures can be converted into customary types of
agrochemical compositions, e. g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, dispersions, and mixtures thereof. Examples for composition types are suspensions (e.g. SC, OD, FS), emulsifiable concentrates (e.g. EC), emulsions (e.g. EW, EO, ES, ME), dispersible concentrates (DC), capsules (e.g. CS, ZC), pastes, pastilles, wettable powders or dusts (e.g. WP, SP, WS, DP, DS), pressings (e.g. BR, TB, DT), granules (e.g. WG, SG, GR, FG, GG, MG), insecticidal articles (e.g. LN), as well as gel formulations for the treatment of plant propagation materials such as seeds (e.g. GF). These and further compositions types are defined in the "Catalogue of pesticide formulation types and
international coding system", Technical Monograph No. 2, 6th Ed. May 2008, CropLife
International. The compositions are prepared in a known manner, such as described by Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001 ; or Knowles, New
developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.
Suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetters, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thickeners, humectants, repellents, attractants, feeding stimulants,
compatibilizers, bactericides, anti-freezing agents, anti-foaming agents, colorants, tackifiers and binders.
Suitable solvents and liquid carriers are water and organic solvents, such as mineral oil fractions of medium to high boiling point, e.g. kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, e. g. toluene, paraffin,
tetrahydronaphthalene, alkylated naphthalenes; alcohols, e.g. ethanol, propanol, butanol, benzylalcohol, cyclohexanol; glycols; DMSO; ketones, e.g. cyclohexanone; esters, e.g. lactates, carbonates, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides, e.g. N-methylpyrrolidone, fatty acid dimethylamides; and mixtures thereof.
Suitable solid carriers or fillers are mineral earths, e.g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, e.g. cellulose, starch; fertilizers, e.g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, e.g. cereal meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.
Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emusifier, dispersant, solubilizer, wetter, penetration enhancer, protective colloid, or adjuvant. Examples of surfactants are listed in McCutcheon's, Vol.1 : Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).
Suitable anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignine sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates. Examples of sulfates are sulfates of fatty acids and oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid esters. Examples of phosphates are phosphate esters. Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.
Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters which have been alkoxylated with 1 to 50 equivalents. Ethylene oxide and/or propylene oxide may be employed for the alkoxylation, preferably ethylene oxide.
Examples of N-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides. Examples of esters are fatty acid esters, glycerol esters or monoglycerides. Examples of sugar-based surfactants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkylpolyglucosides. Examples of polymeric surfactants are home- or copolymers of vinylpyrrolidone, vinylalcohols, or vinylacetate.
Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkylbetains and imidazolines. Suitable block polymers are block polymers of the A-B or A-B-A type comprising blocks of polyethylene oxide and polypropylene oxide, or of the A-B-C type comprising alkanol, polyethylene oxide and polypropylene oxide. Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinylamines or polyethyleneamines.
Suitable adjuvants are compounds, which have a neglectable or even no pesticidal activity themselves, and which improve the biological performance of the compound I or the inventive mixtures on the target. Examples are surfactants, mineral or vegetable oils, and other auxilaries. Further examples are listed by Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.
Suitable thickeners are polysaccharides (e.g. xanthan gum, carboxymethylcellulose), anorganic clays (organically modified or unmodified), polycarboxylates, and silicates.
Suitable bactericides are bronopol and isothiazolinone derivatives such as alkyliso- thiazolinones and benzisothiazolinones.
Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea and glycerin.
Suitable anti-foaming agents are silicones, long chain alcohols, and salts of fatty acids.
Suitable colorants (e.g. in red, blue, or green) are pigments of low water solubility and water- soluble dyes. Examples are inorganic colorants (e.g. iron oxide, titan oxide, iron
hexacyanoferrate) and organic colorants (e.g. alizarin-, azo- and phthalocyanine colorants).
Suitable tackifiers or binders are polyvinylpyrrolidone, polyvinylacetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, and cellulose ethers. Examples for composition types and their preparation are:
i)Water-soluble concentrates (SL, LS)
10-60 wt% of a compound I or the inventive mixture and 5-15 wt% wetting agent (e.g.
alcohol alkoxylates) are dissolved in water and/or in a water-soluble solvent (e.g. alcohols) ad 100 wt%. The active substance dissolves upon dilution with water.
ii)Dispersible concentrates (DC)
5-25 wt% of a compound I or the inventive mixture and 1-10 wt% dispersant (e. g.
polyvinylpyrrolidone) are dissolved in organic solvent (e.g. cyclohexanone) ad 100 wt%. Dilution with water gives a dispersion.
iii) Emulsifiable concentrates (EC)
15-70 wt% of a compound I or the inventive mixture and 5-10 wt% emulsifiers (e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in water-insoluble organic solvent (e.g. aromatic hydrocarbon) ad 100 wt%. Dilution with water gives an emulsion.
iv) Emulsions (EW, EO, ES) 5-40 wt% of a compound I or the inventive mixture and 1-10 wt% emulsifiers (e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in 20-40 wt% water-insoluble organic solvent (e.g. aromatic hydrocarbon). This mixture is introduced into water ad 100 wt% by means of an emulsifying machine and made into a homogeneous emulsion. Dilution with water gives an emulsion.
v) Suspensions (SC, OD, FS)
In an agitated ball mill, 20-60 wt% of a compound I or the inventive mixture are comminuted with addition of 2-10 wt% dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylate), 0.1 -2 wt% thickener (e.g. xanthan gum) and water ad 100 wt% to give a fine active substance suspension. Dilution with water gives a stable suspension of the active substance. For FS type composition up to 40 wt% binder (e.g. polyvinylalcohol) is added.
vi) Water-dispersible granules and water-soluble granules (WG, SG)
50-80 wt% of a compound I or the inventive mixture are ground finely with addition of dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylate) ad 100 wt% and prepared as water-dispersible or water-soluble granules by means of technical appliances (e. g. extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active substance.
vii) Water-dispersible powders and water-soluble powders (WP, SP, WS)
50-80 wt% of a compound I or the inventive mixture are ground in a rotor-stator mill with addition of 1-5 wt% dispersants (e.g. sodium lignosulfonate), 1 -3 wt% wetting agents (e.g.
alcohol ethoxylate) and solid carrier (e.g. silica gel) ad 100 wt%. Dilution with water gives a stable dispersion or solution of the active substance.
viii) Gel (GW, GF)
In an agitated ball mill, 5-25 wt% of a compound I or the inventive mixture are comminuted with addition of 3-10 wt% dispersants (e.g. sodium lignosulfonate), 1 -5 wt% thickener (e.g. carboxymethylcellulose) and water ad 100 wt% to give a fine suspension of the active substance. Dilution with water gives a stable suspension of the active substance.
ix) Microemulsion (ME)
5-20 wt% of a compound I or the inventive mixture are added to 5-30 wt% organic solvent blend (e.g. fatty acid dimethylamide and cyclohexanone), 10-25 wt% surfactant blend (e.g. alcohol ethoxylate and arylphenol ethoxylate), and water ad 100 %. This mixture is stirred for 1 h to produce spontaneously a thermodynamically stable microemulsion.
x) Microcapsules (CS)
An oil phase comprising 5-50 wt% of a compound I or the inventive mixture, 0-40 wt% water insoluble organic solvent (e.g. aromatic hydrocarbon), 2-15 wt% acrylic monomers (e.g.
methylmethacrylate, methacrylic acid and a di- or triacrylate) are dispersed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol). Radical polymerization initiated by a radical initiator results in the formation of poly(meth)acrylate microcapsules. Alternatively, an oil phase comprising 5-50 wt% of a compound I or the inventive mixture according to the invention, 0-40 wt% water insoluble organic solvent (e.g. aromatic hydrocarbon), and an isocyanate monomer (e.g. diphenylmethene-4,4'-diisocyanatae) are dispersed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol). The addition of a polyamine (e.g. hexamethylenediamine) results in the formation of polyurea microcapsules. The monomers amount to 1 -10 wt%. The wt% relate to the total CS composition.
xi) Dustable powders (DP, DS)
1 -10 wt% of a compound I or the inventive mixture are ground finely and mixed intimately with solid carrier (e.g. finely divided kaolin) ad 100 wt%.
xii) Granules (GR, FG)
0.5-30 wt% of a compound I or the inventive mixture is ground finely and associated with solid carrier (e.g. silicate) ad 100 wt%. Granulation is achieved by extrusion, spray-drying or fluidized bed.
xiii) Ultra-low volume liquids (UL)
1 -50 wt% of a compound I or the inventive mixture are dissolved in organic solvent (e.g. aromatic hydrocarbon) ad 100 wt%.
The compositions types i) to xiii) may optionally comprise further auxiliaries, such as 0.1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0.1-1 wt% anti-foaming agents, and 0.1-1 wt% colorants.
The resulting agrochemical compositions generally comprise between 0.01 and 95%, preferably between 0.1 and 90%, and in particular between 0.5 and 75%, by weight of active substance. The active substances are employed in a purity of from 90% to 100%, preferably from 95% to 100% (according to NMR spectrum).
Solutions for seed treatment (LS), Suspoemulsions (SE), flowable concentrates (FS), powders for dry treatment (DS), water-dispersible powders for slurry treatment (WS), water- soluble powders (SS), emulsions (ES), emulsifiable concentrates (EC) and gels (GF) are usually employed for the purposes of treatment of plant propagation materials, particularly seeds. The compositions in question give, after two-to-tenfold dilution, active substance concentrations of from 0.01 to 60% by weight, preferably from 0.1 to 40%, in the ready-to-use preparations.
Application can be carried out before or during sowing. Methods for applying the compound I or the inventive mixtures and compositions thereof, respectively, on to plant propagation material, especially seeds include dressing, coating, pelleting, dusting, soaking and in-furrow application methods of the propagation material. Preferably, the compound I or the inventive mixtures or the compositions thereof, respectively, are applied on to the plant propagation material by a method such that germination is not induced, e. g. by seed dressing, pelleting, coating and dusting.
When employed in plant protection, the amounts of active substances applied are, depending on the kind of effect desired, from 0.001 to 2 kg per ha, preferably from 0.005 to 2 kg per ha, more preferably from 0.01 to 1.0 kg per ha, and in particular from 0.05 to 0.75 kg per ha.
In treatment of plant propagation materials such as seeds, e. g. by dusting, coating or drenching seed, amounts of active substance of from 0.01-10kg, preferably from 0.1-1000 g, more preferably from 1-100 g per 100 kilogram of plant propagation material (preferably seeds) are generally required.
Various types of oils, wetters, adjuvants, fertilizer, or micronutrients, and further pesticides (e.g. herbicides, insecticides, fungicides, growth regulators, safeners) may be added to the active substances or the compositions comprising them as premix or, if appropriate not until immediately prior to use (tank mix). These agents can be admixed with the compositions according to the invention in a weight ratio of 1 :100 to 100:1 , preferably 1 :10 to 10:1.
The user applies the composition according to the invention usually from a predosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system. Usually, the agrochemical composition is made up with water, buffer, and/or further auxiliaries to the desired application concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained. Usually, 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray liquor are applied per hectare of agricultural useful area.
According to one embodiment, individual components of the composition according to the invention such as parts of a kit or parts of a binary or ternary mixture may be mixed by the user himself in a spray tank or any other kind of vessel used for applications (e. g. seed treater drums, seed pelleting machinery, knapsack sprayer) and further auxiliaries may be added, if appropriate.
Consequently, one embodiment of the invention is a kit for preparing a usable pesticidal composition, the kit comprising a) a composition comprising component 1 ) as defined herein and at least one auxiliary; and b) a composition comprising component 2) as defined herein and at least one auxiliary; and optionally c) a composition comprising at least one auxiliary and optionally one or two further active components II as defined herein above.

Claims

Claims
1. Use of 1 -[2-[[1 -(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methyl-phenyl]-4-methyl- tetrazol-5-one (compound I) for combating phytopathogenic fungi on agricultural plants, such fungi containing a mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors, wherein the mutation is G143A or F129L.
The use according to claim 1 , wherein the fungi contains a G143A mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors and
a. the plant are fruits and the phtytophatogenic fungi is Monilinia laxa; or
b. the plant are fruits and the phtytophatogenic fungi is Monilinia fructigena; or c. the plant are fruits and the phtytophatogenic fungi is Monilinia fijiensis.
The use according to claim 1 , wherein the fungi contains a G143A mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors and
a. the plant is rice and the phtytophatogenic fungi is Pyricularia oryzae; or
b. the plant is maize and the phtytophatogenic fungi is Ustilago maydis; or
c. the plant is chikpea and the phtytophatogenic fungi is Ascochyta rabiei; or
d. the plant is chikpea and the phtytophatogenic fungi is Didymella rabiei; or
e. the plant is sugar beets and the phtytophatogenic fungi is Cercospora beticola; or f. the plant is cucumber and the phtytophatogenic fungi is Corynespora cassiicola; or g- the plant is cucurbits and the phtytophatogenic fungi is Didymella bryoniae; or h. the plant is watermelon and the phtytophatogenic fungi is Didymella bryoniae; or i. the plant is cucumber and the phtytophatogenic fungi is Podosphera fusca; or j- the plant is cucurbits and the phtytophatogenic fungi is Podosphera xanthii; or k. the plant is cucurbits and the phtytophatogenic fungi is Pseudoperenospora cubensis; or
I. the plant is cucumber and the phtytophatogenic fungi is Sphaerotheca fuliginea; or m. the plant is potato and the phtytophatogenic fungi is Alternaria Alternata; or n. the plant is eggplant and the phtytophatogenic fungi is Mycovellosiealla nattrassii; or o. the plant is asperagus and the phtytophatogenic fungi is Stemphylium vesicarium; or
P- the plant is apple and the phtytophatogenic fungi is Alternaria alternata; or
q- the plant is apple and the phtytophatogenic fungi is Alternaria malus; or
r. the plant is citrus and the phtytophatogenic fungi is Alternaria Alternata; or s. the plant is pistachio and the phtytophatogenic fungi is Alternaria arborescens; or t. the plant is pistachio and the phtytophatogenic fungi is Alternaria alternata; or u. the plant is pistachio and the phtytophatogenic fungi is Alternaria tenuissima; or v. the plant is citrus and the phtytophatogenic fungi is Botrytis cinerea; or
w. the plant is kiwi and the phtytophatogenic fungi is Botrytis cinerea; or
X. the plant is strawberry and the phtytophatogenic fungi is Botrytis cinerea; or y- the plant is strawberry and the phtytophatogenic fungi is Colletotrichum
gloeosporioides; or z. the plant is strawberry and the phtytophatogenic fungi is Sphaerotheca aphanis var. aphanis; or
aa. the plant is almond and the phtytophatogenic fungi is Fusicladium carpophilum; or bb. the plant is banana and the phtytophatogenic fungi is Mycosphaerella fijiensis; or cc. the plant is pears and the phtytophatogenic fungi is Stemphylium vesicarium; or dd. the plant is grass and the phtytophatogenic fungi is Colletotrichum graminicola; or ee. the plant is grass and the phtytophatogenic fungi is Pyricularia grisea.
The use according to claim 1 , wherein the fungi contains a F129L mutation in the mitochondrial cytochrome b gene conferring resistance to Qo inhibitors and
a. the plant is rice and the phtytophatogenic fungi is Rhizoctonia solani; or
b. the plant is potato and the phtytophatogenic fungi is Alternaria solani
The use according to any of claims 1 to 4, wherein compound I as defined in claim 1 is applied in form of a mixture with second compound II, which is selected from the group consisting of
2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1 ,2,4-triazol-1-yl)propan-2-ol, 2-[4-(4- chlorophenoxy)-2-(trifluoromethyl)phenyl]-3-methyl-1 -(1 ,2,4-triazol-1-yl)butan-2-ol, 1 -[4-(4- chlorophenoxy)-2-(trifluoromethyl)phenyl]-1 -cyclopropyl-2-(1 ,2,4-triazol-1-yl)ethanol, prothioconazole, metconazole, difenoconazole, propiconazole, tetraconazole,
tebucoanzole, flutriafol, penconazole, myclobutanil, fluxapyroxad, bixafen,
benzovindiflupyr, pydiflumetofen, 3-(difluoromethyl)-1-methyl-N-(1 ,1 ,3-trimethylindan-4- yl)pyrazole-4-carboxamide, 3-(trifluoromethyl)-1 -methyl-N-(1 , 1 ,3-trimethylindan-4- yl)pyrazole-4-carboxamide, 1 ,3-dimethyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4- carboxamide, 3-(trifluoromethyl)-1 ,5-dimethyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4- carboxamide, 3-(difluoromethyl)-1 ,5-dimethyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4- carboxamide, 1 ,3,5-trimethyl-N-(1 ,1 ,3-trimethylindan-4-yl)pyrazole-4-carboxamide, penthiopyrad, isopyrazam, boscalid, fluopyram, fenpropidin, pyraclostrobin, (Z,2E)-5-[1- (2,4-dichlorophenyl)pyrazol-3-yl]-Oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide, (Z,2E)-5-[1 -(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3- enamide, trifloxystrobin, picoxystrobin, azoxystrobin, mandestrobin, metominostrobin, folpet, mancozeb, metiram, dithianon, folpet, sulfur, copper , fenpropimorph, fenpropidin, spiroxamine, metrafenone, ametoctradin, dimethomorph, oxathiapiproline, cyazofamid, cyprodinil, pyrimethanil, iprodione, fludioxonil and fluopicolide.
The use according to claim 5, wherein the ratio by weight of compound I and second compound II is 500:1 to 1 :500.
A method for controlling phytopathogenic fungi as defined in any of the claims 1 to 6, wherein the fungi, their habitat, breeding grounds, their locus or the plants to be protected against fungal attack, the soil or plant propagation material are treated with an effective amount of a compound I as defined in claim 1 or a mixture as defined in claim 5.
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