GB2482299A - Use of a dialkylamide to reduce the phytotoxicity of an agrochemical - Google Patents
Use of a dialkylamide to reduce the phytotoxicity of an agrochemical Download PDFInfo
- Publication number
- GB2482299A GB2482299A GB1012584.7A GB201012584A GB2482299A GB 2482299 A GB2482299 A GB 2482299A GB 201012584 A GB201012584 A GB 201012584A GB 2482299 A GB2482299 A GB 2482299A
- Authority
- GB
- United Kingdom
- Prior art keywords
- butyl
- iso
- phenyl
- dialkylamide
- methyl
- Prior art date
- Legal status (The legal status 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 status listed.)
- Withdrawn
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- 239000003905 agrochemical Substances 0.000 title claims abstract description 21
- 231100000674 Phytotoxicity Toxicity 0.000 title claims abstract description 9
- -1 dimethyl lactamide Chemical compound 0.000 claims abstract description 31
- 238000000034 method Methods 0.000 claims abstract description 16
- SXQFCVDSOLSHOQ-UHFFFAOYSA-N lactamide Chemical compound CC(O)C(N)=O SXQFCVDSOLSHOQ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims abstract description 6
- 239000005730 Azoxystrobin Substances 0.000 claims abstract 3
- WFDXOXNFNRHQEC-GHRIWEEISA-N azoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1OC1=CC(OC=2C(=CC=CC=2)C#N)=NC=N1 WFDXOXNFNRHQEC-GHRIWEEISA-N 0.000 claims abstract 3
- XTDZGXBTXBEZDN-UHFFFAOYSA-N 3-(difluoromethyl)-N-(9-isopropyl-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl)-1-methylpyrazole-4-carboxamide Chemical compound CC(C)C1C2CCC1C1=C2C=CC=C1NC(=O)C1=CN(C)N=C1C(F)F XTDZGXBTXBEZDN-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000005760 Difenoconazole Substances 0.000 claims abstract 2
- 239000005799 Isopyrazam Substances 0.000 claims abstract 2
- BQYJATMQXGBDHF-UHFFFAOYSA-N difenoconazole Chemical compound O1C(C)COC1(C=1C(=CC(OC=2C=CC(Cl)=CC=2)=CC=1)Cl)CN1N=CN=C1 BQYJATMQXGBDHF-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 12
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 125000002757 morpholinyl group Chemical group 0.000 claims description 9
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 9
- 125000001424 substituent group Chemical group 0.000 claims description 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 8
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 7
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 5
- 239000012141 concentrate Substances 0.000 claims description 4
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000003386 piperidinyl group Chemical group 0.000 claims description 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 3
- UUFQTNFCRMXOAE-UHFFFAOYSA-N 1-methylmethylene Chemical compound C[CH] UUFQTNFCRMXOAE-UHFFFAOYSA-N 0.000 claims description 3
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 3
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 claims description 3
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000003725 azepanyl group Chemical group 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000005468 isobutylenyl group Chemical group 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000006185 dispersion Substances 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 241000607479 Yersinia pestis Species 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 241000233866 Fungi Species 0.000 claims 1
- 229930182692 Strobilurin Natural products 0.000 claims 1
- 102000019259 Succinate Dehydrogenase Human genes 0.000 claims 1
- 108010012901 Succinate Dehydrogenase Proteins 0.000 claims 1
- 235000013399 edible fruits Nutrition 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 150000003852 triazoles Chemical class 0.000 claims 1
- 239000004009 herbicide Substances 0.000 description 7
- 239000004480 active ingredient Substances 0.000 description 5
- 230000002363 herbicidal effect Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000000642 acaricide Substances 0.000 description 2
- 244000038559 crop plants Species 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 230000000885 phytotoxic effect Effects 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000000828 canola oil Substances 0.000 description 1
- 235000019519 canola oil Nutrition 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000011785 micronutrient Substances 0.000 description 1
- 235000013369 micronutrients Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
This invention relates to a method of reducing phytotoxicity of an agrochemical comprising mixing the agrochemical with a dialkylamide. Further embodiments of the present invention also include uses of a dialkylamide to reduce the phytotoxicity of an agrochemical. The specified agrochemicals are azoxystrobin, difenoconazole and isopyrazam. Preferably, the dialylamide is dimethyl lactamide, diethyl lactamide, dipropyl lactamide, dibutyl lactamide, dipentyl lactamide or dihexyl lactamide. Further actives may be included in the compositions.
Description
PHYTOTOXICITY REDUCTION METHODS
This invention relates to a method of reducing phytotoxicity of an agrochemical comprising mixing the agrochemical with a dialkylamide. Further embodiments of the present invention also include uses of a dialkylamide to reduce the phytotoxicity of an agrochemical.
Fledgling agrochemicals at various stages of development, which would otherwise hold out such promise in helping to feed the burgeoning global population, have their development dropped during research stages due to problems with phytotoxicity. In the process, millions of dollars of research is wasted and precious crop yield is lost.
Herbicide safeners are agents applied alongside herbicides to make them "safer" -i.e. to reduce the phytotoxic effect of the herbicide on crop plants, and to improve selectivity between crop plants and weed species which are ideally targeted by the herbicide. Herbicide safeners can be used to pretreat crop seeds before they are planted, or they can be sprayed on plants as a mixture with the herbicide.
However, safeners presently available are expensive to produce, and require sophisticated selection based upon the agrochemical they are to be combined with, and potentially may contribute to cases of crop tolerance.
Surprisingly, it has been found that by mixing the agrochemical with a dialkylamide, the phytotoxic effects of the agrochemical can be reduced.
Preferably, the dialkylamide is of formula (I) CH3CH(OH)C(=O)NR1R2 (I) where R' and R2 are each independently hydrogen; or C1-C6 alkyl, C2-C6 alkenyl or C3-C6 cycloalkyl, each of which is optionally substituted by up to three substituents independently selected from phenyl, hyciroxy, C-C5 alkoxy, morpholinyl and NR3R4 where R3 and R4 are each independently C1-C3 alkyl; or phenyl optionally substituted by up to three substituents independently selected from C 1-C3 alkyl; or R' and R2 together with the nitrogen atom to which they are attached form a morpholinyl, pyrrolidinyl, piperidinyl or azepanyl ring, each of which is optionally substituted by up to three substituents independently selected from C1-C3 alky!.
Even more preferably, the compound of formula (I) R' is not hydrogen, methyl, ethyl, propyl, n-butyl, sec-butyl, iso-butyl, n amyl, iso amyl, iso-butylenyl, n-hexyl, 1 -3-dimethylbutyl, allyl, CH2CH2OH, 2 hydroxypropyl, 2-hydroxy-isobutyl, 1,3-dihydroxy-2-rnethyl-2-propyl, tris-hydroxy-methyl-methyl, CH2CH2OCH3, cyclohexyl, phenyl, benzyl, ct-methylbenzyl, 3-phenylethyl, 3-hydroxypropyl or 1-hydroxy-2-butyl when R2 is hydrogen; R1 is not methyl, ally! or phenyl when R2 is methyl; R1 is not ethyl when R2 is ethyl; R1 is not n-butyl when R2 is n-butyl; R' is not iso-butyl when R2 is iso-butyl; R' is not n-amy! when R2 is n-amyl; R1 is not iso-amy! when R2 is iso-amy!; R1 is not n-hexy! when R2 is n-hexy!; R1 is not ally! when R2 is al!yl; R1 is not butyl or pheny! when R2 is phenyl; R1 is not benzy! when R2 is benzyl; R1 is not CH2CH2OH or ethyl when R2 is CH2CH2OH; R' is not 2-hydroxypropyl when R2 is 2-hydroxypropyl; and R' and R2 together with the nitrogen atom to which they are attached do not form a morpholinyl, pyrrolidiny! or piperidiny! unsubstituted ring.
More preferably the dialkylamide is dimethy! !actamide, diethy! !actamide, dipropyl lactamide, dibutyl lactamide, dipentyl lactamide or dihexy! lactamide.
Most preferably the dia!kylamide is dimethyl lactamide.
In one embodiment of the invention, the method includes the mixing of a dialkylamide and an agrochemical in the form of an emulsion concentrate (EC) or dispersion concentrate (DC).
EC formulations conventionally contain an active ingredient, one or more surfactants which act as emulsifiers upon dilution of the EC with water and a water immiscible solvent. Typical solvents for conventional EC formulations are aromatic hydrocarbons. These solvents have very low solubilities in water and a high capability of dissolving a wide range of active ingredients.
In a further embodiment, the method of the present invention may further comprise the addition of one or more active ingredients (AIs) to the dialkylarnide. Suitable AIs include, but are not limited to, herbicides, insecticides, growth regulators, fungicides, miticides and acaricides. The dialkylamide may also be combined with fertilizers, plant nutritionals, micronutrients, agrochemicals, paraffinic mineral oil, methylated seed oils (i.e. methylsoyate or methylcanolate), vegetable oils (such as soybean oil and canola oil), water conditioning agents such as Choice® (Loveland Industries, Greeley, CO) and Quest (Helena Chemical, Collierville, TN), modified clays such as Surround® (Englehard Corp.,), foam control agents, adjuvants, surfactants, wetting agents, dispersants, emulsifiers, deposition aids, antidrift components, and water.
Claims (13)
- Claims 1. A method of reducing phytotoxicity of an agrochemical comprising mixing the agrochemical with a dialkylamide.
- 2. A method according to claim 1, wherein the dialkylamide is of formula (I) CH3CH(OR)C(=O)NR1R2 (I) where R1 and R2 are each independently hydrogen; or C1-C6 aikyl, C2-C6 alkenyl or C3-C6 cycloalkyl, each of which is optionally substituted by up to three substituents independently selected from phenyl, hydroxy, C 1-C5 alkoxy, morpholinyl and NR3R4 where R3 and R4 are each independently C1-C3 alkyl; or phenyl optionally substituted by up to three substituents independently selected from C1-C3 alkyl; or R' and R2 together with the nitrogen atom to which they are attached form a morpholinyl, pyrrolidinyl, piperidinyl or azepanyl ring, each of which is optionally substituted by up to three substituents independently selected from C1-C3 alkyl.
- 3. A method according to claim 2, wherein in the compound of formula (I) R' is not hydrogen, methyl, ethyl, propyl, n-butyl, sec-buty!, iso-butyl, n amyl, iso amy!, iso- butylenyl, n-hexyl, 1 -3-dimethylbutyl, ally!, CH2CH2OH, 2 hydroxypropyl, 2-hydroxy-isobutyl, 1,3-dihydroxy-2-methyl-2-propyl, tris-hydroxy-methy!-methy!, CH2CH2OCH3, cyclohexyl, phenyl, benzyl, a-methylbenzyl, 3-pheny1ethyl, 3-hydroxypropyl or 1 -hydroxy-2-butyl when R2 is hydrogen; R1 is not methyl, ally! or phenyl when R2 is methyl; R' is not ethyl when R2 is ethyl; R' is not n-butyl when R2 is n-butyl; R' is not iso-butyl when R2 is iso-butyl; R1 is not n-amyl when R2 is n-amyl; R' is not iso-amyl when R2 is iso-amyl; R' is not n-hexyl when R2 is n-hexyl; R1 is not ally! when R2 is ally!; R' is not butyl or phenyl when R2 is phenyl; R' is not benzyl when R2 is benzyl; R' is not CH2CH2OH or ethyl when R2 is CH2CH2OH; R' is not 2-hydroxypropyl when R2 is 2-hydroxypropyl; and R' and R2 together with the nitrogen atom to which they are attached do not form a morpholinyl, pyrrolidinyl or piperidinyl unsubstituted ring.
- 4. A method according to any preceding claim, in which the dialkylamide is selected from the group consisting of dimethyl lactamide, diethyl lactamide, dipropyl lactamide, dibutyl lactamide, dipentyl lactamide or dihexyl lactamide.
- 5. A method according to any preceding claim, wherein the agrochemical is selected from the group consisting of strobilurins, succinate dehydrogenase inhibitors, and triazoles.
- 6. A method according to any preceding claim, wherein the agrochemical is azoxystrobin.
- 7. A method according to any preceding claim, wherein the dialkylamide and agrochemical are formulated as a dispersion concentrate (DC) or emulsion concentrate (EC).
- 8. Use of a dialkylamide to reduce the phytotoxicity of an agrochemical.
- 9. Use of a dialkylamide according to claim 8, wherein the dialkylamide is of formula (I) CH3CH(OH)C(=O)NR'R2 (I) where R' and R2 are each independently hydrogen; or C 1-C6 alkyl, C2-C6 alkenyl or C3-C6 cycloalkyl, each of which is optionally substituted by up to three substituents independently selected from phenyl, hydroxy, C1-C5 alkoxy, morpholinyl and NR3R4 where R3 and R4 are each independently C 1-C3 alkyl; or phenyl optionally substituted by up to three substituents independently selected from C1-C3 alkyl; or R1 and R2 together with the nitrogen atom to which they are attached form a morpholinyl, pyrrolidinyl, pipendinyl or azepanyl ring, each of which is optionally substituted by up to three substituents independently selected from C1-C3 alkyl.
- 10. Use of a dialkylamide according to claim 9, wherein in the compound of formula (I) R1 is not hydrogen, methyl, ethyl, propyl, n-butyl, sec-butyl, iso-butyl, n amy!, iso amyl, iso-butylenyl, n-hexyl, 1 -3-dimethylbutyl, allyl, CH2CH2OH, 2 hydroxypropyl, 2-hydroxy-isobutyl, 1,3-dihydroxy-2-methyl-2-propyl, tris-hydroxy-methyl-methyl, CH2CH2OCH3, cyclohexyl, phenyl, benzyl, a-methylbenzyl, 3-phenylethy1, 3-hydroxypropyl or 1-bydroxy-2-butyl when R2 is hydrogen; R' is not methyl, ally! or phenyl when R2 is methyl; R1 is not ethyl when R2 is ethyl; R1 is not n-butyl when R2 is n-butyl; R1 is not iso-butyl when R2 is iso-butyl; R1 is not n-amy! when R2 is n-amyl; R1 is not iso-amy! when R2 is iso-amy!; R' is not n-hexyl when R2 is n-hexyl; R1 is not ally! when R2 is ally!; R1 is not butyl or phenyl when R2 is phenyl; R' is not benzyl when R2 is benzyl; R1 is not CH2CH2OH or ethyl when R2 is CH2CH2OH; R' is not 2-hydroxypropyl when R2 is 2-hydroxypropyl; and R' and R2 together with the nitrogen atom to which they are attached do not form a morpholinyl, pyrrolidinyl or piperidinyl unsubstituted ring.
- I!. A method of controlling an agricultural pest comprising application to the pest, to a locus comprising it or to a surface on which it is capable of being present, of a pesticidally effective amount of a composition according to any one of claims 1 to 10.
- 12. A method of controlling an agricultural pest according to claim 11, wherein the pest is a fungus, the locus is vine or pomaceous fruit, and the composition comprises an agrochernical selected from the group consisting of azoxystrobin, difenoconazole or isopyrazam.
- 13. A dialkylamide or agrochemical, as defined in any preceding claim, when present in a method according to claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1012584.7A GB2482299A (en) | 2010-07-27 | 2010-07-27 | Use of a dialkylamide to reduce the phytotoxicity of an agrochemical |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1012584.7A GB2482299A (en) | 2010-07-27 | 2010-07-27 | Use of a dialkylamide to reduce the phytotoxicity of an agrochemical |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB201012584D0 GB201012584D0 (en) | 2010-09-08 |
| GB2482299A true GB2482299A (en) | 2012-02-01 |
Family
ID=42752853
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1012584.7A Withdrawn GB2482299A (en) | 2010-07-27 | 2010-07-27 | Use of a dialkylamide to reduce the phytotoxicity of an agrochemical |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB2482299A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013149993A1 (en) * | 2012-04-04 | 2013-10-10 | Syngenta Participations Ag | Pesticidal composition |
| CN106795097A (en) * | 2014-10-03 | 2017-05-31 | 普拉克生化公司 | The production method of N, N dialkyl group lactamide |
| US20220369631A1 (en) * | 2021-05-06 | 2022-11-24 | Stoller Enterprises, Inc. | Stable S-(+)-Abscisic Acid Nonaqueous Liquid Solutions |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007107745A2 (en) * | 2006-03-22 | 2007-09-27 | Syngenta Limited | Process for producing lactamide compounds, new lactamide compounds and formulations containing lactamide compounds |
| EP1961302A1 (en) * | 2007-02-23 | 2008-08-27 | Cognis IP Management GmbH | Biocide compositions comprising at least one dialkylamide based on oleic or linoleic acid |
| EP1961301A1 (en) * | 2007-02-22 | 2008-08-27 | Cognis IP Management GmbH | Biocide compositions comprising a dialkylamide of a hydroxycarboxylic acid |
| WO2008145063A1 (en) * | 2007-05-28 | 2008-12-04 | Jiangsu Rotam Chemistry Co., Ltd. | Agrochemical composition and method for preparing and using the same |
| WO2009027626A2 (en) * | 2007-08-24 | 2009-03-05 | Syngenta Limited | Improvements in or relating to organic compounds |
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2010
- 2010-07-27 GB GB1012584.7A patent/GB2482299A/en not_active Withdrawn
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007107745A2 (en) * | 2006-03-22 | 2007-09-27 | Syngenta Limited | Process for producing lactamide compounds, new lactamide compounds and formulations containing lactamide compounds |
| EP1961301A1 (en) * | 2007-02-22 | 2008-08-27 | Cognis IP Management GmbH | Biocide compositions comprising a dialkylamide of a hydroxycarboxylic acid |
| EP1961302A1 (en) * | 2007-02-23 | 2008-08-27 | Cognis IP Management GmbH | Biocide compositions comprising at least one dialkylamide based on oleic or linoleic acid |
| WO2008145063A1 (en) * | 2007-05-28 | 2008-12-04 | Jiangsu Rotam Chemistry Co., Ltd. | Agrochemical composition and method for preparing and using the same |
| WO2009027626A2 (en) * | 2007-08-24 | 2009-03-05 | Syngenta Limited | Improvements in or relating to organic compounds |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2013149993A1 (en) * | 2012-04-04 | 2013-10-10 | Syngenta Participations Ag | Pesticidal composition |
| US11871748B2 (en) | 2012-04-04 | 2024-01-16 | Syngenta Participations Ag | Pesticidal composition |
| CN106795097A (en) * | 2014-10-03 | 2017-05-31 | 普拉克生化公司 | The production method of N, N dialkyl group lactamide |
| US10144702B2 (en) * | 2014-10-03 | 2018-12-04 | Purac Biochem B.V. | Method for the manufacture of N,N-dialkyllactamide |
| US20220369631A1 (en) * | 2021-05-06 | 2022-11-24 | Stoller Enterprises, Inc. | Stable S-(+)-Abscisic Acid Nonaqueous Liquid Solutions |
| US11589582B2 (en) * | 2021-05-06 | 2023-02-28 | Stoller Enterprises, Inc | Stable S-(+)-abscisic acid nonaqueous liquid solutions |
| US11606954B2 (en) | 2021-05-06 | 2023-03-21 | Stoller Enterprises, Inc. | Stable S-(+)-abscisic acid nonaqueous liquid solutions |
| US11617368B2 (en) | 2021-05-06 | 2023-04-04 | Stoller Enterprises, Inc. | Stable S-(+)-abscisic acid nonaqueous liquid solutions |
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| GB201012584D0 (en) | 2010-09-08 |
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