Anthranilamide compounds, their mixtures and the use thereof as pesticides

Patent metadata

Field	Value
Publication number	US-9765052-B2
Application number	US-201414767677-A
Country	US
Kind code	B2
Filing date	Feb 20, 2014
Priority date	Feb 20, 2013
Publication date	Sep 19, 2017
Grant date	Sep 19, 2017

Abstract

Compounds of formula (I)

wherein
R 1 , R 2 , R 3 , R 4 , R 5 , R 6a and R 6b are as defined in the description;
or a stereoisomer, salt, tautomer or N-oxide, or a polymorphic crystalline form, a co-crystal
or a solvate of a compound or a stereoisomer, salt, tautomer or N-oxide thereof,

and to mixtures, methods and uses thereof.

First claim

The invention claimed is:

1. A mixture comprising a compound of formula (I-A-1):

and an insecticide or a fungicide selected from the group of sulfoxaflor, flupyradifurone, 1-[(6-chloro-3-pyridinyl)methyl]-2,3,5,6,7,8-hexahydro-9-nitro-(5S,8R)-5,8-expoxy-1H-imidazo[1,2-a]azepine(cycloxaprid), triticonazole, 2-[2-chloro-4-(4-chorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)pentan-2-ol, 1-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-cyclopropyl-2-(1,2,4-triazol-1-yl)ethanol, 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)butan-2-ol, 2-2[ 2 -chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)butan-2-ol, 2-[4-(4-chlorophhenoxy)-2-(trifluoromethyl)phenyl]-3-methyl-1-(1,2,4-triazol-1-yl)butan-2-ol, 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol, 2-[2-chloro-4-(4-chlorophenoxy )phenyl]-3-methyl-1-(1,2,4-triazol-1-yl)butan-2-ol, 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)pental-2-ol, and 2-[4-(4-fluorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol;
in synergistically effective amounts.

2. A method for controlling and/or combating animal pests in soil application methods and seed treatment methods, comprising applying synergistically effective amounts of a compound of formula (I-A-1):

and an insecticide or a fungicide selected from the group consisting of sulfoxaflor, flupyradifurone, 1-[(6-chloro-3-pyridinyl)methyl]-2,3,5,6,7,8-hexahydro-9-nitro- (5S,8R)-5,8-epoxy-1H-imidazo[1,2-a]azepine (cycloxaprid), triticonazole, 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol- 1 -yl)pentan-2-ol, 1-[4-(4-chlorophenoxy)-2- (trifluoromethyl)phenyI]-1 -cyclopropyl-2-(1 ,2,4-triazol-1 -yl)ethanol, 2-[4-(4-chlorophenoxy)-2- (trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)butan-2-ol, 2-[2-chloro-4-(4- chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)butan-2-ol, 2-[4-(4-chlorophenoxy)-2- (trifluoromethyl)phenyl]-3-methyl-1-(1,2,4-triazol-1-yl)butan-2-ol, 2-[4-(4-chlorophenoxy)-2- (trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol, 2-[2-chloro-4-(4- chlorophenoxy)phenyl]-3-methyl-1-(1,2,4-triazol-1-yl)butan-2-ol, 2-[4-(4-chlorophenoxy)-2- (trifluoromethyl)phenyI]-1-(1,2,4-triazol- 1 -yl)pentan-2-ol, and 2-[4-(4-fluorophenoxy)-2- (trifluoromethyl)phenyl]-1-(1,2,4-triazol- 1 -yl)propan-2-ol;
directly and/or indirectly to the plant and/or to plant propagation material by drenching the soil, by drip application onto the soil, by soil injection, by dipping or by treatment of seeds.

3. A method for controlling pests and/or increasing the plant health of a cultivated plant with at least one modification as compared to the respective non-modified control plant, comprising the application of the mixture of claim 1 to a plant with at least one modification, parts of such plant, plant propagation material, or at its locus of growth.

4. A method for controlling non-crop pests, comprising contacting the pests or their food supply, habitat, breeding grounds or their locus with the mixture of claim 1 .

5. A netting or textile material, impregnated with the mixture of claim 1 .

6. A method for controlling a population of social insects, comprising contacting the pests or their food supply, habitat, breeding grounds or their locus with the mixture of claim 1 .

7. A method of improving plant health, said method comprising applying synergistically effective amounts of a compound of formula (I-A-1):

and an insecticide or a fungicide selected from the group consisting of sulfoxaflor, flupyradifurone, 1-[(6-chloro-3-pyridinyl)methyl]-2,3,5,6,7,8-hexahydro-9-nitro- (5S,8R)-5,8-epoxy-1H-imidazo[1,2-a]azepine (cycloxaprid), triticonazole, 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol- 1 -yl)pentan-2-ol, 1-[4-(4-chlorophenoxy)-2- (trifluoromethyl)phenyl]-1-cyclopropyl-2-(1,2,4-triazol-1-yl)pethanol, 2-[4-(4-chlorophenoxy)-2- (trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)butan-2-ol, 2-[2-chloro-4-(4- chlorophenoxy)phenyI]-1-(1,2,4-triazol-1-yl)butan-2-ol, 2-[4-(4-chlorophenoxy)-2- (trifluoromethyl)phenyl]-3-methyl-1-(1,2,4-triazol-1-yl)butan-2-ol, 2-[4-(4-chlorophenoxy)-2- (trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol, 2-[2-chloro-4-(4- chlorophenoxy)phenyl]-3-methyl-1-(1,2,4-triazol-1-yl)butan-2-ol, 2-[4-(4-chlorophenoxy)-2- (trifluoromethyl)phenyl]-1-(1,2,4-triazol- 1 -yl)pentan-2-ol, and 2-[4-(4-fluorophenoxy)-2- (trifluoromethyl)phenyl]-1-(1,2,4-triazol- 1 -yl)propan-2-ol.

8. The mixture of claim 1 , wherein the weight ratio is from 1000:1 to 1:000.

9. The mixture of claim 1 , comprising the compound of formula (I-A-1) and triticonazole.

10. The mixture of claim 1 , comprising the compound of formula (I-A-1) and sulfoxaflor.

11. The mixture of claim 1 , comprising the compound of formula (I-A-1) and 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol.

12. A pesticidal composition comprising a liquid or solid carrier and the mixture of claim 1 .

13. A method for controlling insects, acarids or nematodes comprising contacting an insect, acarid or nematode or theirs food supply, habitat, breeding grounds or their locus with the mixture of claim 1 in pesticidally effective amounts, excluding a method of treatment of the human or animal body.

14. A method of protecting plants from attack or infestation by insects, acarids or nematodes comprising contacting the plant, or the soil or water in which the plant is growing, with a pesticidally effective amount of the mixture of claim 1 .

15. The method of claim 2 , wherein the weight ratio of the compound of formula (I-A-1) and the insecticide or the fungicide is from 1000:1 to 1:1000.

16. The method of claim 15 , wherein the mixture comprises the compound of formula (I-A-1) and triticonazole.

17. The method of claim 15 , wherein the mixture comprises the compound of formula (I-A-1) and sulfoxaflor.

18. The method of claim 7 , wherein the weight ratio of the compound of formula (I-A-1) and the insecticide or the fungicide is from 1000:1 to 1:1000.

Assignees

• Basf Se

Inventors

• Kaiser Florian
• Koerber Karsten
• Deshmukh Prashant
• Pohlman Matthias
• Wach Jean-Yves
• Langewald Juergen
• Haden Egon
• Culbertson Deborah L
• Rogers W David
• Gunjima Koshi
• David Michael
• Braun Franz Josef

Classifications

• A61P33/00

  Antiparasitic agents · CPC title

• A61P33/14

  Ectoparasiticides, e.g. scabicides · CPC title

• A01N43/56

  1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title

• 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 · CPC title

• C07D401/04 Primary

  directly linked by a ring-member-to-ring-member bond · CPC title