IP Library Granted Patent US 9,765,052
Granted Patent B2
US 9,765,052 · App. 14/767,677 · Granted Sep 19, 2017

Anthranilamide compounds, their mixtures and the use thereof as pesticides

Inventors: Florian Kaiser (Mannheim, DE); Karsten Koerber (Eppelheim, DE); Prashant Deshmukh (Mannheim, DE); Matthias Pohlman (Freinsheim, DE); Jean-Yves Wach (Mannheim, DE); Juergen Langewald (Mannheim, DE); Egon Haden (Speyer, DE); Deborah L. Culbertson (Fuquay Varina, NC); W. David Rogers (Durham, NC); Koshi Gunjima (Toyohashi, JP); Michael David (Raleigh, NC); Franz Josef Braun (Durham, NC)
Assignee: BASF SE
C07D401/04A01N25/00A01N43/56
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,765,052
App. No.
14/767,677
Granted
Sep 19, 2017
Kind
B2
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.

Claims (23)

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.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 13, 2015
From: KAISER, FLORIAN; KOERBER, KARSTEN; DESHMUKH, PRASHANT; POHLMAN, MATTHIAS; WACH, JEAN-YVES; LANGEWALD, JUERGEN; HADEN, EGON; GUNJIMA, KOSHI; CULBERTSON, DEBORAH L.; ROGERS, W. DAVID; DAVID, MICHAEL; BRAUN, FRANZ JOSEF
To: BASF SE
Reel/Frame 036319/0213 →
Continuity (2)
Provisional Application 61766737 · Feb 20, 2013
Related Publication 20150376163A1 · Dec 31, 2015