IP Library Granted Patent US 11,570,990
Granted Patent B2
US 11,570,990 · App. 14/840,214 · Granted Feb 7, 2023

Fungicidal compositions comprising 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and an azole

Inventors: Harald Walter (Stein, CH); Daniel Stierli (Stein, CH)
Assignee: SYNGENTA PARTICIPATIONS AG
A01N43/56A01N33/04A01N37/08A01N37/10A01N37/18A01N37/36A01N37/50A01N43/40A01N43/54A01N43/707A01N43/82A01N43/84A01N43/88A01N43/90A01N47/24A01N57/20A01N59/00A01N59/04A01N59/20A01N59/26
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Quick Facts
Patent No.
US 11,570,990
App. No.
14/840,214
Granted
Feb 7, 2023
Kind
B2
Abstract

A method of controlling phytopathogenic diseases on useful plants or on propagation material thereof, which comprises applying to the useful plants, the locus thereof or propagation material thereof a combination of components (A) and (B) in a synergistically effective amount, wherein component (A) is a compound of formula I compound of formula I wherein R is hydrogen or methoxy; Q is R 1 is hydrogen, halogen or C 1 -C 6 alkyl; R 2 is hydrogen, halogen, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 3 -C 6 alkinyl, C 3 -C 6 cycloalkyl-C 3 -C 6 alkinyl, halophenoxy, halophenyl-C 3 -C 6 alkinyl, C(C 1 -C 4 alkyl)=NO—C 1 -C 4 alkyl, C 1 -C 6 haloalkyl, C 1 -C 6 haloalkoxy, C 2 -C 6 haloalkenyl, or C 2 -C 6 haloalkenyloxy; R 3 is hydrogen, halogen, C 1 -C 6 alkyl; R 4 , R 5 and R 6 , independently from each other, are hydrogen, halogen or —≡—R 7 ; with the proviso that at least one of R 4 , R 5 and R 6 is different from hydrogen; R 7 is hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or C 1 -C 4 alkoxyalkyl; and R 8 is hydrogen or methoxy; and agrochemically acceptable salts/isomers/structural isomers/stereoisomers/diastereoisomers/enantiomers/tautomers and N-oxides of those compounds; and component (B) is a compound selected from compounds known for their fungicidal and/or insecticidal activity, is particularly effective in controlling or preventing fungal diseases of useful plants.

Claims (32)

1. A fungicidal composition, comprising:

(A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B1) difenoconazole, wherein the weight ratio of (A) to (B1) is 1:4 to 4:1, or

(A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B2) prothioconazole, wherein the weight ratio of (A) to (B2) is 1:4 to 4:1; or

(A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B3) tebuconazole, wherein the weight ratio of (A) to (B3) is 1:4 to 4:1.

2. A method of controlling phytopathogenic fungi on useful plants or on propagation material thereof, which comprises applying to the useful plants, the locus thereof or propagation material thereof

(A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B1) difenoconazole, wherein the weight ratio of (A) to (B1) is to 1:4 to 4:1; or

(A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B2) prothioconazole, wherein the weight ratio of (A) to (B2) is 1:4 to 4:1; or

(A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B3) tebuconazole, wherein the weight ratio of (A) to (B3) is 1:4 to 4:1.

3. A method of protecting natural substances of plant and/or animal origin from phytopathogenic fungi, which have been taken from the natural life cycle, and/or their processed forms, which comprises applying to said the natural substances of plant and/or animal origin or their processed forms

(A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B1) difenoconazole, wherein the weight ratio of (A) to (B1) is to 1:4 to 4:1; or

(A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B2) prothioconazole, wherein the weight ratio of (A) to (B2) is 1:4 to 4:1; or

(A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B3) tebuconazole, wherein the weight ratio of (A) to (B3) is 1:4 to 4:1.

4. The fungicidal composition according to claim 1 , wherein the composition comprises (A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B1) difenoconazole.

5. The fungicidal composition according to claim 1 , wherein the composition comprises (A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B2) prothioconazole.

6. The fungicidal composition according to claim 1 , wherein the composition comprises (A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B3) tebuconazole.

7. The fungicidal composition according to claim 1 , wherein, (A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B2) prothioconazole or (B3) tebuconazole are present at a weight ratio of from 2:1 to 1:2.

8. The method according to claim 2 , wherein 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B2) prothioconazole or (B3) tebuconazole are applied to the useful plants, the locus thereof or propagation material thereof at a weight ratio of from 2:1 to 1:2.

9. The method according to claim 3 , wherein 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B2) prothioconazole or (B3) tebuconazole are applied to the natural substances of plant and/or animal origin or their processed forms at a weight ratio of from 2:1 to 1:2.

10. A fungicidal composition, comprising:

(A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B1) difenoconazole, wherein the weight ratio of (A) to (B1) is about 1:4 to about 4:1; or

(A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B2) prothioconazole, wherein the weight ratio of (A) to (B2) is about 1:4 to about 4:1; or

(A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B3) tebuconazole, wherein the weight ratio of (A) to (B3) is about 1:4 to about 4:1.

11. The fungicidal composition according to claim 10 , wherein the composition comprises (A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B1) difenoconazole.

12. The fungicidal composition according to claim 10 , wherein the composition comprises (A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B2) prothioconazole.

13. The fungicidal composition according to claim 10 , wherein the composition comprises (A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B3) tebuconazole.

14. The fungicidal composition according to claim 1 , wherein the weight ratio of (A) to (B1) is to 1:4 to 4:1.

15. The method according to claim 2 , wherein the weight ratio of (A) to (B1) is 1:4 or 4:1.

16. The method according to claim 3 , wherein the weight ratio of (A) to (B1) is 1:4 or 4:1.

17. The fungicidal composition according to claim 1 , wherein the weight ratio of (A) to (B1) is about 1:4 or about 4:1.

18. The fungicidal composition according to claim 1 , wherein the only fungicides in the fungicidal composition are (A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B1) difenoconazole.

19. The fungicidal composition according to claim 1 , wherein the only fungicides in the fungicidal composition are (A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B2) prothioconazole.

20. The fungicidal composition according to claim 1 , wherein the only fungicides in the fungicidal composition are (A) 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-methyl-2-(2,4,6-trichlorophenyl)-ethyl]-amide and (B3) tebuconazole.

Assignments (2)
MERGER AND CHANGE OF NAME Recorded Feb 28, 2025
From: SYNGENTA PARTICIPATIONS AG; SYNGENTA PARTICIPATIONS AG
To: SYNGENTA CROP PROTECTION AG
Reel/Frame 070362/0665 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 21, 2022
From: WALTER, HARALD; STIERLI, DANIEL
To: SYNGENTA PARTICIPATIONS AG
Reel/Frame 061494/0760 →