Use of macrocyclic picolinamides as fungicides

Patent metadata

Field	Value
Publication number	US-9974304-B2
Application number	US-201414577949-A
Country	US
Kind code	B2
Filing date	Dec 19, 2014
Priority date	Dec 26, 2013
Publication date	May 22, 2018
Grant date	May 22, 2018

Abstract

The invention relates to macrocyclic picolinamides of Formula I and their use as fungicides.

First claim

What is claimed is:

1. A composition for the control of a fungal pathogen including at least one compound of Formula I

wherein
X is hydrogen or C(O)R 3 ;
Y is hydrogen, C(O)R 3 , or Q;
Q is

R 1 is hydrogen, alkyl, alkenyl, aryl, alkoxy, or acyl, each optionally substituted with 0, 1 or multiple R 6 ;
R 2 is hydrogen, alkyl, aryl, —Si(R 5 ) 3 , alkenyl, or acyl, each optionally substituted with 0, 1 or multiple R 6 ;
R 3 is alkoxy or benzyloxy, each optionally substituted with 0, 1, or multiple R 6 ;
R 4 is hydrogen, —C(O)R 5 , or —CH 2 OC(O)R 5 ;
R 5 is alkyl, alkoxy, or aryl, each optionally substituted with 0, 1, or multiple R 6 ;
R 6 is hydrogen, alkyl, aryl, acyl, halo, alkenyl, alkoxy, heteroaryl, heterocyclyl, or thioalkyl, each optionally substituted with 0, 1, or multiple R 7 ; and
R 7 is hydrogen, alkyl, aryl, or halo,
wherein when R 1 is an unsubstituted phenyl, R 2 is an alkyl substituted with 1 or multiple R 6 , and at least one R 6 is an alkoxy substituted with 1 or multiple R 7 and at least one R 7 is an aryl.

2. A composition according to claim 1 , wherein X is hydrogen and Y is Q.

3. A composition according to claim 2 , wherein R 4 is hydrogen.

4. A composition according to claim 3 , wherein R 1 is chosen from alkyl and aryl, each optionally substituted with 0, 1 or multiple R 6 .

5. A composition according to claim 3 , wherein R 2 is chosen from hydrogen, alkyl, aryl, and acyl, each optionally substituted with 0, 1 or multiple R 6 .

6. A composition according to claim 3 , wherein R 1 is chosen from alkyl and aryl, each optionally substituted with 0, 1 or multiple R 6 , and R 2 is chosen from hydrogen, alkyl, aryl, and acyl, each optionally substituted with 0, 1 or multiple R 6 .

7. A composition according to claim 2 , wherein R 4 is —C(O)R 5 or —CH 2 OC(O)R 5 .

8. A composition according to claim 7 , wherein R 5 is chosen from alkyl and alkoxy, each optionally substituted with 0, 1, or multiple R 6 .

9. A composition according to claim 8 , wherein R 1 is chosen from alkyl and aryl, each optionally substituted with 0, 1 or multiple R 6 .

10. A composition according to claim 8 , wherein R 2 is chosen from hydrogen, alkyl, aryl, and acyl, each optionally substituted with 0, 1 or multiple R 6 .

11. A composition according to claim 8 , wherein R 1 is chosen from alkyl and aryl, each optionally substituted with 0, 1 or multiple R 6 , and R 2 is chosen from hydrogen, alkyl, aryl, and acyl, each optionally substituted with 0, 1 or multiple R 6 .

12. A composition according to claim 11 , wherein R 5 is chosen from —CH 3 , —CH 2 OCH 2 CH 3 , and —CH 2 CH 2 OCH 3 .

13. A composition for the control of a fungal pathogen including at least one composition of claim 6 and a phytologically acceptable carrier material.

14. A composition for the control of a fungal pathogen including at least one composition of claim 11 and a phytologically acceptable carrier material.

15. A composition for the control of a fungal pathogen including at least one composition of claim 12 and a phytologically acceptable carrier material.

16. A composition for the control of a fungal pathogen including mixtures of at least one composition of claim 6 and another pesticide selected from the group consisting of: fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides and combinations thereof.

17. A composition for the control of a fungal pathogen including mixtures of at least one composition of claim 11 and another pesticide selected from the group consisting of: fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides and combinations thereof.

18. A composition for the control of a fungal pathogen including mixtures of at least one composition of claim 12 and another pesticide selected from the group consisting of: fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides and combinations thereof.

19. A method for the control of fungal attack on a plant, the method including the step of: applying a fungicidally effective amount of at least one composition of claim 6 to at least one of the plant, an area adjacent to the plant, soil adapted to support growth of the plant, a root of the plant, and foliage of the plant.

20. A method for the control of fungal attack on a plant, the method including the step of: applying a fungicidally effective amount of at least one composition of claim 11 to at least one of the group consisting of: the plant, an area adjacent to the plant, soil adapted to support growth of the plant, a root of the plant, and foliage of the plant.

21. A method for the control of fungal attack on a plant, the method including the step of: applying a fungicidally effective amount of at least one composition of claim 12 to at least one of the group consisting of: the plant, an area adjacent to the plant, soil adapted to support growth of the plant, a root of the plant, and foliage of the plant.

22. A method for the control of fungal attack on a plant, the method including the step of: applying a fungicidally effective amount of at least one composition of claim 15 to at least one of the group consisting of: plant, an area adjacent to the plant, soil adapted to support growth of the plant, a root of the plant, and foliage of the plant.

23. A method for the control of fungal attack on a plant, the method including the step of: applying a fungicidally effective amount of at least one composition of claim 18 to at least one of the group consisting of: the plant, an area adjacent to the plant, soil adapted to support growth of the plant, a root of the plant, and foliage of the plant.

Assignees

• Dow Agrosciences Llc

Inventors

• Dekorver Kyle A
• Delorbe Johnathan E
• Meyer Kevin G
• Yao Chenglin
• Heemstra Ronald J
• Dent Iii William H

Classifications

• A01N43/40

  six-membered rings · CPC title

• C07D321/00

  Heterocyclic compounds containing rings having two oxygen atoms as the only ring hetero atoms, not provided for by groups C07D317/00 - C07D319/00 · CPC title

• A01N43/24 Primary

  with two or more hetero atoms · CPC title

• A01N47/18

  containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring · CPC title

• C07D405/12

  linked by a chain containing hetero atoms as chain links · CPC title