Thiopicolinamide compounds with fungicidal activity

Patent metadata

Field	Value
Publication number	US-10172358-B2
Application number	US-201715690702-A
Country	US
Kind code	B2
Filing date	Aug 30, 2017
Priority date	Aug 30, 2016
Publication date	Jan 8, 2019
Grant date	Jan 8, 2019

Abstract

The present disclosure relates to thiopicolinamides of Formula I and their use as fungicides.

First claim

What is claimed is:

1. A compound of Formula I,

wherein:
R 1 is hydrogen or C 1 -C 5 alkyl, substituted with 0,1 or multiple R 6 ;
R 2 is hydrogen, C 1 -C 5 alkyl or cycloalkyl, each optionally substituted with 0,1 or multiple R 6 ;
R 3 is alkyl, cycloalkyl, alkenyl, aryl or heteroaryl, each optionally substituted with 0,1 or multiple R 6 ;
R 4 is alkyl, cycloalkyl, alkenyl, aryl, heteroaryl, alkoxy, aryloxy, heteroaryloxy, each optionally substituted with 0,1 or multiple R 6 ;
R 5 is hydrogen, —C(O)R 7 , or —CH 2 OC(O)R 7 ;
R 6 is hydrogen, alkyl, aryl, acyl, halo, alkenyl, alkynyl, alkoxy, cyano or heterocyclyl, each optionally substituted with 0,1 or multiple R 8 ;
R 7 is from alkyl, alkoxy, or aryl, each substituted with 0,1 or multiple R 6 ; and
R 8 is hydrogen, alkyl, aryl, acyl, halo, alkenyl, alkoxy, or heterocyclyl,
wherein the compound of Formula I includes all stereoisomers, salts, hydrates, or combinations thereof.

2. A compound according to claim 1 , wherein R 5 is hydrogen.

3. A compound according to claim 2 , wherein R 1 is methyl.

4. A compound according to claim 2 , wherein R 2 is C 1 -C 5 alkyl.

5. A compound according to claim 2 , wherein R 3 and R 4 independently aryl, each optionally substituted with 0, 1, or multiple R 6 .

6. A compound according to claim 2 , wherein R 1 is methyl, R 2 is C 5 alkyl, and R 3 and R 4 independently aryl, each optionally substituted with 0, 1, or multiple R 6 .

7. A compound according to claim 1 , wherein R 5 is —C(O)R 7 , or —CH 2 OC(O)R 7 .

8. A compound according to claim 7 , wherein R 1 is methyl.

9. A compound according to claim 7 , wherein R 2 is C 1 -C 5 alkyl.

10. A compound according to claim 7 , wherein R 3 and R 4 independently aryl, each optionally substituted with 0, 1, or multiple R 6 .

11. A compound according to claim 7 , wherein R 1 is methyl, R 2 is C 1 -C 5 alkyl, and R 3 and R 4 independently aryl, each optionally substituted with 0, 1, or multiple R 6 .

12. A composition for the control of a fungal pathogen including mixtures of at least one of the compounds of claim 1 and another pesticide selected from the group consisting of fungicides, insecticides, herbicides, nematocides, miticides, arthropodicides, bactericides, and combinations thereof.

13. A composition for the control of a fungal pathogen including mixtures of at least one of the compounds of claim 2 and another pesticide selected from the group consisting of fungicides, insecticides, herbicides, nematocides, miticides, arthropodicides, bactericides, and combinations thereof.

14. A composition for the control of a fungal pathogen including mixtures of at least one of the compounds of claim 7 and another pesticide selected from the group consisting of fungicides, insecticides, herbicides, nematocides, miticides, arthropodicides, bactericides, and combinations thereof.

15. A method for the control and prevention of fungal attack on a plant, the method including the step of:
Applying a fungicidally effective amount of at least one of the compounds of any of claims 1 - 11 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.

16. A method for the control and prevention of fungal attack on a plant, the method including the step of:
Applying a fungicidally effective amount of at least one of the compositions of any of claims 12 - 14 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.

Assignees

• Dow Agrosciences Llc

Inventors

• Dekorver Kyle A
• Meyer Kevin G
• Yao Chenglin
• Bravo-Altamirano Karla
• Heemstra Ronald J
• Sam Brannon
• Jones David M

Classifications

• A01N43/40 Primary

  six-membered rings · CPC title

• A01N43/90

  having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system · CPC title

• C07D213/83 Primary

  Thioacids; Thioesters; Thioamides; Thioimides · CPC title

• C07D213/89

  with hetero atoms directly attached to the ring nitrogen atom · CPC title

• C07D213/81

  Amides; Imides · CPC title