Use of macrocyclic picolinamides as fungicides

Patent metadata

Field	Value
Publication number	US-9265253-B2
Application number	US-201414500695-A
Country	US
Kind code	B2
Filing date	Sep 29, 2014
Priority date	Oct 1, 2013
Publication date	Feb 23, 2016
Grant date	Feb 23, 2016

Abstract

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

First claim

What is claimed is:

1. A method for the control and/or the prevention of fungal growth comprising the steps of:
applying a fungicidally effective amount of at least one compound of Formula I

wherein:
X is H, C(O)R 3 , or CH 2 OR 3 ;
Y is H, C(O)R 3 , or Q;
Q is

R 1 is chosen from H, alkyl, alkenyl, aryl, —Si(R 5 ) 3 , or —C(O)R 6 , each optionally substituted with 0, 1 or multiple R 6 ;
R 2 is chosen from CH 2 R 8 , aryl, alkyl, or alkenyl, each optionally substituted with 0, 1, or multiple R 6 ;
R 3 is chosen from alkyl, alkoxy, benzyl, or benzyloxy, each optionally substituted with 0, 1, or multiple R 5 ;
R 4 is chosen from H, —C(O)R 7 or —CH 2 OC(O)R 7 ;
R 5 is chosen from alkyl, halo, or alkoxy;
R 6 is chosen from alkyl, alkenyl, halo, haloalkyl, alkoxy, aryl, heteroaryl, heterocyclyl, thioalkyl, or —C(O)R 5 ;
R 7 is chosen from alkyl or alkoxy, each optionally substituted with 0, 1, or multiple R 6 ;
R 8 is chosen from H, alkyl, alkenyl, aryl, thioalkyl, or heteroaryl, each optionally substituted with 0, 1, or multiple R 6 ;
to one or more selected from the group consisting of:
a plant, an area adjacent to a plant, soil adapted to support growth of a plant, and a seed adapted to produce a plant.

2. The method according to claim 1 , wherein X and Y are independently chosen from H, C(O)R 3 , or CH 2 OR 3 .

3. The method according to claim 2 , wherein R 1 is chosen from alkyl, alkenyl, aryl, —Si(R 5 ) 3 , or —C(O)R 6 , each optionally substituted with 0, 1 or multiple R 6 .

4. The method according to claim 3 , wherein R 2 is chosen from CH 2 R 8 , aryl, or alkyl, each optionally substituted with 0, 1, or multiple R 6 .

5. The method according to claim 4 , wherein R 8 is chosen from alkyl, alkenyl, aryl, or heteroaryl, each optionally substituted with 0, 1, or multiple R 6 .

6. The method according to claim 1 , wherein X is H and Y is Q.

7. The method according to claim 6 , wherein R 1 is chosen from H, alkyl, alkenyl, aryl, —Si(R 5 ) 3 , or —C(O)R 6 , each optionally substituted with 0, 1 or multiple R 6 .

8. The method according to claim 7 , wherein R 2 is chosen from CH 2 R 8 , aryl, alkyl, or alkenyl, each optionally substituted with 0, 1, or multiple R 6 .

9. The method according to claim 8 , wherein R 8 is chosen from H, alkyl, alkenyl, aryl, or heteroaryl, each optionally substituted with 0, 1, or multiple R 6 .

10. The method according to claim 9 , wherein R 4 is H, —C(O)R 7 or —CH 2 OC(O)R 7 .

11. The method according to claim 10 , wherein R 4 is chosen from —C(O)R 7 or —CH 2 OC(O)R 7 .

12. The method according to claim 11 , wherein R 7 is chosen from alkyl or alkoxy, each optionally substituted with 0, 1, or multiple R 6 .

13. The method according to claim 1 wherein:
at least one compound of said Formula I is applied in combination with a phytologically acceptable carrier material.

14. The method according to claim 13 wherein:
the compound of Formula I is admixed with a phytologically acceptable carrier material.

15. The method according to claim 14 wherein:
the compound of Formula I is applied in combination with at least one agriculturally active ingredient selected from the group consisting of: fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides and combinations thereof.

16. The method according to claim 15 wherein:
the compound of Formula I is admixed with at least one agriculturally active ingredient selected from the group consisting of: fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides and combinations thereof.

17. The method according to claim 1 , wherein the compound of Formula I is suitable for the control of at least one fungal pathogen selected from the group consisting of: Mycosphaerella graminicola ; anamorph: Septoria tritici, Puccinia triticina, Puccinia striiformis, Venturia inaequalis, Ustilago maydis, Uncinula necator, Rhynchosporium secalis, Magnaporthe grisea, Phakopsora pachyrhizi, Leptosphaeria nodorum, Blumeria graminis f . sp. tritici, Blumeria graminis f . sp. hordei, Erysiphe cichoracearum, Glomerella lagenarium, Cercospora beticola, Alternaria solani , and Pyrenophora teres.

18. The method according to claim 1 , wherein the compound of Formula I is suitable for the control of a fungal pathogen comprising Septoria tritici, Puccinia triticina, Phakopsora pachyrhizi.

19. The method according to claim 16 , wherein the compound of Formula I is suitable for the control of at least one fungal pathogen selected from the group consisting of: Mycosphaerella graminicola ; anamorph: Septoria tritici, Puccinia triticina, Puccinia striiformis, Venturia inaequalis, Ustilago maydis, Uncinula necator, Rhynchosporium secalis, Magnaporthe grisea, Phakopsora pachyrhizi, Leptosphaeria nodorum, Blumeria graminis f . sp. tritici, Blumeria graminis f . sp. hordei, Erysiphe cichoracearum, Glomerella lagenarium, Cercospora beticola, Alternaria solani , and Pyrenophora teres.

20. The method according to claim 16 , wherein the compound of Formula I is suitable for the control of a fungal pathogen comprising Septoria tritici, Puccinia triticina , and Phakopsora pachyrhizi.

Assignees

• Dow Agrosciences Llc

Inventors

• Li Fangzheng
• Meyer Kevin G
• Renga James M
• Yao Chenglin
• Wilmot Jeremy
• Herrick Jessica
• Bravo-Altamirano Karla
• Boebel Timothy

Classifications

• C07F7/1804

  Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896) · CPC title

• C07D313/00 Primary

  Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom · CPC title

• A01N43/08

  with oxygen as the ring hetero atom · CPC title

• A01N43/04

  with one hetero atom · CPC title

• A01N43/40 Primary

  six-membered rings · CPC title