Picolinamide N-oxide compounds with fungicidal activity

Patent metadata

Field	Value
Publication number	US-10111432-B2
Application number	US-201715690866-A
Country	US
Kind code	B2
Filing date	Aug 30, 2017
Priority date	Aug 30, 2016
Publication date	Oct 30, 2018
Grant date	Oct 30, 2018

Abstract

This disclosure relates to picolinamide N-oxides 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 a mixture comprising:
a) one or more of the compounds of Formula I,

wherein:
R 1 is hydrogen or C 1 -C 5 alkyl, each optionally 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, aryl or heteroaryl, each optionally substituted with 0, 1 or multiple R 6 ;
R 4 is hydrogen, halo, hydroxyl, alkyl, or alkoxy;
R 5 is alkyl, cycloalkyl, aryl, heteroaryl, alkoxy, aryloxy, heteroaryloxy, each optionally substituted with 0, 1 or multiple R 6 ;
R 6 is hydrogen, alkyl, aryl, acyl, halo, alkoxy, or heterocyclyl, each optionally substituted with 0, 1 or multiple R 7 ;
R 7 is hydrogen, alkyl, aryl, acyl, halo, alkoxy, or heterocyclyl;
R 8 is hydrogen or C 1 -C 5 alkyl, each optionally substituted with 0, 1 or multiple R 6 ; and
b) a phytologically acceptable carrier material.

2. The composition according to claim 1 , wherein R 1 and R 8 are independently hydrogen or C 1 -C 5 alkyl.

3. The composition according to claim 2 , wherein R 2 is C 1 -C 5 alkyl.

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

5. The composition according to claim 2 , wherein R 4 is hydrogen.

6. The composition according to claim 2 , wherein R 1 and R 8 are independently hydrogen or C 1 -C 5 alkyl, R 2 is C 1 -C 5 alkyl, R 3 and R 5 are independently aryl, each optionally substituted with 0, 1, or multiple R 6 , and R 4 is hydrogen.

7. The composition according to claim 1 wherein the fungal pathogen is one of Leaf Blotch of Wheat ( Zymoseptoria tritici ), Wheat Brown Rust ( Puccinia triticina ), Stripe Rust ( Puccinia striiformis ), Scab of Apple ( Venturia inaequalis ), Blister Smut of Maize ( Ustilago maydis ), Powdery Mildew of Grapevine ( Uncinula necator ), Barley scald ( Rhynchosporium secalis ), Blast of Rice ( Pyricularia oryzae ), Rust of Soybean ( Phakopsora pachyrhizi ), Glume Blotch of Wheat ( Leptosphaeria nodorum ), Powdery Mildew of Wheat ( Blumeria graminis f. sp. tritici ), Powdery Mildew of Barley ( Blumeria graminis f. sp. hordei ), Powdery Mildew of Cucurbits ( Erysiphe cichoracearum ), Anthracnose of Cucurbits ( Colletotrichum lagenarium ), Leaf Spot of Beet ( Cercospora beticola ), Early Blight of Tomato ( Alternaria solani ), and Net Blotch of Barley ( Pyrenophora teres ).

8. The composition according to claim 6 wherein the fungal pathogen is one of Leaf Blotch of Wheat ( Zymoseptoria tritici ), Wheat Brown Rust ( Puccinia triticina ), Scab of Apple ( Venturia inaequalis ), Barley scald ( Rhynchosporium secalis ), Blast of Rice ( Pyricularia oryzae ), Rust of Soybean ( Phakopsora pachyrhizi ), Glume Blotch of Wheat ( Leptosphaeria nodorum ), Anthracnose of Cucurbits ( Colletotrichum lagenarium ), Leaf Spot of Beet ( Cercospora beticola ), and Early Blight of Tomato ( Alternaria solani ).

9. 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 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.

Assignees

• Dow Agrosciences Llc

Inventors

• Rigoli Jared W
• Meyer Kevin G
• Yao Chenglin
• Loy Brian A
• Sam Brannon

Classifications

• C07D213/81

  Amides; Imides · CPC title

• C07D213/83

  Thioacids; Thioesters; Thioamides; Thioimides · CPC title

• A01N43/90

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

• A01N43/40 Primary

  six-membered rings · CPC title

• C07D213/89

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