Picolinamide N-oxide compounds with fungicidal activity
This disclosure relates to picolinamide N-oxides of Formula I and their use as fungicides.
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.