PICOLINAMIDES AS FUNGICIDES

1 . A compound of Formula I

wherein:

Q is

X is hydrogen or C(O)R 4 ;

Y is hydrogen or C(O)R 4 ;

Z is N or N + →O − and W is O or S;

R 1 is hydrogen or alkyl, substituted with 0, 1 or multiple R 7 ;

R 2 is methyl;

R 3 is alkyl, aryl or heteroaryl, each optionally substituted with 0, 1 or multiple R 7 ;

R 4 is alkoxy or benzyloxy, each optionally substituted with 0, 1, or multiple R 7 ;

R 5 is hydrogen, alkoxy, or halo, each optionally substituted with 0, 1, or multiple R 7 ;

R 6 is hydrogen, —C(O)R 8 or —CH 2 OC(O)R 5 ;

R 7 is hydrogen, alkyl, aryl, acyl, halo, alkenyl, alkynyl, alkoxy, cyano, or heterocyclyl, each optionally substituted with 0, 1, or multiple R 9 ;

R 8 is alkyl, alkoxy, or aryl, each optionally substituted with 0, 1, or multiple R 7 ;

R 9 is hydrogen, alkyl, aryl, acyl, halo, alkenyl, alkoxy, or heterocyclyl; and

R 10 is hydrogen or alkyl, each substituted with 0, 1 or multiple R 7 .

2 . The compound according to claim 1 , wherein Q is

and X and Y are hydrogen.

3 . The compound according to claim 2 , wherein R 1 and R 10 are independently chosen from hydrogen or alkyl.

4 . The compound according to claim 2 , wherein R 3 is aryl, optionally substituted with 0, 1 or multiple R 7 .

5 . The compound according to claim 2 , wherein R 1 and R 10 are independently chosen from hydrogen or alkyl, and R 3 is aryl, optionally substituted with 0, 1 or multiple R 7 .

6 . The compound according to claim 1 , wherein Q is

and X is C(O)R 4 and Y is hydrogen.

7 . The compound according to claim 6 , wherein R 1 and R 10 are independently chosen from hydrogen or alkyl.

8 . The compound according to claim 6 , wherein R 3 is aryl, optionally substituted with 0, 1 or multiple R 7 .

9 . The compound according to claim 6 , wherein R 1 and R 10 are independently chosen from hydrogen or alkyl, and R 3 is aryl, optionally substituted with 0, 1 or multiple R 7 .

10 . The compound according to claim 1 , wherein Q is

wherein X is hydrogen.

11 . The compound according to claim 10 wherein Z is N.

12 . The compound according to claim 11 wherein W is O.

13 . The compound according to claim 12 , wherein R 5 is alkoxy.

14 . The compound according to claim 13 , wherein R 6 is hydrogen.

15 . The compound according to claim 14 , wherein R 1 and R 10 are independently chosen from hydrogen or alkyl.

16 . The compound according to claim 14 , wherein R 3 is aryl, optionally substituted with 0, 1 or multiple R 7 .

17 . The compound according to claim 14 , wherein R 1 and R 10 are independently chosen from hydrogen or alkyl, and R 3 is aryl, optionally substituted with 0, 1 or multiple R 7 .

18 . The compound according to claim 13 , wherein R 6 is chosen from —C(O)R 8 or —CH 2 OC(O)R 5 .

19 . The compound according to claim 18 , wherein R 1 and R 10 are independently chosen from hydrogen or alkyl.

20 . The compound according to claim 18 , wherein R 3 is aryl, optionally substituted with 0, 1 or multiple R 7 .

21 . The compound according to claim 18 , wherein R 1 and R 10 are independently chosen from hydrogen or alkyl, and R 3 is aryl, optionally substituted with 0, 1 or multiple R 7 .

22 . An antifungal composition comprising any one of the compounds of claims 1 - 21 .

23 . The composition of claim 22 wherein the composition further comprises one or more fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides and combinations thereof.

24 . A composition for the control of a fungal pathogen including mixtures of at least one of the compounds of claims 1 - 21 and another pesticide including fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides and combinations thereof.

25 . The composition of any one of claim 24 wherein 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 ( Parastagonospora 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 ), Cucumber Downy Mildew ( Pseudoperonospora cubensis ), and Net Blotch of Barley ( Pyrenophora teres ).

26 . The composition of any one of claim 24 wherein the fungal pathogen is one of Leaf Blotch of Wheat ( Zymoseptoria tritici ), Wheat Brown Rust ( Puccinia triticina ), Barley Scald ( Rhynchosporium secalis ), Blast of Rice ( Pyricularia oryzae ), Rust of Soybean ( Phakopsora pachyrhizi ), Glume Blotch of Wheat ( Parastagonospora nodorum ), Anthracnose of Cucurbits ( Colletotrichum lagenarium ), Leaf Spot of Beet ( Cercospora beticola ), Powdery Mildew of Grapevine ( Uncinula necator ), Cucumber Downy Mildew ( Pseudoperonospora cubensis ), and Early Blight of Tomato ( Alternaria solani ).

27 . 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 - 21 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.

28 . 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 22 - 23 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.