USE OF PICOLINAMIDE COMPOUNDS WITH FUNGICIDAL ACTIVITY
This disclosure relates to picolinamides of Formula I and their use as fungicides.
1 . A composition for the control of a fungal pathogen including mixtures of at least one of the compounds of Formula 1
wherein:
X is hydrogen or C(O)R 5 ;
Y is hydrogen, C(O)R 5 , or Q;
Q is
R 1 and R 11 are independently chosen from hydrogen or alkyl, optionally substituted with 0, 1 or multiple R 8 ; Alternatively, R 1 and R 11 may be taken together to form a 3-6 membered saturated or partially saturated carbocycle or heterocycle, optionally substituted with 0, 1 or multiple R 8 ;
R 2 and R 12 are independently chosen from hydrogen, alkyl, aryl, or alkenyl, each optionally substituted with 0, 1 or multiple R 8 ;
R 3 is chosen from hydrogen, C 2 -C 6 alkyl, aryl, or alkenyl, each optionally substituted with 0, 1 or multiple R 8 ;
R 4 is chosen from alkyl, aryl, or acyl, each optionally substituted with 0, 1 or multiple R 5 ;
R 5 is chosen from alkoxy or benzyloxy, each optionally substituted with 0, 1, or multiple R 8 ;
R 6 is chosen from hydrogen, alkoxy, or halo, each optionally substituted with 0, 1, or multiple R 8 ;
R 7 is chosen from hydrogen, —C(O)R 9 , or —CH 2 OC(O)R 9 ;
R 8 is chosen from hydrogen, alkyl, aryl, acyl, halo, alkenyl, alkoxy, or heterocyclyl, each optionally substituted with 0, 1, or multiple R 10 ;
R 9 is chosen from alkyl, alkoxy, or aryl, each optionally substituted with 0, 1, or multiple R 8 ; and
R 10 is chosen from hydrogen, alkyl, aryl, acyl, halo, alkenyl, alkoxy, or heterocyclyl.
2 . The composition according to claim 1 , wherein X is hydrogen and Y is Q.
3 . The composition according to claim 2 , wherein R 6 is alkoxy.
4 . The composition according to claim 3 , wherein R 7 is hydrogen.
5 . The composition according to claim 4 , wherein R 1 and R 11 are independently chosen from hydrogen or alkyl.
6 . The composition according to claim 4 , wherein R 2 and R 12 are independently chosen from hydrogen or alkyl.
7 . The composition according to claim 4 , wherein R 3 is chosen from C 2 -C 6 alkyl, aryl, or alkenyl, each optionally substituted with 0, 1 or multiple R 8 .
8 . The composition according to claim 4 , wherein R 4 is chosen from alkyl or aryl, each optionally substituted with 0, 1 or multiple R 8 .
9 . The composition according to claim 4 , wherein R 1 and R 11 are independently chosen from hydrogen or alkyl, R 2 and R 12 are independently chosen from hydrogen or alkyl, R 3 is chosen from C 2 -C 6 alkyl, aryl, or alkenyl, each optionally substituted with 0, 1 or multiple R 8 , and R 4 is chosen from alkyl or aryl, each optionally substituted with 0, 1 or multiple R 8 .
10 . The composition according to claim 3 , wherein R 7 is chosen from —C(O)R 9 , or —CH 2 OC(O)R 9 .
11 . The composition according to claim 10 , wherein R 9 is alkyl, optionally substituted with 0, 1 or multiple R 8 .
12 . The composition according to claim 11 , wherein R 1 and R 11 are independently chosen from hydrogen or alkyl.
13 . The composition according to claim 11 , wherein R 2 and R 12 are independently chosen from hydrogen or alkyl.
14 . The composition according to claim 11 , wherein R 3 is chosen from C 2 -C 6 alkyl, aryl, or alkenyl, each optionally substituted with 0, 1 or multiple R 8 .
15 . The composition according to claim 11 , wherein R 4 is chosen from alkyl or aryl, each optionally substituted with 0, 1 or multiple R 8 .
16 . The composition according to claim 11 , wherein R 1 and R 11 are independently chosen from hydrogen or alkyl, R 2 and R 12 are independently chosen from hydrogen or alkyl, R 3 is chosen from C 2 -C 6 alkyl, aryl, or alkenyl, each optionally substituted with 0, 1 or multiple R 8 , and R 4 is chosen from alkyl or aryl, each optionally substituted with 0, 1 or multiple R 8 .
17 . The composition according to claim 16 , wherein R 9 is chosen from —CH 3 , —CH 2 OCH 2 CH 3 , —CH 2 CH 2 OCH 3 , —CH(CH 3 ) 2 , —CH 2 CH 2 CH 2 CH 3 , or -cyclopropyl.
18 . The composition for the control of a fungal pathogen including at least one of the compositions of claim 9 and a phytologically acceptable carrier material.
19 . The composition for the control of a fungal pathogen including at least one of the compositions of claim 16 and a phytologically acceptable carrier material.
20 . (canceled)
21 . The composition for the control of a fungal pathogen including mixtures of at least one of the compositions of claim 9 and another pesticide including fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides and combinations thereof.
22 . The composition for the control of a fungal pathogen including mixtures of at least one of the compositions of claim 16 and another pesticide including fungicides, insecticides, nematocides, miticides, arthropodicides, bactericides and combinations thereof.
23 . (canceled)
24 . (canceled)
25 . (canceled)
26 . (canceled)
27 . (canceled)
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 claim 9 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.
29 . 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 16 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.
30 . (canceled)
31 . (canceled)
32 . (canceled)