Granted Patent B2

US 12,453,349 · App. 17/289,805 · Granted Oct 28, 2025

Inventors: Jeremy Kister (Carmel, IN); Norbert M. Satchivi (Carmel, IN)

A01N43/40A01N25/32A01N41/10A01N43/56A01N43/80A01P21/00

Abstract

Claims (34)

1. A composition, comprising:

(a) a pyridine carboxylate herbicide defined by Formula (I):

wherein:

R 1 is cyanomethyl or propargyl;

R 2 and R 2′ are independently hydrogen, C 1 -C 6 alkyl, formyl, alkoxycarbonyl, or acyl;

R 3 , R 3′ , R 3″ , and R 3″′ are independently hydrogen, halogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 alkoxy, or C 1 -C 3 haloalkoxy;

or an agriculturally acceptable salt thereof; and

(b) an HPPD inhibitor herbicide selected from the group consisting of benzobicyclon, isoxaflutole, mesotrione, pyrazolynate, sulcotrione, tembotrione, topramezone, an agriculturally acceptable salt thereof, an agriculturally acceptable ester thereof, and combinations thereof;

wherein the weight ratio of the pyridine carboxylate herbicide in g ae to the HPPD inhibitor herbicide in g ai is from about 1:100 to about 5:1.

2. The composition of claim 1 , wherein the pyridine carboxylate herbicide compound is cyanomethyl 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl)pyridine-2-carboxylate:

3. The composition of claim 1 , wherein the pyridine carboxylate herbicide compound is propargyl 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl)pyridine-2-carboxylate:

4. The composition of claim 1 , wherein the weight ratio of the pyridine carboxylate herbicide in g ae to the HPPD inhibitor herbicide in g ai is from about 1:50 to about 1:1.

5. The composition of claim 1 , further comprising a safener.

6. The composition of claim 1 , further comprising an additional pesticide.

7. The composition of claim 1 , wherein the composition does not include a herbicidal active ingredient in addition to (a) and (b).

8. A method of controlling undesirable vegetation, comprising applying to the vegetation or an area adjacent the vegetation or applying to soil to limit the emergence or growth of the vegetation a composition, comprising:

(a) a pyridine carboxylate herbicide defined by Formula (I):

wherein

R 1 is cyanomethyl or propargyl;

R 2 and R 2′ are independently hydrogen, C 1 -C 6 alkyl, formyl, alkoxycarbonyl, or acyl;

R 3 , R 3′ , R 3″ , and R 3″′ are independently hydrogen, halogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 3 alkoxy, or C 1 -C 3 haloalkoxy;

or an agriculturally acceptable salt thereof; and

(b) an HPPD inhibitor herbicide selected from the group consisting of benzobicyclon, isoxaflutole, mesotrione, pyrazolynate, sulcotrione, tembotrione, topramezone, an agriculturally acceptable salt thereof, an agriculturally acceptable ester thereof, and combinations thereof;

wherein the pyridine carboxylate herbicide is applied in an amount of at least 0.1 g ae/ha;

wherein the HPPD inhibitor herbicide is applied in an amount of at least 1 g ai/ha;

wherein the weight ratio of the pyridine carboxylate herbicide in g ae to the HPPD inhibitor herbicide in g ai is from about 1:100 to about 5:1.

9. The method of claim 8 , wherein the pyridine carboxylate herbicide compound is cyanomethyl 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl)pyridine-2-carboxylate:

10. The method of claim 8 , wherein the pyridine carboxylate herbicide compound is propargyl 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl)pyridine-2-carboxylate:

11. The method of claim 8 , wherein the pyridine carboxylate herbicide and the HPPD inhibitor herbicide are applied simultaneously.

12. The method of claim 8 , wherein the pyridine carboxylate herbicide is provided in amount of 0.1 g ae/ha to 300 g ae/ha.

13. The method of claim 8 , wherein weight ratio of the pyridine carboxylate herbicide in g ae to the HPPD inhibitor herbicide in g ae is from about 1:50 to about 1:1.

14. The method of claim 8 , further comprising applying a safener.

15. The method of claim 8 , further comprising applying an additional pesticide.

16. The method of claim 8 , wherein the composition does not include a herbicidal active ingredient in addition to (a) and (b).

Assignments (2)

Continuity (2)

References Cited (113)