Granted Patent B2

US 12,285,012 · App. 17/289,416 · Granted Apr 29, 2025

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

Assignee: CORTEVA AGRISCIENCE LLC

A01N43/40A01N25/32A01N43/50A01N43/54A01N43/90A01N47/38A01P13/00

Abstract

Claims (34)

1. A composition, comprising:

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

wherein:

R 1 is 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 N-oxide or salt thereof; and

(b) an acetolactate synthase (ALS) inhibitor or an agriculturally acceptable salt or ester thereof.

2. 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:

3. The composition of claim 1 , wherein the ALS inhibitor is selected from the group consisting of triazolopyrimidines sulfonamide herbicides, imidazolinone herbicides, pyrimidinyl oxybenzoate herbicides, sulfonylaminocarbonyl triazolinone herbicides, sulfonylurea herbicides, and combinations thereof.

4. The composition of claim 3 , wherein the ALS inhibitor is selected from the group consisting of amidosulfuron, azimsulfuron, bispyribac, bensulfuron, chlorimuron, chlorsulfuron, cinosulfuron, cloransulam, cyclosulfamuron, diclosulam, ethametsulfuron, ethoxysulfuron, flazasulfuron, florasulam, flucarbazone, flucetosulfuron, flumetsulam, flupyrsulfuron, foramsulfuron, halosulfuron, imazamethabenz, imazamox, imazapic, imazapyr, imazaquin, imazethapyr, imazosulfuron, iodosulfuron, iofensulfuron, mesosulfuron, metazosulfuron, metosulam, metsulfuron, nicosulfuron, orthosulfamuron, oxasulfuron, penoxsulam, primisulfuron, propoxycarbazone, propyrisulfuron, prosulfuron, pyrazosulfuron, pyribenzoxim, pyriftalid, pyriminobac, pyrimisulfan, pyrithiobac, pyroxsulam, rimsulfuron, sulfometuron, sulfosulfuron, thiencarbazone, thifensulfuron, triasulfuron, tribenuron, trifloxysulfuron, triflusulfuron, tritosulfuron, agriculturally acceptable salts and esters thereof, and combinations thereof.

5. The composition of claim 1 , wherein the weight ratio of the pyridine carboxylate herbicide (in g ae/ha) to the ALS inhibitor (in g ai/ha) is from about 1:100 to about 20:1.

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

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

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

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

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

wherein

R 1 is 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 N-oxide or salt thereof; and

(b) an acetolactate synthase (ALS) inhibitor or an agriculturally acceptable salt or ester thereof;

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

wherein the ALS inhibitor is applied in an amount of at least 0.1 g ai/ha.

10. The method of claim 9 , 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 9 , wherein the pyridine carboxylate herbicide and the ALS inhibitor are applied simultaneously.

12. The method of claim 9 , wherein the ALS inhibitor is selected from the group consisting of triazolopyrimidines sulfonamide herbicides, imidazolinone herbicides, pyrimidinyl oxybenzoate herbicides, sulfonylaminocarbonyl triazolinone herbicides, sulfonylurea herbicides, and combinations thereof.

13. The method of claim 12 , wherein the ALS inhibitor is selected from the group consisting of amidosulfuron, azimsulfuron, bispyribac, bensulfuron, chlorimuron, chlorsulfuron, cinosulfuron, cloransulam, cyclosulfamuron, diclosulam, ethametsulfuron, ethoxysulfuron, flazasulfuron, florasulam, flucarbazone, flucetosulfuron, flumetsulam, flupyrsulfuron, foramsulfuron, halosulfuron, imazamethabenz, imazamox, imazapic, imazapyr, imazaquin, imazethapyr, imazosulfuron, iodosulfuron, iofensulfuron, mesosulfuron, metazosulfuron, metosulam, metsulfuron, nicosulfuron, orthosulfamuron, oxasulfuron, penoxsulam, primisulfuron, propoxycarbazone, propyrisulfuron, prosulfuron, pyrazosulfuron, pyribenzoxim, pyriftalid, pyriminobac, pyrimisulfan, pyrithiobac, pyroxsulam, rimsulfuron, sulfometuron, sulfosulfuron, thiencarbazone, thifensulfuron, triasulfuron, tribenuron, trifloxysulfuron, triflusulfuron, tritosulfuron, agriculturally acceptable salts and esters thereof, and combinations thereof.

14. The method of claim 9 , wherein the pyridine carboxylate herbicide is provided in amount of 0.1 g ae/ha to 300 g ae/ha.

15. The method of claim 9 , wherein weight ratio of the pyridine carboxylate herbicide (in g ae/ha) to the ALS inhibitor (in g ai/ha) is from about 1:100 to about 20:1.

16. The method of claim 9 , further comprising applying a safener.

17. The method of claim 9 , further comprising applying an additional pesticide.

18. The method of claim 9 , wherein the composition does not include a herbicidal active ingredient in addition to (a) and (b).

Assignments (1)

Continuity (2)

References Cited (107)