Auxinic herbicides and methods of use thereof

Patent metadata

Field	Value
Publication number	US-2024122179-A1
Application number	US-202218263801-A
Country	US
Kind code	A1
Filing date	Feb 4, 2022
Priority date	Feb 4, 2021
Publication date	Apr 18, 2024
Grant date	—

Abstract

At least some aspects of this disclosure include one or more auxinic herbicides with relatively low volatility. Some of these compounds may be especially useful when used in the process of growing commercially important plants. Methods for using these actives to control the growth and spread of unwanted plants and/or to hasten the growth of desirable plants are also disclosed herein.

First claim

1 . A compound, comprising at a compound according to Formula I:

wherein X is:

wherein R is independently selected from the group consisting of:
alkyl, aryl, or heteroaryl, wherein the compound exhibits herbicidal activity.

2 . A compound according to claim 1 , wherein X is:

and
R is selected from the group consisting of; alkyl, aryl, or heteroaryl;
wherein; the compound exhibits herbicidal activity.

3 . The compound according to claim 1 , wherein, X is:

and
R is selected from the group consisting of; alkyl, aryl, or heteroaryl;
wherein the compound exhibits herbicidal activity.

4 . The compound according to claim 1 , wherein, Xa is one or more tautomers of:

and
R is selected from the group consisting of; alkyl, aryl, or heteroaryl;
wherein the compound exhibits herbicidal activity.

5 . The compound according to claim 1 , wherein, X is:

and
R is selected from the group consisting of; alkyl, aryl, or heteroaryl;
wherein the compound exhibits herbicidal activity.

6 . A compound according to claim 1 , comprising at least one compound with herbicidal activity selected from the group consisting of

7 . The compound according to claim 1 , wherein the compound exhibits lower volatility than 3,6-dichloro-2-methoxybenzoic acid.

8 - 9 . (canceled)

10 . A formulation, comprising:
a compound of claim 1 , and at least one addition herbicide.

11 . The formation of claim 10 , comprising
at least one safener.

12 - 18 . (canceled)

19 . The formulation according to claim 10 , wherein the at least one additional herbicide is selected from the group consisting of acetolactate synthase (ALS) inhibitor herbicides, synthetic auxin herbicides, phytoene desaturase (PDS) inhibitor herbicides, glyphosate, glufosinate, photosystem II (PS II) inhibitor herbicides, acetyl CoA carboxylase (ACCase) inhibitor herbicides, 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor herbicides, protoporphyrinogen oxidase (PROTOX) inhibitor herbicides, plant growth regulator herbicides, cellulose biosynthesis (CBI) inhibitor herbicides, very long chain fatty acid (VLCFA) herbicides, microtubule assembly inhibitor herbicides, fatty acid and lipid synthesis (FA/LSI) inhibitor herbicides, and combinations thereof.

20 . (canceled)

21 . The formulation according to claim 19 , wherein the herbicide is an acetolactate synthase (ALS) inhibitor herbicide selected from the group consisting of: clodinafop, cyhalofop, diclofop, fenoxaprop, fenthiaprop, fluazifop, haloxyfop, metamifop, propaquizafop, quizalofop, alloxydim, butroxydim, clethodim, cloproxydim, cycloxydim, pinoxaden, profoxydim, sethoxydim, tepraloxydim, tralkoxydim, agriculturally acceptable salts or esters thereof, or combinations thereof

22 . (canceled)

23 . The formulation according to claim 19 , wherein the herbicide is a synthetic auxin herbicide selected from the group consisting of: 2,4-D; 2,4-DB; 2,3,6-TBA, aminocyclopyrachlor, aminopyralid, benazolin-ethyl, chloramben, clomeprop, clopyralid, dichlorprop, dichlorprop-P, florpyrauxifen (such as florpyrauxifen-benzyl), fluroxypyr, fluroxypyr-MHE, halauxifen, halauxifen-methyl, mecoprop, mecoprop-P, MCPA, MCPA-thioethyl, MCPB, picloram, quinclorac, quinmerac, triclopyr, agriculturally acceptable salts and esters thereof, and combinations thereof.

24 . The formulation according to claim 19 , wherein the herbicide is a phytoene desaturase (PDS) inhibitor herbicides herbicide selected from the group consisting of: beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, agriculturally acceptable salts and esters thereof, and combinations thereof.

25 . The formulation according to claim 19 , wherein the herbicide is selected from the group consisting of: glyphosate, glufosinate, agriculturally acceptable salts and esters thereof, and combinations thereof.

26 . The formulation according to claim 19 , wherein the herbicide is a photosystem II (PS II) inhibitor herbicide selected from the group consisting of: ametryne, amicarbazone, atrazine, bentazone, bromacil, bromofenoxim, bromoxynil, chlorbromuron, chloridazon, chlorotoluron, chloroxuron, cyanazine, desmedipham, desmetryn, dimefuron, dimethametryn, diuron, ethidimuron, ethiozin, fenuron, fluometuron, hexazinone, iodobonil, ioxynil, isocil, isomethiozin, isoproturon, isouron, karbutilate, lenacil, linuron, metamitron, methabenzthiazuron, metobromuron, metoxuron, metribuzin, monolinuron, neburon, pentanochlor, phenmedipham, prometon, prometryn, propanil, propazine, pyridafol, pyridate, siduron, simazine, simetryne, tebuthiuron, terbacil, terbumeton, terbuthylazine, terbutryn, trietazine, and combinations thereof.

27 . (canceled)

28 . The formulation according to claim 19 , wherein the herbicide is an acetyl CoA carboxylase (ACCase) inhibitor herbicide selected from the group consisting of: clodinafop, cyhalofop, diclofop, fenoxaprop, fenthiaprop, fluazifop, haloxyfop, metamifop, propaquizafop, quizalofop, alloxydim, butroxydim, clethodim, cloproxydim, cycloxydim, profoxydim, sethoxydim, tepraloxydim, tralkoxydim, agriculturally acceptable salts or esters thereof, and combinations thereof.

29 . The formulation according to claim 19 , wherein the herbicide is a 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor herbicide selected from the group consisting of: benzobicyclon, benzofenap, bicyclopyrone, fenquinotrione, isoxachlortole, isoxaflutole, lancotrione, mesotrione, pyrasulfotole, pyrazolynate, pyrazoxyfen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone, agriculturally acceptable salts or esters thereof, and combinations thereof.

30 . The formulation according to claim 19 , wherein the herbicide is a protoporphyrinogen oxidase (PROTOX) inhibitor herbicide selected from the group consisting of: acifluorfen, azafenidin, benzfendizone, bifenox, butafenacil, carfentrazone, chlomethoxyfen, cinidon, fluazolate, flufenpyr, flumiclorac, flumioxazin, fluoroglycofen, fluthiacet, fomesafen, halosafen, lactofen, oxadiargyl, oxadiazon, oxyfluorfen, pentoxazone, profluazol, pyraclonil, pyraflufen, saflufenacil, sulfentrazone, thidiazimin, tiafenacil, agriculturally acceptable salts or esters thereof, and combinations thereof.

31 . The formulation according to claim 19 , wherein the herbicide is a plant growth regulator herbicide selected from the group

Assignees

• Corteva Agriscience Llc

Inventors

• Simpson David
• Kister Jeremy
• Li Mei
• Wei Bin
• Gifford James

Classifications

• A01N37/40 Primary

  having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system · CPC title

• A01N25/32

  Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions · CPC title

• A01N37/22

  the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides · CPC title

• A01N41/10

  Sulfones; Sulfoxides · CPC title

• A01N43/08

  with oxygen as the ring hetero atom · CPC title