KR100314469B1 - Herbicide composition - Google Patents

Abstract

The present invention relates to the use of certain types of herbicidal semicarbazones and their salts as synergistic or potentiating agents of herbicides and / or plant growth regulators.

Description

Herbicide composition

Method of using auxin inhibitors as a potentiator or potentiator of the herbicides of the present invention and a method of simultaneously spraying auxin transport inhibitors and herbicides, in combination with one or more herbicides 1 A composition containing more than one auxin migration inhibitor and a method of using the composition to inhibit or eliminate unwanted plant growth or to control plant growth.

Auxin migration inhibitors are themselves herbicides and are compounds that act by inhibiting the migration of auxins across the membrane that accumulate in cells and cause plant growth. Examples of auxin migration inhibitors include naphthalam, TIBA (2,3,5-triiodobenzoic acid) and DPX 1840 [3,3a-dihydro-2- (p-methoxyphenyl) -8H-pyrazolo [5 , 1-a] isoindole-8-one] [Note: EM Beyer. Jr., Plant Physiol., 50, 322 (1972), E.M. Beyer, Jr. et al., Plant Physiol., 57, 839 (1976), and semicarbazones such as those described in US Pat. Nos. 5,098,462 and 5,098,466 and EP-A-219451. In practicing the present invention, particularly preferred auxin migration inhibitors are compounds of formula (A).

Where

X and Y each represent hydrogen, fluorine or chlorine,

R is

Wherein Z is hydrogen, fluorine or chlorine and M is hydrogen or a salt forming portion (e.g., an alkali metal cation or optionally substituted ammonium cation).

Compounds of formula (A) are described in US Pat. Nos. 5,098,462 and 5,098,466, and European Patent Application No. 219451, their use as a recipe, herbicides and plant growth regulators and for herbicides containing them, and General contents regarding the composition for controlling plant growth are described. These patent documents do not mention any specific group of compounds represented by the formula (A) or their potentiating activity.

As used herein, the term herbicide means a compound that eliminates or inhibits the growth of unwanted plants. These compounds can be divided into several subclasses depending mainly on the form or type of action of the herbicide on the plant. For example, G.F. of Purdue University, Indiana, USA. According to Warren, herbicides include auxin migration inhibitors, growth regulating herbicides, photosynthesis inhibitors, pigment inhibitors, growth inhibitors, amino acid synthesis inhibitors, lipid biosynthesis inhibitors, cell wall biosynthesis inhibitors, cell membrane rapid breakers and "all kinds of "Herbicides and the like (growth-controlling herbicides include, for example, auxin agonists).

Surprisingly, it has been found in the present invention that when co-spraying auxin migration inhibitors, which are usually highly active herbicides, together with other types of herbicides, they further enhance the activity of other herbicides. Herbicides are understood herein to include desiccants and defoliants.

As used herein, the term synergism means that the activity exhibited by the interaction of the auxin migration inhibitor and the herbicide is greater than the activity predicted based on the activity obtained separately using the auxin migration inhibitor and the herbicide, respectively. Thus, by simultaneous application, the herbicidal activity is much better than the combined efficacy of each of the active substances.

This synergistic effect is demonstrated in various forms. That is, by simultaneous spraying, the use of auxin transfer inhibitor (s) and / or herbicide (s) alone may be used at a rate that would not be sufficient, or when each active ingredient is sprayed alone. Various types of weeds which could not be avoided can be controlled by spraying them together in the state of the mixture using the same amount of the active ingredient,

In addition, by simultaneous spraying, it is possible to obtain a significantly higher herbicidal activity than the sum of the efficacy of each active substance. Moreover, the auxin migration inhibitors of the present disclosure can increase the efficacy of herbicides, thereby increasing the maximum degree of inhibitory effect or growth control effect that can be achieved at a given rate of herbicide application, or optimal inhibition effect or growth regulation. It is possible to reduce the application rate of herbicides necessary to provide an effect.

By co-spraying is meant to include both methods of co-spraying in a tank mix or in a premix of a fixed formulation or sequentially spraying continuously (eg within 24 hours).

Non-limiting examples of herbicides which may exhibit synergism by using auxin migration inhibitors, in particular compounds of formula (A) according to the invention, include the following.

1. other auxin migration inhibitors (eg, naphthalam, etc.);

2. a) benzoic acid (eg dicamba, etc.); b) phenoxy acid, i) acetic acid type (eg 2,4-D, MCPA, etc.) ii) propionic acid type (eg 2,4-DP, MCPP, etc.) iii) butyric acid type (eg 2,4-) DB, MCPB, etc.); c) growth regulators including picolinic acid and related compounds (piccloram, triclopyr, fluoxypyr, clopyridide, etc.);

3. a) s-triazine i) chloro substituted (e.g. atrazine, simazine, cyanazine, etc.), ii) methoxy substituted (e.g. promethone, etc.), iii) methylthio substituted ( Eg, amethrin, promethrin, etc.); b) other triazines (eg, hexazinone, metrizin, etc.); c) substituted ureas (eg, diuron, fluorometruone, linuron, debutiuuron, thidiazuron, porchlorfenuron, etc.); d) uracil (eg bromacil, terbasil, etc.); e) photosynthetic inhibitors, including others (eg, bentazone, desmidepame, metazole, phenmedifam, propanyl, pyrazone, pyridate, etc.);

4. a) pyridazinones (eg, norpululazone, etc.); b) isoxazolone (eg, clomazone, etc.); c) US Pat. Nos. 4,695,673, 4,921,526: 5,006,150; 5,089,046, EP-A-338992; Triketones and cyclicdiones of the type described in EP-A-394889 and EP-A-506907 (all of which are incorporated herein by reference; examples of these compounds include, for example, 2- (2-chloro-4-methyl Silfonylbenzoyl) -1,3-cyclohexanedione (sulcotrione); 2- (4-methylsulfonyloxy-2-nitrobenzoyl) -4,4,6,6-titramethyl-1,3- Cyclohexanedione; 3- (4-methylsulfonyloxy-2-nitrobenzoyl) -bicyclo- [3,2,1] octane-2,4-dione: 3- (4-methylsulfonyl-2-nitro Benzoyl) -bicyclo- [3,2,1] octane-2,4-dione; 4- (4-chloro-2-nitrobenzoyl) -2,6.6-trimethyl-2H-1,2-oxazine-3 , 5 (4H, 6H) dione; 4- (4-methylthio-2-nitrobenzoyl) -2,6,6-trimethyl-2H-1,2-oxazine-3,5 (4H, 6H) -dione 3- (4-methylthio-2-nitrobenzoyl) -bicyclo [3, 2,1] octane-2,4-dione: 4- (2-nitro-4-trifluoromethoxybenzoyl) -2.6, 6-trimethyl-2H-1,2-oxazine-3,5 (4H, 6H) -dione; d) pigments containing other (eg, amitrol, flulidone, etc.) Agents;

5. a) mitotic breakers i) dinitroaniline (eg, trifluurin, prodiamine, benepine, etafluralin, isopropalin, oryzaline, pendimethalin, etc.); ii) others (eg, DCPA, dithiopyr, thiazapyr, prolonamide, etc.); b) sprout inhibitors of germinating seedlings i) thiocarbamates (eg, EPTC, butyrate, cycloate, molinate, pebulate, thiobencarb, triallade, benolate, etc.); c) root specific inhibitors of seed germinations (eg, bensilide, aprofamide, siduron, etc.); d) roots and germination inhibitors of seedlings (e.g., alaclo, acetoclo, metolaclo, dietathyl, propacolo and the like) chloroacetamide and dimethenamid (e.g. 2-chloro-N- (1-methyl-) Thiophenamines such as 2-ethoxy-ethyl) -N- (2,4-dimethyl-thien-3-yl) acetateamide; see U.S. Pat. No. 4,666,502) and others (e.g. Growth inhibitors;

6. a) glyphosate, glufosinate; b) sulfonylureas (e.g. metsulfuron, metsulfuron-methyl, etametsilfuron, nicosulfuron, triasulfuron, primasulfuron, bensulfuron, chlorimuron, chlorimuron-ethyl, chloro Sulfuron, sulfomethuron, thifensulfuron, tribenuron, triflusulfuron, clopyrasulfuron and pirazulfuron, etc.); c) sulfonamides (eg flumetsulam (ED498) and the like); d) amino acid synthesis inhibitors including imidazolinones (eg, imazaquin, imazamethabenz, imazapyr, imazetapyr, etc.);

7. a) cyclohexanedione (eg, cetoxydim, cletodim, etc.); b) aryloxyphenoxy (eg, fluaziphof-P-butyl, diclohof-methyl, haloxihof-methyl, quizolohof, etc.); c) lipid biosynthesis inhibitors, including others (phenoxaprop-ethyl, etc.);

8. cell wall biosynthesis inhibitors such as dichlorobenyl, isoxaben;

9. a) bipyridiumium (eg, paraquat, diquat, etc.); b) diphenyl ethers (e.g., acifluorfen, pomesafen, lactofen, oxyfluorfen, etc.); c) glutamine synthetase inhibitors (eg, glufosinate, etc.); d) rapid disruption of cell membranes, including others (oxadiazone, etc.);

1O. a) carbamate (eg, asuram, etc.); b) nitrile (eg bromoxynil, ioxyyl, etc.); c) hydantosidine and derivatives; d) other complex herbicides (eg, parobutrazole, etofucemate, quinclolac (BAS 514), defenquat, endortal, fosamine, DSMA, MSMA, etc.);

11. EP-A-315889; Compounds of the type described in EP-A-461,079 and EP-A 549524 and PCT application WO97 / 10653, which are incorporated herein by reference (eg, 3-[(4,6-dimethoxy) -2-pyrimidinyl) hydroxymethyl] -N-methyl-2-pyridine carboxamide; 4,7-dichloro-3- (4,6-dimethoxy-2-pyrimidinyl) -3- Hexanoyl-oxyphthalate; 3-[(4,6-dimethoxy-2-pyrimidinyl) carbonyl] -N, N-dimethyl-2-pyridinecarboxamide; 3,6-dichloro-2- [4,6-dimethoxy-2-pyrimidinyl) -carbonyl] benzoic acid; And others including 6-chloro-2-[(4,6-dimethoxy-2-pyrimidinyl) thio] -benzoic acid (DPX-PE350 or pyrithiobac) and salts thereof).

In some cases, it is noteworthy that one auxin migration inhibitor may enhance the efficacy of another migration inhibitor. This efficacy of auxin migration inhibitors has the effect of enhancing the activity of other types of herbicides. Accordingly, the present invention also relates to a method for inhibiting or eliminating unwanted plant growth or a method for regulating plant growth, which methods are herbicidally or plant growth in areas where it is necessary to suppress or eliminate the growth of the aforementioned plants. Concurrently spraying an effective amount of at least one auxin migration inhibitor with at least one other herbicide, wherein the auxin migration inhibitor is an unwanted plant growth that is sprayed at a rate that can provide synergism It relates to a method for inhibiting or eliminating or controlling plant growth.

The rate of application at the time of simultaneous application varies, of course, depending on climatic conditions, seasons, soil ecology, types of weeds to be controlled, etc., but about O.OOO11 to 1.1 kg / ha (O, OOO1lb to 1.0 lb / A), preferably An auxin transfer inhibitor is used at a rate of 0.0011 to 0.55 kg / ha (0.001 to 0.5 1 b / A), in particular 0.011 to 0.11 kg / ha (0.01 to 0.1 lb / A), and the herbicides used with Successful results can also be achieved by using them, or by using significantly less than their individual recommended amounts. (The application rates mentioned hereafter are in terms of the original measured in lb / A. Calculated using).

The suitability and selectivity of the particular simultaneous spreading method for pre- or post-germination use depends, of course, on the partner herbicide chosen.

The activity of the compound of formula (A) is described in the above-mentioned patent literature, and the activity of other known auxin migration inhibitors and the activity of appropriate partner herbicides are described in various literatures or commercially available forms thereof (see CROP PROTECTION CHEMlCALSREFERENCE, Chemical). & Pharmaceutical Press, New York City, NY, USA.

The present invention also provides a herbicidal or plant growth control composition comprising at least one auxin migration inhibitor and at least one other herbicide present in a synergistic amount. Especially preferred compositions comprise a compound of formula (A).

Such compositions contain the actives with agriculturally acceptable diluents. These may be used in solid or liquid incorporating conventional diluents, for example in the form of hydrating powders or emulsifiers.

Such compositions may be prepared by conventional methods, for example by mixing the active ingredient with a diluent and optionally with other formulation ingredients such as surfactants and oils.

The term diluent, as used herein, is an agriculturally acceptable substance in any liquid or solid phase, which is added to the active ingredient to provide an easier or improved spray form, or to obtain a useful activity or desired active strength. Can be. Examples of diluents include talc, kaolin, diatomaceous earth, xylene, non-phytotoxic oils or water and the like.

Certain formulations that can be sprayed in spray form, such as concentrates, water dispersible granules or hydrated powders, include surfactants such as hydrating and dispersing agents, for example formaldehyde and naphthalene sulfonates, alkaliarylsulfonates, lignin silfonates, Condensation products with fatty alkyl sulfates, ethoxylated alkylphenols or ethoxylated fatty alcohols, and the like.

Typically such formulations comprise from 0.01 to 90% by weight of active agent (s) and from 0 to 20% by weight of agriculturally acceptable surfactant, wherein the active agent consists of at least one auxin migration inhibitor and at least one other herbicide. have. The concentrated form of the composition generally contains about 2 to 90% by weight, preferably about 5 to 80% by weight of active agent. Formulations in the form of a spray may contain, for example, 0.01 to 20% by weight of active agent.

If simultaneous spraying, immediate continuous spraying or tank mixed spraying is used, partner herbicides that are not auxin transfer inhibitors, if appropriate, may be used in the commercially recommended form at the recommended or preferably lower amounts recommended for the manufacturer. Auxin migration inhibitors may be formulated as described in EP-A-219451, US Pat. No. 5,098,462 or 5,098,466, described above.

When co-spreading according to the invention, it may also include other compounds with biological activity, for example those with pesticidal or fungicidal properties,

Preferred methods of spreading include premixing tank mixes, fixed formulations prepared by, for example, adding auxin transfer inhibitors to tanks containing other herbicide partners and appropriate surfactants.

Depending on the choice of partner herbicides to be co-spread, both pre- and post-emergence activity on broad broadleaf and vegetation weeds can be achieved. Examples of such weeds include, but are not limited to:

Septaria sp.-Pigweed;

Bracjoaria platyphylla-broadleaf signalgrass;

Ipomoea sp.-Morning glory:

Abutilon theophrasti-velvet leaf;

Hibiscus trionum-Venice Mallow;

Solanum sp.-Branched plants (eg silverleaf nightshade, etc.);

Avena fatua-wild oats;

Sinapis alba-white mustard;

Amaranthus sp.-Hyacinth, spiny amaranth;

Xanthium strumarium-normal burdock;

Sorghum halepense-Johnson Grass;

Echinochloa crus-galli-banyardgrass;

Polygonum sp.- willow, wild buckwheat, crawling madweed;

Cassia obtusifolia-sicklepod;

Digitaria sp., Weeds of the winter pods;

Bromus tectorum- Downey Brome;

Apera spica-venti-windgrass;

Kenopodium album-normal lambsquatter;

Sorghum bicolor-shattercane;

Portulaca oleracea-purslane;

Sida spinosa-Frick Creek Sida;

Campis radicans-trumpet creepers;

Rottboellia exaltata-Ichgrass;

Cynodon dactylon-Bemuda Grass;

Agropyron repens-quickgrass;

Cyperus sp.-nutsedges;

Panicum sp.-Prosomilette;

Lespedeza sp.- Les pedezas;

Trifolium sp.-clobus;

Hippuris vulgaris-marestyle;

Asclepias sp.-Milkword;

Salvia sp.-lancerif sage;

Salsola iberica-Russian Thistle;

Convolvulus arvensis-field bindweed;

Cirsium arvense-cardana thistle;

Probosidea louisianica-devil throw;

Senesio sp.-normal wormwood;

Chorispora tennela-blue mustard;

Allopecurus myosuroides-blackgrass;

Sisymbrium altissimum-tumble mustard;

Caperionia palustris-Texasweed.

Selectivity for crops is usually determined by the partner herbicide selected.

For example, the compound of formula (A) is excellent in selectivity for corn and small grain crops.

Mixtures of auxin migration inhibitors with one or more other herbicides, so-called three-way mixes, can be considered.

Preferred auxin migration inhibitors are especially compounds of formula (A) wherein M is hydrogen or sodium, potassium, isopropylammonium or 2- (2-hydroxyethoxy) ethylammonium cation (Compound A1).

As another compound group, Z is hydrogen (Compound A2); Z is fluorine (compound A3); And a compound of formula (A) wherein Z is chlorine (compound A4).

Each particularly preferred auxin migration inhibitor is 2-acetylnacotinic acid 4- (3,5-difluorophenyl) semicarbazone, free acid or salt form, in particular sodium salt, in free acid or salt form, in particular in sodium salt form. 2-acetylnicotinic acid 4- (3-fluorophenyl) semicarbazone in the form and 2-acetylnicotinic acid-4- (3-chlorophenyl) semicarbazone in the free acid form or sodium salt form.

Preferred types of mixed partner herbicides include growth control herbicides (e.g., benzoic acid, phenoxy acetic acid, picolinic acid and related compounds, etc.), growth inhibitors (such as seedling roots and sprouting agents), rapid cell membrane destroyers [e.g. Bipyridiliums, and the like, amino acid synthesis inhibitors (eg, sulfonylureas, sulfonamides, etc.).

Examples of preferred herbicide partners for simultaneous application include dicamba, tidiazuron, 2,4-D, dimethenamid, atrazine, cyanazine, norflurazon, proxyroxir, primisulfuron, nicosulfuron, pendimethalin , Chlorpyridide, paraquat, etofumesate, flumetsulam (DE 498) and glyphosate for certain cases.

Certain combinations include, for example, 2-acetylnicotinic acid 4- (3,5-difluorophenyl) semicarbazone 2- (2-hydroxyethoxy) ethyl-ammonium salt (a): or 2-acetylnicotinic acid 4- (3-fluorophenyl) semcarbazone sodium salt (b); Or 2-acetylnicotinic acid 4- (3-chlorophenyl) semicarbazone sodium salt (c); 2-acetylnicotinic acid 4- (3,5-difluorophenyl) semicarbazone (d); 2-acetylnicotinic acid 4- (3,5-difluorophenyl) semicarbazone sodium salt (e); Each for example dimamba (z); Dimethenamid (y); 2,4-D (x); Or a mixture with tidiazuron (w).

As mentioned above, the spreading rate is determined according to various factors. In general, satisfactory results are obtained when the simultaneous application of partner herbicides is carried out at the rates given below.

Compounds (a), (b), (c) or (d) O11 to 1.1 kg / ha, preferably O11 to 0.55 kg / ha, in particular 0.011 to 0.11 kg / ha.

Compound (z) 0.011 to 2.2 kg / ha, preferably 0.05 to 0.55 kg / ha, in particular 0.11 to 0.55 kg / ha.

Compound (y) 0.11 to 4.4 kg / ha, preferably 0.275 to 1. kg / ha, in particular 0.55 to 1.0 kg / ha.

Compound (x) 0.011 to 2.2 kg / ha, preferably 0.11 to 1.1 kg / ha, in particular 0.275 to 0.825 kg / ha.

Compound (w) 0.011 to 1.1 kg / ha, preferably 0.055 to 0.55 kg / ha, in particular 0.088 to 0.44 kg / ha.

The weight ratio of each component in the fixed premix depends on the intended spreading ratio, but for example the ratio of compound (a) to compound (z) in the premix is for example 1: 2000 to 100: 1, preferably 1 : 50 to 5: 1, in particular, 1:50 to 1: 1, for example, in the range of l: 50 to 1: 2.5.

Examples of three-component mixtures include compound (e), compound (z) and a mixture of nicosulfuron or dimethenamid.

In addition, for example, an active herbicide can be added to the plant as described in Groups 5 and 7 above to the mixture of the compound (d) or a salt thereof and the compound (z).

Compounds of formula (A) wherein Z is chlorine or fluorine are novel and also form part of the invention. Accordingly, the present invention also relates to compounds represented by the following formula (XA);

Wherein X, Y and M are as defined in formula (A) and Z 'is chlorine or fluorine.

The present invention also provides methods for using weeds to remove weeds alone or in combination with other active compounds, herbicide compositions and compounds of formula (XA) containing only (XA) compounds or in combination with other active compounds. It relates to a method of manufacturing.

Particular formula (XA) compounds include free acid or salt form compounds where X is fluorine or chlorine, Y is hydrogen or fluorine and Z 'is 6-fluorine or 6-chlorine (ortho to carboxyl).

Particularly preferred are compounds of formula (XA), wherein Z 'is 6-fluorine or 6-chlorine.

Methods of using the formula (XA) compounds and their formulations as herbicide compositions include those described herein or US Pat. No. 5,098,462; 5,098,466 and EP-A-219451, all of which are incorporated herein by reference.

The following examples are not intended to limit the invention, but merely to illustrate the invention.

Example 1

Field test

Field tests were conducted on velvet reefs and tusks on corn fields. After sowing, weeds were sprayed 35 days after germination reaching 41 to 89 cm in height. The tank-mixed formulations were sprayed in such a way as to spread over the leaves. Compound (a) was tank mixed as it was. Compound (z) was tank mixed in the form of 0.5 kg / Ls.c, which is commercially available under the trademark BANVEL. A commercially available surfactant, Aquagene (Universal Coop Inc., Minneapolis, Minnesota) was used. The values described below were originally calculated using the following conversion factors for measurements measured in acres, pounds, inches and gallons.

1 ha = 2.47 acres; 1 kg = 2.2 lb,

; 1 m = 3.28 ft; 1 gallon = 3.78 ℓ,

The results can be summarized as follows.

The tank mix formulation consisting of (a) + (z) showed a much better effect than when each was treated alone. The use of the adjuvant provided a slight increase in inhibition, but the significant increase in inhibition obtained with the herbicide combination was not due to the adjuvant.

The combination consisting of (a) + (z) provided a significantly better effect than one of each of these herbicides combined with the effects obtained when the above mentioned application rates were applied (unsatisfactory in terms of weed inhibition).

There was no noticeable effect on corn crops.

Example 2

Greenhouse test

Greenhouse tests were conducted on velvet reef, tusks, morning glory and cocklebur. The treatment was carried out 10 days after germination and evaluated 18 days after treatment. Compound (e) was blended as a technically active ingredient in a mixture of the same amount (part) of acetone, water, and 1/2% surfactant. Compound (z) was used in the form of a commercially available trademark BANVEL herbicide (= 480 g / L active ingredient equivalent) formulated in water using 1/2% surfactant. This tank mixture was placed in a molding spray chamber and sparged three times per concentration.

From these results, it can be seen that synergistic effects are obtained using the Limpel's formula, and Duncan's multiple range test shows that these results are statistically significant.

Example 3

Preparation of 2-acetyl-6-fluorobenzoic acid 4- (3,5-difluorophenyl) semicarbazone (Table A compound 1)

a) Preparation of 3-fluorophthalic anhydride

15 g of 3-fluorophthalic acid were mixed with 16.6 g of acetic anhydride and refluxed for 3 hours. After removing unreacted acetic anhydride, the remaining white solid was recrystallized from toluene.

b) preparation of 2-acetyl-6-fluorobenzoic acid

9 g of 3-fluorophthalic anhydride and 6.8 g of malonic acid were mixed with 80 ml of triethylamine, and heated in an oil bath at 71 to 72 ° C. until gas evolution ceased. The reaction mixture is mixed with 50 ml of 10% HCI / H ₂ O and extracted with ether. The ether was evaporated off and the black oil obtained was chromatographed on a column, first using 20% ethyl acetate / nucleic acid (1 L) followed by 30% ethyl acetate / hexanes (1 L) to obtain primary 3- After obtaining the fluoro isomer, the desired 6-fluoro isomer was obtained; Melting point 76-81.5 degreeC.

c) preparation of the title compound

3 g of 6-fluoro-2-acetylbenzoic acid and 3 g of 4- (3,5-difluorophenyl) semicarb azide were mixed in 20 ml of methanol and heated to clear. The solution was then stirred at room temperature for 24 hours. The white solid was filtered off and dried in vacuo at 60 ° C. to afford the title product (melting point 227 ° (decomposition)). The corresponding sodium salt is prepared by reacting the free acid with 25% sodium methoxylate / methanol.

The following formula (XA) compounds can be prepared analogously.

TABLE A

Claims (10)

A herbicidal composition containing at least one auxin migration inhibitor and at least one other herbicide in an amount herbicidally or in a total amount useful for regulating plant growth. The method of claim 1, Herbicides include auxin migration inhibitors, growth control herbicides, photosynthesis inhibitors, pigment inhibitors, growth inhibitors, amino acid synthesis inhibitors, lipid biosynthesis inhibitors, cell wall biosynthesis inhibitors or cell membrane rapid breakers, more preferably growth regulators, growth inhibitors, cell membrane rapid breakdown Herbicide composition which is an agent or inhibitor of amino acid synthesis. The method according to claim 1 or 2, Herbicides include benzoic acid, phenoxy acetic acid, phenoxypropionic acid, phenoxybutyric acid, picolinic acid, chloro-substituted s-triazine, methoxy-substituted s-triazine, methylthio-substituted s-triazine, tri Azine, substituted urea, uracil, pyridazinone, isoxazolone, dinitroaniline, thiocarbamate, chloroacetamide, thiophenamine, sulfonylurea, sulfonamide, imidazolinone, cyclohexanedione, aryl A herbicide composition which is oxyphenoxy, bipyridylium, diphenylether, carbamate or nitrile, more preferably benzoic acid, phenoxy acetic acid, picolinic acid or bipyridylium. The method of claim 1, Herbicides are dicamba, thidiazuron, 2,4-D, dimethenamid, norflurazone, fluoroxypyr, chloropyralide, paraquat, glyphosate, glufosinate, etofumesate, nicosulfuron, quinine The herbicide composition which is chlorac or flumetsulam. The method according to claim 1 or 2, Herbicide compositions wherein the auxin migration inhibitor is a compound of Formula (A): Where X and Y each represent hydrogen, fluorine or chlorine, R is Is represented by Wherein Z is hydrogen, fluorine or chlorine, M is a hydrogen or salt forming part, preferably selected from hydrogen or sodium, potassium, isopropyl ammonium or 2- (2-hydroxyethoxy) ethylammonium cation. The method according to claim 1 or 2, The auxin migration inhibitor is 2-acetylnicotinic acid 4- (3,5-difluorophenyl) semicarbazone, 2-acetylnicotinic acid-4- (3-fluorophenyl) semicarbazone or 2 in free acid form or in salt form. -Acetylnicotinic acid-4- (3-chlorophenyl) semicarbazone, preferably 2-acetylnicotinic acid 4- (3,5-difluorophenyl) semicarbazone 2- (2-hydroxyethoxy) ethyl Ammonium salt (a); Or 2-acetylnicotinic acid 4- (3-fluorophenyl) semicarbazone sodium salt (b); 2-acetylnicotinic acid 4- (3-chlorophenyl) semicarbazone sodium salt (c); Or 2-acetylnicotinic acid 4- (3,5-difluorophenyl) semicarbazone (d), the herbicides being dicamba (z), dimethenamid (y); 2,4-D (x); Or tidiazuron (w). The method according to claim 1 or 2, The herbicide composition wherein the auxin migration inhibitor is selected from the group consisting of naphthalam, TIBA and DPX 1840. The method according to claim 1 or 2, The weight ratio of the auxin migration inhibitor to other herbicides is from 1: 2000 to 100: 1, preferably from 1:50 to 5: 1, more preferably from 1:50 to 1: 1, most preferably from 1:50 to 1 : 2.5 herbicide composition. A method of inhibiting or eliminating unwanted plant growth or regulating plant growth, wherein the proportion of synergistic action as defined in any one of claims 1 to 8 can be provided to an area in need of such inhibition or removal. At least one auxin migration inhibitor and at least one other herbicide together with a herbicidal or a total amount effective for regulating plant growth. The method of claim 9, A method of spraying an auxin migration inhibitor at a rate of O.OO11 to 1.1 kg / ha.