Plant growth promotion method, plant height enhancement method, plant growth promoter, and plant height enhancer

Abstract

To provide a plant growth regulator with excellent plant growth promoting effect.SOLUTION: A plant growth regulator of the present invention includes a compound represented by Formula (I) or its tautomer, or an agrochemically acceptable salt thereof as an active ingredient, where R1 and R2 each independently represent a hydrogen atom or a C1-4 alkyl group, and R3 to R5 each independently represent a C1-4 alkyl group.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a plant growth regulator and its use. [Background technology]

[0002] There has been a demand for agents that exhibit high growth-promoting effects on a wide range of plants. For example, oxidized glutathione is known as such an agent (Patent Document 1). [Prior art documents] [Patent documents]

[0003] [Patent Document 1] International Publication No. WO2008 / 072602 Summary of the Invention [Problem to be solved by the invention]

[0004] However, the growth-promoting effect of existing agents is not sufficient, and there is still a demand for plant growth regulators that exhibit excellent growth-promoting effects. The present invention has been made in consideration of the above problems, and an object of the present invention is to provide a plant growth regulator that has excellent plant growth-promoting effects. [Means for solving the problem]

[0005] As a result of intensive research, the present inventors have surprisingly found that an excellent plant growth promoting effect can be obtained by using a specific antioxidant that has been conventionally used in foods, medical products, cosmetics, etc., as a plant growth regulator, and have thus completed the present invention. That is, in order to solve the above problems, the plant growth regulator according to the present invention contains, as an active ingredient, a compound represented by the following formula (I) or a tautomer thereof, or an agronomically acceptable salt thereof.

[0006] [ka]

[0007] In formula (I), R 1 and R 2 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R 3 ~R 5 each independently represents an alkyl group having 1 to 4 carbon atoms.

[0008] Furthermore, the method for promoting plant growth according to the present invention comprises treating a plant with the compound represented by the above formula (I) or a tautomer thereof, or an agriculturally acceptable salt thereof. Effect of the Invention

[0009] According to the present invention, a plant growth regulator having excellent plant growth-promoting effect can be provided. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0010] [Plant growth regulator] (Active ingredient) The plant growth regulator of this embodiment contains, as an active ingredient, a compound represented by the following formula (I) (hereinafter simply referred to as "compound (I)") or a tautomer, or an agronomically acceptable salt thereof.

[0011] [ka]

[0012] In formula (I), R 1 and R 2 R independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. 3 ~R 5 each independently represents an alkyl group having 1 to 4 carbon atoms.

[0013] The alkyl group may be straight-chained or branched, ie, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-butyl.

[0014] R 1 and R 2 At least one of R is preferably a hydrogen atom, and more preferably, both are hydrogen atoms. 1 and R 2 When is an alkyl group, it is preferably a methyl group, an ethyl group, or a propyl group, more preferably a methyl group or an ethyl group, and even more preferably a methyl group.

[0015] R 3 ~R 5 R is preferably independently a methyl group, an ethyl group, or a propyl group, more preferably a methyl group or an ethyl group, and even more preferably a methyl group. 3 ~R 5 At least one of the groups is preferably a methyl group, more preferably at least two of the groups are methyl groups, and further preferably all of the groups are methyl groups.

[0016] "Tautomer thereof" refers to a tautomer of compound (I). Compound (I) contains R 1 and R 2 In the case where at least one of R is a hydrogen atom, tautomers exist. 2 When R is a hydrogen atom, a compound represented by the following formula (II) (hereinafter simply referred to as "compound (II)") may exist as a tautomer. 1 When is a hydrogen atom, a compound represented by the following formula (III) (hereinafter simply referred to as "compound (III)") may exist as a tautomer. Hereinafter, compound (II) and compound (III) will be collectively referred to simply as "tautomers".

[0017] [ka]

[0018] In formulas (II) and (III), R 1 ~R 5is R in formula (I) 1 ~R 5 is equivalent to.

[0019] A preferred compound as compound (I) or a tautomer thereof is specifically ergothioneine, and more preferably L-(+)-ergothioneine.

[0020] These compounds may be commercially available or may be synthesized by techniques well known to those skilled in the art, for example, the methods described in Patent Document JP-A-2013-506706 or JP-A-2006-160748. Ergothioneine is also known to be produced by bacteria and fungi. Examples of production methods using such microorganisms include the methods described in Patent Documents JP-A-2012-105618, JP-A-2014-223051, WO2016 / 104437, WO2016 / 121285, WO2015 / 168112, and WO2017 / 150304. As ergothioneine, a culture containing ergothioneine obtained from these microorganisms may be used as it is, or ergothioneine may be concentrated or purified before use.

[0021] "Pesticide-chemically acceptable" generally means safe, non-toxic, and not biologically or otherwise undesirable, and is acceptable for use as a pesticide, particularly for promoting plant growth.

[0022] "Agriculturally acceptable salt" of compound (I) or its tautomer means an agriculturally acceptable salt as defined above that provides the action and effect of compound (I) or its tautomer. Examples of such salts include hydrates, solvates, acid addition salts, salts formed when an acidic proton present in compound (I) or its tautomer is replaced by a metal ion, and salts formed when the acidic proton is coordinated with an organic base or an inorganic base.

[0023] Acid addition salts may be formed with inorganic or organic acids. Inorganic acids include hydrochloric acid, hydrobromic acid, sulfuric acid, nitric acid, and phosphoric acid. Organic acids include acetic acid, benzenesulfonic acid, benzoic acid, camphorsulfonic acid, citric acid, ethanesulfonic acid, fumaric acid, glucoheptonic acid, gluconic acid, glutamic acid, glycolic acid, hydroxynaphthoic acid, 2-hydroxyethanesulfonic acid, lactic acid, maleic acid, malic acid, mandelic acid, methanesulfonic acid, muconic acid, 2-naphthalenesulfonic acid, propionic acid, salicylic acid, succinic acid, dibenzoyl-L-tartaric acid, tartaric acid, p-toluenesulfonic acid, trimethylacetic acid, and trifluoroacetic acid.

[0024] Examples of the metal ion which can be substituted for the acidic proton present in compound (I) or its tautomer include an alkali metal ion, an alkaline earth metal ion, and an aluminum ion.

[0025] Examples of organic bases capable of coordinating with the acidic protons present in compound (I) or its tautomers include diethanolamine, ethanolamine, N-methylglucamine, triethanolamine, tromethamine, etc. Examples of inorganic bases include aluminum hydroxide, calcium hydroxide, potassium hydroxide, sodium carbonate, sodium hydroxide, etc.

[0026] The plant growth regulator according to the present embodiment contains compound (I) or its tautomer, or an agrochemically acceptable salt thereof as an active ingredient, and exhibits an excellent growth-promoting effect in plants treated with the compound. In this specification, "excellent growth-promoting effect" refers to at least one of the plant growth indicators being superior to conventional compounds. Here, examples of the "plant growth indicator" include plant height, number of tillers, number of flowers, number of fruits, and seed yield.

[0027] The plant growth regulator according to the present embodiment preferably contains compound (I) or an agronomically acceptable salt thereof as an active ingredient. The plant growth regulator according to the present embodiment may contain a plurality of compounds selected from compound (I) and its tautomers or agronomically acceptable salts thereof as active ingredients.

[0028] Generally, in a solution, compound (I) and compound (II) or compound (III) may exist in equilibrium. The ratio of compound (I) to compound (II) or compound (III) may vary depending on the solvent, temperature, pH, etc.

[0029] (Applies to) The plant growth regulator of the present embodiment generally exhibits a growth-promoting effect on all plants, and examples of applicable plants include the following. Gramineae such as rice, wheat, barley, rye, oats, triticale, corn, sorghum, sugarcane, turfgrass, bentgrass, bermudagrass, fescue and ryegrass; Fabaceae such as soybean, peanut, kidney bean, pea, adzuki bean and alfalfa; Convolvulaceae such as sweet potato; Solanaceae such as chili pepper, bell pepper, tomato, eggplant, potato and tobacco; Polygonaceae such as buckwheat; Asteraceae such as sunflower; Araliaceae such as ginseng; Brassicaceae such as rapeseed, Chinese cabbage, turnip, cabbage and radish; Chenopodiaceae such as sugar beet; Malvaceae such as cotton; Rubiaceae such as coffee plant; Sterculiaceae such as cocoa; Tea Theaceae family, such as watermelon, melon, cucumber and pumpkin; Liliaceae family, such as onion, leek and garlic; Rosaceae family, such as strawberry, apple, almond, apricot, plum, cherry, plum, peach and pear; Apiaceae family, such as carrot; Araceae family, such as taro; Anacardiaceae family, such as mango; Bromeliaceae family, such as pineapple; Papaya family, such as papaya; Ebenaceae family, such as persimmon; Rhododendron family, such as blueberry; Juglandaceae family, such as pecan; Musaceae family, such as banana; Oleaceae family, such as olive; Palm family, such as coconut and date palm; Rutaceae family, such as mandarin orange, orange, grapefruit and lemon; Vitaceae family, such as grapes; Flowers and ornamental plants, trees other than fruit trees and other ornamental plants.

[0030] In addition, wild plants, plant cultivars, plants and plant cultivars obtained by conventional biological breeding such as crossbreeding or protoplast fusion, and genetically modified plants and plant cultivars obtained by genetic engineering can be mentioned. Examples of genetically modified plants and plant cultivars include herbicide-resistant crops, pest-resistant crops incorporating an insecticidal protein-producing gene, disease-resistant crops incorporating a disease resistance inducer-producing gene, crops with improved taste, crops with improved yield, crops with improved storage stability, and crops with improved yield. Genetically modified plant cultivars approved in each country can be listed in the database of the International Society for the Advancement of Agricultural Sciences (ISAAA). Specific examples include those that include registered trademarks such as Roundup Ready, Liberty Link, IMI, SCS, Clearfield, Enlist, Bt, BXN, Poast Compatible, AgriSure, Genuity, Optimum, Powercore, DroughtGard, YieldGard, Herculex, WideStrike, Twinlink, VipCot, GlyTol, Newleaf, KnockOut, BiteGard, BtXtra, StarLink, Nucotn, NatureGard, Protecta, SmartStax, Power Core, InVigor and Bollgard.

[0031] (formulation) Plant growth regulators are generally used by mixing the active ingredient, Compound (I), or a tautomer thereof, or a mixture thereof with a solid or liquid carrier (diluent), a surfactant, and other formulation adjuvants, and formulating them into various forms such as dusts, wettable powders, granules, and emulsifiable concentrates.

[0032] Examples of solid carriers, liquid carriers, and surfactants used as formulation adjuvants include, first, solid carriers, which are used as powder carriers and granular carriers, and include minerals such as clay, talc, diatomaceous earth, zeolite, montmorillonite, bentonite, acid clay, activated clay, attapulgite, calcite, vermiculite, perlite, pumice, and silica sand; synthetic organic substances such as urea; salts such as calcium carbonate, sodium carbonate, sodium sulfate, hydrated lime, and sodium bicarbonate; amorphous silica such as white carbon, and titanium dioxide. synthetic inorganic substances; plant-based carriers such as wood flour, corn stalks (cobs), walnut shells (nut husks), fruit kernels, rice husks, sawdust, bran, soybean flour, powdered cellulose, starch, dextrin and sugars; and various polymer carriers such as cross-linked lignin, cationic gels, gelatin that gels when heated or with a polyvalent metal salt, water-soluble polymer gels such as agar, chlorinated polyethylene, chlorinated polypropylene, polyvinyl acetate, polyvinyl chloride, ethylene-vinyl acetate copolymers and urea-aldehyde resins.

[0033] Liquid carriers include aliphatic solvents (paraffins), aromatic solvents (xylene, alkylbenzene, alkylnaphthalene, solvent naphtha, etc.), mixed solvents (kerosene), machine oils (refined high-boiling aliphatic hydrocarbons), alcohols (methanol, ethanol, isopropanol, cyclohexanol, etc.), polyhydric alcohols (ethylene glycol, diethylene glycol, propylene glycol, hexylene glycol, polyethylene glycol, polypropylene glycol, etc.), polyhydric alcohol derivatives (propylene glycol ethers, etc.), ketones (acetone, acetophenone, cyclohexanone, Examples of suitable solvents include methylcyclohexanone, γ-butyrolactone, etc.), esters (fatty acid methyl esters (coconut oil fatty acid methyl esters), ethylhexyl lactate, propylene carbonate, dibasic acid methyl esters (dimethyl succinate, dimethyl glutamate, dimethyl adipate)), nitrogen-containing carriers (N-alkylpyrrolidones), oils and fats (coconut oil, soybean oil, rapeseed oil, etc.), amide solvents (dimethylformamide, (N,N-dimethyloctanamide, N,N-dimethyldecanamide, 5-(dimethylamino)-2-methyl-5-oxo-valeric acid methyl ester, N-acylmorpholine solvents (CAS No. 887947-29-7, etc.)), dimethyl sulfoxide, acetonitrile, and water.

[0034] Examples of the surfactant include nonionic surfactants such as sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, sucrose fatty acid esters, polyoxyethylene fatty acid esters, polyoxyethylene resin acid esters, polyoxyethylene fatty acid diesters, polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenyl ethers, polyoxyethylene dialkyl phenyl ethers, polyoxyethylene alkyl phenyl ether formalin condensates, polyoxyethylene / polyoxypropylene block polymers, alkyl polyoxyethylene / polyoxypropylene block polymer ethers, polyoxyethylene alkylamines, polyoxyethylene fatty acid amides, polyoxyethylene fatty acid bisphenyl ethers, polyoxyethylene benzyl phenyl (or phenyl phenyl) ethers, polyoxyethylene styryl phenyl (or phenyl phenyl) ethers, polyoxyethylene ether and ester-type silicone and fluorine-based surfactants, polyoxyethylene castor oil, polyoxyethylene hydrogenated castor oil, and alkyl glycosides.Examples of anionic surfactants include salts of sulfates such as alkyl sulfates, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkyl phenyl ether sulfates, polyoxyethylene benzyl (or styryl) phenyl (or phenylphenyl) ether sulfates, polyoxyethylene, polyoxypropylene block polymer sulfates, paraffin (alkane) sulfonates, α-olefin sulfonates, dialkyl sulfosuccinates, alkyl benzene sulfonates, mono- or dialkyl naphthalene sulfonates, naphthalene sulfonate-formaldehyde condensates, alkyl diphenyl ether disulfonates, lignin sulfonates, etc. Examples of the surfactant include salts of sulfonates such as polyoxyethylene alkyl phenyl ether sulfonate and polyoxyethylene alkyl ether sulfosuccinic acid half ester, salts of fatty acids such as fatty acids, N-methyl-fatty acid sarcosinate and resin acids, salts of phosphates such as polyoxyethylene alkyl ether phosphate, polyoxyethylene mono- or dialkyl phenyl ether phosphate, polyoxyethylene benzyl (or styryl)-substituted phenyl (or phenylphenyl) ether phosphate, polyoxyethylene / polyoxypropylene block polymer, phosphatidylcholine phosphatidylethanolimine (lecithin), and alkyl phosphate. Examples of the cationic surfactant include ammonium salts such as alkyl trimethyl ammonium chloride, methyl polyoxyethylene alkyl ammonium chloride, alkyl N-methylpyridium bromide, mono- or dialkyl methylated ammonium chloride, and alkyl pentamethyl propylene diamine dichloride, and benzalkonium salts such as alkyl dimethyl benzalkonium chloride and benzethonium chloride (octylphenoxyethoxyethyl dimethyl benzyl ammonium chloride). The surfactant may be a biosurfactant.Examples of biosurfactants include rhamnolipids, surfactin, cellobiose lipids, sophorolipids, mannosylalditol lipids, trehalose lipids, glucose lipids, oligosaccharide fatty acid esters, serawettin, lykensin, arthrofactin, spiculesporic acid, corynomycolic acid, agaritic acid, and emulsan.

[0035] Other formulation adjuvants include inorganic salts such as sodium and potassium used as pH adjusters, fluorine-based and silicone-based antifoaming agents, water-soluble salts such as table salt, water-soluble polymers such as xanthan gum, guar gum, carboxymethylcellulose, polyvinylpyrrolidone, carboxyvinyl polymers, acrylic polymers, polyvinyl alcohol, starch derivatives, and polysaccharides used as thickening agents, alginic acid and its salts, metal stearates, sodium tripolyphosphate, sodium hexametaphosphate used as disintegrating and dispersing agents, as well as preservatives, colorants, antioxidants, ultraviolet absorbers, drug damage reducers, and deterioration inhibitors.

[0036] The formulation may be used as is or diluted to a predetermined concentration with a diluent such as water. When diluted, the concentration of compound (I) is preferably in the range of 0.0001 to 1% by weight. The same applies to tautomers of compound (I).

[0037] These preparations are formulated so that the compound (I) is contained as an active ingredient in an amount of 0.1 to 90% by weight, more preferably 0.2 to 50% by weight. The amount of compound (I) used is 0.005 to 50 kg, more preferably 0.03 to 30 kg per hectare of agricultural and horticultural land such as fields, rice paddies, orchards, and greenhouses. The same applies to the tautomers of compound (I). These concentrations and amounts used vary depending on the formulation, time of use, method of use, place of use, and target plants, and can be increased or decreased without being bound by the above ranges.

[0038] (Other active ingredients) The plant growth regulator of the present embodiment can be used in combination with other known active ingredients to enhance its performance as a plant growth regulator. Examples of other known active ingredients include active ingredients contained in known plant growth regulators, fungicides, insecticides, miticides, nematicides, and herbicides.

[0039] Examples of the active ingredients of known plant growth regulators include oxidized glutathione, L-glutamic acid, L-proline, aminoethoxyvinylglycine, chlormequat, chlorpropham, cyclanilide, dikegulac, daminozide, ethephon, flurprimidol, flumetralin, forchlorfenuron, gibberellin, maleic acid hydrazide salt, mepiquat chloride, methylcyclopropene, benzylaminopurine, paclobutrazol, prohexadione, thidiazuron, tributyl phosphorotrithioate, trinexapac-ethyl, and uniconazole.

[0040] Suitable active ingredients for fungicide applications include, for example, sterol biosynthesis inhibitors, benzimidazole compounds, succinate dehydrogenase inhibitors (SDHI compounds), strobilurins, phenylamides, dicarboximides, anilinopyrimidines, multisite compounds, antibiotics, carbamates, quinolines, organophosphorus compounds, and carboxyamides.

[0041] Examples of sterol biosynthesis inhibitors include azaconazole, bitertanol, bromuconazole, difenoconazole, cyproconazole, diniconazole, fenbuconazole, fluquinconazole, flutriafol, hexaconazole, imazalil, imibenconazole, metconazole, ipconazole, myclobutanil, pefurazoate, penconazole, prochloraz, propiconazole, prothioconazole, and epoconazole. Xiconazole, Simeconazole, Tebuconazole, Tetraconazole, Triadimefon, Triadimenol, Triflumizole, Triticonazole, Flusilazole, Oxpoconazole, Mefentrifluconazole, Ipfentrifluconazole, 1-((1H-1,2,4-triazol-1-yl)methyl)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methylcyclopentan-1-ol, Methyl These include 2-((1H-1,2,4-triazol-1-yl)methyl)-3-(4-chlorobenzyl)-2-hydroxy-1-methylcyclopentane-1-carboxylate, fenpropimorph, fenpropidin, spiroxamine, tridemorph, bupirimate, fenarimol, pyrifenox, pyrisoxazole, nuarimol, etaconazole, piperalin, naftifine, fenpyrazamine, fenhexamid, turbinafine and triforine.

[0042] Benzimidazole compounds include carbendazim, benomyl, thiabendazole, thiophanate, thiophanate methyl, and fuberidazole.

[0043] Examples of succinate dehydrogenase inhibitor compounds (SDHI compounds) include bixafen, benzovindiflupyr, boscalid, fluopyram, flutolanil, fluxapyroxad, furametpyr, isofetamide, isopyrazam, mepronil, penflufen, penthiopyrad, sedaxane, thifluzamide, fluindapyr, pyraziflumide, pydiflumetofen, pyraziflumide, benodanil, carboxin, pyrapropoin, impirfluxam, isoflucipram and oxycarboxin.

[0044] Examples of strobilurin compounds include azoxystrobin, dimoxystrobin, enestrobin, fenamistrobin, fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin, trifloxystrobin, mandestrobin, pyribencarb, pyraoxystrobin, pyrametostrobin, flufenoxystrobin, enoxastrobin, cumoxystrobin, triclopyricarb, phenaminestrobin, and methyltetraprole.

[0045] Examples of the phenylamide compounds include benalaxyl, benalaxyl M or chiralaxyl, metalaxyl, metalaxyl M or mefenoxam, and oxadixyl.

[0046] Dicarboximide compounds include procymidone, iprodione, and vinclozolin.

[0047] Anilinopyrimidine compounds include cyprodinil, mepanipyrim, and pyrimethanil.

[0048] Multisite compounds include mancozeb, mancozeb, maneb, metiram, propineb, thiram (thiuram), zineb, ziram, ambam, anilazine, dithianon, fluazinam, pencycurone, quintozene, trifluanid, dodain, guazatine, iminoctadine (iminoctadine acetate, iminoctadine albesilate), copper, copper compounds (e.g., basic copper chloride, cupric hydroxide, basic copper sulfate, copper sulfate, organocupric acid (copper oxine), copper nonylphenol sulfonate, DBEDC, etc.), bicarbonates (sodium bicarbonate, potassium bicarbonate), metallic silver, fentin, sulfur, mineral oil, sodium bicarbonate, potassium carbonate, ferbam, captan, captafol, fluoroimide, metasulfocarb, dipimethitron, chlorothalonil (TPN), and folpet.

[0049] Antibiotics include kasugamycin, polyoxin, streptomycin, validamycin, and oxytetracycline.

[0050] Examples of carbamate compounds include benthiavalicarb (benthiavalicarb isopropyl), diethofencarb, iprovalicarb, propamocarb, and tolprocarb.

[0051] Quinoline compounds include oxolinic acid, pyroquilon, quinoxyfen, and tebufloquine.

[0052] Organophosphate compounds include dinocap, edifenphos (EDDP), fosetyl (fosetyl-aluminum), iprobenfos (IBP), meptilodinocap, and tolclofos-methyl.

[0053] Carboxyamide compounds include carpropamid, ethaboxam, fenoxanil, silthiofam, tiadinil, and isotianil.

[0054] Other compounds used as fungicides include amethoctrazine, amisulbrom, cyazofamid, cyflufenamid, cymoxanil, diclocymet, diclomedine, famoxadone, fenamidone, fenitropan, fludioxonil, fluopicolide, flusulfamide, fluthianil, harpin, isoprothiolane, isonianil, mandipropamid, metrafenone, oxathiapiproline, fthalide, proquinazide, valifenalate, and zoxamidine. , fenpicoxamide, picarbutrazox, quinofumelin, dimethomorph, flumorph, pyrimorph, ferimzone, acibenzolar (acibenzolar-S-methyl), etridiazole, hymexazole, probenazole, tricyclazole, tecloftalam, hydroxyisoxazole, fluorimide, pyriophenone, diflumetrim, quinomethionate, aminopyrifen, diclobenthiazox, pyridaclomethyl, ipflufenoquin, fluoxetine Opimomide, florylpicoxamide, fluoxapiproline, fenfuran, binapacryl, meptyldinocap, triphenyltin acetate, triphenyltin chloride, triphenyltin hydroxide, furalaxyl, ofrace, dimethirimol, ethirimol, octhilinone, clozolinate, dimethaclon, fenpiclonil, blasticidin, triazoxide, dodine, picarbutrazox, pyrazophos, biphenyl, chloroneb, dicloran, tecnazene (TC NB), prothiocarb, natamycin, laminarin, fulveneteram, phosphoric acid, phosphate salts, Lentinula edodes mycelium extract, and biological control agents (Agrobacterium radiobacter, Pseudomonas fluorescens, Pseudomonas rhodesiae, Bacillus subtilis, Bacillus simplex, Bacillus amyloliquefaciens, non-pathogenic Erwinia carotovora, Lactobacillus plantarum, Variovorax paradoxus, etc.).

[0055] Suitable active ingredients for insecticide applications include, for example, organophosphorus compounds, carbamate compounds, pyrethroid compounds, nereistoxin compounds, neonicotinoid compounds, benzoylurea compounds, other insect growth regulator compounds, organochlorine compounds, and compounds derived from natural products.

[0056] Organophosphate compounds include acephate, azinphos-methyl, cadusafos, chlorethoxyphos, chlorfenvinphos, chlorpyrifos, cyanophos, demeton-S-methyl, diazinon, dichlorvos (DDVP), dicrotophos, dimethoate, disulfoton, ethion, ethoprophos, EPN, fenamiphos, fenitrothion (MEP), fenthion (MPP), fosthiazate, imicyaphos, isofenphos, and isoxazinamide. These include thion, malathion, methamidophos, methidathion, mevinphos, monocrotophos, omethoate, oxydemeton-methyl, parathion, parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenofos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, tebupirimphos, terbufos, triazophos, and trichlorfon (DEP).

[0057] Examples of carbamate compounds include alanycarb, aldicarb, benfuracarb, BPMC, carbaryl (NAC), carbofuran, carbosulfan, cartap, fenoxycarb (BPMC), formetanate, isoprocarb (MIPC), methiocarb, methomyl, oxamyl, pirimicarb, thiodicarb, XMC, bendiocarb, ethiofencarb, fenobucarb, fenothiocarb, furathiocarb, metolcarb, and xylylcarb.

[0058] Examples of pyrethroid compounds include acrinathrin, allethrin, cypermethrin, bifenthrin, cycloprothrin, cyfluthrin, cypermethrin, deltamethrin, dimefluthrin, esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flubrocythrinate, flucythrinate, fluvalinate, halfenprox, cyhalothrin, metofluthrin, momfluorothrin, permethrin, profluthrin, tefluthrin, tralomethrin, cyfluthrin, kappa bifenthrin, imiprothrin, pyrethrins, chloroprallethrin, epsilon metofluthrin, chloroprallethrin, epsilon momfluorothrin, and cyphenothrin.

[0059] Nereistoxin compounds include cartap, bensultap, thiocyclam, monosultap and bisultap.

[0060] Neonicotinoid compounds include acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, and thiamethoxam.

[0061] Benzoyl urea compounds include bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, and triflumuron.

[0062] Other insect growth regulator compounds include buprofezin, chromafenozide, cyromazine, halofenozide, methoxyfenozide, tebufenozide, and pyriproxyfen.

[0063] Organochlorine compounds include aldrin, dieldrin, endosulfan, methoxychlor, lindane, and DDT.

[0064] Natural product-derived compounds include abamectin, viable spore and product crystal toxins from Bacillus thuringiensis and mixtures thereof, bensultap, emamectin benzoate, lepimectin, milbemectin, spinetoram, spinosad, machine oil, starch, reduced starch hydrolysate, rapeseed oil, sodium oleate, propylene glycol monoesters of fatty acids, fatty acid glycerides, and ferric phosphate.

[0065] Other compounds used as insecticides include avermectin, chlorantraniliprole, tetrachlorantraniliprole, chlorfenapyr, cyantraniliprole, diafenthiuron, ethiprole, fipronil, flonicamid, flubendiamide, fluensulfone, flupyradifurone, indoxacarb, metaflumizone, metaldehyde, pymetrozine, pyridalyl, pyrifluquinazon, silafluofen, spirotetramat, sulfoxaflor, and tolfenpyrad. , afidopiropen, broflanilide, cyclaniliprole, dichloromezothiaz, flometoquin, fluazaindolizine, fluhexafon, fluxamethamide, pyriprole, tetraniliprole, triflumezopyrim, methoprene, tyclopyrazoflor, flupirimine, spiropydione, benzpyrimoxane, cyhalodiamide, sulfuramide, isocycloceram, DNOC, rotenone, nicofluprole and dimpropyridaz.

[0066] Examples of active ingredients (acaricide active ingredients) suitable for use as acaricides include acequinocyl, amidoflumet, amitraz, azocyclotine, bifenazate, bromopropylate, chlorfenson, quinomethionate, phenisobromorate, benzoximate, clofentezine, cyenopyrafen, cyflumetofen, cyhexatin, diflobidazin, dienochlor, etoxazole, fenazaquin, fenbutatin oxide, fenpyroximate, fenothiocarb, fluacrypyrim, hexythiazox, propargite (BPPS), piflubumid, pyridaben, pyrimidifen, spirodiclofen, spiromesifen, tebufenpyrad, tetradifon, acinonapyr, sietopirafen, flupentiophenox, and blended oils.

[0067] Suitable active ingredients (nematicidal active ingredients) for nematicide applications include, for example, DD (1,3-dichloropropene), DCIP (dichlorodiisopropyl ether), methyl isothiocyanate, carbam sodium salt, cadusafos, fosthiazate, imicyafos, morantel tartrate, levamisole hydrochloride, nemadectin, cyclobutrifluram and thioxazafen.

[0068] Examples of active ingredients suitable for herbicide applications include acetolactate synthase (ALS) inhibitor compounds, amino acid compounds, cyclohexanedione compounds, acetamide compounds, bipyridylium compounds, allyloxyphenoxypropionic acid compounds, carbamate compounds, pyridine compounds, urea compounds, dinitroaniline compounds, protoporphyrinogen oxidase (PPO) inhibitor compounds, phenoxyacetic acid compounds, hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor compounds, and triazine compounds.

[0069] Acetolactate synthesis (ALS) inhibitor compounds include imazamethabenz and imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin, imazethapyramidosulfuron, azimsulfuron, bensulfuron and bensulfuron-methyl, chlorimuron and chlorimuron-methyl, crossulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron and ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, foramsulfuron, halosulfuron and halosulfuron-methyl, imazosulfuron, iodosulfuron and iodosulfuron-methyl, mesosulfuron, metazosulfuron, metsulfuron and metsulfuron-methyl, nicosulfuron, oxasulfuron, primisulfuron and pyrimisulfuron-methyl, propyrsulfuron, and cyclosulfuron. sulfuron, prosulfuron, pyrazosulfuron and pyrazosulfuron-ethyl, rimsulfuron, sulfometuron and sulfometuron-methyl, sulfosulfuron, thifensulfuron and thifensulfuron-methyl, triasulfuron, tribenuron, trifloxysulfuron, triflusulfuron and triflusulfuron-methyl, tritosulfuron, bispyribac-sodium, cloransulam and cloransulam-methyl, diclosulam, florasulam, flucarbazone and its salts, flumetsulam, metosulam, orthosulfamuron, penoxsulam, propoxycarbazone and its salts, pyribenzoxim, pyriftalid, pyriminobac-methyl, pyrimisulfan, pyrithiobac and its salts, pyroxisulam, thiencarbazone and thiencarbazone-methyl, and triafamone.

[0070] Examples of amino acid compounds include bialaphos and its salts, glufosinate and its salts, glufosinate P and its salts, and glyphosate and its salts.

[0071] Examples of the cyclohexanedione compounds include butroxydim, clethodim, cycloxydim, propoxydim, sethoxydim, tepraloxydim, and tralkoxydim.

[0072] Acetamide compounds include napropamide, dimethachlor, petoxamide, acetochlor, alachlor, butachlor, dimethenamid and dimethenamid P, metazachlor, metolachlor and S-metolachlor, pretilachlor, propachlor, thenylchlor, flufenacet, and mefenacet.

[0073] Bipyridylium compounds include diquat and paraquat.

[0074] Allyloxyphenoxypropionic acid compounds include clodinafop and clodinafop propargyl, cyhalofop butyl, diclofop and diclofop methyl and diclofop P methyl, fenoxaprop and fenoxaprop ethyl and fenoxaprop P ethyl, fluazifop and fluazifop butyl and fluazifop P butyl, haloxyfop and haloxyfop methyl and haloxyfop P methyl, metamifop, propaquizafop and quizalofop and quizalofop ethyl and quizalofop P ethyl and quizalofop P tefuryl.

[0075] Carbamate compounds include asulam, carbetamide, desmedipham, phenmedipham, butyrate, EPTC, esprocarb, molinate, orbencarb, prosulfocarb, pyributicarb, thiobencarb (benthiocarb), and triallate.

[0076] Examples of pyridine compounds include aminopyralid, clopyralid, diflufenican, dithiopyr, fluridone, fluroxypyr, haloxifene, picloram and its salts, picolinafen, thiazopyr, and triclopyr and its salts.

[0077] Examples of urea compounds include chlorotoluron, dymuron, diuron (DCMU), fluometuron, isoproturon, linuron, methabenzthiazuron, tebuthiuron, cumyluron, carbutilate, and isouron.

[0078] Dinitroaniline compounds include benfluralin (beslodin), butralin, ethalfluralin, oryzalin, pendimethalin, prodiamine, and trifluralin.

[0079] Protoporphyrinogen oxidase (PPO) inhibitor compounds include acifluorfen, aclonifen, azafenidin, bifenox, chlomethoxynil, ethoxyfene and ethoxyfene-ethyl, fomesafen, fluazolate, fluoroglycofen and fluoroglycofen-ethyl, halosafen, lactofen, oxyfluorfen, butafenacil, carfentrazone and carfentrazone-ethyl, cinidon-ethyl, flumiclorac pentyl, flumioxazin, fluthiacet and fluthiacet-methyl, oxadiargyl, oxadiazone, pentoxazone, pyraclonil, pyraflufen and pyraflufen-ethyl, saflufenacil, sulfentrazone, thidiazimine, benzphendizone, profluazole, and flufenpyr-ethyl.

[0080] Phenoxyacetic acid compounds include 2,4-D and its salts, 2,4-DB and its salts, clomeprop, dichlorprop, MCPA and its salts, MCPB and its salts, mecoprop (MCPP) and its salts, and mecoprop P and its salts.

[0081] Hydroxyphenylpyruvate dioxygenase enzyme (HPPD) inhibitor compounds include benzobicyclone, benzofenap, bicyclopyrone, isoxaflutole, mesotrione, pyrasulfotole, pyrazolinate (pyrazolate), pyrazoxyfene, sulcotrione, tefuryltrione, tembotrione, topramezone, fenquinotrione, and tolpyralate.

[0082] Examples of triazine compounds include ametryn, atrazine, cyanazine, dimethamethryn, hexazinone, indaziflam, metamitron, metribuzin, prometryn, simazine (CAT), simetryn, terbuthylazine, terbutryn, and triaziflam.

[0083] Other compounds used as herbicides include amicarbazone, aminocyclopyrachlor, aminotriazole, anilofos, beflubutamid, benazolin, benfuresate, bentazon, bromacil, bromobutide, bromoxynil, butamifos, cafenstrole, chloridazon (PAC), chlorthal, clomazone, cumyluron, dicamba (MDBA) and its salts, dichlobenil (DBN), difenzoquat, diflufenzopyr, endothal and its salts, ethofumesate, etobenzanide, fenoxasulfone, fentrazamide, flupoxam, fluorochloridone, flurtamone, indanofan, ioxynil ... Pufencarbazone, isoxaben, lenacil, methylarsonic acid, naptalam, norflurazone, oxaziclomefone, pinoxaden, propanil, propyzamide, pyridate, pyroxasulfone, promacil, quinclorac, quinmerac, quinoclamine, terbacil, cyclopyrimorate, florpyrauxifen-benzyl, lancotrione, epirifenacil, dimethsulfazate, tetflupyrorimet and its salts, thiafenacil, trifludimoxazine, tetrapion (flupropanate) and its salts, and d-limonene.

[0084] [Method for promoting plant growth] The plant growth regulator of the present embodiment can be used in cultivated or non-cultivated land, such as fields, paddy fields, lawns, and orchards. The plant growth regulator of the present embodiment can be used by any fertilization method, such as foliage spraying, mixing into water supply, soil spraying, injection into the subsoil using an injection machine, seed treatment including treatment of bulbs and tubers, and direct fertilization of plants. Therefore, the plant growth promotion method of the present embodiment includes a procedure of fertilizing using the above-mentioned plant growth regulator.

[0085] Application by mixing into water supply is carried out, for example, by administering granules to the water supply to crops or to the surface water of a paddy field. In one example, the concentration of the active ingredient in the water supply is 0.5 to 500 mg / L, preferably 1 to 300 mg / L. The amount of the active ingredient to be administered to the surface water of a paddy field is, for example, 0.5 to 5000 g, preferably 3 to 3000 g per 10 are of paddy field.

[0086] Application by foliage or soil spraying can be carried out, for example, by applying granules to the planting hole or its surroundings when transplanting seedlings, or by applying granules and wettable powders to the seeds, plants, or the soil around the plants. In some cases, it may be preferable to mix the soil with the product after spraying it on the soil. The amount of active ingredient used when spraying foliage or on the soil surface is 100g / m 2 of agricultural or horticultural land. 2 For example, it is 0.5 to 5000 mg, and preferably 3 to 3000 mg per unit.

[0087] In the application by seed treatment, the wettable powder and dust are mixed with the seeds and stirred, or the seeds are immersed in a diluted wettable powder to attach the agent to the seeds. Seed treatment also includes seed coating treatment. The amount of active ingredient used in seed treatment is, for example, 0.005 to 10,000 g, preferably 0.05 to 1,000 g, per 100 kg of seeds. Seeds treated with agricultural and horticultural agents may be used in the same way as ordinary seeds.

[0088] In addition, the concentration and amount of use may vary depending on the formulation, time of use, method of use, place of use, target crop, etc., and may be increased or decreased without being bound by the above ranges. As described above, compound (I) and its tautomers exhibit excellent growth-promoting effects on a wide range of plants.

[0089] [Use of plant growth regulators] As described above, the plant growth regulator of the present embodiment exhibits excellent growth promoting effects in treated plants. Therefore, the plant growth regulator of the present embodiment can be used as, for example, a biostimulant and a fertilizer. It may also be used by mixing with a soil conditioner and an agricultural chemical.

[0090] The term "fertilizer" refers primarily to substances that act on plants or soil with the purpose of supplying nutrients to plants or bringing about chemical changes in the soil, while the term "biostimulant" refers primarily to substances that act on plant physiology through pathways different from those of nutrients with the purpose of improving crop vigor, yield, and quality.

[0091] 〔summary〕 As described above, the plant growth regulator according to the present invention contains, as an active ingredient, a compound represented by the following formula (I) or a tautomer thereof, or an agronomically acceptable salt thereof.

[0092] [ka]

[0093] In formula (I), R 1 and R 2 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R 3 ~R 5 each independently represents an alkyl group having 1 to 4 carbon atoms.

[0094] Moreover, the plant growth regulator according to the present invention preferably contains the compound represented by the above formula (I) or an agronomically acceptable salt thereof as an active ingredient.

[0095] The plant growth regulator according to the present invention is a compound represented by the formula (I), 1 and R 2 It is preferable that at least one of the groups is a hydrogen atom.

[0096] The plant growth regulator according to the present invention is a compound represented by the formula (I), 1 and R 2 is a hydrogen atom, and R 3 ~R 5 is preferably a methyl group.

[0097] In the plant growth regulator according to the present invention, the compound represented by formula (I) is preferably L-(+)-ergothioneine.

[0098] Furthermore, the method for promoting plant growth according to the present invention comprises treating a plant with the compound represented by the above formula (I) or a tautomer thereof, or an agriculturally acceptable salt thereof.

[0099] The following examples are provided to further explain the embodiments of the present invention. Of course, the present invention is not limited to the following examples, and various modifications are possible in detail. Furthermore, the present invention is not limited to the above-described embodiments, and various modifications are possible within the scope of the claims. The embodiments obtained by appropriately combining the technical means disclosed herein are also included in the technical scope of the present invention. In addition, all of the documents described in this specification are incorporated by reference. EXAMPLES

[0100] Example 1 ·sample Three Arabidopsis thaliana (Col-O) plants were sown per plastic pot measuring 65 mm in width, 65 mm in depth, and 70 mm in height. Three pots were placed in a plastic deep dish measuring 160 mm in diameter and 28 mm in height. As soil, 100 mL of vermiculite, 50 mL of granular soil (JA Granular Kumiai Synthetic Soil No. 3), and 50 mL of vermiculite were placed in the pots, in that order.

[0101] ·Management conditions The light period was 16 hours and the dark period was 8 hours in a thermostatic chamber set at a room temperature of 25°C. The light conditions were set to 5000lx at the center under the fluorescent light irradiation using a fluorescent lamp (Plantrek 40W type LED fluorescent lamp for plant growth, manufactured by Nippon Medical Instruments). Water was supplied from the bottom, and the water level was about 5mm. Ergothioneine treatment was started from the fourth week after sowing. More specifically, on the 21st, 23rd, 25th, and 27th days after sowing, 50mL of 1mM L-(+)-ergothioneine (manufactured by Cayman Chemical) aqueous solution was added instead of water supply.

[0102] ·verification Thirty-seven days after sowing, the plant height (cm) and the number of flowers and fruits per Arabidopsis plant were examined. The results are shown in Table 1.

[0103] Comparative Example 1 The same procedure as in Example 1 was carried out, except that the L-(+)-ergothioneine in the aqueous solution was replaced with oxidized glutathione (manufactured by Wako Pure Chemical Industries, Ltd.).

[0104] Comparative Example 2 The same procedure as in Example 1 was carried out, except that the L-(+)-ergothioneine aqueous solution was replaced with distilled water.

[0105] Example 2 ·sample Arabidopsis thaliana (Col-O) was sown in plastic pots measuring 60 mm in diameter and 55 mm in height, with one plant per pot. Six pots were placed in a plastic deep dish measuring 160 mm in diameter and 28 mm in height. As soil, 45 mL of vermiculite, 22.5 mL of granular soil (JA Granular Kumiai Synthetic Soil No. 3), and 22.5 mL of vermiculite were placed in the pots, in that order.

[0106] ·Management conditions The same procedure was followed as in Example 1, except that the room temperature was set to 22°C.

[0107] ·verification The seeds were harvested 85 days after sowing, and the seed yield (mg / plant) was examined. The results are shown in Table 2.

[0108] Example 3 The same procedure as in Example 2 was carried out except that the concentration of the L-(+)-ergothioneine aqueous solution was 0.1 mM.

[0109] Example 4 The same procedure as in Example 2 was carried out except that the concentration of the L-(+)-ergothioneine aqueous solution was 0.01 mM.

[0110] Comparative Example 3 The same procedure as in Example 2 was carried out, except that the L-(+)-ergothioneine in the aqueous solution was replaced with oxidized glutathione (manufactured by Wako Pure Chemical Industries, Ltd.).

[0111] Comparative Example 4 The same procedure as in Example 2 was carried out, except that L-(+)-ergothioneine in the aqueous solution was replaced with L-glutamic acid (manufactured by Wako Pure Chemical Industries, Ltd.).

[0112] Comparative Example 5 The same procedure as in Example 2 was carried out, except that L-(+)-ergothioneine in the aqueous solution was replaced with L-proline (manufactured by Wako Pure Chemical Industries, Ltd.).

[0113] Comparative Example 6 The same procedure as in Example 2 was carried out except that the L-(+)-ergothioneine aqueous solution was replaced with distilled water.

[0114] Example 5 ·sample The same procedure as in Example 2 was carried out.

[0115] ·Management conditions The same procedure as in Example 1 was carried out, except that the room temperature was set to 22°C and L-(+)-ergothioneine was added from the second week after seeding, more specifically on the 8th, 10th, 12th and 14th days.

[0116] ·verification The seeds were harvested 82 days after sowing, and the seed yield (mg / plant) was examined. The results are shown in Table 3.

[0117] Example 6 The same procedure as in Example 5 was carried out, except that L-(+)-ergothioneine was added from the 4th week after seeding, more specifically on the 22nd, 24th, 26th and 28th days.

[0118] Comparative Example 7 The same procedure as in Example 5 was carried out, except that L-(+)-ergothioneine in an aqueous solution was added as oxidized glutathione from the fourth week after seeding, more specifically, on the 22nd, 24th, 26th, and 28th days.

[0119] Comparative Example 8 The same procedure as in Example 5 was carried out, except that the L-(+)-ergothioneine aqueous solution was replaced with distilled water.

[0120] (analysis) For "plant height" and "flowers and fruits" in Example 1, Comparative Example 1, and Comparative Example 2, the ratio to the result of Comparative Example 2 is shown as a "Ratio" in Table 1. Furthermore, for "seed yield" in Examples 2 to 4 and Comparative Examples 3 to 6, the ratio when the value of Comparative Example 6 is set to 1 is shown as a "Ratio" in Table 2. Similarly, for "seed yield" in Example 5, Example 6, Comparative Example 7, and Comparative Example 8, the ratio when the value of Comparative Example 8 is set to 1 is shown as a "Ratio" in Table 3.

[0121] [Table 1]

[0122] [Table 2]

[0123] [Table 3]

Claims

1. The method comprises treating a plant with a compound represented by the following formula (I) or a tautomer thereof, or an agronomically acceptable salt thereof at a concentration of 0.01 mM to 1 mM, The method for promoting plant growth, comprising completing the treatment at least 10 days before harvesting the plant. 【Chemistry 1】 (In formula (I), R １ and R ２ each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R ３ ~R ５ each independently represents an alkyl group having 1 to 4 carbon atoms.

2. 2. The method for promoting plant growth according to claim 1, which comprises the compound represented by formula (I) or an agronomically acceptable salt thereof as an active ingredient.

3. In the formula (I), R １ and R ２ 3. The method for promoting plant growth according to claim 1 or 2, wherein at least one of: is a hydrogen atom.

4. In the formula (I), R １ and R ２ is a hydrogen atom, R ３ ~R ５ The method for promoting plant growth according to any one of claims 1 to 3, wherein is a methyl group.

5. The method for promoting plant growth according to any one of claims 1 to 4, wherein the compound represented by formula (I) is L-(+)-ergothioneine.

6. The method comprises treating a plant with a compound represented by the following formula (I) or a tautomer thereof, or an agronomically acceptable salt thereof at a concentration of 0.01 mM to 1 mM, The method for increasing the height of a plant, comprising completing the treatment at least 10 days before harvesting the plant. 【Chemistry 2】 (In formula (I), R １ and R ２ each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R ３ ~R ５ each independently represents an alkyl group having 1 to 4 carbon atoms.

7. A plant growth promoter comprising a compound represented by the following formula (I) or a tautomer thereof, or an agronomically acceptable salt thereof at a use concentration of 0.01 mM to 1 mM: A plant growth promoter used such that treatment of the plant with the plant growth promoter is completed at least 10 days before harvesting the plant. 【Chemistry 3】 (In formula (I), R １ and R ２ each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R ３ ~R ５ each independently represents an alkyl group having 1 to 4 carbon atoms.

8. A plant height enhancer comprising a compound represented by the following formula (I) or a tautomer thereof, or an agronomically acceptable salt thereof at a use concentration of 0.01 mM to 1 mM: A plant height enhancer used such that treatment of the plant with the plant height enhancer is completed at least 10 days before harvesting the plant. 【Chemistry 4】 (In formula (I), R １ and R ２ each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R ３ ~R ５ each independently represents an alkyl group having 1 to 4 carbon atoms.

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