KR100301536B1 - Foot blight control composition - Google Patents

Abstract

A composition for controlling soil diseases containing a compound of formula (I) or a salt thereof:

[Wherein, R ₁ and R ₃ are each a hydrogen atom or a hydroxyl group; R ₂ is a hydrogen atom or a D-glucopyranosyl group; R ₄ is a hydrogen atom, a D-glucopyranosyl group or a D-glucopyranosyl-D-glucopyranosyl group; R ₅ is a group of formula (II):

(Wherein R ₆ and R ₇ are each a hydrogen atom or a D-glucopyranosyl group).

Description

[Name of invention]

Foot blight control composition

Detailed description of the invention

The present invention relates to a composition for controlling soil diseases containing at least one validamycin A to G, validoxamineamines A, B and G, or salts thereof.

Plants of various types are always at risk of being infected with plant pathogens in the soil that cause plant diseases such as bacterial wilt and fusarium wilt. Plants infect these diseases through the soil. Once plants are diseased, it becomes difficult to control them. In addition, these pests kill the plant body and cause destructive damage.

Fungicides used to control the disease in advance, such as chloropicrine and methyl bromide, are tear-resistant and therefore require sufficient aeration. Therefore, these fungicides take a long time and require effort in use. In addition, these fungicides are generally used for soil fumigation sterilization. However, the method of sterilization of the soil itself is in fact not uniform, and therefore often sterilization is insufficient. In addition, these fungicides are non-selective and therefore kill by-product soil microorganisms. As a result, the biomass in the soil is simplified, and in many cases larger pests are created after sterilization. In addition, these fungicides are highly toxic to plants and therefore cannot be used for arable land under plant culture. Therefore, under these circumstances, there is no effective way to control the various soil diseases that the plant is caught during incubation.

In addition, compounds of the following general formula (I) or salts thereof, such as validamycin, have been used to control, for example, sheath blight or damping-off. (Newest Agricultural Data Book), p386 (1989), Soft Science:

[Wherein, R ₁ and R ₃ are each a hydrogen atom or a hydroxyl group; R ₂ is a hydrogen atom or a D-glucopyranosyl group; R ₄ is a hydrogen atom, a D-glucopyranosyl group or a D-glucopyranosyl-D-glucopyranosyl group; R ₅ is a group of formula (II):

(Wherein R ₆ and R ₇ are each a hydrogen atom or a D-glucopyranosyl group).

However, little is known about the control against soil blight, foot blight.

The object of the present invention is to overcome the disadvantages of the conventional fungicides, which can be used even under the cultivation of crops, and for soil-blight control, which shows a very good effect against various soil diseases and various plant pests, especially green blight. It is to provide a composition. In addition, important diseases and pests of vegetables and fruit water spread and spread very quickly. Therefore, another object of the present invention is to effect quickly after spraying, to be effective against various soil pests, at the same time to eliminate pests, to no phytotoxicity to the cultured plants, and also to humans, livestock, wildlife, fish, It provides a low toxicity composition for shellfish and the like.

In order to solve the above problems, the present inventors have studied in various aspects the control effect against various soil-diseases and plant pests of various mixed compositions for soil-disease control containing known compounds. As a result, the inventors of the present invention have known known validamycins and derivatives thereof, which are completely different from gaseous compounds which have been used for soil diseases in chemical structure and properties and have been used as control compositions for leaf blight or mozalococcal disease. It has been found that the compound of formula (I) or a salt thereof unexpectedly has a good control effect against the target plant and emergence time against foot blight, a soil-disease that is completely different from leaf blight or mozambique. In addition, the inventors have found that a mixture of compound (I) or a salt thereof and additional pesticide active ingredient (s) unexpectedly exhibits a broadly strong control effect against various diseases and pests of plants. The present inventors also show strong effects by their easy safety spraying, soil irrigation treatment as well as direct spraying such as spraying on leaves and stems, or by direct spraying or spraying or seeding into the catheter, and phytotoxicity to plants. I found out that this is none.

According to the invention, the following are provided:

(1) A composition for controlling soil diseases containing a compound of formula (I) or a salt thereof:

[Wherein, R ₁ and R ₃ are each a hydrogen atom or a hydroxyl group; R ₂ is a hydrogen atom or a D-glucopyranosyl group; R ₄ is a hydrogen atom, a D-glucopyranosyl group or a D-glucopyranosyl-D-glucopyranosyl group; R ₅ is a group of formula (II):

(Wherein R ₆ and R ₇ are each a hydrogen atom or a D-glucopyranosyl group).

(2) The composition of (1), wherein the soil disease is a dry blight composition, (3) The composition of (1), wherein the compound of formula (I) is valididamycin A, validamycin B, validamycin C, validida A composition which is a compound selected from the group consisting of mycin D, validamycin E, validamycin F, validamycin G, validoxamineamine A, validoxamineamine B, and validoxyamine G, (4) the composition of (1), wherein The composition of (I) is a compound selected from the group consisting of validamycin A, validamycin B, validamycin D, and validoxamineamine A, (5) The composition of (1), wherein the compound of formula (I) or A composition having a salt content of 0.1 to 80% by weight of the total composition, (6) the composition of (1), further comprising one or more additional agrochemical active ingredients, (7) the composition of (6), wherein A composition wherein the pesticide active ingredient is an insecticide and / or a fungicide, phase (8) Composition of group (6), wherein the content of the additional pesticide active ingredient is 1 to 80% by weight of the total composition, (9) The composition of (6), wherein the additional pesticide active ingredient is methyl-1- (butylcarba). Moyl) -2-benzimidazole carbamate (benomil), 3- (3, 5-dichlorophenyl) -N-isopropyl-2, 4-dioxoimidazolidine-1-carboxamide (iprodione ), Zinc ion coordination manganese ethylenebisthiocarbamate (Geneb), methyl-N- (chloro-5-trifluoromethyl-2-pyridyl) -DL-alanineate (metallaxyl), 3-chloro -N- (3-chloro-5-trifluoromethyl-2-pyridyl) -α, α, α-trifluoro-2, 6-dinitro-p-toluidine (fluazin), 5-ethyl -5, 6-dihydro-8-oxo (1, 3) -oxolo (4, 5-g) quinoline-7-carboxylic acid (oxolinic acid), tetrachloroisophthalonitrile (chlorotalonyl), O, S-dimethyl-N-acetylphosphoroamidothioate (acetate), 1, 3-bis (carr Moylthio) -2- (N, N-dimethylamino) propanehydrochloride (cartop), (RS) -α-cyano-3-phenoxybenzyl- (RS) -2- (4-chlorophenyl)- 3-methyl butanoate (fenvalerate), 2-t-butylimino-3-isopropyl-5-phenyl-3, 4, 5, 6-tetrahydro-2H-1, 3, 5-thiadia Jin-4-one (buprofezin), 1- [N- (6-chloro-3-pyridylmethyl) -N-ethyl] amino-1-methylamino-2-nitroethylene (nittenpyram), 1- (2-Chloro-5-thiazolylmethyl) -3-methyl-2-nitroguanidine (imidacloprid) and (RS)-[O-1- (4-chlorophenyl) pyrazol-4-yl-O-ethyl A composition which is a compound selected from the group consisting of -S-propylphosphothioate (pyraclophos), (10) The composition of (6) above, wherein the additional pesticide active ingredient is 1- [N- (6-chloro-3- A composition which is pyridylmethyl) -N-ethyl] amino-1-methylamino-2-nitroethylene (nitenpyram), (11) the composition of (6), wherein the additional pesticide active ingredient is methyl-1- (part) Ticarbamoyl) -2-benzimidazole carbamate (benomyl), (12) The composition of (6) above, wherein the additional pesticide active ingredient is methyl-N- (chloro-5-trifluoromethyl- 2-Pyridyl) -DL-alanine (metallaxyl), (13) The composition of (6) above, wherein the additional pesticide active ingredient is (RS) -2- (2, 4-dichlorophenyl) -1 -(1H-1, 2, 4-triazol-2-yl) hexane-2-ol (hexaconazole), (14) The composition of said (6), validamycin B, methyl-1- ( Butylcarbamoyl) -2-benzimidazole carbamate (benomyl) and 1- [N- (6-chloro-3-pyridylmethyl) -N-ethyl] amino-1-methylamino-2-nitroethylene (Nitenpyram), (15) As composition of said (6), validamycin A, methyl-1- (butylcarbamoyl) -2-benzimidazole carbamate (benomil), and 1- [ N- (6-chloro-3-pyridylmethyl) -N-ethyl] amino-1-methylamino-2-nitroethylene (nitenpyram) The oil-containing composition, (16) The composition of said (6), Valididamycin A, zinc ion coordination manganese ethylenebisthiocarbamate (Geneb) and 1- [N- (6-chloro-3-pyridylmethyl) A composition containing -N-ethyl] amino-1-methylamino-2-nitroethylene (nitenpyram), (17) A method for controlling soil diseases, characterized by using the compound of formula (I) or a salt thereof:

[Wherein, R ₁ and R ₃ are each a hydrogen atom or a hydroxyl group; R ₂ is a hydrogen atom or a D-glucopyranosyl group; R ₄ is a hydrogen atom, a D-glucopyranosyl group or a D-glucopyranosyl-D-glucopyranosyl group; R ₅ is a group of formula (II):

(Wherein R ₆ and R ₇ are each a hydrogen atom or a D-glucopyranosyl group), (18) A solution or water-dispersible powder for controlling soil diseases containing a compound of formula (I) or a salt thereof:

[Wherein, R ₁ and R ₃ are each a hydrogen atom or a hydroxyl group; R ₂ is a hydrogen atom or a D-glucopyranosyl group; R ₄ is a hydrogen atom, a D-glucopyranosyl group or a D-glucopyranosyl-D-glucopyranosyl group; R ₅ is a group of formula (II):

(Wherein R ₆ and R ₇ are each a hydrogen atom or a D-glucopyranosyl group) and (19) a compound of formula (I) or a salt thereof is added to the pesticide active ingredient (s) and / or agricultural horticulture. Method for producing a composition of the above (1) or (6) characterized in that it is mixed with the additive (s) for

[Wherein, R ₁ and R ₃ are each a hydrogen atom or a hydroxyl group; R ₂ is a hydrogen atom or a D-glucopyranosyl group; R ₄ is a hydrogen atom, a D-glucopyranosyl group or a D-glucopyranosyl-D-glucopyranosyl group; R ₅ is a group of formula (II):

(Wherein R ₆ and R ₇ are each a hydrogen atom or a D-glucopyranosyl group).

Among the compounds of the formula (I) described above, preferred examples are shown in Table 1 below.

TABLE 1

Glc: Glucopyranosyl

In the present invention, the compounds represented by formula (I) can be used alone or in combination.

Salts of compound (I) include inorganic acids such as hydrochloric acid, phosphoric acid, hydrobromic acid, sulfuric acid and the like; Or salts with organic acids such as acetic acid, formic acid, propionic acid, fumaric acid, maleic acid, succinic acid, tartaric acid, citric acid, malic acid, oxalic acid, benzoic acid, methanesulfonic acid and benzene sulfonic acid. As mentioned above, the composition of the present invention containing a compound represented by formula (I) such as validamycin or a salt thereof has a very good control effect against various soil diseases, especially green blight.

The composition of the present invention may contain one or two or more kinds of additive active ingredients other than the compound represented by the formula (I). The additive active ingredient is not limited as long as it is used as a pesticide active ingredient and does not react with the compound represented by formula (I). For example, it can be used if it is described in Noyaku Yoran (Handbook of Agricultural Chemicals) or (Nippon Shokubutsu Boeki Kyōkai). In particular, the active ingredient is preferably used as a pesticide fungicide and insecticide. Pesticides contain tick killers and fungicides contain bactericides. Insecticides and fungicides which may be used in the present invention are shown below:

Carbamate Insecticides: Propoxur, Isoprocarb, BPMC, Xylylcarb, Mettolcarbu, XMC, Ethiophencarb, Carbaryl, Pyrimicarb, Bendiocarb, Carbofuran, Furateocarb, carbosulfan, aminosulfuran, metomil, cartop, phenoxycarb, alanicab, cloetocarb, benfuracarb and phenothiocarb

Organophosphorus insecticides: pention, phenythrothione, propaphos, cyanophos, prothiophos, sulprophos, propenopolx, EPN, cyanophenfos, acephate, oxydepropos, disulfotone, thio Metone, pentoate, malathion, dimethoate, bamisothione, mecarbam, trichlorphone, naled, dichlorbos, chlorophenbinfos, tetrachlorbinfos, monoclotophos, forsaloons, dialilifos, Chlorpyriphos-methyl, Chlorpyriphos, Pyrimifos-methyl, Diazinom, Etrifoss, Pyridapention, Quinalfoss, Isoxation, Metidathion, Salityon, Pycloclofos, Chlorthiophos, Fortress, isofenfoss, butadithiofoss and EDDP

Piperoidoid Insecticides: Cyfluthrin, Permethrin, Cipermethrin, Deltamethrin, Sihalothrin, Fenpropartlin, Fevervalate, Flucitrinate, Fluvalinate, Etopenprox, Silanophan, Fenpro Patrin, tralomethrin, cycloprotrin and acrinatrin

Urea-based insecticides: dipulbenzuron, chlorfluazuron, teflubenzuron, hexaflumuron, flufenxaluron, diafenthiuron, flusicloxlon and hexthiax

Other Insecticides: Thioclyclam, Buprofezin, Bensulphate, Imidacloprid, Hydroprene, Penazaquine, Clofentezin, Levamisol, Dienochlor, Syrazine, Phenpyroximate, Pyridbene, Pyriproxyfen, Sulfate Fluamide, thiodicarb and nitenpyram

Carbamate fungicides: geneb, maneb, benomil, thiophanate-methyl, cyfendazole, carbendazim, prothiocarb and dietofencarb

Antibiotic fungicides: validamycin A, kasugamycin, avermectin and milbamycin

Anilide fungicides: mepronyl, plutonanil, penicuron, carboxyl, oxycarboxycin, pyracabolide, mebenyl, furcarbanyl, cyclofuramide, beardanyl, granobox, metallaxyl, opulase, benal Lakcil, oxadicil, cipropuram, clojuracone, metsulfobox and teclophthalam

Organophosphorus fungicides: Edifene Force, IBP, Pyrazophos, Aliate and Tollclofos-methyl

Azole type fungicides: phenarimol, fluprimidol, fluorotrimazole, triadimefon, triadimenol, diclobutrazole, paclobutazole, dinicoconazole, uniconazole, tripleluminazole, propicosol, Flutriafol, flusilazole, fenconazole, prochloraz, triafenthenol, triarimol, phenarimol, bitetanol, imazaryl, etaconazole, paclobutrazole, phenapronyl, viniconazole , Diphenoconazole, bromuconazole, michaelrobutanyl, hexaconazole, ciproconazole, furconazole-cis, pennerhalyl and tebuconazole

Carboximide fungicides: diclozoline, iprodione, vinclozoline, procmidone, myclozoline and fluoroimide

Other fungicides: phthalide, diclomezine, isoprothiolane, tricyclazole, probenazole, perimzone, fluazinam, butiobate, pyroquilon, clobenzione, chlorothalonil, captan, captapol, poly PET, thiabendazole, fuberidazole, tridemorph, fenpropormorph, triporin, etirimole, dimethirimol, himexazole, ethazole, fenpropidine, pipefenox, dimethomorph, fen Piclonyl, zarylamide, triclamide, flusulfamid, bepran, dimefluazole, oxolinic acid and proxychlor

Pheromones: Ochimelanolure, Cherry Tree and Diamoluur

Other Pesticide Active Ingredients: Nitenpyram, Fipronil, Novaluron, Flufenprox, Penpyrad or Tebufenpyrad, Metoxadeazone, Benfluthrin, Pyriproxyfen, Diapentthiuron, Dichlorfluanide, Fru Decacal, Flafenazole, Pipeinipyrim, Tsiofene, Opus ™, Ifconazole, Dimethconazole, Myxothiazole, Thiomimyazole and Quinconazole

By incorporating additional active ingredients as described above in addition to the compounds represented by formula (I), the preparation compositions of the present invention can be used not only for foot blight, but also for various soil diseases and pests, such as semi-hardy, late blight and cucumber aphids. It shows an excellent effect against. In particular, the composition containing nitenpyram, the composition containing benomil, the composition containing metallaxyl, and the composition containing hexaconazole each have excellent control effects against semi-heavy disease, late blight and cucumber.

The composition of the present invention may contain additives generally used in agricultural and horticultural compositions, so long as they do not impair the effect of the composition of the present invention. Examples of such additives include surfactants, carriers (eg diluents and weightants), antioxidants (eg dibutylhydroxytoluene and 4, 4-thiobis-6-t-butyl-3-methylphenol ), Dispersants (e.g. ethylene glycol and glycerol), glidants (e.g. white charcoal), preservatives (e.g. sorbic acid, potassium sorbate), synergists, emulsifiers, suspending agents, electrodeposition agents, penetrants, Wetting agents, thickeners, stabilizers, adhesives and absorbents.

Surfactants may contain cationic surfactants, anionic surfactants and nonionic surfactants and may be used alone or in combination. Examples of cationic surfactants include alkylamine salts and quaternary ammonium salts. Examples of nonionic surfactants include lignosulfonates (eg calcium lignosulfonates), alkylbenzenesulfonates (eg sodium alkylbenzenesulfonates), alkylnaphthalenesulfonates (eg sodium alkyls) Naphthalenesulfonates), higher alcohol sulfates, higher alcohol ether sulfates, dialkylsulfosuccinates and alkali metal salts of higher fatty acids. Examples of nonionic surfactants include polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenyl ethers (eg, polyoxyethylene nonyl phenyl ethers), polyoxyethylene polyoxypropylene ethers, polyoxyethylene alkyl esters, sorbitan fatty acid esters , Polyoxyethylene sorbitan fatty acid esters, polyoxyethylene polyoxypropylene block copolymers and higher fatty acid alkanol amides. Among these surfactants, for example, lignosulfonates (eg calcium lignosulfonates), alkylbenzenesulfonates (eg sodium alkylbenzene sulfonates), polyoxyethylene alkyl ethers, alkylnaphthalenesulfonates (Eg, sodium alkylnaphthalenesulfonate) and polyoxyethylenenonyl phenyl ether are preferably used.

As the carrier, for example, diluents such as liquid carriers and solid carriers, and weighting agents are used. Suitable examples of liquid carriers (solvents) include water, alcohols (eg, methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol and ethylene glycol), ethers (eg, dioxane, tetrahydrofuran, ethylene Glycol monomethyl ether, diethylene glycol monomethyl ether and propylene glycol monomethyl ether), ketones (e.g. acetone and methyl ethyl ketone), aliphatic hydrocarbons (kerosine, fuel oil and machine oil), aromatic hydrocarbons (benzene, toluene , Xylene, solvent naphtha and methylnaphthalene), halogenated hydrocarbons (methylene chloride, chloroform and carbon tetrachloride), acid amides (dimethylformamide and dimethylacetamide), esters (glycerol esters of ethyl acetate, butyl acetate and fatty acids) and nitrile ( Acetonitrile and propionitrile). Examples of solid carriers are plant powders (e.g., soy powder, tobacco powder, flour and wood powder), mineral powders (e.g. clay, such as kaolin, bentonite and acid clay, talc powder wheat agalatite powder Talc powder, and silica such as diatomaceous earth and mica powder), alumina, sulfur powder, activated carbon and calcium carbonate. One kind or two or more kinds of these carriers may be incorporated into the composition at an appropriate ratio.

Surfactants used such as emulsifiers, electrodeposition agents, penetrants, suspending agents and the like may be used as soaps, polyoxyalkyl aryl esters (Nonal ^TM , Takemoto Yushi), alkyl sulfates (Emal 10R ^TM , Emal 40R ^TM , Daiich Kogyo Seiyaku; Neopelex R ^TM , Nonionic and anionic surfactants such as Kao Atlas), polyethylene glycol ethers (Nonipol 85R ^TM , Nonipol 100R ^TM , Nonipol 160R ^TM , Sanyo Chemical Industries) and polyhydric alcohol esters (Tween 20R ^TM , Tween 80R ^TM , Kao Atlas) Include.

Agricultural and horticultural compositions of the present invention may be prepared by mixing one or two or more compounds of formula (I) with one or two or more additional active ingredients and / or the additives as desired in accordance with conventional methods. have. Various formulations such as emulsions, oil solutions, sprays, solutions, water dispersible powders, powders, tablets, granules and ointments are known and commonly used methods for preparing agricultural and horticultural preparations, for example components Can be prepared according to the application purpose by dissolving or dispersing in a suitable liquid carrier, or mixing the component with a suitable solid carrier or absorbing the component into a solid carrier.

Ointment bases used in ointment preparation include polyethylene glycol, pectin, polyhydric alcohol esters of higher fatty acids (such as glycerol monostearate), cellulose derivatives (such as methyl cellulose), sodium alginate, bentonite, higher alcohols, polyhydric alcohols (such as glycerol), Waselin, white waselin, liquid paraffin, lard, various vegetable oils, lanolin, dehydrated lanolin, hydrogenated oils and resins. They may be used alone or in combination, or nonionic and anionic surfactants such as soaps, polyoxyalkyl aryl esters (Nonal ^™ , Takemoto Yushi), alkylsulfates (Emal 10R ^™ , Emal 40R ^™ , Daiich Kogyo Seiyaku ^{; Neopelex R TM, Kao Atlas)} , polyethylene glycol ether ^{(Nonipol 85R TM, Nonipol 100R TM} , Nonipol 160R TM, Sanyo Chemical Industries) and polyhydric alcohol esters ^{(Tween 20R TM, Tween 80R TM} , Kao Atlas) a may be appropriately contained have.

Suitable amounts of compounds represented by formula (I) contained in the agricultural and horticultural compositions of the present invention are usually from about 1 to 80% by weight, preferably in the case of emulsions, solutions and water dispersible powders, based on the total composition About 1 to 20% by weight, usually about 0.1 to 50% by weight, preferably about 1 to 20% by weight for oil solutions and powders, and about 5 to 50% by weight for granules, preferably about 1 to 20% by weight. Additional active ingredients may also be added in effective amounts known per se. For example, they can be used in the range of 0.1 to 80% by weight of the total composition for all formulations.

The amount of additional pesticide active ingredient (pesticide, acaricide and / or fungicide) added to the composition of the present invention is usually about 1 to 80% by weight, preferably about 1 to 20% by weight, based on the total composition.

The content of the additives other than the above-mentioned active ingredient varies depending on the type or content of the active ingredient or the form of the preparation, but is usually about 1 to 50% by weight, preferably about 1 to 30% by weight. More specifically, it is preferred to add about 1-20 wt% surfactant, about 1-20 wt% fluidization aid, and about 1-70 wt% carrier, based on the total weight. When preparing the solution, it is preferred to add the surfactant usually in an amount of about 1 to 20% by weight, preferably about 1 to 10% by weight, and water in an amount of about 20 to 90% by weight. When using an emulsion and a water dispersant, it is preferable to apply after dilution or weight (for example, 100 to 5,000 times) suitably with water.

The mixed composition of the present invention can be added to any preparation for agriculture and horticulture. However, it is particularly preferred to use them as water dispersible powders, solutions, powders or granules. Examples of such compositions are as follows:

Compound represented by formula (I): 0.1 to 50% by weight

Agricultural and horticultural fungicides: 0 to 80% by weight (preferably 1 to 80% by weight)

Agricultural and horticultural insecticides: 0 to 50% by weight (preferably 1 to 50% by weight)

Surfactant: 1 to 15% by weight

Carrier: 10 to 90 wt%

More specifically, as a compound represented by Formula (I), validamycin, ballydoxylamine A, etc .; Examples of agricultural and horticultural fungicides include metallaxyl, fluazinam, chlorothalonil, benomil, and the like; As surfactant, Polyoxyethylene polyester phenyl ether, sodium alkyl naphthalene sulfonate, calcium lignosulfonate, higher condensate of formaldehyde, etc .; And clay, calcium carbonate or the like is preferably used as the carrier.

The composition of the present invention containing a compound represented by formula (I) or a salt thereof obtained as described above exhibits excellent control effect against foot blight. In addition, in comparison to other agricultural active ingredients, the compositions of the present invention can control various soil diseases such as semi-disease, late blight, cucumber aphid as well as green blight. Since the composition of the present invention is prepared using safe and low toxicity compounds and additives, it can be used as a safe and low chronic toxicity composition for controlling various soil diseases.

The composition of the present invention can of course be used for the seed of a plant and can be used at any time from sowing to harvesting. The use of the composition of the present invention in advance of the development of plant diseases and pests can be prevented. In addition, the composition of the present invention may be commonly used in plants immediately after the occurrence of plant diseases and pests. In particular, the composition of the present invention is preferably used in the harvesting step after plant growth.

When the compound of the formula (I) is used as a pesticide, the amount is appropriately selected depending on various conditions such as the growth stage and growth state of the target plant, the type of disease and pest, the onset state, the spraying time of the pesticide and the method of spraying. . Typically, the composition adds a compound of formula (I) in an amount of about 3 to 300 g, preferably about 10 to 100 g per 10 ar, and adds about 6 to 600 g of additional pesticide active ingredient (sterilizer and / or pesticide) , Preferably, in an amount of about 20-200 g.

The sparging concentration is adjusted to about 1 to 10,000 ppm with respect to the compound of formula (I) or a derivative thereof, and to about 10 to 1,000 ppm with respect to other active ingredients.

The spraying method may include direct spraying on plants, direct spraying, soil irrigation treatment and seed coating. In addition, the application amount, the application concentration or the application method can be appropriately diversified as long as the compound can be safely and effectively used on the plant.

Further active ingredients mentioned above include mites, nematicides, herbicides, plant hormones, plant growth regulators, attractants and insect repellents. These components can be suitably blended in well-known ratio.

Metal salts such as copper chloride and copper sulfate may be added to enhance the effect. In addition, known stabilizers, synergists, fragrances, dyes, fertilizers, phytonutrients, various amino acids, or low molecular weight or high molecular weight phosphoric acid can also be blended.

In addition, the following fungicides, insecticides and the like can be blended to give more excellent effects.

TABLE 2

TABLE 3

Compositions of the present invention containing a compound of formula (I) or a salt thereof and active ingredients for agriculture and horticulture include soil diseases of various plants, such as tobacco, sesame, tomatoes, eggplant, pepper, pepper, peanuts, bananas, It has a very good control against green blight, which occurs in heliconia, potato, ginger, strellitias, and pumpkin.

In addition, when sprayed on plants and soil, this crude Seoul exhibits a rapid control action, and this pesticide ingredient does not remain in the soil after being sprayed and decomposed by microorganisms. In addition, the composition of the present invention is advantageous as a composition for soil disease control because it does not exhibit phytotoxicity.

EXAMPLE

The present invention will be described in more detail by the following examples and test examples. However, this embodiment does not limit the scope of the present invention. % In the examples are% by weight unless otherwise indicated.

[solution]

Balidamycin A 10%

Sodium alkyl naphthalene sulfonate 3%

Polyoxyethylene Nonyl Phenyl Ether 3%

1% calcium lignosulfonate

83% of water

Each component described above is mixed uniformly with each other and ground to form a solution. In use, the solution is diluted with 1000 times water and tested.

Example 2

[Water dispersible powder]

Balidamycin A 10%

Compound F-1 (Benomil) 10%

Sodium alkyl naphthalene sulfonate 3%

Polyoxyethylene Nonyl Phenyl Ether 8%

1% calcium lignosulfonate

10% of charcoal

Calcium Carbonate 58%

Each component described above is mixed uniformly with each other and ground to form a water dispersible powder. In use, the powder is diluted with 1,000 times water and tested.

Example 3

[Water dispersible powder]

Balidamycin A 10%

Compound F-1 (Benomil) 10%

Compound F-7 (chlorothalonyl) 5%

Sodium alkyl naphthalene sulfonate 3%

Polyoxyethylene Nonyl Phenyl Ether 8%

1% calcium lignosulfonate

10% of charcoal

Each component described above is mixed uniformly with each other and ground to form a water dispersible powder. In use, the powder is diluted with 1,000 times water and tested.

Example 4

[Water dispersible powder]

Validamycin B 10%

Compound F-1 (Benomil) 10%

Compound I-5 (Nitenpyram) 5%

Sodium alkyl naphthalene sulfonate 3%

Polyoxyethylene Nonyl Phenyl Ether 8%

1% calcium lignosulfonate

10% of charcoal

Each component described above is mixed uniformly with each other and ground to form a water dispersible powder. In use, the powder is diluted with 1,000 times water and tested.

Example 5

[Water dispersible powder]

Validamycin B 10%

Compound F-4 (Metalaxyl) 10%

Compound I-6 (imidacloprid) 5%

Sodium alkyl naphthalene sulfonate 3%

Polyoxyethylene Nonyl Phenyl Ether 8%

1% calcium lignosulfonate

10% of charcoal

Each component described above is mixed uniformly with each other and ground to form a water dispersible powder. In use, the powder is diluted with 1,000 times water and tested.

Example 6

[Water dispersible powder]

Validamycin D 10%

Compound F-7 (chlorothalonyl) 10%

Compound I-1 (Acetate) 5%

Sodium alkyl naphthalene sulfonate 3%

Polyoxyethylene Nonyl Phenyl Ether 8%

1% calcium lignosulfonate

10% of charcoal

Each component described above is mixed uniformly with each other and ground to form a water dispersible powder. In use, the powder is diluted with 1,000 times water and tested.

Example 7

[Water dispersible powder]

Balidoxylamine A 10%

Compound F-4 (Metalaxyl) 10%

Compound I-2 (Cartop) 5%

Sodium alkyl naphthalene sulfonate 3%

Polyoxyethylene Nonyl Phenyl Ether 8%

1% calcium lignosulfonate

10% of charcoal

Each component described above is mixed uniformly with each other and ground to form a water dispersible powder. In use, the powder is diluted with 1,000 times water and tested.

Example 8

[Water dispersible powder]

Balidoxylamine A 10%

Compound F-2 (Iprodione) 10%

Compound I-3 (fenvalerate) 5%

Sodium alkyl naphthalene sulfonate 3%

Polyoxyethylene Nonyl Phenyl Ether 8%

1% calcium lignosulfonate

10% of charcoal

Each component described above is mixed uniformly with each other and ground to form a water dispersible powder. In use, the powder is diluted with 1,000 times water and tested.

Example 9

[Water dispersible powder]

Balidoxylamine A 10%

Compound F-3 (Geneb) 10%

Compound I-5 (Nitenpyram) 5%

Sodium alkyl naphthalene sulfonate 3%

Polyoxyethylene Nonyl Phenyl Ether 8%

1% calcium lignosulfonate

10% of charcoal

Each component described above is mixed uniformly with each other and ground to form a water dispersible powder. In use, the powder is diluted with 1,000 times water and tested.

Example 10

[Water dispersible powder]

Balidoxylamine A 10%

Compound F-5 (Fluazin) 10%

Compound I-4 (Buprofezin) 5%

Sodium alkyl naphthalene sulfonate 3%

Polyoxyethylene Nonyl Phenyl Ether 8%

1% calcium lignosulfonate

10% of charcoal

Each component described above is mixed uniformly with each other and ground to form a water dispersible powder. In use, the powder is diluted with 1,000 times water and tested.

Example 11

[Water dispersible powder]

Balidoxylamine A 10%

Compound F-1 (Benomil) 10%

Compound I-6 (imidacloprid) 5%

Sodium alkyl naphthalene sulfonate 3%

Polyoxyethylene Nonyl Phenyl Ether 8%

1% calcium lignosulfonate

10% of charcoal

Each component described above is mixed uniformly with each other and ground to form a water dispersible powder. In use, the powder is diluted with 1,000 times water and tested.

[Test Example 1]

[Prevention test of tomato foot blight disease (soil drench)]

Plants to be tested: Tomatoes transplanted in a pot of 5 cm 2 weeks after sowing and grown for 2 more weeks in an air-conditioned room [Lycopersicon esculentum Mill, Varieties: Ogata Fukuju] Use

Spraying of Agents: Each agent of the Example is diluted with 1000 times of water and treated with soil irrigation in an amount of 5 ml / pot.

How to inoculate: Tomato foot blight 1 day after spraying medicine [Pseudomonas Solanaserum. F. Inoculate tomatoes by irrigation of about 3 ml of a suspension containing Pseudomonas solanacearum EF Smith, a isolate from Takeda Chemical Industries, at a concentration of about 10 ⁸ CFU / ml (CFU: colony forming units). After storing for 2 weeks in a glass room, the number of withered plants is counted and the control value is calculated by the following formula (1).

(%) = (Number of withered plants in 1-sprayed area / number of withered plants in unsprayed area) x 100 ‥‥‥ (1)

[Test Example 2]

[Anti-Aging Test of Branched Green Blight Disease (Spray and Leaf Treatment)]

Plants to be tested: Solanum melongene L (Solanum melongene L), varieties: Senryo No. 2, 2 weeks after sowing, transplanted into a pot of 5 cm and grown for 2 more weeks in an air-conditioned room. .

Spraying of the Agent: The water dispersible powder of the Example is diluted with 1000 times of water and sprayed onto the stem and leaves to the extent that the diluted powder is dropped using a spray sprayer.

Inoculation method: Tomato foot blight bacteria at a concentration of about 10 ⁸ CFU / ml 1 day after drug spraying [Pseudomonas solanacea rum. F. Soil irrigation is performed with about 3 ml of a suspension containing Smith [Pseudomonas solanacearum EF Smith, Takeda Chemical Industries, Ltd.], and the roots of the branches are cut and inoculated short-term. After storing for 2 weeks in a glass room at 30 ° C., the number of withered plants is counted and the control value is calculated by the above formula (1).

[Test Example 3]

[Prevention test of tomato foot blight disease (intraductal infusion treatment)]

Plants to be tested: Tomatoes transplanted in a pot of 9 cm 2 weeks after planting and grown for 4 more weeks in an air-conditioned room [Lycopersicon esculentum Mill, Varieties: Ogata Fukuju] Use

Spraying of Agents: The water dispersible powders of the examples are diluted with 1000 times of water and injected into the conduit in an amount of 400 ml / piece using a dropping sap set.

Inoculation method: Tomato foot blight bacteria at a concentration of about 10 ⁸ CFU / ml 1 day after drug spraying [Pseudomonas solanacea rum. F. Soil irrigation is performed with about 3 ml of a suspension containing Smith [Pseudomonas solanacearum EF Smith, Takeda Chemical Industries, Ltd.], and the roots of tomatoes are cut and inoculated short-term. After storing for 2 weeks in a glass room at 30 ° C., the number of withered plants is counted and the control value is calculated by the above formula (1).

[Test Example 4]

[Prevention test of tomato semitrail disease (soil irrigation)]

Plants to be tested: Tomatoes transplanted in a pot of 5 cm 2 weeks after sowing and grown for 2 more weeks in an air-conditioned room [Lycopersicon esculentum Mill, Varieties: Ogata Fukuju] Use

Spraying of the drug: The water-dispersible powder of the example is diluted with 1000 times of water and treated with soil irrigation in an amount of 5 ml / pot.

Inoculation method: Tomato withered germ 1 day after drug spraying [Fusarium oxysporum f. Esp. Soil irrigation is carried out with about 3 ml of a suspension containing Lycopersici (Fusarium oxysporum f. Sp. Lycopersici, Takeda Chemical Industries). Counting and calculating the control value by the above equation (1).

[Test Example 5]

[Prevention test of tomato blight (soil irrigation)]

Plants to be tested: Tomatoes transplanted in a pot of 5 cm 2 weeks after sowing and grown for 2 more weeks in an air-conditioned room [Lycopersicon esculentum Mill, Varieties: Ogata Fukuju] Use

Spraying of the drug: The water-dispersible powder of the example is diluted with 1000 times of water and treated with soil irrigation in an amount of 5 ml / pot.

Inoculation method: Tomato station bacteria after 1 day after spraying agent [Phi Saratov Tora inpe Stan's De Bari (phytophthora infestans de Bary, strain (manufactured by: Takeda Chemical Industries)] containing yujujanang to about 10 ⁵ yujujanang / ml concentration of The suspension is sprayed to the extent of dropping onto the stems and leaves of the tomatoes, and inoculated by storage for 5 days at 20 ° C. and high humidity conditions, and then examined the area of development and the control value is calculated by the following equation (2):

Control rate (%) = (1-area area of spread area / area of non-spray area) x 100 ‥‥‥ (2)

[Test Example 6]

[Pesticide Effect Test on Cucumber Aphids]

One female aphid adult is released on each of cucumber seedlings (about 3 weeks old seedlings) one day before drug spraying, and the composition of the present invention is diluted with 1000 times water and then sprayed. After 2 days of spraying, the number of surviving aphids is counted and the number of dead aphids is calculated, and the control value is calculated by the following equation (3):

(%) = (1-number of dead aphids in the spread area / number of aphids released) x 100

‥‥‥ (3)

The results of Test Examples 1 to 6 are summarized in Tables 4 and 5.

TABLE 4

[Experimental Results (1)]

TABLE 5

[Experimental Results (2)]

-: Rain test

As can be seen from the results of the above test, the medicament of the present invention containing the compound of formula (1) or a salt thereof has a turbid control effect against green blight, and the composition further containing other agricultural active ingredients is added. In addition to green blight, which is controlled according to the active ingredient, it has excellent control effects on soil diseases such as semi-dynasty, late blight, and cucumber aphid.

Claims (18)

A composition for controlling bacterial wilt containing a compound of formula (I) or a salt thereof: [Wherein, R ₁ and R ₃ are each a hydrogen atom or a hydroxyl group; R ₂ is a hydrogen atom or a D-glucopyranosyl group; R ₄ is a hydrogen atom, a D-glucopyranosyl group or a D-glucopyranosyl-D-glucopyranosyl group; R ₅ is a group of formula (II): (Wherein R ₆ and R ₇ are each a hydrogen atom or a D-glucopyranosyl group). The compound of formula (I) according to claim 1, wherein the compound of formula (I) is validamycin A, validamycin B, validamycin C, validamycin D, validamycin E, validamycin F, validamycin G, validoxylamine A, validoxalamine B And balidoxylamine G. A composition selected from the group consisting of: The composition of claim 1, wherein the compound of formula (I) is a compound selected from the group consisting of validamycin A, validamycin B, validamycin D, and validoxamineamine A. The composition of claim 1 wherein the content of a compound of formula (I) or a salt thereof is 0.1 to 80% by weight of the total composition. The composition of claim 1 further comprising at least one additional pesticide active ingredient. The composition of claim 5 wherein the additional pesticide active ingredient is an insecticide and / or a fungicide. 6. The composition of claim 5, wherein the content of the additional pesticide active ingredient is 1 to 80% by weight of the total composition. 6. The pesticide active ingredient according to claim 5, wherein the additional pesticide active ingredient is metal-1- (butylcarbamoyl) -2-benzimidazole carbamate (benomil), 3- (3, 5-dichlorophenyl) -N-isopropyl-. 2,4-dioxoimidazolidine-1-carboxamide (iprodione), zinc ion coordination manganese ethylenebisthiocarbamate (Geneb), methyl-N- (chloro-5-trifluoromethyl- 2-pyridyl) -DL-alanineate (metallaxyl), 3-chloro-N- (3-chloro-5-trifluoromethyl-2-pyridyl) -α, α, α-trifluoro- 2, 6-dinitro-p-toluidine (fluazin), 5-ethyl-5, 6-dihydro-8-oxo (1, 3) -oxolo (4, 5-g) quinoline-7-car Main acid (oxolinic acid), tetrachloroisophthalonitrile (chlorotalonyl), O, S-dimethyl-N-acetylphosphoroamidothioate (acetate), 1, 3-bis (carbamoylthio) -2 -(N, N-dimethylamino) propanehydrochloride (cartop), (RS) -α-cyano-3-phenoxybenzyl- (RS) -2- (4- Rorophenyl) -3-methyl butanoate (fenvalerate), 2-t-butylimino-3-isopropyl-5-phenyl-3, 4, 5, 6-tetrahydro-2H-1, 3, 5-thiadiazin-4-one (buprofezin), 1- [N- (6-chloro-3-pyridylmethyl) -N-ethyl] amino-1-methylamino-2-nitroethylene (nitenpyram ), 1- (2-chloro-5-thiazolylmethyl) -3-methyl-2-nitroguanidine (imidacloprid) and (RS)-[O-1- (4-chlorophenyl) pyrazol-4-yl -O-ethyl-S-propylphosphothioate (pyraclophos) is a compound selected from the group consisting of. 6. The composition of claim 5, wherein the additional agrochemical active ingredient is 1- [N- (6-chloro-3-pyridylmethyl) -N-ethyl] amino-1-methylamino-2-nitroethylene (nittenpyram). 6. The composition of claim 5, wherein the additional pesticide active ingredient is methyl-1- (butylcarbamoyl) -2-benzimidazole carbamate (benomil). 6. The composition of claim 5, wherein the additional pesticide active ingredient is methyl-N- (chloro-5-trifluoromethyl-2-pyridyl) -DL-alanineate (methyllacyl). The method of claim 5, wherein the additional pesticide active ingredient is (RS) -2- (2, 4-dichlorophenyl) -1- (1H-1, 2, 4-triazol-2-yl) hexane-2-ol ( Hexaconazole). The method of claim 5, wherein validamycin B, methyl-1- (butylcarbamoyl) -2-benzimidazole carbamate (benomil) and 1- [N- (6-chloro-3-pyridylmethyl)- N-ethyl] amino-1-methylamino-2-nitroethylene (nitenpyram). The method of claim 5 wherein validamycin A, methyl-1- (butylcarbamoyl) -2-benzimidazole carbamate (benomyl) and 1- [N- (6-chloro-3-pyridylmethyl)- N-ethyl] amino-1-methylamino-2-nitroethylene (nitenpyram). The method of claim 5 wherein validamycin A, zinc ion coordinating manganese ethylenebisthiocarbamate (Geneb) and 1- [N- (6-chloro-3-pyridylmethyl) -N-ethyl] amino-1- A composition containing methylamino-2-nitroethylene (nitenpyram). A method for controlling foot blight disease, characterized by using the compound of formula (I) or a salt thereof: [Wherein, R ₁ and R ₃ are each a hydrogen atom or a hydroxyl group; R ₂ is a hydrogen atom or a D-glucopyranosyl group; R ₄ is a hydrogen atom, a D-glucopyranosyl group or a D-glucopyranosyl-D-glucopyranosyl group; R ₅ is a group of formula (II): (Wherein R ₆ and R ₇ are each a hydrogen atom or a D-glucopyranosyl group). Solution or water-dispersible powder for control of foot blight containing a compound of formula (I) or a salt thereof: [Wherein, R ₁ and R ₃ are each a hydrogen atom or a hydroxyl group; R ₂ is a hydrogen atom or a D-glucopyranosyl group; R ₄ is a hydrogen atom, a D-glucopyranosyl group or a D-glucopyranosyl-D-glucopyranosyl group; R ₅ is a group of formula (II): (Wherein R ₆ and R ₇ are each a hydrogen atom or a D-glucopyranosyl group). A process for preparing a composition as claimed in claim 1 or 6, characterized in that the compound of formula (I) or a salt thereof is mixed with additional pesticide active ingredient (s) and / or agricultural or horticultural additive (s). : [Wherein, R ₁ and R ₃ are each a hydrogen atom or a hydroxyl group; R ₂ is a hydrogen atom or a D-glucopyranosyl group; R ₄ is a hydrogen atom, a D-glucopyranosyl group or a D-glucopyranosyl-D-glucopyranosyl group; R ₅ is a group of formula (II): (Wherein R ₆ and R ₇ are each a hydrogen atom or a D-glucopyranosyl group).