WO2003075662A1 - Composition fongicide destinee a combattre une maladie du riz - Google Patents

Composition fongicide destinee a combattre une maladie du riz Download PDF

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Publication number
WO2003075662A1
WO2003075662A1 PCT/JP2003/002748 JP0302748W WO03075662A1 WO 2003075662 A1 WO2003075662 A1 WO 2003075662A1 JP 0302748 W JP0302748 W JP 0302748W WO 03075662 A1 WO03075662 A1 WO 03075662A1
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WIPO (PCT)
Prior art keywords
compound
rice
weight
coch
group
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PCT/JP2003/002748
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English (en)
Japanese (ja)
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WO2003075662A8 (fr
Inventor
Takeshi Teraoka
Makoto Matsumura
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Meiji Seika Kaisha, Ltd.
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Application filed by Meiji Seika Kaisha, Ltd. filed Critical Meiji Seika Kaisha, Ltd.
Priority to AU2003213423A priority Critical patent/AU2003213423A1/en
Priority to JP2003573948A priority patent/JPWO2003075662A1/ja
Publication of WO2003075662A1 publication Critical patent/WO2003075662A1/fr
Publication of WO2003075662A8 publication Critical patent/WO2003075662A8/fr

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A01N43/42—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings

Definitions

  • Fungicidal composition for controlling rice disease Fungicidal composition for controlling rice disease
  • the present invention relates to a bactericidal composition having an excellent rice disease controlling effect
  • the present invention relates to a fungicidal composition having an effect of controlling rice blast.
  • Blast disease is one of the plant diseases. Blast is a type of filamentous fungus
  • WO 01/92231 International Publication Date: 2001/12/06 discloses a compound represented by the following formula (1) or an acid addition salt thereof having excellent bactericidal activity:
  • R is a hydrogen atom, 110 ⁇ , -COOR 1 (here, an alkyl group having 1 to 4 carbon atoms), —COCH 2 OCH 3 or —COCH 2 OCOCH 3 ]. It also describes the physicochemical properties of this compound and its control effect on rice blast. Furthermore, here, this compound has not only an excellent therapeutic effect on rice blast, but also an excellent residual and preventive effect, which is the same as the therapeutic effect of existing rice blast control agents. It also states that they are different. Compounds that have a controlling effect on several rice diseases including rice blast include fusalide (4,5,6,7-tetrachlorophthalide) and tricyclazole (5-methyl-1).
  • Japanese Patent Publication No. 63-503321 discloses a pyrimidine derivative having a therapeutic effect on rice blast and a compound having a melanin biosynthesis inhibitory effect having a preventive effect on rice blast.
  • An agricultural fungicidal composition comprising: It is described therein that the bactericidal composition has both a preventive effect and a therapeutic effect, and that these components exhibit a synergistic effect.
  • the present inventors have now comprised a compound of the following formula (1) (a 2,3-dimethyl-6-t-butyl 8-fluoro-4-quinolinol derivative), a compound having an inhibitory action on melanin biosynthesis, and kasugamycin.
  • a mixed composition comprising one or more compounds selected from the group not only does not impair the activity of each component, but also exhibits a synergistic effect and exhibits an excellent rice blast control effect. I found it. At this time, the composition exhibits an excellent control effect over a long period of time at a low dose, not only when it is applied to rice blast at an appropriate time, but also when the application time is delayed. I understood.
  • the present invention is based on this finding.
  • an object of the present invention is to provide a drug having an excellent rice blast control effect, which is capable of exhibiting an excellent control effect over a long period at a low dose even when the application time is delayed. I do.
  • the bactericidal composition according to the present invention has the following formula (1):
  • a compound having an inhibitory effect on melanin biosynthesis and one or more compounds selected from the group consisting of kasugamycin
  • the method for controlling rice disease according to the present invention comprises applying an effective amount of the bactericidal composition to a region to be treated.
  • the bactericidal composition for producing a rice disease controlling agent.
  • the bactericidal composition according to the present invention has an excellent control effect on rice diseases, especially on rice blast, and each component acts synergistically to exhibit an unexpected and remarkable control effect. Can be. Therefore, according to the bactericidal composition of the present invention, the amount of applied medicine per area can be reduced. ADVANTAGE OF THE INVENTION According to the bactericidal composition of this invention, compared with the case where the component is used by itself, an excellent control effect can be exhibited by using a smaller dose. The effect is effective for a long time. Therefore, according to the bactericidal composition of the present invention, the number of times of treating plants can be reduced, and the total amount of chemicals used for target plants during the cultivation period can be reduced. it can.
  • the bactericidal composition of the present invention can exhibit excellent control effects not only when the control treatment is performed at an appropriate time for application but also when the application time is delayed.
  • the bactericidal composition according to the present invention is expected to make a great contribution to labor saving of agriculture, environmental protection and stability of food production.
  • the bactericidal composition according to the present invention comprises at least one compound selected from the group consisting of a compound of the formula (1) or an acid addition salt thereof, a compound having an inhibitory action on melanin biosynthesis, and kasugamycin. And a compound as an active ingredient.
  • This fungicidal composition can be used for controlling plant diseases, preferably rice diseases.
  • rice diseases include, for example, rice blast, wilt disease caused by sesame leaf blight fungus and streak leaf wilt fungus, discolored rice caused by Curvularia spp. And Alternaria spp. .
  • the bactericidal composition according to the present invention is used for controlling rice blast.
  • “comprising as an active ingredient” includes a carrier corresponding to a desired dosage form. Of course, it may also include other drugs that can be used in combination.
  • the bactericidal composition according to the present invention comprises the compound of the formula (1) or an acid addition salt thereof.
  • R represents a hydrogen atom, one COR 1 ⁇ -COOR 1 , -COCH 2 OCH 3 , or 1 C ⁇ CH 2 OCOCH 3 .
  • R 1 is the carbon number :! 4 to 4 alkyl groups.
  • the alkyl group may be in any of a linear, branched or cyclic form, and if necessary, one or more hydrogen atoms on the alkyl may be substituted with one or more hydrogen atoms. It may be substituted by a group (which may be the same or different).
  • R 1 include, for example, a methyl group, E Ji Le group, n- propyl group, and isopropyl building groups or n- butyl.
  • the compound of the formula (1) can have a structure represented by the following formula (2), which is a tautomer thereof. It is apparent to those skilled in the art that the compound of the formula (1) includes the compound of the formula (2).
  • the “acid addition salt” means a salt that can be generally used in the agricultural and horticultural fields, such as a hydrochloride, a nitrate, a sulfate, a phosphate, and an acetate.
  • the compound of the formula (1) may be in the form of a hydrate or a solvate. In the present invention, such a hydrate and a solvate are also included in the compound of the formula (1). Included.
  • the compound of the formula (1) can be synthesized by any suitable method for forming a bond or introducing a substituent.
  • the compound of the formula (1) can be produced, for example, from 4-1t-butyl-2-fluoroaniline which can be synthesized by a known method according to the following scheme.
  • R is a hydrogen atom, —COR s -C00R ⁇ —COCH 2 OCH 3 , or —C OCH 2 OCOCH 3 ;
  • R 1 is an alkyl group having 1 to 4 carbon atoms
  • R 2 is, -R -0R ⁇ - CH 2 OCH 3 or Ru one CH 2 0 C 0 CH 3 der,.
  • a compound of the formula (2) is prepared (step (a)), and then, if necessary, the compound of the formula (2) is added to a compound of the formula (3) or (4) in a base
  • the compound of the formula (1) is obtained by reacting in the presence or absence of a base (step (b)).
  • examples of usable bases include organic amines such as triethylamine and pyridine, and inorganic bases such as sodium carbonate, carbonated lime and sodium hydride.
  • the compound of the formula (3) or (4) is preferably used in an amount of 1 to 50 equivalents, preferably 1 to 10 equivalents, based on the compound of the formula (2).
  • the reaction in step (b) can be carried out without solvent or in an organic solvent which does not participate in the reaction, for example, in dimethylformamide or tetrahydrofuran, for example, at a temperature in the range of 0 to 140 ° C.
  • any compound having a melanin biosynthesis inhibitory activity and known in the art can be used.
  • Fusalide, Tricyclazole, Diclosimet, And enoxanil are examples of the like.
  • a composition comprising only the above-mentioned active ingredient may be used as it is, but a suitable carrier or auxiliary agent may be further added to powder, granules, and packs. It can be prepared and used in any form such as water-dispersible powder, wettable powder, wettable powder, flowable liquid, liquid, micro capsule, emulsion and the like. Thereby, the bactericidal composition according to the present invention can be suitably used for various applications depending on the purpose.
  • Formulation can be carried out in the same manner as in general pesticides, according to methods known in the art. Specifically, for example, formulation can be carried out by mixing the active ingredient with a solid carrier, a solvent, a surfactant and other adjuvants as required. These carriers and the like can be selected according to the purpose of improving the physical properties of the preparation, stabilizing the active ingredient, and enhancing the efficacy.
  • Solid carriers include, for example, clay, talc, calcium carbonate, diatomaceous earth, zeolite, bentonite, acid clay, activated clay, agar palgas clay, bamicularite, perlite, pumice, white carbon, titanium dioxide , Water-soluble salts, wood flour, corn cobs, walnut hulls, powdered cellulose, starch, dextrin, and sugars.
  • Solvents include, for example, aromatic solvents such as xylene, c 9 alkyl benzene, c 1 Q alkyl benzene, alkyl naphthylene, and high boiling aromatic hydrocarbons; aliphatics such as normal paraffins, isoparaffins, and naphthenes Solvents; mixed solvents such as those produced from kerosene and kerosene; machine oils such as high-boiling aliphatic hydrocarbons; alcohols such as ethanol, isopropanol and cyclohexanol; ethylene glycol, diethylene glycol, propylene glycol Polyhydric alcohols such as propylene glycol glycol, hexylene glycol, polyethylene glycol and propylene glycol; polyhydric alcohol derivatives such as propylene glycol ether; Down like; fatty acid methyl esters (e.g.
  • coconut oil fatty acid methyl ester coconut oil fatty acid methyl ester
  • esters such as dibasic acid methyl esters (eg, succinic acid dimethyl ester, glutamic acid dimethyl ester, adipic acid dimethyl ester); nitrogen-containing solvents such as N-alkylpyrrolidone; coconut oil, soybean oil, and rapeseed oil. Such oils and fats; and water.
  • surfactant examples include sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sucrose fatty acid ester, polyoxyethylene fatty acid ester, polyoxyethylene fatty acid diester, polyoxyethylene castor oil, polyoxyethylene hardened castor oil , Polyoxyethylene alkyl ether, polyoxyethylene diphenyl ether, polyoxyethylene dialkyl phenyl ether, polyoxyethylene diphenyl ether / formalin condensate, polyoxyethylene / poly Polyoxypropylene block polymer, alkylpolyoxyethylene / polyoxypropylene block polymer ether, alkylphenylpolyxethylene / polyoxypropylene block polymer ether, Polyoxyethylene alkylamine, polyoxyethylene fatty acid amide, polyoxyethylene bisphenyl ether, polyoxyethylene benzyl phenyl ether, polyoxyethylene styryl phenyl ether, polyoxyethylene ether silicon, ester type Nonionic surfactants such as
  • Adjuvants include, for example, isopropyl phosphate, carboxymethyl cellulose, PVA, sodium tripolyphosphate, sodium hexamethylene phosphate, xanthan gum, guar gum, carboxyethyl cellulose, sodium benzoate, Potassium sorbate, parahydroxybenzoate, 1,2-benzothiazoline-3-one, ethylene glycol, diethylene glycol, propylene glycol, polyvinylpyrrolidone, urea, hexamethylenetetramine, antioxidant, ultraviolet X-ray absorbers, zeolite, quicklime, magnesium oxide, hydrophobic high-boiling solvents, polyacrylic acid soda, alginic acid, kraft lignin, copolymers of methacrylic acid and vinylpyrrolidone, glycerin, sorbitol, and Water swellable polymer And the like.
  • the above carriers, surfactants, dispersants, and auxiliaries may be used in combination of two or more selected from within each group and between groups.
  • the compound of the formula (1) or an acid addition salt thereof, a compound having an inhibitory action on melanin biosynthesis, and at least one compound selected from the group consisting of kasugamycin The amount (active ingredient amount) is 0.1 to 90 parts by weight, preferably 1 to 70 parts by weight, in 100 parts by weight of the bactericidal composition. Good.
  • the amount of the active ingredient can be appropriately selected in consideration of the preparation form, application method, use environment, and other conditions of the bactericidal composition.
  • the content is 5 to 50% by weight, preferably 10 to 30% by weight
  • the bactericidal composition is in the form of a powder, it is 0.5 to 5.0% by weight, preferably 1.0 to 2.0% by weight.
  • the compounding ratio of the compound of the formula (1) or an acid addition salt thereof, a compound having an inhibitory action on melanin biosynthesis, and one or more compounds selected from the group consisting of kasugamycin is as follows: , 1: 100 to 100: 1, preferably 1:20 to 20: 1.
  • the bactericidal composition according to the present invention When used directly as it is, but if necessary, it may be diluted with a diluent such as water and sprayed on the area to be treated, mixed, water-applied, It can be subjected to a treatment such as immersion.
  • a treatment such as immersion.
  • examples of such treatment include, for example, application to a plant itself (spray application), application to a nursery box (application of a nursery box), application to soil (soil admixture or lateral application), paddy field Application to water (water application or Hyundai application) or application to seed (seed treatment).
  • a method for controlling rice diseases comprising applying an effective amount of the bactericidal composition according to the present invention to an area to be treated.
  • the "region to be treated” refers to a region that needs to be treated using the bactericidal composition according to the present invention for controlling rice diseases. , Nursery box, soil, paddy water, or seed.
  • the area to be treated is a rice plant, soil, or paddy water.
  • the amount of the bactericidal composition according to the present invention can be appropriately changed according to the use environment, the growth state of the target plant, the mixing ratio of the active ingredients, the formulation, the application time, the application method, and the type of the disease to be controlled.
  • the amount is such that the amount of the active ingredient per 10 ares is 1 to 1: 500 g, preferably 10 to 150 g.
  • the amount of the active ingredient used is 5 to 500 g, preferably 10 to 100 g, per 10 ares.
  • the bactericidal composition according to the present invention may be used in a mixture with other fungicides, insecticides, acaricides, herbicides, plant growth regulators, fertilizers and the like.
  • the bactericidal composition according to the present invention is usually prepared in advance and formulated as described above, and the compound of the formula (1) or the active ingredient in the composition, A pharmaceutical form comprising the acid addition salt, one or more compounds selected from the group consisting of a melanin biosynthesis inhibiting compound, and kasugamycin alone is prepared and used. At this time, these may be mixed and used on the spot.
  • the present invention comprises a compound of the formula (1) or an acid addition salt thereof, and one or more compounds selected from the group consisting of a compound having a melanin biosynthesis inhibitory action and kasugamycin. A combination is provided.
  • the compound of formula (1) or an acid addition salt thereof is provided as a first composition comprising the compound as an active ingredient
  • At least one compound selected from the group consisting of a compound having a synthesis inhibitory action and kasugamycin is provided as a second composition comprising the compound as an active ingredient.
  • the first composition and the second composition can be in any dosage form by using a suitable carrier or auxiliary agent in combination, as in the case of the above-mentioned bactericidal composition.
  • the combination may be provided in the form of a drug set.
  • a method for controlling rice diseases comprising: a compound of the formula (1) or an acid addition salt thereof; a compound having a melanin biosynthesis inhibitory activity; A method is provided that comprises applying one or more selected compounds to an area to be treated.
  • the compound of the formula (1) or an acid addition salt thereof, and one or more compounds selected from the group consisting of a compound having an inhibitory effect on melanin biosynthesis and kasugamycin are added to the region to be treated.
  • the mixture may be applied before application, or the components may be applied separately to the area to be treated. Separate applications include, besides applying each of the components simultaneously to the area to be treated, without prior mixing, adding the compound of formula (1) or an acid addition salt thereof prior to the other component. This includes applying and applying the compound of formula (1) or an acid addition salt thereof after the other component.
  • a method for controlling rice disease comprising a compound of the formula (1) or an acid addition salt thereof as an active ingredient: a first composition
  • a second composition comprising, as an active ingredient, one or more compounds selected from the group consisting of a compound having a melanin biosynthesis inhibitory action and kasugamycin, and A method is provided.
  • the ethyl acetate layer was washed with saturated saline, dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure.
  • the obtained crude product was purified using silica gel chromatography (Co-gel C-200 (manufactured by Wako Pure Chemical Industries, Ltd.) and elution solvent n-hexane-ethyl acetate (10: 1)). 4-t-butyl- 2-fluoro-acetoanilide (3.06 g) was obtained.
  • Compound 2 10 parts by weight Diclosimet 3.5 parts by weight Diatomaceous earth 63.5 parts by weight White carbon 10 parts by weight Polyoxyethylene lauryl ether 8 parts by weight Calcium ligninsulfonate 5 parts by weight
  • Formulation example 4 wettable powder
  • Compound 2 1 part by weight Diclosimet 0.15 part by weight Clay 97.85 parts by weight White carbon 0.5 part by weight Drilles A (trade name) (manufactured by Sankyo Co., Ltd.) 0.5 part by weight Formulation Example 9: powder
  • Test A Rice blast control effect by spraying before infestation (appropriate control test)
  • the culture soil was put into a plastic vat (about 30 cm x 50 cm), seeded rice seeds (variety: Koshihikari) that had been germinated, and densely cultivated were used.
  • the rice was cultivated in a glass greenhouse at 25 ° C in the daytime and 20 ° C at night for about 2 weeks, and when it grew at the 3-4 leaf stage, the rice blast fungus (race 037) A diseased leaf which had been inoculated and infected was placed on the densely planted rice. This was placed in a humid condition for 24 hours to inoculate the bacteria.
  • the rice was returned to the glass greenhouse again, and after 7 to 8 days, lesions were confirmed, and the first application of the drug was performed.
  • the reagent solution used was 20% acetone water or 20% methanol water (as a spreading agent, a 5,000-fold solution of neoesterin (trade name) (manufactured by Kumiai Chemical Industry Co., Ltd.)) was used. The concentration was adjusted to a predetermined concentration, and 15 ml of the solution was sprayed per vat using a spray gun. After 6 to 7 days, the second spraying of the drug was performed in the same manner as the first spraying.
  • the rice was maintained in a glass greenhouse and kept humid for 24 hours at intervals of 1 to 2 days to promote disease and spread.
  • Control value [1-1 (Lesion area ratio in treated area / Lesion area rate in untreated area)] X 100
  • the preventive effect and residual effect of the test drug are determined at the time when a predetermined number of days have elapsed after drug treatment Thus, it can be determined based on whether or not the lesion area ratio increases. Therefore, the preventive effect and residual efficacy were determined based on whether or not the finally obtained control value was high.
  • Test B Rice blast control effect by spraying after spread (spray delay test)
  • the culture soil was put into a plastic vat (about 30 cm x 50 cm), seeded rice seeds (variety: Koshihikari) that had been germinated, and densely cultivated were used.
  • the rice was cultivated in a glass greenhouse at 25 ° C in the daytime and 20 ° C at night for about 2 weeks, and when it grew at the 3-4 leaf stage, the rice blast fungus (race 037)
  • a diseased leaf which had been inoculated and infected was placed on the densely planted rice. This was placed in a humid condition for 24 hours to inoculate the bacteria.
  • the rice was returned to the glass greenhouse again, and lesions were confirmed 7 to 8 days later. After that, they were placed again in a humid condition for 24 hours to promote the secondary transmission and to spread the rice blast in the knots. About three to four days after the spread was promoted, the first drug spraying was performed after the tiny secondary lesions could be confirmed.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Cette invention concerne une composition fongicide comprenant comme principe actif au moins un composé pris dans le groupe des composés représentés par la formule suivante [dans laquelle R représente un atome d'hydrogène, -COR1, -COOR1 (dans lequel R1 est un alkyle en C1-C4), -COCH2OCH ou -COCH2OCOCH3] ou des adduits acides de ces composés, des composés ayant une activité inhibant la biosynthèse de la mélanine et la Kagumycine. Cette composition fongicide agit contre les coulures des plants de riz.
PCT/JP2003/002748 2002-03-08 2003-03-07 Composition fongicide destinee a combattre une maladie du riz WO2003075662A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU2003213423A AU2003213423A1 (en) 2002-03-08 2003-03-07 Fungicidal composition for control of rice plant disease
JP2003573948A JPWO2003075662A1 (ja) 2002-03-08 2003-03-07 イネ病害防除用殺菌性組成物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2002063010 2002-03-08
JP2002-63010 2002-03-08

Publications (2)

Publication Number Publication Date
WO2003075662A1 true WO2003075662A1 (fr) 2003-09-18
WO2003075662A8 WO2003075662A8 (fr) 2005-01-20

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PCT/JP2003/002748 WO2003075662A1 (fr) 2002-03-08 2003-03-07 Composition fongicide destinee a combattre une maladie du riz

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JP (1) JPWO2003075662A1 (fr)
AR (1) AR038920A1 (fr)
AU (1) AU2003213423A1 (fr)
TW (1) TW200304772A (fr)
WO (1) WO2003075662A1 (fr)

Cited By (9)

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JPWO2004039156A1 (ja) * 2002-10-30 2006-02-23 明治製菓株式会社 水稲病害防除用殺菌性組成物
JP2009155234A (ja) * 2007-12-26 2009-07-16 Meiji Seika Kaisha Ltd 安定化された農薬固形製剤組成物
JP2011042664A (ja) * 2010-10-08 2011-03-03 Kumiai Chemical Industry Co Ltd 農園芸用殺菌剤組成物
WO2011071026A1 (fr) * 2009-12-09 2011-06-16 明治製菓株式会社 Composition stabilisee pour produit agrochimique en suspension aqueuse
JP2012087090A (ja) * 2010-10-19 2012-05-10 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 農園芸用殺菌剤
CN104628639A (zh) * 2013-11-13 2015-05-20 浙江省化工研究院有限公司 一类含七氟异丙基喹啉类化合物、其制备方法及应用
CN104904720A (zh) * 2014-03-11 2015-09-16 浙江省化工研究院有限公司 一种含zj5337和甲氧基丙烯酸酯类杀菌剂的杀菌组合物
CN112702916A (zh) * 2018-09-14 2021-04-23 明治制果药业株式会社 中气门亚目螨类的防除用组合物
JP2022502390A (ja) * 2018-09-26 2022-01-11 シンジェンタ クロップ プロテクション アクチェンゲゼルシャフト 殺菌・殺カビ性組成物

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JP2000044404A (ja) * 1998-07-27 2000-02-15 Otsuka Chem Co Ltd 農業用混合粒剤
EP0990648A1 (fr) * 1997-06-02 2000-04-05 Meiji Seika Kaisha, Ltd. Derives de 4-quinolinol et bactericides pour l'agriculture et l'horticulture contenant lesdits derives comme principe actif
WO2001092231A1 (fr) * 2000-05-30 2001-12-06 Meiji Seika Kaisha, Ltd. Agents de controle de la piriculariose du riz
JP2003055114A (ja) * 2001-08-14 2003-02-26 Meiji Seika Kaisha Ltd 水稲用殺菌混合組成物

Patent Citations (4)

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Publication number Priority date Publication date Assignee Title
EP0990648A1 (fr) * 1997-06-02 2000-04-05 Meiji Seika Kaisha, Ltd. Derives de 4-quinolinol et bactericides pour l'agriculture et l'horticulture contenant lesdits derives comme principe actif
JP2000044404A (ja) * 1998-07-27 2000-02-15 Otsuka Chem Co Ltd 農業用混合粒剤
WO2001092231A1 (fr) * 2000-05-30 2001-12-06 Meiji Seika Kaisha, Ltd. Agents de controle de la piriculariose du riz
JP2003055114A (ja) * 2001-08-14 2003-02-26 Meiji Seika Kaisha Ltd 水稲用殺菌混合組成物

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPWO2004039156A1 (ja) * 2002-10-30 2006-02-23 明治製菓株式会社 水稲病害防除用殺菌性組成物
JP2009155234A (ja) * 2007-12-26 2009-07-16 Meiji Seika Kaisha Ltd 安定化された農薬固形製剤組成物
JP5675646B2 (ja) * 2009-12-09 2015-02-25 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 安定化された水性懸濁状農薬用組成物
WO2011071026A1 (fr) * 2009-12-09 2011-06-16 明治製菓株式会社 Composition stabilisee pour produit agrochimique en suspension aqueuse
KR20120115236A (ko) * 2009-12-09 2012-10-17 메이지 세이카 파루마 가부시키가이샤 안정화된 수성 현탁상 농약조성물
TWI488578B (zh) * 2009-12-09 2015-06-21 Meiji Seika Pharma Co Ltd A water-based suspension-like pesticide composition
KR101707262B1 (ko) * 2009-12-09 2017-02-15 메이지 세이카 파루마 가부시키가이샤 안정화된 수성 현탁상 농약조성물
JP2011042664A (ja) * 2010-10-08 2011-03-03 Kumiai Chemical Industry Co Ltd 農園芸用殺菌剤組成物
JP2012087090A (ja) * 2010-10-19 2012-05-10 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 農園芸用殺菌剤
CN104628639A (zh) * 2013-11-13 2015-05-20 浙江省化工研究院有限公司 一类含七氟异丙基喹啉类化合物、其制备方法及应用
CN104904720A (zh) * 2014-03-11 2015-09-16 浙江省化工研究院有限公司 一种含zj5337和甲氧基丙烯酸酯类杀菌剂的杀菌组合物
CN104904720B (zh) * 2014-03-11 2017-08-08 浙江省化工研究院有限公司 一种含zj5337和甲氧基丙烯酸酯类杀菌剂的杀菌组合物
CN112702916A (zh) * 2018-09-14 2021-04-23 明治制果药业株式会社 中气门亚目螨类的防除用组合物
CN112702916B (zh) * 2018-09-14 2022-04-05 明治制果药业株式会社 中气门亚目螨类的防除用组合物
JP2022502390A (ja) * 2018-09-26 2022-01-11 シンジェンタ クロップ プロテクション アクチェンゲゼルシャフト 殺菌・殺カビ性組成物

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AR038920A1 (es) 2005-02-02

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