WO2010001563A1 - Accélérateur de croissance de plantes - Google Patents

Accélérateur de croissance de plantes Download PDF

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Publication number
WO2010001563A1
WO2010001563A1 PCT/JP2009/002948 JP2009002948W WO2010001563A1 WO 2010001563 A1 WO2010001563 A1 WO 2010001563A1 JP 2009002948 W JP2009002948 W JP 2009002948W WO 2010001563 A1 WO2010001563 A1 WO 2010001563A1
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Prior art keywords
group
formula
represented
plant growth
alkyl group
Prior art date
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Ceased
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PCT/JP2009/002948
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English (en)
Japanese (ja)
Inventor
斎賀睦幸
藤井聡
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Nippon Soda Co Ltd
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Nippon Soda Co Ltd
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Filing date
Publication date
Application filed by Nippon Soda Co Ltd filed Critical Nippon Soda Co Ltd
Priority to JP2010518903A priority Critical patent/JP5285070B2/ja
Priority to CN200980124633.0A priority patent/CN102076218B/zh
Priority to KR1020107028806A priority patent/KR101309978B1/ko
Publication of WO2010001563A1 publication Critical patent/WO2010001563A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/18—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring

Definitions

  • the present invention relates to a plant growth promoter. More specifically, the present invention relates to a healthy seedling breeding agent for gramineous cereals containing a tetrazoyloxime derivative as an active ingredient, which improves the seedling quality of box seedlings.
  • This application claims priority based on Japanese Patent Application No. 2008-173222 filed in Japan on July 2, 2008, the contents of which are incorporated herein by reference.
  • plants have effects such as promoting rooting of plants, preventing lodging, improving yield, improving cold resistance, improving green color, raising healthy seedlings, increasing the number of divisions, promoting organ growth, etc.
  • a growth promoter was used.
  • rice which is the main grain among them, rice seedling breeding agents were used due to the spread of the box seedling method.
  • the rice box seedling method is super dense sowing for making seedlings suitable for rice transplanters, and the rice seedlings are prone to poor growth depending on conditions such as temperature and humidity, and the quality of the seedlings deteriorates. It was.
  • Patent Document 1 describes a composition for rooting and healthy seedling raising of rice containing cholines and hydroxyisoxazole.
  • Patent Document 2 proposes a rice seedling growing agent containing 3-hydroxypyrazine or a derivative thereof as an active ingredient.
  • the substances in these patent documents are compounds having completely different structures from the tetrazoyloxime derivative of the present invention.
  • Patent Document 3 discloses that a tetrazoyl oxime derivative and an agrochemical containing this derivative as an active ingredient have a strong activity against various phytopathogenic fungi and are highly effective in preventing and treating plant diseases caused by phytopathogenic fungi. It is described that it exhibits an effect. However, it is not described that the tetrazoyl oxime derivative of this document has a rice seedling raising effect and is effective as a rice seedling raising agent.
  • JP-A-61-212504 Japanese Patent Laid-Open No. 62-167710 WO03 / 016303
  • the present invention is to provide a plant growth promoter.
  • it is an object to provide a healthy seedling-growing agent having excellent efficacy.
  • X represents a halogen atom, an alkyl group, an alkoxy group, a cyano group, a methanesulfonyl group, a nitro group, a trifluoromethyl group or an aryl group (substituted with an alkyl group or a halogen atom, or unsubstituted).
  • n represents an integer of 0 to 5, and when n is 2 or more, Xs may be the same or different.
  • A is the formula (2):
  • R represents a halogen atom.
  • m represents an integer of 0 to 3, and when m is 2 or more, Rs may be the same or different.
  • Q is a hydrogen atom, a C1-8 alkyl group, a C1-8 haloalkyl group, a C3-6 cycloalkyl group, a C1-8 alkoxy group, a C3-6 cycloalkyloxy group, a benzyloxy group, 2-phenylethyl Oxy group, C1-4 alkylthio group, C1-4 alkylthio C1-4 alkyl group, C1-4 alkoxy C1-2 alkyl group, C1-5 acylamino C1-6 alkyl group, C1-5 acylamino C1-6 alkoxy group, C1 A -8 alkylamino group, a C2-6 alkenyl group, an aralkyl group
  • R ′ represents a hydrogen atom or a halogen atom.
  • Z represents the same meaning as in the above formula (4).
  • n 0 to 2
  • X is a halogen atom
  • A is a tetrazoyl group represented by the formula (2)
  • Het is the formula (4
  • a plant growth promoting effect can be expected. Especially, it is a healthy seedling effect.By applying it to the seedlings before transplanting, rooting of the seedlings is increased even after transplanting to Honda, the survival is promoted, the number of divisions is good, especially at low temperatures It is possible to demonstrate. Furthermore, the effect of preventing the generation of mussel seedlings can be significantly increased.
  • X is not particularly limited in the substitution position, and is a halogen atom, alkyl group, alkoxy group, cyano group, methanesulfonyl group, nitro group, trifluoromethyl group or (alkyl group or halogen An aryl group substituted or unsubstituted by an atom.
  • n represents an integer of 0 to 5, and more preferably 0 to 2. When n is 2 or more, Xs may be the same or different.
  • Examples of the halogen atom represented by X include a chlorine atom, a bromine atom, an iodine atom, and a fluorine atom. Among these, a compound in which X is a chlorine atom or a fluorine atom is particularly preferable.
  • the alkyl group represented by X is preferably an alkyl group having 1 to 4 carbon atoms, specifically, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group. And tert-butyl group. Among these, compounds in which X is a methyl group or a tert-butyl group are particularly preferable.
  • the alkoxy group represented by X is preferably an alkoxy group having 1 to 3 carbon atoms, and specific examples include a methoxy group, an ethoxy group, a propoxy group, and an isopropoxy group. Among these, compounds in which X is a methoxy group or an ethoxy group are particularly preferable.
  • Examples of the alkyl group represented by X, or an aryl group substituted or unsubstituted with a halogen atom include a phenyl group, a 4-methylphenyl group, and a 4-chlorophenyl group. Among these, a compound in which X is a phenyl group is particularly preferable.
  • n is 0 to 2 and X is a halogen atom.
  • A represents formula (2):
  • Y represents an alkyl group.
  • alkyl groups an alkyl group having 1 to 3 carbon atoms is preferable, and examples thereof include a methyl group, an ethyl group, an n-propyl group, and an isopropyl group.
  • a compound in which Y is a methyl group or an ethyl group is particularly preferable.
  • Het in the tetrazoyloxime derivative represented by the formula (1) is represented by the formula (4):
  • Any one of thiazoyl groups represented by Z in the formulas (4) and (6) represents a hydrogen atom, an amino group, or the formula (5):
  • R in the pyridine group represented by the formula (4) represents a halogen atom such as a chlorine atom, a bromine atom, an iodine atom, or a fluorine atom.
  • m represents an integer of 0 to 3, and when m is 2 or more, Rs may be the same or different.
  • R ′ in the thiazoyl group represented by the formula (6) represents a hydrogen atom or a halogen atom. Examples of the halogen atom include the same as the halogen atom for R.
  • Q in the group represented by the formula (5) is a hydrogen atom, a C1-8 alkyl group, a C1-8 haloalkyl group, a C3-6 cycloalkyl group, a C1-8 alkoxy group, a C3-6 cycloalkyloxy group, benzyl Oxy group, 2-phenylethyloxy group, C1-4 alkylthio group, C1-4 alkylthio C1-4 alkyl group, C1-4 alkoxy C1-2 alkyl group, C1-5 acylamino C1-6 alkyl group, C1-5 acylamino A C1-6 alkoxy group, a C1-8 alkylamino group, a C2-6 alkenyl group, an aralkyl group or a phenyl group;
  • Examples of the “C1-8 alkyl group” represented by Q include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a 1,1-dimethylpropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group.
  • Examples include butyl group, isoamyl group, 1-methylbutyl group, 2-methylbutyl group, neopentyl group, 1-ethylpropyl group, n-pentyl group, hexyl group, heptyl group, octyl group and the like.
  • the “C 1-8 haloalkyl group” represented by Q means an alkyl group having 1 to 8 carbon atoms substituted with a halogen atom, and specifically includes a chloromethyl group, a difluoromethyl group, a trifluoromethyl group, a difluoro group. Examples include chloromethyl group, pentafluoroethyl group, 3,3,3-trifluoro-n-propyl group, 1-chlorohexyl group and the like.
  • C3-6 cycloalkyl group represented by Q means a C3-6 alkyl group having a cyclic moiety, and specifically includes a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cyclopropylmethyl group, a cyclopentyl group.
  • a methyl group etc. are mentioned.
  • C1-8 alkoxy group represented by Q, a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a 1,1-dimethylpropoxy group, a butoxy group, an isobutoxy group, a sec-butoxy group, a tert-butoxy group
  • examples include isopentyloxy group, 1-methylbutoxy group, 2-methylbutoxy group, neopentyloxy group, 1-ethylpropoxy group, n-pentyloxy group, hexyloxy group, heptyloxy group, octyloxy group and the like.
  • the “C3-6 cycloalkyloxy group” represented by Q means a group in which a C3-6 alkyl group having a cyclic portion and an oxygen atom are bonded, and specifically includes a cyclopropyloxy group, a cyclobutyloxy group, a cyclopentyl group. Examples thereof include an oxy group, a cyclohexyloxy group, and a cyclopropylmethyloxy group.
  • Examples of the “C1-4 alkylthio group” represented by Q include a methylthio group, an ethylthio group, a butylthio group and the like.
  • Examples of the “C1-4 alkylthio C1-4 alkyl group” represented by Q include a methylthiomethyl group, an ethylthioethyl group, a butylthiomethyl group, and the like.
  • Examples of the “C1-4 alkoxy C1-2 alkyl group” represented by Q include a methoxymethyl group, an ethoxymethyl group, an ethoxyethyl group, and a butoxymethyl group.
  • the “C1-5 acylamino C1-6 alkyl group” represented by Q is a group in which a C1-5 acyl group in which a hydrogen atom or a C1-4 alkyl group is bonded to a carbonyl group is bonded to an amino C1-6 alkyl group, Specifically, formylaminomethyl group, acetylaminomethyl group, 2- (propionylamino) ethyl group, 3- (acetylamino) propyl group, 3- (propionylamino) propyl group, 3- (isopropionylamino) propyl group , 3- (butyroylamino) propyl group, 3- (isobutyroylamino) propyl group, 3- (sec-butyroylamino) propyl group, 3- (tert-butyroylamino) propyl group, 4- (acetyl Examples include amino) butyl group, 5- (acetylamino) pentyl group and 6- (acety
  • C1-5 acylamino C1-6 alkoxy group represented by Q, specifically, formylaminomethoxy group, acetylaminomethoxy group, 2- (propionylamino) ethoxy group, 3- (acetylamino) propoxy group, 3- (propionylamino) propoxy group, 3- (isopropionylamino) propoxy group, 3- (butyroylamino) propoxy group, 3- (isobutyroylamino) propoxy group, 3- (sec-butyroylamino) propoxy group Group, 3- (tert-butyroylamino) propoxy group, 4- (acetylamino) butoxy group, 5- (acetylamino) pentyloxy group and 6- (acetylamino) hexyloxy group.
  • C1-8 alkylamino group represented by Q include methylamino group, ethylamino group, propylamino group, isopropylamino group, butylamino group, isobutylamino group, sec-butylamino group, tert. -Butylamino group, neopentylamino group, 1-ethylpropylamino group, n-pentylamino group, hexylamino group, heptylamino group, octylamino group and the like.
  • C2-6 alkenyl group represented by Q
  • examples of the “C2-6 alkenyl group” represented by Q include a vinyl group, allyl group, isopropenyl group, 1-butenyl group, 2-butenyl group, 2-pentenyl group, and 5-hexenyl group. It is done.
  • the “aralkyl group” represented by Q is a group in which an aryl group, preferably a C6-10 aryl group, and an alkyl group, preferably a C1-4 alkyl group, are bonded. Specific examples include a benzyl group, phenethyl group, and the like. Groups and the like.
  • Q is preferably a C1-8 alkyl group or a C1-8 alkoxy group.
  • preferred compounds include: n is 0 to 2, X is a halogen atom, A is a tetrazoyl group represented by the formula (2), and , Het is a pyridine group represented by the formula (4), wherein Z is represented by the formula (5) (wherein Q represents a C1-8 alkyl group or a C1-8 alkoxy group). And tetrazoyl oxime derivatives which are the groups to be described.
  • the oxime moiety present in the tetrazoylhydroxyimino derivative represented by the tetrazoyloxime derivative represented by the above formula (1) has three-dimensional structures (E) and (Z), and these two stereoisomers. And mixtures thereof are included in the present invention.
  • the synthesized product is obtained only as the (Z) isomer or as a mixture of the (E) isomer and the (Z) isomer.
  • Two isomers can be isolated from the mixture of (E) and (Z) isomers by separation and purification.
  • the (Z) form is superior to the plant disease control activity than the (E) form.
  • the (Z) body also tends to stabilize at a certain ratio as a mixture of the (E) body and the (Z) body due to the action of light or the like in the natural environment, and partly changes to the (E) body. Both compounds and mixtures thereof are also useful.
  • the stabilization ratio of (E) body and (Z) body changes with each compound, it cannot be specified unconditionally.
  • the tetrazoyl oxime derivative represented by the formula (1) can be produced by the method described in Patent Document 3 (WO 03/016303).
  • the production method of the tetrazoyloxime derivative of the present invention is not limited to this production method.
  • the plant growth promoter of the present invention only needs to contain the above-described tetrazoyl oxime derivative as an active ingredient, and other ingredients, carriers and the like can be appropriately blended.
  • the tetrazoyl oxime derivative of the present invention can be used alone as a plant growth promoter, it is usually used as a conventional solid carrier, liquid carrier, dispersant, or the like used in a preparation containing the tetrazoyl oxime derivative as an active ingredient.
  • solid carrier or liquid carrier examples include talc, clay, bentonite, kaolin, diatomaceous earth, montmorillonite, mica, vermiculite, gypsum, calcium carbonate, white carbon, wood powder, starch, alumina, silicate, sugar polymer, Waxes, water, alcohols (methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, ethylene glycol, benzyl alcohol, etc.), petroleum fractions (petroleum ether, kerosene, solvent naphtha, etc.), fat Aromatic or alicyclic hydrocarbons (n-hexane, cyclohexane, etc.), aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, chlorobenzene, cumene, methylnaphthalene, etc.), halogenated hydrocarbons (chloroform, dichloromethane)
  • auxiliary agents include nonionic surfactants (polyoxyethylene alkyl ethers, polyoxyethylene alkyl esters, polyoxyethylene alkyl phenyl ethers, polyoxyethylene sorbitan alkyl esters, sorbitan alkyl esters, etc.), anionic interfaces Activators (alkyl benzene sulfonate, alkyl sulfosuccinate, polyoxyethylene alkyl sulfate, aryl sulfonate, etc.), cationic surfactants (alkyl amines, polyoxyethylene alkyl amines, quaternary ammonium salts, etc.) , Amphoteric surfactants (alkylaminoethylglycine, alkyldimethylbetaine, etc.), polyvinyl alcohol, hydroxypropylcellulose, carboxymethylcellulose, gum arabic, Gantogamu, xanthan gum, polyvinyl acetate, gelatin, casein, sodium alginate
  • the tetrazoyl oxime derivative of the present invention can be used by mixing with various known and commonly used agricultural and horticultural fungicides, plant growth regulators, insecticides, acaricides and the like, fertilizers and the like.
  • the content of the tetrazoyloxime derivative of the present invention in the plant growth promoter varies depending on the preparation form, application method, and other conditions, but is preferably 0.5 to 95% by mass, and in the range of 2 to 70% by mass. Particularly preferred.
  • the plant to be applied is not particularly limited, but for example, rice grains such as rice, barley, wheat, millet, corn, millet; pumpkin, turnip, cabbage, radish, Chinese cabbage, spinach, pepper, tomato, etc. Vegetables; Flowers such as chrysanthemum, gerbera, pansy, orchid, peony, tulip; beans such as azuki bean, green beans, soybean, peanut, broad bean, pea; potatoes such as potato, sweet potato, taro, yam, taro; Onions such as onion and rakkyo are listed.
  • rice grains such as rice, barley, wheat, millet, corn, millet
  • Vegetables Flowers such as chrysanthemum, gerbera, pansy, orchid, peony, tulip; beans such as azuki bean, green beans, soybean, peanut, broad bean, pea;
  • Examples of the method for applying the plant growth promoter of the present invention include application to plants (spreading of leaves and leaves), application to growing soil (soil application), application to paddy water (application to water surface), application to seeds (seed Processing) is possible.
  • the application rate of the plant growth promoter of the present invention varies depending on the applied plant and the like, but in the case of foliage spraying, an active ingredient concentration in the range of 1 to 10000 ppm, preferably 10 to 1000 ppm is 50 to 10 per 10 are. It is preferable to apply 300 L, and in the case of soil application and water surface application, it is preferable to apply 0.1 to 1000 g, particularly preferably 10 to 100 g, per 10 ares as the amount of active ingredient. In the case of seed treatment, it is preferable to apply 0.001 to 50 g of active ingredient to 1 kg of seed.
  • the plant growth promoter of the present invention is applied, healthy growth of various plants becomes possible.
  • it is effective in promoting rooting of plants, raising healthy seedlings, and increasing the number of divisions, and an increase in yield can be expected.
  • Example 1 Flowable agent Compound (1-13) shown in Table 1 10 parts Polyoxyethylene aryl phenyl ether ether 2 parts Dialkyl sulfosuccinate sodium salt 0.5 parts Glycerin 5 parts Xanthan gum 0.3 parts Water 82. 2 parts or more were mixed and wet pulverized until the particle size became 3 microns or less to obtain a flowable agent having an active ingredient of 10%.
  • Example 2 A flowable agent was obtained in the same manner as in Example 1 except that the compound (1-31) shown in Table 1 was used instead of the compound (1-13).
  • Example 3 A flowable agent was obtained in the same manner as in Example 1 except that the compound (2-13) shown in Table 2 was used instead of the compound (1-13).
  • Example 1 Rice healthy seedling effect test
  • Each of the flowable agents obtained in Example 1 or 2 in a small nursery box (15 ⁇ 10 ⁇ 4 cm) filled with floor soil in advance was at a concentration of 100 ppm as an active ingredient.
  • the solution was diluted with water and approximately 80 ml of these drug solutions were uniformly irrigated per small nursery box.
  • About 12 g of rice seeds (variety Koshihikari) made into a pigeon breast state by soaking treatment were sown in this seedling box as dry straw per seedling box.
  • the seedlings were germinated at 30 ° C. for 3 days, and then subjected to low temperature stress at 4 ° C. for 3 days. Thereafter, seedlings were managed in a glass greenhouse. The longest root length of 30 seedlings per each seedling box was measured 21 days after sowing. The results are shown in the following table.
  • Test Example 2 "Wheat seedling effect" 10 g of each flowable agent obtained in Examples 1 to 3 and 1 kg of dried seed of wheat (variety: Norin 61) were placed in a plastic bag and mixed, and the seed surface was smeared. From this smearing treatment, the active ingredient treatment amount per kg of dried seed was 1 g. 20 seeds of the above-mentioned treated seeds were sown in a No. 4 pot. After sowing, seedlings were managed in a glass greenhouse. 21 days after sowing, the germination rate and the dry weight of the root of the seedling were examined. The test was conducted in triplicate. The results are shown in the following table.
  • the plant growth promoter of the present invention can promote plant growth.
  • the effect of healthy seedlings is achieved, and by applying to seedlings before transplanting, rooting of seedlings is increased and transplantation is promoted after transplanting to Honda, and the number of divisions is also good, especially at low temperatures It is possible to exert a growth promoting effect.
  • the effect of preventing the generation of mussel seedlings can be significantly increased.

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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

L'invention porte sur un accélérateur de croissance de plantes qui contient un dérivé du tétrazoyloxime représenté par la formule (1) (dans laquelle X représente un atome d'halogène ou analogue ; n représente un entier de 0 à 5 ; A représente un groupe tétrazoyle substitué par un groupe alkyle ; et Het représente un groupe pyridine facultativement substitué ou un groupe thiazoyle facultativement substitué) en tant que principe actif.
PCT/JP2009/002948 2008-07-02 2009-06-26 Accélérateur de croissance de plantes Ceased WO2010001563A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP2010518903A JP5285070B2 (ja) 2008-07-02 2009-06-26 植物成長促進剤
CN200980124633.0A CN102076218B (zh) 2008-07-02 2009-06-26 植物生长促进剂
KR1020107028806A KR101309978B1 (ko) 2008-07-02 2009-06-26 식물 성장 촉진제

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2008173222 2008-07-02
JP2008-173222 2008-07-02

Publications (1)

Publication Number Publication Date
WO2010001563A1 true WO2010001563A1 (fr) 2010-01-07

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KR (1) KR101309978B1 (fr)
CN (1) CN102076218B (fr)
WO (1) WO2010001563A1 (fr)

Cited By (6)

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WO2009090237A3 (fr) * 2008-01-16 2010-10-07 Bayer Cropscience Ag Dérivés fongicides d'hydroximoyl-tétrazoles
WO2014038185A1 (fr) 2012-09-06 2014-03-13 日本曹達株式会社 Accélérateur de croissance de plante
US10435394B2 (en) 2014-10-08 2019-10-08 Riken Plant growth-promotion agent and method for promoting plant growth
WO2019221089A1 (fr) 2018-05-16 2019-11-21 日本曹達株式会社 Agent de réduction de phytotoxicité
WO2022158382A1 (fr) * 2021-01-19 2022-07-28 日本曹達株式会社 Mélange
JPWO2023171593A1 (fr) * 2022-03-07 2023-09-14

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CN112624965B (zh) * 2019-09-24 2024-01-16 东莞市东阳光农药研发有限公司 一种新型肟类衍生物及其在农业中应用
CN112979621B (zh) * 2021-03-11 2023-08-29 山东淏源生物科技有限公司 2,3,4,6-四取代吡啶类化合物及其在农药中的用途
CN112939938B (zh) * 2021-03-11 2023-12-12 陕西大美化工科技有限公司 2,4,6-三取代吡啶类化合物及其在农药中的用途

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WO2003016303A1 (fr) * 2001-08-20 2003-02-27 Dainippon Ink And Chemicals, Inc. Derive de tetrazoyle oxime et produit chimique agricole contenant ledit derive comme principe actif
JP2004131392A (ja) * 2002-10-08 2004-04-30 Sumitomo Chem Co Ltd テトラゾール化合物およびその用途
JP2004131416A (ja) * 2002-10-10 2004-04-30 Sumitomo Chem Co Ltd テトラゾール化合物およびその植物病害防除用途
WO2008140099A1 (fr) * 2007-05-14 2008-11-20 Nippon Soda Co., Ltd. Dérivés de tétrazoyl-oxime et agent de lutte contre une maladie végétale
WO2009020191A1 (fr) * 2007-08-08 2009-02-12 Nippon Soda Co., Ltd. Dérivé de tétrazoyle oxime et agent antiparasitaire des plantes

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