WO2003007718A1 - Method for agricultural insect pest control - Google Patents

Method for agricultural insect pest control Download PDF

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Publication number
WO2003007718A1
WO2003007718A1 PCT/JP2002/006713 JP0206713W WO03007718A1 WO 2003007718 A1 WO2003007718 A1 WO 2003007718A1 JP 0206713 W JP0206713 W JP 0206713W WO 03007718 A1 WO03007718 A1 WO 03007718A1
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WIPO (PCT)
Prior art keywords
phosphorothioate
compound
pests
ethyl
pyrimidine
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PCT/JP2002/006713
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French (fr)
Japanese (ja)
Inventor
Satoshi Nakamura
Original Assignee
Sumitomo Chemical Company, Limited
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Publication date
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Publication of WO2003007718A1 publication Critical patent/WO2003007718A1/en

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/541,3-Diazines; Hydrogenated 1,3-diazines

Definitions

  • the present invention relates to a method for controlling agricultural pests.
  • compound (A) 5-chloro-6- (1-fluoroethyl) -N- [2- [4-1- (trifluoromethyl) phenyl] ethyl] pyrimidine-14-ylamine
  • compound (B) a pesticidal compound
  • the present invention provides a method for controlling an agricultural pest by applying the compound (A) and the compound (B) to a plant which is to be protected from damage by the agricultural pest or the soil where the plant is grown (hereinafter referred to as the present invention). This is referred to as an invention method.). Further, the present invention provides an agricultural pest controlling composition containing the compound (A) and the compound (B) suitable for carrying out the method of the present invention.
  • Compound (A) which is one of the active ingredients in the present invention, is a compound described in U.S. Pat. No. 5,498,612, and can be produced according to the description in the publication.
  • the compound (B) which is one of the active ingredients in the present invention includes, for example, an organic phosphorus compound represented by the following formula:
  • X 1 represents an oxygen atom or a sulfur atom
  • X 2 represents an oxygen atom, a sulfur atom, or a direct bond between a phosphorus atom in the formula and R 3
  • R 1 represents a lower alkyl group
  • R 2 represents a lower alkoxy group, a lower alkyloxy group, a lower alkylcarbonylamide group or a phenyl group
  • R 3 represents an optionally substituted alkyl group, an optionally substituted alkenyl group, Represents an optionally substituted phenyl group or an optionally substituted heteroaryl group.
  • the organic phosphorus compound represented by the above formula can be produced by a known method and a known method. Specifically, for example, O, O-dimethinole ⁇ _ (3-methinole 412-mouth feninole) phosphorothioate represented by the following formula:
  • organophosphorus compounds are compounds described in The Pasticide's Manual, 12th Edition (published by The British Crop Protection Council), etc., and can be produced by a known method. Formulations containing the compound are commercially available.
  • the agricultural pests in the present invention are not limited to pests that damage agricultural plants that produce agricultural crops, but also include pests that damage horticultural plants and woody plants. Examples of agricultural pests include arthropods and nematodes as shown below.
  • Hemiptera Insects such as Lagodelphax striatellus, Nilaparvata lugens, and Socatella furcifera, Nephetettix cincticeps, etc.
  • Aphids Aphis gossypii
  • peach aphids Myzus persicae
  • Aphids such as Citrus aphid (Toxoptera ciidius)
  • Negara antennata Cietus punctiger
  • Riptortus clavetus Platypia stali, etc.
  • Whiteflies Trialeurodes vap orariorum
  • whiteflies Bemisia tabaci
  • whiteflies such as whiteflies (Bemisia argent if olii); is citri)
  • Pseudaulacas is pentagona
  • Olive beetle Saissetia oleae
  • Sword beetle Lepiaosaphes beckii norebi
  • Insects such as loom (Ceroplastes rub ens) and Icerya purchas i, scale insects, dung beetles, and lice.
  • Lepidopteran pests Chilo suppressalis, Cnaphalocrocis medinalis, Ostrinia nubilalis, Parapediasia teterrella, Notarcha derogata, pt. Species, Spodoptera litura, Spodoptera litura, Pseudaletia separata ⁇ Kamestra brassicae, Tamanayaga (Agrotis ipsilon), Trichopulcia, Heliotis, Helicobenolepa , Butterflies such as Pieris rapae, Adoxoves, genus Adokisofui, Graphholita molesta, and crimson moths such as Cydia pomonella; Genus, Euproctis, etc. Stags such as Naga (Plutella xylostella), Kipagas such as Pectinophora gossypiella, and Higatos such as Hyphantria cunea.
  • Pests such as Danelia platura and Onia fly (Delia antiqua), Leaf fly such as Liriomyza trifolii, Fruit flies, Drosophila and the like.
  • Hymenopteran pests falcons such as the genus Atta, happis such as Athalia rosae, and mifushi happis such as swordfish (Arge pagana).
  • Coleopteran pests Western corn-room worms (Diabrotica virgifera virgifera), sasanko-no-norato worms (Diabrotica undecirapunctata howardi, etc.), corn-nose worms, Anomala cuprea, Anomala rufocuprea Lepidoptera such as les (Sitophilus zeamais), rice beetles (Lissorhoptrus oryzophilus), and canopy beetles (Hypera pastica); perinos; (Leptinotarsa decem ⁇ ineata) and other insects, and Epilacunas such as Epilachna vigintioctopunctata.
  • Thistle pests Thrips palm thrips (Thrips palmi), Nepal thrips (Thrips tabaci), Thrips thrips (Thrips hawaiiensis), Chestnut yellow thistles (Scirtothrips dorsalis), and Hirazo no migraine flannel flies Pazma (Frankliniella occidentalis), Ponticulothrips diospyrosi, etc.
  • Orthoptera pests Kera, putta, etc.
  • Nematodes Nematodes (Pratylenchus coffeae), (Pratylenchus fallax), (Pratylenchus loosi), (Pratylenchus vulnus), etc. Cyst nematodes (Heterodera glycines), potato cysts (Globodera rostochiensis) and other cyst nematodes; Aferenchoides such as Aphelenchoides besseyi, Aphelenchoides fragarieae, etc., Ishukusenyuyu, ⁇ Ceniuyu, Pincentiyuyu, Longiddors, Trichodnoles and the like.
  • plants that can be protected from damage by agricultural pests by the method of the present invention include, for example, agricultural plants, horticultural plants, and woody plants shown below. Cereals: rice, corn, wheat, oats, rye, empaku, etc.
  • Potatoes potato, sweet potato, taro, jamanoimo, etc.
  • Beans soybean, peanut, fava bean, cowpea, azuki, endu, wing bean, etc.
  • Vegetables Solanaceous vegetables such as eggplant, tomato, pepper, and pepper; melon, matawari, kiuri, shirouri, yugao, kabochiya, hechima, watermelon, etc .; daikon, Chinese cabbage, komatsuna, bok choy, cabbage Brassicaceae vegetables such as crocodile, procoli, kale, etc., lily vegetables such as leek, onion, lily, garlic, asparagus, asteraceae vegetables such as lettuce, chisha, burdock, artichoke, caricaceae such as carrot, celery, parsley Vegetables, strawberries, spinach, okra, udo, lotus root, etc.
  • Fruit trees almond, carrot, plum, apricot, plum, nectarine, peach, key Parafamily such as strawberry, apple, pear, vegetation, mandarin orange, haskap, kiwifruit, papaya, mango, durian, pineapple, panana, date palm, etc.
  • Turfgrass sipa, koraisaipa, pumudagrass, bentgrass, etc.
  • Forage crops Alfalpha, Shiromekusa, Kentucky plowgrass, Italian Mushrooms: Shiitake, Enokidake, Maitake, Oyster mushroom, etc.
  • Trees Pinaceae trees, such as larch, hinoki, cedar, beech, zelkova, drill, etc.
  • the method of the present invention is carried out by applying the compound (A) and the compound (B) to the plant or the soil where the plant is grown substantially simultaneously. That is, the compound (A) and the compound (B) can be used by applying the mixed composition to the plant or the soil for cultivating the plant, or the compound (A) can be applied to the soil for cultivating the plant or the plant. Alternatively, it can be carried out by separately applying the compound (B) substantially at the same time.
  • a mixed composition containing the compound (A) and the compound (B) hereinafter, referred to as the present mixed composition
  • the present mixed composition is used because of simplicity of application work.
  • the ratio of the compound (A) to the compound (B) used is a force S which is a ratio showing a synergistic effect, specifically, for example, usually 10: 1 to 1: 5 by weight.
  • the ratio is 0, preferably 5: 1 to 1:30, and more preferably 2: 1 to 1:20.
  • the compound (A) and the compound (B) can be used in the form as they are.
  • a solid substance, a liquid carrier and / or a gaseous carrier are added, and if necessary, Add surfactants and other formulation auxiliaries and formulate into oils, emulsions, flowables, granules, powders, aerosols, microcapsules, ULVs, sheet formulations, smokers, etc. Is done.
  • solid carriers used in the formulation include clays (kaolin clay, diatoms) Soil, synthetic hydrous silicon oxide, bentonite, fupasami clay, acid clay, etc.), tanolek, ceramic, other inorganic minerals (sericite, quartz, sulfur, activated carbon, calcium carbonate, hydrated silica, etc.), chemical fertilizers (ammonium sulfate, phosphorus Fine powders and granular materials such as ammonium chloride, ammonium nitrate, urea, and salt salt.
  • Liquid carriers include, for example, water, alcohols (eg, methanol, ethanol), ketones (eg, acetone, methyl ethyl ketone), aromatic hydrocarbons (eg, benzene, toluene, xylene, ethylbenzene, methyl naphthalene), and fats.
  • alcohols eg, methanol, ethanol
  • ketones eg, acetone, methyl ethyl ketone
  • aromatic hydrocarbons eg, benzene, toluene, xylene, ethylbenzene, methyl naphthalene
  • gaseous carrier examples include fluorocarbon, butane gas, LPG (liquefied petroleum gas), dimethyl ether and carbon dioxide gas.
  • surfactant examples include alkyl sulfates, alkyl sulfonates, alkyl sulfonates, alkyl aryls and polyalkylene esters thereof, polyethylene glycol ethers, polyhydric alcohol esters, and sugars. Alcohol derivatives are mentioned.
  • Other pharmaceutical auxiliaries include fixing agents, dispersants and stabilizers, such as casein, gelatin, polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, Saccharides, synthetic water-soluble polymers (polyvinyl alcohol, polybutylpyrrolidone, polyacrylic acids, etc.), PAP (isopropyl phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (A mixture of 2-tert-butynole 4-methoxyphenol and 3-tert-butynole 4-methoxyphenol), vegetable oils, mineral oils, fatty acids and fatty acid esters.
  • the compound (A) or the compound (B) is usually contained in an amount of 0.01 to 90% by weight.
  • This mixed composition can be used as it is as a mixture of compound (A) and compound (B).
  • a solid carrier, a liquid carrier and / or a gaseous carrier are added, and if necessary, a surfactant and other formulation auxiliaries are added, and an oil, an emulsion, a flowable, a granule is added.
  • the present mixed composition can be prepared by mixing a compound prepared from the compound (A) with a compound prepared separately from the compound (B), and the compound (A) can be prepared immediately before use.
  • the compound (B) may be prepared by mixing a diluent of the preparation (1) with a diluent of the preparation of the compound (B).
  • the ratio of the compound (A) to the compound (B) is a ratio exhibiting a synergistic effect, for example, a ratio of 10: 1 to 1:50 by weight, preferably 5: 1 to 50: 1.
  • the total of the compound (A) and the compound (B) is usually 0.01 to 90% by weight.
  • specific methods of application to plants or soil where plants are cultivated include, for example, direct application to plants above the ground, immersion or dressing of plant seeds, and application to soil where plants are cultivated.
  • Surface treatment, mixing treatment, canning treatment and the like can be mentioned.
  • compound (A) and compound (B) are added to bait ingredients such as cereal flour, vegetable oil, sugar, and crystalline cellulose.
  • bait ingredients such as cereal flour, vegetable oil, sugar, and crystalline cellulose.
  • Preservatives, such as pepper powder, etc. prevent misfeeding by children and pets such as pepper powder, pests such as cheese flavor, onion flavor, peanut oil, etc. Adjust poison bait to control agricultural pests using this.
  • it in the present process can also, the total amount of compound to be applied as a compound (a) and (B), cultivation area 1 0 0 0 m 2 per 0 plants. a. 1 to 1 0 0 ° g. Emulsions, wettable powders, flowables, etc.
  • the active ingredient concentration is 10 to 1000 ppm
  • the compound (A) and the compound (B) are diluted.
  • the powders and powders are usually applied as they are. These application rates and concentrations vary depending on the type of drug product, the timing of application, the location of application, the method of application, the type of pest, and the degree of damage, and can be increased or decreased without being limited to the above range. You can choose.
  • Emulsion was prepared by uniformly mixing 5 parts of compound (A), 50 parts of any of compounds (I) to (VII), 8 parts of polyoxyethylene styrene phenylenole ether, 2 parts of calcium dodecylbenzenesulfonate and 35 parts of xylene. obtain.
  • Compound (A) a diluted solution obtained by adding each preparation of compounds (I) to (V) to a predetermined concentration in a water diluent of a predetermined concentration of 10% wettable powder of compound (A), compound (A) 1 Prescription of 0% wettable powder
  • the spreading agent Shin-Rino-1: Nippon Agrochemical Co., Ltd.
  • cabbage was planted in plastic pots and grown until the four-leaf stage.
  • the above-mentioned spray liquid was sprayed at a rate of 30 ml per strain.
  • the cabbage leaves were released with lepidopteran pests (five larvae of the fourth instar larva and 40 third instar larvae of the Japanese moth).
  • lepidopteran pests five larvae of the fourth instar larva and 40 third instar larvae of the Japanese moth.
  • ⁇ 4 indicates the number of leaves with an area ratio of 61 ⁇ 100%
  • ⁇ 3 indicates the number of leaves with 31 ⁇ 100%
  • ⁇ 2 is the number of leaves with a damage area of 11 to 30%, is the number of leaves with a damage area of 1 to 1

Abstract

A method for agricultural insect pest control, which comprises applying 5-chloro-6-(1-fluoroethyl)-N-[2-[4-(trifluoromethoxy)phenyl]ethyl]pyrimidine-4-ylamine represented by the formula (A): (A) and an organic phosphorus insecticidal compound to a plant to be protected against the injury by an agricultural insect pest or to the soil for cultivating the plant.

Description

明 細 書  Specification
農業害虫の防除方法 技術分野 Method of controlling agricultural pests
本発明は農業害虫 (agricultural pest) の防除方法に関する。 背景技術  The present invention relates to a method for controlling agricultural pests. Background art
5—クロロー 6— ( 1一フルォロェチル) 一 N— [ 2 - [ 4— (トリフルォロメ 1、 キシ) フエニル] ェチル] ピリミジン— 4一ィルァミンが農業害虫に対する防除活性 を有することが知られている (米国特許公報 5, 4 9 8 , 6 1 2号)。 また、 農業害 虫に対する防除活性を有する有機リン殺虫化合物 (insecticidal organophosphorus compound) が多数知られている (例えばザ ぺスティサイド マニュアル 第 1 2版 (Tne British Crop Protection Council発行))。  5-Chloro-6- (1-Fluoroethyl) -1-N- [2- [4- (Trifluorme-1, xy) phenyl] ethyl] pyrimidine-4 It is known that 4-ylamine has a controlling activity against agricultural pests (US Patent gazettes 5, 498, 612). In addition, a large number of insecticidal organophosphorus compounds having controlling activity against agricultural pests are known (for example, The Pesticide Manual, 1st and 2nd edition (published by Tne British Crop Protection Council)).
しかし、 これら化合物の農業害虫に対する防除活性は必ずしも十分ではないことか ら、 より優れた農業害虫防除組成物の開発が望まれている。 発明の開示  However, since the control activity of these compounds against agricultural pests is not always sufficient, development of a better agricultural pest control composition is desired. Disclosure of the invention
本発明者はかかる状況下に鋭意検討した結果、 式 (A)  The present inventor has conducted intensive studies in such a situation, and found that the formula (A)
で示される 5—クロロー 6— ( 1一フルォロェチル) 一 N— [ 2— [ 4一 (トリフノレ ォロメトキシ) フエニル] ェチル] ピリミジン一 4一ィルァミン (以下、化合物 (A) と記す。) と、 有機リン殺虫化合物 (以下、 化合物 (B ) と記す。) とを同時に使用す ることにより、各々の化合物を単独で使用した場合には防除効果が不十分な農業害虫 も効果的に防除できるようになり、結果として各々の化合物の施用薬量を低減できる ことを見出し、 本発明を完成した。 即ち、 本発明は、 化合物 (A) と化合物 (B) とを、 農業害虫による加害から保護 しょうとする植物又はその植物を栽培する土壌に施用することによる農業害虫の防 除方法 (以下、 本発明方法と記す。) を提供する。 更に、 本発明方法を実施するに適 した化合物 (A) と化合物 (B) とを含有する農業害虫防除組成物を提供する。 発明を実施するための最良の形態 5-chloro-6- (1-fluoroethyl) -N- [2- [4-1- (trifluoromethyl) phenyl] ethyl] pyrimidine-14-ylamine (hereinafter referred to as compound (A)) represented by The simultaneous use of a pesticidal compound (hereinafter, referred to as compound (B)) makes it possible to effectively control agricultural pests that have an insufficient control effect when each compound is used alone. As a result, they have found that the applied amount of each compound can be reduced, and thus completed the present invention. That is, the present invention provides a method for controlling an agricultural pest by applying the compound (A) and the compound (B) to a plant which is to be protected from damage by the agricultural pest or the soil where the plant is grown (hereinafter referred to as the present invention). This is referred to as an invention method.). Further, the present invention provides an agricultural pest controlling composition containing the compound (A) and the compound (B) suitable for carrying out the method of the present invention. BEST MODE FOR CARRYING OUT THE INVENTION
本発明における有効成分のひとつである化合物 (A) は米国特許公報 5 , 4 9 8 , 6 1 2号に記載された化合物であり、該公報の記載にしたがって製造することができ る。  Compound (A), which is one of the active ingredients in the present invention, is a compound described in U.S. Pat. No. 5,498,612, and can be produced according to the description in the publication.
本発明における有効成分のひとつである化合物 (B ) としては、 例えば下記式で示 される有機リン化合物 The compound (B) which is one of the active ingredients in the present invention includes, for example, an organic phosphorus compound represented by the following formula:
[式中、 X 1 は酸素原子または硫黄原子を表し、 X 2 は酸素原子、 硫黄原子、 又は式 中のリン原子と R3 との直接結合の場合を表し、 R1 は低級アルキル基を表し、 R2 は低級アルコキシ基、低級アルキル オ基、低級アルキルカルボニルアミド基又はフ ヱ-ル基を表し、 R3はそれぞれ置換されていてもよいアルキル基、 置換されていて もよいアルケニル基、置換されていてもよいフエニル基又は置換されていてもよいへ テロアリール基を表す。] Wherein X 1 represents an oxygen atom or a sulfur atom, X 2 represents an oxygen atom, a sulfur atom, or a direct bond between a phosphorus atom in the formula and R 3, and R 1 represents a lower alkyl group R 2 represents a lower alkoxy group, a lower alkyloxy group, a lower alkylcarbonylamide group or a phenyl group, and R 3 represents an optionally substituted alkyl group, an optionally substituted alkenyl group, Represents an optionally substituted phenyl group or an optionally substituted heteroaryl group. ]
が挙げることができる。 上記式で示される有機リン化合物は公知の化合物である力、、 公知の方法にて製造することができる。 具体的には、 例えば下記式で示される O, O 一ジメチノレ 〇_ ( 3—メチノレー 4一二ト口フエ二ノレ) ホスホロチォエート Can be mentioned. The organic phosphorus compound represented by the above formula can be produced by a known method and a known method. Specifically, for example, O, O-dimethinole 〇_ (3-methinole 412-mouth feninole) phosphorothioate represented by the following formula:
(CH30)2 ( I )(CH 3 0) 2 (I)
(一般名:フエニトロチオン、 fenitrothion。 以下、 化合物 (I) と記す。)、 下記式 で示される 0—(4一シァノフエニル) O, O—ジメチル ホスホロチォエート (Generic name: fenitrothion, hereinafter referred to as compound (I).) 0- (4-Icyanophenyl) O, O-dimethyl phosphorothioate represented by the following formula:
(一般名:シァノホス、 cyan0ph0S。 以下、 化合物 (I I) と記す。)、 下記式で示さ れる O—( 4一プロモ一 2—クロ口フエ-ノレ) O—ェチノレ S—プロピノレ ホスホ ロチォエート (.. The common name: Shianohosu, cy an0 ph 0S hereinafter described as Compound (II)), represented by the following formula O-(4 one promo one 2-black port Hue - Honoré) O- Echinore S- Puropinore phospho Rochioeto
(一般名:プロフヱノホス、 profenofos。 以下、 化合物 (I I I) と記す。)、 下記式 で示される O, O—ジェチル O— ( 5—フエニル _ 3—イソキサゾリル) ホスホロ チォエート  (Generic name: profenofos. Hereinafter, referred to as compound (III).), O, O—getyl O— (5-phenyl-3-isoxazolyl) phosphorothioate represented by the following formula:
(C2H50)2 ( IV)(C 2 H 5 0) 2 ( IV )
(一般名:ィソキサチオン、 isoxathion0 以下、 化合物 (I V) と記す。)、 下記式で 示される N— [メ トキシ (メチルチオ) ホスフイノィル] ァセタミ ド (Generic name: isoxathion, isoxathion 0 or less, described as compound (IV).), N— [methoxy (methylthio) phosphinoyl] acetamide represented by the following formula
(一般名:ァセフェート、 acephate。 以下、 化合物 (V) と記す。)、 下記式で示され る O—ェチル S— 1一メチルプロピル (2—ォキソ一 3—チアゾリジニル) ホス ホノチォエート  (Generic name: acephate, acephate; hereinafter, referred to as compound (V).) O-ethyl S-1-methylpropyl (2-oxo-13-thiazolidinyl) phosphonothioate represented by the following formula
(一般名:ホスチアゼート、 fosthiazate。 以下、 化合物 (VI) と記す。) および下 記式で示される S, S一ビス ( 1—メチルプロピル) 〇_ェチル ホスホロジチォ エート (Generic names: phosthiazate, fosthiazate; hereinafter referred to as compound (VI).) S, S-bis (1-methylpropyl) 〇_ethyl phosphorodithioate represented by the formula
S  S
(s-C4H9S)2 P-OC2H5 ( VII ) (sC 4 H 9 S) 2 P-OC 2 H 5 (VII)
(一般名:カズサホス、 cadusafos。 以下、 化合物 (V I I ) と記す。) 等が挙げられ る。  (Generic names: cadusafos; hereinafter, referred to as compound (V I I)).
上記の有機リン化合物はザ ぺスティサイド' マニュアル 第 1 2版 (The British Crop Protection Council発行) 等に記載されている化合物であり、 公知の方法で製 造することができ、 また、 該有機リンィヒ合物を含有する製剤品が市販されている。 本発明における農業害虫とは、 農作物を生産する農業用植物を加害する害虫 (pests) に限らず、 園芸用植物および木材用植物を加害する害虫も含む。 農業害虫 としては、 例えば以下に示されるような節足動物、 線形動物等が挙げられる。  The above-mentioned organophosphorus compounds are compounds described in The Pasticide's Manual, 12th Edition (published by The British Crop Protection Council), etc., and can be produced by a known method. Formulations containing the compound are commercially available. The agricultural pests in the present invention are not limited to pests that damage agricultural plants that produce agricultural crops, but also include pests that damage horticultural plants and woody plants. Examples of agricultural pests include arthropods and nematodes as shown below.
半翅目害虫 : ヒメ トビゥンカ (Laodelphax striatellus )、 トビイロゥンカ (Nilaparvata lugens)、 セジロウンカ (Sogatella furcifera)等のゥンカ類、 ッ マグロ ョ コパイ ( Nephotettix cincticeps )、 タイ ワンツマグロ ョ コノ ィ (Nephotettix virescens) 等のョコノ ィ類、 ヮタアブラムシ (Aphis gossypii) , モモァカアブラムシ ( Myzus persicae )ヽ ミカンミ ドリ アプラムシ ( Aphis citricola)、 ニセタイコンフブフムシ (Lipaphis pserudobrassicae)、 ナシミ ドリ ォォアブラムシ (Nippolachnus piri)、コミカンアブラムシ (Toxoptera aurantii) , ミカンクロアブラムシ (Toxoptera ciidius) 等のアブラムシ類、 ァォクサカメムシ (Nezara antennata 、 ホソノヽリカメムシ (Cietus punctiger)、 ホソヘリカメムシ (Riptortus clavetus)、チヤパネァォカメムシ(Plautia stali)等の力メムシ類、 オンシッコナジラミ (Trialeurodes vaporariorum) , タノ ココナジラミ (Bemisia tabaci)、 シノレバーリーフコナジラミ (Bemisia argent if olii) 等のコナジラミ類、 ァカマノレカイガラムシ ( Aonidiella aurantii )、 サンホーゼカイガラムシ (Corastockaspis perniciosa)、 シ卜フススノースケール (Unas is citri)、 クヮ シロカィガラムシ (Pseudaulacas is pentagona)、 ォリーブカタカイガラムシ (Saissetia oleae 、 ミカンノカキカ 刀ラムシ (Lepiaosaphes beckii ノレビー ロウムシ (Ceroplastes rub ens)、 イセリャカイガラムシ (Icerya purchas i) 等の カイガラムシ類、 ダンパイムシ類、 キジラミ類等。 Hemiptera: Insects such as Lagodelphax striatellus, Nilaparvata lugens, and Socatella furcifera, Nephetettix cincticeps, etc. Aphids (Aphis gossypii), peach aphids (Myzus persicae) ヽ カ ン), Aphids such as Citrus aphid (Toxoptera ciidius), Negara antennata, Cietus punctiger, Riptortus clavetus, Platypia stali, etc. Whiteflies (Trialeurodes vap orariorum), whiteflies (Bemisia tabaci), whiteflies such as whiteflies (Bemisia argent if olii); is citri), Pseudaulacas is pentagona), Olive beetle (Saissetia oleae), Sword beetle (Lepiaosaphes beckii norebi) Insects such as loom (Ceroplastes rub ens) and Icerya purchas i, scale insects, dung beetles, and lice.
鱗翅目害虫:二カメィガ (Chilo suppressalis) , コブノメイガ (Cnaphalocrocis medinalis)、 ョ一口ピアンコーンボーラ一 (Ostrinia nubilalis)、 シパットガ (Parapediasia teterrella) , ヮタノメイ刀 (Notarcha derogata)、 ノシメマダフ メイガ (Plodia interpunctella) 等のメイガ類、 ハスモンョ トウ (Spodoptera litura)、 ァヮョ卜ヮ (Pseudaletia separata) ^ ョ卜ゥガ (kamestra brassicae) タマナヤガ (Agrotis ipsilon)、 トリコプルシア属、 へリオティス属、 へリコべノレ パ属等のャガ類、 モンシロチョウ (Pieris rapae) 等のシロチョウ類、 アドキソフ イエス属、ナシヒメシンクイ(Grapholita molesta)、コドリンガ(Cydia pomonella) 等のハマキガ類、 モモシンクィガ (Carposina niponensis) 等のシンクィガ類、 リ ォネティァ属等のハモグリガ類、 リマントリァ属、ユープロクティス属等のドクガ類、 コナガ (Plutella xylostella) 等のスガ類、 ヮタァカミムシ (Pectinophora gossypiella) 等のキパガ類、 ァメリカシロヒトリ (Hyphantria cunea) 等のヒ トリ ガ類等。  Lepidopteran pests: Chilo suppressalis, Cnaphalocrocis medinalis, Ostrinia nubilalis, Parapediasia teterrella, Notarcha derogata, pt. Species, Spodoptera litura, Spodoptera litura, Pseudaletia separata ^ Kamestra brassicae, Tamanayaga (Agrotis ipsilon), Trichopulcia, Heliotis, Helicobenolepa , Butterflies such as Pieris rapae, Adoxoves, genus Adokisofui, Graphholita molesta, and crimson moths such as Cydia pomonella; Genus, Euproctis, etc. Stags such as Naga (Plutella xylostella), Kipagas such as Pectinophora gossypiella, and Higatos such as Hyphantria cunea.
双翅目害虫: タネパェ (Delia platura) , タマネギバエ (Delia antiqua) 等の ハナパェ類、 マメハモグリバエ (Liriomyza trifolii) 等のハモグリバエ類、 ミバエ 類、 ショウジヨウバエ類等。  Diptera: Pests such as Danelia platura and Onia fly (Delia antiqua), Leaf fly such as Liriomyza trifolii, Fruit flies, Drosophila and the like.
膜翅目害虫:アツタ属等のァリ類、力ブラハパチ(Athalia rosae)等のハパチ類、 チュウレンジハパチ (Arge pagana) 等のミフシハパチ類等。  Hymenopteran pests: falcons such as the genus Atta, happis such as Athalia rosae, and mifushi happis such as swordfish (Arge pagana).
鞘翅目害虫:ウェスタンコーンルームワーム(Diabrotica virgifera virgifera) , ササンコ一ンノレートワーム (Diabrotica undecirapunctata howardi 等のコーンノレ ートワーム類、 ,ドウガネブイブイ (Anomala cuprea)、 ヒメコガネ (Anomala rufocuprea) 等のコガネムシ類、 メイズゥイービノレ (Sitophilus zeamais)、 イネミ ズゾゥムシ (Lissorhoptrus oryzophilus)、 ァノレファノレフアタコゾゥムシ (Hypera pastica) 等のゾゥムシ類、 ゥリノ、ムシ (Aulacophora femoral is) , キスジノミノヽム シ (Phyllotreta striolataリ、 コロフドノヽムシ (Leptinotarsa decem丄 ineata) 等 のノヽムシ類、 ニジユウャホシテントウ (Epilachna vigintioctopunctata) 等のェピ ラクナ類等。 ァザミゥマ目害虫: ミナミキイロアザミゥマ (Thrips palmi)、 ネギアザミゥマ (Thrips tabaci)、 ハナァザミゥマ (Thrips hawaiiensis)、 チヤノキイロアザミ ゥマ (Scirtothrips dorsalis)、ヒラズノヽナアサミゥマ (Frankliniella intonsa)、 ミ力ンキイロアザミゥマ (Frankliniella occidentalis)、 力キクダァザミゥマ (Ponticulothrips diospyrosi) 等。 Coleopteran pests: Western corn-room worms (Diabrotica virgifera virgifera), sasanko-no-norato worms (Diabrotica undecirapunctata howardi, etc.), corn-nose worms, Anomala cuprea, Anomala rufocuprea Lepidoptera such as les (Sitophilus zeamais), rice beetles (Lissorhoptrus oryzophilus), and canopy beetles (Hypera pastica); perinos; (Leptinotarsa decem 丄 ineata) and other insects, and Epilacunas such as Epilachna vigintioctopunctata. Thistle pests: Thrips palm thrips (Thrips palmi), Nepal thrips (Thrips tabaci), Thrips thrips (Thrips hawaiiensis), Chestnut yellow thistles (Scirtothrips dorsalis), and Hirazo no migraine flannel flies Pazma (Frankliniella occidentalis), Ponticulothrips diospyrosi, etc.
直翅目害虫:ケラ類、 パッタ類等。  Orthoptera pests: Kera, putta, etc.
線虫類: ミナミネグサレセンチュゥ (Pratylenchus coffeae)、 キタネグサレセン テュゥ (Pratylenchus fallax八 テャ不クサレセンチュウ (Pratylenchus loosi)、 クルミネグサレセンチユウ (Pratylenchus vulnus) 等のネグサレセンチユウ類、 ダ ィズシストセンチユウ (Heterodera glycines )、 ジャガイモシストセンチユウ (Globodera rostochiensis) 等のシストセンチュゥ類、 キタネコブセンチュゥ (Meloidogyne hapla八 サツマィモ不コブ ττンチュウ (Meloidogyne incognita) 等のネコブセンチユウ類、 イネシンガレセンチユウ (Aphelenchoides besseyi)、 ィ チゴセンチユウ (Aphelenchoides fragarieae) 等のァフェレンコイデス類、 イシュ クセンチユウ類、 ヮセンチユウ類、 ピンセンチユウ類、 ロンギドルス類、 トリコドノレ ス類等。  Nematodes: Nematodes (Pratylenchus coffeae), (Pratylenchus fallax), (Pratylenchus loosi), (Pratylenchus vulnus), etc. Cyst nematodes (Heterodera glycines), potato cysts (Globodera rostochiensis) and other cyst nematodes; Aferenchoides such as Aphelenchoides besseyi, Aphelenchoides fragarieae, etc., Ishukusenyuyu, ヮ Ceniuyu, Pincentiyuyu, Longiddors, Trichodnoles and the like.
本発明方法により、 農業害虫による加害から保護することのできる植物としては、 例えば以下に示されるような農業用植物、 園芸用植物および木材用植物があげられる。 穀物類:イネ、 トウモロコシ、 コムギ、 ォォムギ、 ライムギ、 ェンパク等  Examples of plants that can be protected from damage by agricultural pests by the method of the present invention include, for example, agricultural plants, horticultural plants, and woody plants shown below. Cereals: rice, corn, wheat, oats, rye, empaku, etc.
いも類:パレイショ、 カンショ、 サトイモ、 ャマノィモ等。  Potatoes: potato, sweet potato, taro, jamanoimo, etc.
まめ類:ダイズ、 ラッカセィ、 ソラマメ、 ササゲ、 ァズキ、 エンドゥ、 ィンゲンマ メ等。  Beans: soybean, peanut, fava bean, cowpea, azuki, endu, wing bean, etc.
野菜類:ナス、 トマト、 ピーマン、 トウガラシ等のナス科野菜、 メロン、 マタワウ リ、 キユウリ、 シロウリ、 ユウガオ、 カボチヤ、 へチマ、 スイカ等のゥリ科野菜、 ダ イコン、 ハクサイ、 コマツナ、 チンゲンサイ、 キャベツ、 プロッコリー、 ケール等の アブラナ科野菜、 ネギ、 タマネギ、 ユラ、 ニンニク、 アスパラガス等のユリ科野菜、 レタス、 チシャ、 ゴボウ、 アーティ一チョーク等のキク科野菜、 ニンジン、 セルリー 、 パセリ等のセリ科野菜、 イチゴ、 ホウレンソゥ、 オクラ、 ウド、 レンコン等。  Vegetables: Solanaceous vegetables such as eggplant, tomato, pepper, and pepper; melon, matawari, kiuri, shirouri, yugao, kabochiya, hechima, watermelon, etc .; daikon, Chinese cabbage, komatsuna, bok choy, cabbage Brassicaceae vegetables such as crocodile, procoli, kale, etc., lily vegetables such as leek, onion, lily, garlic, asparagus, asteraceae vegetables such as lettuce, chisha, burdock, artichoke, caricaceae such as carrot, celery, parsley Vegetables, strawberries, spinach, okra, udo, lotus root, etc.
果樹類:アーモンド、 ォゥトウ、 ウメ、 アンズ、 スモモ、 ネクタリン、 モモ、 キイ チゴ類、 リンゴ、 ナシ、 ビヮ等のパラ科、 ミカン類、 ハスカップ、 キウイフルーツ、 パパイヤ、 マンゴー、 ドリアン、 パインアップル、 パナナ、 ナツメヤシ等。 Fruit trees: almond, carrot, plum, apricot, plum, nectarine, peach, key Parafamily such as strawberry, apple, pear, vegetation, mandarin orange, haskap, kiwifruit, papaya, mango, durian, pineapple, panana, date palm, etc.
特用作物:チヤ、 タバコ、 コーヒー、 サトウキビ、 テンサイ、 ォリーブ、 ヮタ、 ィ グサ、 ヒマヮリ、 ナタネ、 ソバ、 コンニヤク、 チョウセンニンジン等。  Special crops: cherries, tobacco, coffee, sugarcane, sugar beet, olive, ivy, rush, castor bean, rape, buckwheat, konjac, ginseng, etc.
花卉 ·花木類:キク類、 ユリ類、 バラ類、 カーネーション、 トルコギキヨウ、 ス ト ック、 ッッジ類、 ポインセチア等。  Flowers and trees: chrysanthemums, lilies, roses, carnations, lisianthus, stocks, rugs, poinsettia, etc.
芝草類:シパ、 コゥライシパ、 パミューダグラス、 ベントグラス等。  Turfgrass: sipa, koraisaipa, pumudagrass, bentgrass, etc.
飼料作物:アルフアルファ、 シロッメクサ、 ケンタツキープルーグラス、 イタリア キノコ類:シィタケ、 エノキダケ、 マイタケ、 ヒラタケ等。  Forage crops: Alfalpha, Shiromekusa, Kentucky plowgrass, Italian Mushrooms: Shiitake, Enokidake, Maitake, Oyster mushroom, etc.
樹木類:カラマツ等のマツ科樹木、 ヒノキ、 スギ、 ブナ、 ケャキ、 キリ等。 本発明方法は、 化合物 (A) と化合物 (B) とを、 実質的に同時期に植物又は植物 を栽培する土壌に施用することにより行われる。 即ち、 化合物 (A) と化合物 (B) との混合組成物を植物又は植物を栽培する土壌に施用することにより行うこともで きるし、 化合物 (A) を植物又は植物を栽培する土壌に施用し、 更に化合物 (B ) を 実質的に同時期に別途施用することによつても行うことができる。 但し、 通常は施用 作業の簡便性等から、 化合物 (A) と化合物 (B ) とを含有する混合組成物 (以下、 本混合組成物と記す。) を使用する。  Trees: Pinaceae trees, such as larch, hinoki, cedar, beech, zelkova, drill, etc. The method of the present invention is carried out by applying the compound (A) and the compound (B) to the plant or the soil where the plant is grown substantially simultaneously. That is, the compound (A) and the compound (B) can be used by applying the mixed composition to the plant or the soil for cultivating the plant, or the compound (A) can be applied to the soil for cultivating the plant or the plant. Alternatively, it can be carried out by separately applying the compound (B) substantially at the same time. However, in general, a mixed composition containing the compound (A) and the compound (B) (hereinafter, referred to as the present mixed composition) is used because of simplicity of application work.
本発明方法において、 使用する化合物 (A) と化合物 (B) との割合は、 相乗的な 効果を示す割合である力 S、具体的には例えば重量比で通常 1 0: 1〜1: 5 0の割合、 好ましくは 5 : 1〜1 : 3 0の割合、 さらに好ましくは 2 : 1〜1 : 2 0の割合であ る。  In the method of the present invention, the ratio of the compound (A) to the compound (B) used is a force S which is a ratio showing a synergistic effect, specifically, for example, usually 10: 1 to 1: 5 by weight. The ratio is 0, preferably 5: 1 to 1:30, and more preferably 2: 1 to 1:20.
本発明方法を実施するにおいて、 化合物 (A) および化合物 (B) は、 そのままの 形態で使用することも可能である力 通常は固体単体、 液体担体及び/又はガス状担 体を加え、 必要により界面活性剤、 その他の製剤用補助剤を添加して、 油剤、 乳剤、 フロアブル剤、 粒剤、 粉剤、 エアゾール、 マイクロカプセル剤、 U L V剤、 シート製 剤、 燻煙剤等に製剤化されて使用される。  In carrying out the method of the present invention, the compound (A) and the compound (B) can be used in the form as they are. Usually, a solid substance, a liquid carrier and / or a gaseous carrier are added, and if necessary, Add surfactants and other formulation auxiliaries and formulate into oils, emulsions, flowables, granules, powders, aerosols, microcapsules, ULVs, sheet formulations, smokers, etc. Is done.
製剤化の際に用いられる固体担体としては、 例えば粘土類 (カオリンクレー、 珪藻 土、 合成含水酸化珪素、 ベントナイト、 フパサミクレー、 酸性白土等)、 タノレク、 セ ラミック、 その他の無機鉱物 (セリサイト、 石英、 硫黄、 活性炭、 炭酸カルシウム、 水和シリカ等)、 化学肥料 (硫安、 燐安、 硝安、 尿素、 塩安等) 等の微粉末及び粒状 物等があげられる。 Examples of solid carriers used in the formulation include clays (kaolin clay, diatoms) Soil, synthetic hydrous silicon oxide, bentonite, fupasami clay, acid clay, etc.), tanolek, ceramic, other inorganic minerals (sericite, quartz, sulfur, activated carbon, calcium carbonate, hydrated silica, etc.), chemical fertilizers (ammonium sulfate, phosphorus Fine powders and granular materials such as ammonium chloride, ammonium nitrate, urea, and salt salt.
液体担体としては、 例えば水、 アルコール類 (メタノーノレ、 エタノール等)、 ケト ン類 (アセトン、 メチルェチルケトン等)、 芳香族炭化水素類 (ベンゼン、 トルエン、 キシレン、 ェチルベンゼン、 メチルナフタレン等)、 脂肪族炭化水素類 (へキサン、 シクロへキサン、 灯油、 軽油等)、 エステル類 (酢酸ェチル、 酢酸ブチル等)、 二トリ ル類 (ァセトニトリル、 イソブチロニトリル等)、 エーテル類 (ジイソプロピルェ一 テル、 ジォキサン等)、 酸アミ ド類 (N, N—ジメチルホルムアミ ド、 N, N—ジメ チルァセトアミ ド等)、ハロゲン化炭化水素類 (ジクロロメタン、 トリクロロェタン、 四塩化炭素等)、 ジメチルスルホキシド及び植物油 (大豆油、 綿実油等) があげられ る。  Liquid carriers include, for example, water, alcohols (eg, methanol, ethanol), ketones (eg, acetone, methyl ethyl ketone), aromatic hydrocarbons (eg, benzene, toluene, xylene, ethylbenzene, methyl naphthalene), and fats. Group hydrocarbons (hexane, cyclohexane, kerosene, gas oil, etc.), esters (ethyl acetate, butyl acetate, etc.), nitriles (acetonitrile, isobutyronitrile, etc.), ethers (diisopropyl ether) , Dioxane), acid amides (N, N-dimethylformamide, N, N-dimethylacetamide, etc.), halogenated hydrocarbons (dichloromethane, trichloroethane, carbon tetrachloride, etc.), dimethyl sulfoxide and Vegetable oils (soy oil, cottonseed oil, etc.).
ガス状担体としては、 例えばフルォロカ一ボン、 ブタンガス、 L P G (液化石油ガ ス)、 ジメチルエーテル及ぴ炭酸ガスがあげられる。  Examples of the gaseous carrier include fluorocarbon, butane gas, LPG (liquefied petroleum gas), dimethyl ether and carbon dioxide gas.
界面活性剤としては、例えばアルキル硫酸エステル塩、 アルキルスルホン酸塩、 ァ ルキルァリ一ルスルホン酸塩、 アルキルァリ一ルェ一テル類及びそのポリ才キシェチ レン化物、 ポリエチレングリコールエーテル類、 多価アルコールエステル類並びに糖 アルコール誘導体があげられる。  Examples of the surfactant include alkyl sulfates, alkyl sulfonates, alkyl sulfonates, alkyl aryls and polyalkylene esters thereof, polyethylene glycol ethers, polyhydric alcohol esters, and sugars. Alcohol derivatives are mentioned.
その他の製剤用補助剤としては、 固着剤、 分散剤及び安定剤等、 具体的には例えば カゼイン、 ゼラチン、 多糖類 (でんぷん、 アラビアガム、 セルロース誘導体、 アルギ ン酸等)、 リグニン誘導体、 ベントナイト、 糖類、 合成水溶性高分子 (ポリビュルァ ルコール、 ポリビュルピロリ ドン、 ポリアクリル酸類等)、 P A P (酸性りん酸ィソ プロピル)、 B H T ( 2, 6—ジー tert—ブチルー 4 _メチルフエノール)、 B HA ( 2 一 tert—ブチノレー 4ーメ トキシフエノーノレと 3一 tert—ブチノレー 4ーメ トキシフエ ノールとの混合物)、 植物油、 鉱物油、 脂肪酸及び脂肪酸エステル等があげられる。 これらの製剤において、 化合物 (A) または化合物 (B) は、 通常 0 . 0 1〜 9 0 重量%含有される。  Other pharmaceutical auxiliaries include fixing agents, dispersants and stabilizers, such as casein, gelatin, polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, Saccharides, synthetic water-soluble polymers (polyvinyl alcohol, polybutylpyrrolidone, polyacrylic acids, etc.), PAP (isopropyl phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (A mixture of 2-tert-butynole 4-methoxyphenol and 3-tert-butynole 4-methoxyphenol), vegetable oils, mineral oils, fatty acids and fatty acid esters. In these preparations, the compound (A) or the compound (B) is usually contained in an amount of 0.01 to 90% by weight.
本混合組成物は、 化合物 (A) と化合物 (B) の混合物のそのままでも可能である I 通常は上記のように、 固体担体、 液体担体及び/又はガス状担体を加え、 必要に より界面活性剤、 その他の製剤用補助剤を添カ卩して、 油剤、 乳剤、 フロアブル剤、 粒 剤、 粉剤、 エアゾール、 マイクロカプセル剤、 U L V剤、 シート製剤、 燻煙剤等に製 剤化して調整する。 また、 本混合組成物は、 化合物 (A) を製剤化したものと化合物 (B) を別途製剤化したものとを混合することにより調製することもできるし、 また 、 使用直前に化合物 (A) の製剤の希釈液と化合物 (B ) の製剤の希釈液とを混合す ることにより調製することもできる。 本混合組成物において、 化合物 (A) と化合物 (B ) との割合は、 相乗的な効果を示す割合、 例えば重量比で 1 0 : 1〜1 : 5 0の 割合、 好ましくは 5 : 1〜1 : 3 0の割合、 さらに好ましくは 2 : 1〜1 : 2 0の割 合である。 本混合組成物において、 化合物 (A) と化合物 (B ) との合計は、 通常 0 . 0 1〜9 0重量%である。 This mixed composition can be used as it is as a mixture of compound (A) and compound (B). I Ordinarily, as described above, a solid carrier, a liquid carrier and / or a gaseous carrier are added, and if necessary, a surfactant and other formulation auxiliaries are added, and an oil, an emulsion, a flowable, a granule is added. And powders, aerosols, microcapsules, ULVs, sheet preparations, smokers, etc. In addition, the present mixed composition can be prepared by mixing a compound prepared from the compound (A) with a compound prepared separately from the compound (B), and the compound (A) can be prepared immediately before use. The compound (B) may be prepared by mixing a diluent of the preparation (1) with a diluent of the preparation of the compound (B). In the present mixed composition, the ratio of the compound (A) to the compound (B) is a ratio exhibiting a synergistic effect, for example, a ratio of 10: 1 to 1:50 by weight, preferably 5: 1 to 50: 1. A ratio of 1:30, more preferably a ratio of 2: 1 to 1:20. In this mixed composition, the total of the compound (A) and the compound (B) is usually 0.01 to 90% by weight.
本発明方法において、植物又は植物を栽培する土壌に施用する具体的な方法として は、 例えば植物の地上部への直接散布、 植物の種子の浸漬処理又は粉衣処理、 植物を 栽培する土壌への表面処理、 混和処理、 かん注処理等が挙げられる。  In the method of the present invention, specific methods of application to plants or soil where plants are cultivated include, for example, direct application to plants above the ground, immersion or dressing of plant seeds, and application to soil where plants are cultivated. Surface treatment, mixing treatment, canning treatment and the like can be mentioned.
また、 穀物粉、 植物油、 糖、 結晶セルロース等の餌成分に、 化合物 (A) と化合物 (B ) とを加え、 更に必要によりジブチルヒ ドロキシトルエン、 ノルジヒ ドログアイ ァレチン酸等の酸化防止剤、 デヒドロ酢酸等の保存料、 トウガラシ粉末等の子どもや ペットによる誤食防止剤、 チーズ香料、 タマネギ香料、 ピーナッツオイルなどの害虫 誘引性香料等を加えて毒餌を調整し、 これを用いて農業害虫を防除することもできる 本発明方法において、 施用する化合物 (A) と化合物 (B ) との合計量は、 植物の 栽培面積 1 0 0 0 m2 あたり 0 . 1〜 1 0 0◦ gである。 化合物 (A) および化合物 (B ) を、 乳剤、 水和剤、 フロアブル剤等は、 通常、 有効成分濃度が 1 0〜1 0 0 0 0 p p mとなるように水で希釈して施用し、 粒剤、 粉剤等は通常、 そのままの形態で 施用する。 これらの施用量および施用濃度は、 製剤の種類、 施用時期、 施用場所、 施 用方法、 害虫の種類、 被害程度の状況によって異なり、 上記の範囲に限定することな く増減させることができ、 適宜選択することができる。 In addition, compound (A) and compound (B) are added to bait ingredients such as cereal flour, vegetable oil, sugar, and crystalline cellulose. Preservatives, such as pepper powder, etc., prevent misfeeding by children and pets such as pepper powder, pests such as cheese flavor, onion flavor, peanut oil, etc. Adjust poison bait to control agricultural pests using this. it in the present process can also, the total amount of compound to be applied as a compound (a) and (B), cultivation area 1 0 0 0 m 2 per 0 plants. a. 1 to 1 0 0 ° g. Emulsions, wettable powders, flowables, etc. are usually diluted with water so that the active ingredient concentration is 10 to 1000 ppm, and the compound (A) and the compound (B) are diluted. The powders and powders are usually applied as they are. These application rates and concentrations vary depending on the type of drug product, the timing of application, the location of application, the method of application, the type of pest, and the degree of damage, and can be increased or decreased without being limited to the above range. You can choose.
本発明方法においては、 化合物 (A) および化合物 (B ) 以外に、 他の殺虫剤、 殺 線虫剤等と共に用いることもできる。 本発明を本混合組成物の製剤例および本発明方法の実施例によりさらに詳しく説 明する力 本発明はこれらの例に限定されるものではない。 In the method of the present invention, in addition to the compound (A) and the compound (B), it can be used together with other insecticides, nematicides and the like. Ability to explain the present invention in further detail by Formulation Examples of the present mixed composition and Examples of the method of the present invention The present invention is not limited to these Examples.
まず、 本混合組成物の製剤例を示す。 なお、 部は重量部を表す。  First, a formulation example of the present mixed composition will be described. In addition, parts represent parts by weight.
製剤例 1 Formulation Example 1
化合物 (A) 5部、 化合物 (I ) 〜 (V I I ) のいずれか 5 0部、 ポリオキシェチ レンスチリルフエ二ノレエーテル 8部、 ドデシルベンゼンスルホン酸カルシウム 2部お よびキシレン 3 5部を均一に混合して乳剤を得る。  Emulsion was prepared by uniformly mixing 5 parts of compound (A), 50 parts of any of compounds (I) to (VII), 8 parts of polyoxyethylene styrene phenylenole ether, 2 parts of calcium dodecylbenzenesulfonate and 35 parts of xylene. obtain.
製剤例 2 Formulation Example 2
化合物 (A) 4部、 化合物 ( I ) 〜 (V I I ) のいずれか 2 0部、 ドデシルペンゼ ンスルホン酸ナトリウム 3部、 リグニンスルホン酸ナトリゥム 3部およびおよび硅藻 土 7 0部をジエツトエアーミルで均一に混合粉砕して水和剤を得る。  4 parts of compound (A), 20 parts of any of compounds (I) to (VII), 3 parts of sodium dodecyl benzenesulfonate, 3 parts of sodium ligninsulfonate and 70 parts of diatomaceous earth were homogenized by a jet air mill. To obtain a wettable powder.
製剤例 3 Formulation Example 3
化合物 (A) を 0 . 5部、化合物 ( I )〜 (V I I ) のいずれか 1部、 タルク 4 8 . 5部およびクレー 5 0部を均一に混合粉碎して粉剤を得る。  0.5 part of the compound (A), one part of any of the compounds (I) to (VII), 48.5 parts of talc and 50 parts of clay are uniformly mixed and ground to obtain a powder.
製剤例 4 Formulation Example 4
化合物 (A) 1 0部、 化合物 (I ) 〜 (V I I ) のいずれか 5部にドデシルペンゼ ンスルホン酸ナトリゥム 5部、 ベントナイト 3 0部およびクレー 5 0部を加え、 充分 攪拌混合する。 次いで、 これらの混合物に適量の水を加え、 さらに攪拌し、 造粒機で 製粒し、 通風乾燥して粒剤を得る。  To 10 parts of the compound (A) and 5 parts of any of the compounds (I) to (VII), 5 parts of sodium dodecylpentenesulfonate, 30 parts of bentonite and 50 parts of clay are added and thoroughly mixed. Next, an appropriate amount of water is added to the mixture, and the mixture is further stirred, granulated by a granulator, and dried by ventilation to obtain granules.
製剤例 5 Formulation Example 5
ポリォキシエチレンスチリルフエニルエーテルサルフエ一ト 5部、 1 %ザンサンガ ム水溶液 2 0部、 スメクタイト系鉱物 3部および水 5 7部を均一に溶解し、 化合物 (A) 5部、 化合物 (I ) 〜 (V I I ) のいずれか 1 0部を加えてよく攪拌した後、 サンドミルにて湿式粉砕してフロアブル剤を得る。  Polyoxyethylene styryl phenyl ether sulfate (5 parts), 1% xansan aqueous solution (20 parts), smectite mineral (3 parts) and water (57 parts) were uniformly dissolved to give compound (A) (5 parts), compound (I ) To (VII), add well, stir well, and wet-pulverize with a sand mill to obtain a flowable agent.
次に本発明方法の実施例を示す。  Next, examples of the method of the present invention will be described.
実施例 Example
化合物 (A) の 1 0 %水和剤の所定濃度の水希釈液に化合物 (I ) 〜 (V) のそれ ぞれの製剤を所定濃度となるように加えた希釈液、 化合物 (A) 1 0 %水和剤の所定 濃度の水希釈液及び化合物 (I) 〜(V) のそれぞれの製剤の所定濃度の水希釈液の 各々に対して、 展着剤 (新リノ一:日本農薬株式会社製) を 1/3000 (容量) と なるように加え、 各々の散布液を調製した。 Compound (A), a diluted solution obtained by adding each preparation of compounds (I) to (V) to a predetermined concentration in a water diluent of a predetermined concentration of 10% wettable powder of compound (A), compound (A) 1 Prescription of 0% wettable powder The spreading agent (Shin-Rino-1: Nippon Agrochemical Co., Ltd.) was added to each of the water diluent having a predetermined concentration and the water diluent having a predetermined concentration of each of the preparations of the compounds (I) to (V). (Volume), and each spray liquid was prepared.
一方、 プラスチックポットにキャベツを植え、 4葉期まで生育させた。 ここに、 上 記散布液を、 1株あたり 30m 1の割合で散布した。 風乾後、 そのキャベツの葉に鱗 翅目害虫 (ハスモンョトウ 4齢幼虫 5頭とコナガ 3齢幼虫 40頭) を放した。 散布 3 日後に、 キャベツの葉の食害面積を調査し、 下式により食害度を求めた。  On the other hand, cabbage was planted in plastic pots and grown until the four-leaf stage. Here, the above-mentioned spray liquid was sprayed at a rate of 30 ml per strain. After air-drying, the cabbage leaves were released with lepidopteran pests (five larvae of the fourth instar larva and 40 third instar larvae of the Japanese moth). Three days after spraying, the area affected by cabbage leaves was investigated, and the degree of damage was determined by the following formula.
(4 X n. + 3 X n3 + 2 X n + l X n1 + 0 X n0) 食害度 (%) = 100 X (4 X n. + 3 X n 3 + 2 X n + l X n 1 + 0 X n 0 ) Degree of damage (%) = 100 X
4 X (ηλ + n3 + n。 + + η0 ) 4 X (η λ + n 3 + n. + + Η 0 )
(式中、 η4 は食害面積率が 61〜100%の葉数、 η3 は食害面積率が 31〜(In the formula, η 4 indicates the number of leaves with an area ratio of 61 ~ 100%, η 3 indicates the number of leaves with 31 ~ 100%
60%の葉数、 η2 は食害面積率が 11〜30%の葉数、 は食害面積率が 1〜 160% number of leaves, η 2 is the number of leaves with a damage area of 11 to 30%, is the number of leaves with a damage area of 1 to 1
0%の葉数及び11。は食害面積率が 0%の葉数を表す。) 0% leaf number and 11. Represents the number of leaves with a 0% area of damage. )
なお、 上記試験に用いた化合物 (I) 〜 (V) の製剤はそれぞれ、 化合物 (I) の The preparations of Compounds (I) to (V) used in the above test were
50 %乳剤、 化合物 (I I) の 50。/。乳剤、 化合物 ( I I I ) の 40。/。乳剤、 化合物50% emulsion, 50 of compound (II). /. Emulsion, compound (III) of 40. /. Emulsions, compounds
(IV) の 50 %乳剤及び化合物 (V) の 50 %水和剤である。 A 50% emulsion of (IV) and a 50% wettable powder of compound (V).
結果を表 1に示す。 Table 1 shows the results.
表 1 table 1
産業上の利用可能性 Industrial applicability
本発明によれば、 農業害虫を効果的に防除することが可能であり、 植物を農業害虫 による加害から保護することができる。  ADVANTAGE OF THE INVENTION According to this invention, it is possible to control agricultural pests effectively and to protect a plant from damage by agricultural pests.

Claims

請 求 の 範 囲 The scope of the claims
で示される 5—クロロー 6— (1 _フルォロェチル) -N- [2 - [4一 (トリフノレ ォロメ トキシ) フエニル] ェチル] ピリミジン一 4—ィルァミンと有機リン殺虫化合 物との有効量を植物又はその植物を栽培する土壌に施用することによる、該植物を加 害する農業害虫を防除する方法。 5-Chloro-6- (1_fluoroethyl) -N- [2- [4-1 (trifnorolomethoxy) phenyl] ethyl] pyrimidine-1 pyrimidine and organophosphorus insecticidal compound represented by the formula: A method for controlling agricultural pests that damage plants by applying the soil to the plants.
2. 式 (A) で示される 5—クロ口一 6— (1一フルォロェチル) 一 N— [2 - [4— (トリフルォロメ トキシ) フエニル] ェチル] ピリミジン _ 4—ィルァミンと 有機リン殺虫化合物との重量比が 10 : 1〜1 : 50である請求項 1に記載の農業害 虫を防除する方法。 2. 5- (1-fluoroethyl) -1-N— [2- [4- (trifluoromethyl) phenyl] ethyl] pyrimidine _ 4-ylamine and organophosphorus insecticide represented by the formula (A) 2. The method for controlling agricultural pests according to claim 1, wherein the weight ratio is 10: 1 to 1:50.
3. 有機リン殺虫化合物が、 O, O—ジメチル O— (3—メチル一 4—二ト口 フエ二ノレ) ホスホロチォエート、 O- (4一シァノフエ二ノレ) 〇, O—ジメチノレ ホスホロチ才エート、 O— (4—プロモー 2 _クロ口フエ二ノレ) O—ェチノレ S一 プロピノレ ホスホロチォエート、 〇, O—ジェチノレ O- (5—フエ二ノレ一 3 _イソ キサゾリル) ホスホロチォエート、 N— [メ トキシ (メチルチオ) ホスフイノィル] ァセタミ ド、 O—ェチノレ S_ 1 _メチルプロピル (2—ォキソ一 3—チアゾリジ ニル)ホスホノチォェ一ト及び S, S—ビス(1 _メチルプロピル) O—ェチル ホ スホロジチォエートからなる群から選ばれる 1以上の化合物である請求項 1または 2に記載の農業害虫を防除する方法。 3. When the organophosphorus insecticide is O, O-dimethyl O- (3-methyl-14-butanol) phosphorothioate, O- (4-cyanopheninole) 〇, O-dimethinole phosphorotide Ethate, O— (4-promo 2 _ black mouth feninole) O—ethinole S-propinole phosphorothioate, 〇, O—jetinole O- (5-pheninole 1 3 _ isoxazolyl) phosphorothioate N- [Methoxy (methylthio) phosphinoyl] acetamide, O-ethynole S_ 1 _methylpropyl (2-oxo-13-thiazolidinyl) phosphonothioate and S, S-bis (1-methylpropyl) O-ethyl 3. The method for controlling agricultural pests according to claim 1, which is one or more compounds selected from the group consisting of phosphorodithioates.
4. 有機リン殺虫化合物が、 O, O—ジメチル O— (3—メチルー 4—二ト口 フエニル) ホスホロチォエート、 O— (4—シァノフエニル) O, O—ジメチル ホスホロチォエート、 O— (4—プロモ一 2 _クロ口フエ二ノレ) O—ェチノレ S - プ口ピル' ホスホロチォエート、 O, O—ジェチル O— (5 _フエ-ノレ一 3—イソ キサゾリル) ホスホロチォェ一ト及び N— [メ トキシ (メチルチオ) ホスフィノィ ル]ァセタミドからなる群から選ばれる 1以上の化合物である請求項 1または 2に記 載の農業害虫を防除する方法。 4. When the organophosphorus insecticide is O, O-dimethyl O— (3-methyl-4-diphenyl) phosphorothioate, O— (4-cyanophenyl) O, O—dimethyl phosphorothioate, O— (4—promo 2 _black mouth phenol) O—ethinole S-pulp pill ′ phosphorothioate, O, O—getyl O— (5 _ phenole 1 3-isoxazolyl) phosphorothioate and 3. The method for controlling agricultural pests according to claim 1 or 2, which is one or more compounds selected from the group consisting of N— [methoxy (methylthio) phosphinyl] acetamide.
5. 農業害虫が、 半翅目害虫、 鱗翅目害虫、 鞘翅目害虫、 ァザミゥマ目害虫又は 線虫類である請求項 1〜4のいずれかに記載の農業害虫を防除する方法。 5. The method for controlling agricultural pests according to any one of claims 1 to 4, wherein the agricultural pests are Hemiptera pests, Lepidoptera pests, Coleoptera pests, Azamazuma pests or nematodes.
6. 植物を加害する農業害虫の防除剤としての、 式 (A) 6. Formula (A) as an agent for controlling agricultural pests that infest plants
(八) (Eight)
で示される 5—クロ口一 6 _ (1—フルォロェチル) -N- [2 - [4- (トリフノレ 才ロメ トキシ) フエニル] ェチル] ピリミジン一4—ィルァミンと有機リン殺虫化合 物との使用。 6- (1-Fluoroethyl) -N- [2- [4- (trifonolemethylethoxy) phenyl] ethyl] pyrimidine-14-ylamine and an organophosphorus insecticide compound represented by the formula:
7. 有機リン殺虫化合物が、 O, O—ジメチル O— (3—メチル一4—ニトロ フエニル) ホスホロチォエート、 O— (4—シァノフエニル) O, O—ジメチル ホスホロチ才エート、 O— (4—ブロモ一 2—クロ口フエ二ノレ) O—ェチノレ S - プロピノレ ホスホロチォエート、 O, O—ジェチノレ 0- (5—フエ二ノレ一 3—イソ キサゾリル) ホスホロチォエート、 N— [メ トキシ (メチノレチォ) ホスフイノィル] ァセタミ ド、 O—ェチル S - 1—メチルプロピル (2—ォキソ一 3—チアゾリジ ニル)ホスホノチォェ一ト及び S, S—ビス(1—メチルプロピル) O—ェチル ホ スホロジチォエートからなる群から選ばれる 1以上の化合物である請求項 6に記载 の植物を加害する農業害虫の防除剤としての使用 c 7. When the organophosphorus insecticide is O, O-dimethyl O- (3-methyl-1-nitrophenyl) phosphorothioate, O— (4-cyanophenyl) O, O-dimethyl phosphorothioate, O— (4 O-Echinole S-propinole phosphorothioate, O, O-Jetinole 0- (5-Feninole-3-isoxazolyl) phosphorothioate, N- [me Toxic (methinorethio) phosphinyl] acetamide, O-ethyl S-1-methylpropyl (2-oxo-13-thiazolidinyl) phosphonothioate and S, S-bis (1-methylpropyl) O-ethyl hoseholodithio 7. The method according to claim 6, wherein the compound is one or more compounds selected from the group consisting of ethates. Of agricultural pests that infest plants in Japan c
8 式 (A) 8 Equation (A)
で示される 5—クロ口一 6— (1 _フルォロェチル) — N— [2- [4- (トリフル ォロメ トキシ) フエニル] ェチル] ピリミジン _4一ィルァミンと有機リン殺虫化合 物とを有効成分として含有する農業害虫防除糸且成物。 6- (1 _fluoroethyl) —N— [2- [4- (trifluoromethyl) phenyl] pyrimidine] pyrimidine _4 containing 1-ylamine and an organophosphorus insecticide compound as active ingredients Agricultural insect pest control products.
PCT/JP2002/006713 2001-07-11 2002-07-03 Method for agricultural insect pest control WO2003007718A1 (en)

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WO2007147888A1 (en) 2006-06-22 2007-12-27 Basf Se Malononitrile compounds
WO2008055884A1 (en) 2006-11-10 2008-05-15 Basf Se Crystalline modification of fipronil
WO2008055882A1 (en) 2006-11-10 2008-05-15 Basf Se Crystalline modification of fipronil
WO2008055881A1 (en) 2006-11-10 2008-05-15 Basf Se Crystalline modification of fipronil
WO2008055883A1 (en) 2006-11-10 2008-05-15 Basf Se Crystalline modification of fipronil
WO2008090048A2 (en) 2007-01-26 2008-07-31 Basf Se 3-amino-1,2-benzisothiazole compounds for combating animal pest ii
EP1952690A2 (en) 2007-01-31 2008-08-06 Basf Se Pesticidal mixtures based on triazolopyrimidines and insecticides
WO2010072724A2 (en) 2008-12-23 2010-07-01 Basf Se Process and aqueous formulation for the impregnation of non-living-materials imparting a protective activity against pests
WO2010086303A2 (en) 2009-01-27 2010-08-05 Basf Se Method for dressing seeds
WO2010089244A1 (en) 2009-02-03 2010-08-12 Basf Se Method for dressing seeds
WO2010100189A1 (en) 2009-03-04 2010-09-10 Basf Se 3-arylquinazolin-4-one compounds for combating invertebrate pests
EP2258177A2 (en) 2006-12-15 2010-12-08 Rohm and Haas Company Mixtures comprising 1-methylcyclopropene
WO2011003796A1 (en) 2009-07-06 2011-01-13 Basf Se Pyridazine compounds for controlling invertebrate pests
WO2011009804A2 (en) 2009-07-24 2011-01-27 Basf Se Pyridine derivatives compounds for controlling invertebrate pests
WO2011014660A1 (en) 2009-07-30 2011-02-03 Merial Limited Insecticidal 4-amino-thieno[2,3-d]-pyrimidine compounds and methods of their use
WO2011117286A1 (en) 2010-03-23 2011-09-29 Basf Se Pyridazine compounds for controlling invertebrate pests
EP2392662A2 (en) 2007-04-23 2011-12-07 Basf Se Plant produtivity enhancement by combining chemical agents with transgenic modifications
US8097562B2 (en) 2006-11-30 2012-01-17 Basf Se Agrochemical formulations comprising N-vinylamid co-polymers
US8211828B2 (en) 2007-01-19 2012-07-03 Basf Se Fungicidal mixtures of 1-methylpyrazol-4-ylcarboxanilides and azolopyrimidinylamines
EP2500340A1 (en) 2008-01-25 2012-09-19 Syngenta Participations AG. 2-Cyanophenyl Sulfonamide Derivatives Useful as Pesticides
EP2514316A1 (en) 2006-09-14 2012-10-24 Basf Se Pesticide composition
EP2679094A1 (en) 2007-02-06 2014-01-01 Basf Se Pesticidal mixtures
US9006142B2 (en) 2006-11-30 2015-04-14 Basf Se Agrochemical formulations comprising 1-vinyl-2-pyrrolidinone co-polymers
US9078447B2 (en) 2007-09-20 2015-07-14 Bayer Cropscience Lp Combinations comprising a fungicidal strain and an active compound
WO2015118479A1 (en) 2014-02-05 2015-08-13 Basf Corporation Seed coating formulations and their use for yield increase
US9149034B2 (en) 2006-11-30 2015-10-06 Basf Se Agrochemical formulations comprising co-polymers based on diisocyanates
EP3150068A1 (en) 2007-08-16 2017-04-05 Basf Se Seed treatment compositions and methods
EP3199026A1 (en) 2007-04-12 2017-08-02 Basf Se Pesticidal mixtures comprising cyanosulfoximine compounds
CN114605335A (en) * 2022-04-11 2022-06-10 青岛科技大学 Pyrimidine thioether amine ester pesticide

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EP0665225A1 (en) * 1994-02-01 1995-08-02 Ube Industries, Ltd. 4-Phenethylamino pyrimidine derivative, process for preparing the same and agricultural and horticultural chemical for controlling noxious organisms containing the same
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Cited By (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007147888A1 (en) 2006-06-22 2007-12-27 Basf Se Malononitrile compounds
EP2514316A1 (en) 2006-09-14 2012-10-24 Basf Se Pesticide composition
WO2008055884A1 (en) 2006-11-10 2008-05-15 Basf Se Crystalline modification of fipronil
WO2008055882A1 (en) 2006-11-10 2008-05-15 Basf Se Crystalline modification of fipronil
WO2008055881A1 (en) 2006-11-10 2008-05-15 Basf Se Crystalline modification of fipronil
WO2008055883A1 (en) 2006-11-10 2008-05-15 Basf Se Crystalline modification of fipronil
US8097562B2 (en) 2006-11-30 2012-01-17 Basf Se Agrochemical formulations comprising N-vinylamid co-polymers
US9149034B2 (en) 2006-11-30 2015-10-06 Basf Se Agrochemical formulations comprising co-polymers based on diisocyanates
US9006142B2 (en) 2006-11-30 2015-04-14 Basf Se Agrochemical formulations comprising 1-vinyl-2-pyrrolidinone co-polymers
EP2258177A2 (en) 2006-12-15 2010-12-08 Rohm and Haas Company Mixtures comprising 1-methylcyclopropene
US8211828B2 (en) 2007-01-19 2012-07-03 Basf Se Fungicidal mixtures of 1-methylpyrazol-4-ylcarboxanilides and azolopyrimidinylamines
WO2008090048A2 (en) 2007-01-26 2008-07-31 Basf Se 3-amino-1,2-benzisothiazole compounds for combating animal pest ii
EP1952690A2 (en) 2007-01-31 2008-08-06 Basf Se Pesticidal mixtures based on triazolopyrimidines and insecticides
EP2679095A1 (en) 2007-02-06 2014-01-01 Basf Se Pesticidal mixtures
EP2679096A1 (en) 2007-02-06 2014-01-01 Basf Se Pesticidal mixtures
EP2679094A1 (en) 2007-02-06 2014-01-01 Basf Se Pesticidal mixtures
EP3199026A1 (en) 2007-04-12 2017-08-02 Basf Se Pesticidal mixtures comprising cyanosulfoximine compounds
EP2392662A2 (en) 2007-04-23 2011-12-07 Basf Se Plant produtivity enhancement by combining chemical agents with transgenic modifications
EP3150068A1 (en) 2007-08-16 2017-04-05 Basf Se Seed treatment compositions and methods
US9078447B2 (en) 2007-09-20 2015-07-14 Bayer Cropscience Lp Combinations comprising a fungicidal strain and an active compound
EP2500340A1 (en) 2008-01-25 2012-09-19 Syngenta Participations AG. 2-Cyanophenyl Sulfonamide Derivatives Useful as Pesticides
WO2010072724A2 (en) 2008-12-23 2010-07-01 Basf Se Process and aqueous formulation for the impregnation of non-living-materials imparting a protective activity against pests
WO2010086303A2 (en) 2009-01-27 2010-08-05 Basf Se Method for dressing seeds
EP2837286A1 (en) 2009-01-27 2015-02-18 Basf Se Method for dressing seeds
WO2010089244A1 (en) 2009-02-03 2010-08-12 Basf Se Method for dressing seeds
WO2010100189A1 (en) 2009-03-04 2010-09-10 Basf Se 3-arylquinazolin-4-one compounds for combating invertebrate pests
WO2011003796A1 (en) 2009-07-06 2011-01-13 Basf Se Pyridazine compounds for controlling invertebrate pests
WO2011009804A2 (en) 2009-07-24 2011-01-27 Basf Se Pyridine derivatives compounds for controlling invertebrate pests
WO2011014660A1 (en) 2009-07-30 2011-02-03 Merial Limited Insecticidal 4-amino-thieno[2,3-d]-pyrimidine compounds and methods of their use
WO2011117286A1 (en) 2010-03-23 2011-09-29 Basf Se Pyridazine compounds for controlling invertebrate pests
WO2015118479A1 (en) 2014-02-05 2015-08-13 Basf Corporation Seed coating formulations and their use for yield increase
CN114605335A (en) * 2022-04-11 2022-06-10 青岛科技大学 Pyrimidine thioether amine ester pesticide

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