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1. 发明专利

JPH05163205A NEW CYCLOPROPANE CARBOXYLIC ACID ESTER DERIVATIVE, AND INSECTICIDAL, ACARICIDAL AND REPELLENT AGENT CONTAINING THE SAME 失效
公开(公告)号：JPH05163205A
公开(公告)日：1993-06-29
申请号：JP36095691
申请日：1991-12-13
申请人： DAINIPPON JOCHUGIKU KK
发明人： TAKAHASHI TOSHIO , NISHIDA NOBUYUKI , NAMITE YOSHIHIRO , KONISHI KAZUO , KATSUTA YOSHIO
IPC分类号： C07C69/743 , A01N53/00 , A01N53/02 , C07C69/747
摘要： PURPOSE:To provide a new cyclopropane carboxylic acid ester derivative with low toxicity for warm-blooded animals, exhibiting high insecticidal, acaricidal and repellent activities against various injurious insects, especially injurious insects for clothes, and excellent in the chemical stability. CONSTITUTION:A compound of formula I (R1 is H, methyl; when R1=H, R2 is H, methyl, 2-methyl-1-propenyl, 1-propenyl, 1,3-butadienyl, 2,2-dichlorovinyl, 2-methoxycarbonyl-1-propenyl, 2-chloro-2-trifluoromethylvinyl, 2,2-dibromovinyl, 2,2-difluorovinyl; and when R1 = methyl, R3 is methyl; R3 is 2-6C alkyl, 1-4C haloalkyl, alkoxyalkyl; R4-R6 are H, halogen, methyl), e.g. 1-vinyl-2-hexenyl-2',2'- dimethyl-3'-(2''-methyl-1''-propenyl) cyclopropane carboxylate. The compound is obtained according to the reaction exhibited by the reaction formula.

2. 发明专利

JPH0543410A INSECTICIDAL, VERMIN-PROOFING AND REPELLING AGENT DISSIPATING AT ORDINARY TEMPERATURE AND CONTAINING CARBOXYLIC ACID ESTER DERIVATIVE AND INSECTICIDAL, VERMIN-PROOFING AND REPELLING METHOD USING THE SAME 失效
公开(公告)号：JPH0543410A
公开(公告)日：1993-02-23
申请号：JP22845191
申请日：1991-08-13
申请人： DAINIPPON JOCHUGIKU KK
发明人： KATSUTA YOSHIO , KONISHI KAZUO , NAMITE YOSHIHIRO , TAKAHASHI TOSHIO , NISHIDA NOBUYUKI
IPC分类号： A01N53/02 , A01N53/00 , A01N53/04
摘要： PURPOSE:To provide an insecticidal, vermin-proofing and repelling agent dissipating at ordinary temperature, containing a cyclopropanecarboxylic acid ester derivative and having high insecticidal, vermin-proofing and repelling effect, low toxicity to warm-blooded animal and high chemical stability, etc. CONSTITUTION:The objective agent contains, as an active component, a compound of formula (R1 and R2 are methyl, Cl, halomethyl or methoxy; R is 2- methyl-3-allyl-2-cyclopenten-4-on-1-ol, 2methyl-3-propargyl-2-cyclopenten-4-on-1-ol or 5-propargyl-2-methyl-3-furylmethyl alcohol), e.g. 2-methyl-3-allyl-2cyclopenten-4- on-1-yl-2,2,3,3-tetramethylcyclopropane carboxylate. The compound is expected to be widely applicable to fly, mosquito, cockroach, house dust mites, etc., as well as clothes vermin.

3. 发明专利

JPH0967215A INSECTICIDAL AND PEST CONTROLLING AGENT 失效
公开(公告)号：JPH0967215A
公开(公告)日：1997-03-11
申请号：JP26066195
申请日：1995-09-01
申请人： DAINIPPON JOCHUGIKU KK
发明人： KONISHI KAZUO
IPC分类号： A01N53/04 , A01N53/00
摘要： PROBLEM TO BE SOLVED: To obtain an insecticidal and pest controlling agent capable of being applied in a wide range of organisms and certainly preventing deterioration of a pyrethroid compound by mixing a specific compound with a system containing a furan ring-containing pyrethroid compound as an effective ingredi ent. SOLUTION: In this insecticidal and pest controlling agent, 0.5-2.0 times amount of a maleimide compound of formula II (R4 is H, a 1-12C alkyl or a 3-6C cycloalkyl) is mixed with a pyrethroid compound of formula I (R2 is H or methyl; R2 is 2-methyl-1-propenyl when R1 is H or is methyl when R1 is methyl; R3 is H or methyl). As the compound of formula I, 5-propargy 12- furylmethyl chrysanthemate, 5-propargyl-2-furylmethyl 2,2,3,3- tetramethylcyclopropane carboxylate, etc., can be cited. As the maleimide compound, N-methylmaleimide, N-ethylmaleimide, etc., are preferable. The effective ingredients are transpired by adding water to the compounds of formula I and II, filling them in a plastic bottle, dipping a wick and heating the top of it.

4. 发明专利

JPH06316569A NEW CARBOXILIC ESTER DERIVATIVE AND INSECTICIDE AND ACARICIDE CONTAINING THE DERIVATIVE 失效
公开(公告)号：JPH06316569A
公开(公告)日：1994-11-15
申请号：JP25532092
申请日：1992-08-10
申请人： DAINIPPON JOCHUGIKU KK
发明人： TAKAHASHI TOSHIO , NISHIDA NOBUYUKI , NAMITE YOSHIHIRO , KONISHI KAZUO , KATSUTA YOSHIO
IPC分类号： A01N43/30 , C07D317/54 , C07D317/62
摘要： PURPOSE:To provide a new compound having excellent stability and safety and useful as an insecticide and acaricide. CONSTITUTION:The compound of formula I (R1 is formula II, etc.; R2 is a halogen or methyl: R3 and R4 are respectively a halogen, methyl or halomethyl), e.g. alpha-ethynyl-2-chloro-4, 5-methylenedioxibenzyl 2, 2-dimethyl-3-(2-methyl-1- propenyl)cyclopropanecarboxylate. The compound of formula I is obtained by reacting a compound of formula III (X is a halogen) with a compound of formula IV in the presence of triethylamine in dichloromethane as a solvent. Having a broad insecticidal spectrum, this agent is capable of being used as a insecticide for pastime- and farm-gardening in place of conventional organophosphorus and organochloric insecticide and especially effective for controlling hygienic vermin such as fly, mosquito and cockroach, agricultural vermin such as green rice leafhopper, leafhopper, rice stem borer and diamondback moth, storage vermin such as grain weevil or mites.

5. 发明专利

JPH06157207A INSECTICIDAL AND INSECT-PROOFING AGENT CONTAINING POLYFLUOROPHENETYL KETONE DERIVATIVE AND INSECTICIDAL AND INSECT-PROOFING METHOD USING THE DERIVATIVE 失效
公开(公告)号：JPH06157207A
公开(公告)日：1994-06-03
申请号：JP35010392
申请日：1992-11-12
申请人： DAINIPPON JOCHUGIKU KK
发明人： TAKAHASHI TOSHIO , NISHIDA NOBUYUKI , NAMITE YOSHIHIRO , KONISHI KAZUO , KATSUTA YOSHIO
IPC分类号： A01N25/18 , A01N35/02
摘要： PURPOSE:To provide an insecticidal and insect-proofing agent volatile at normal temperature and exhibiting high insecticidal and insect-proofing effect, low toxicity to warm-blooded animal and high chemical stability, etc. CONSTITUTION:The insecticidal and insect-proofing agent contains a polyfluorophenanthrene derivative of formula I (R1 is H or methyl; R2 is methyl when R1 is methyl and R2 is 2-methyl-1-propenyl or 2,2-dichlorovinyl when R1 is H; R3 is H or F), e.g. 2,2-dimethyl-3-(2-methyl-1-propenyl) cyclopropyl-2',3',4',5',6'-pentafluorophenetyl ketone. It has high volatility compared with conventional pyrethroid to obtain especially excellent effect in the case of using as an evaporation-type insecticidal and insect-proofing agent to be evaporated by the aid of proper heater or an evaporation-promoting assistant or at normal temperature. The compound can be produced by converting a polyfluorophenetyl halide of formula II (X is halogen) into a Grignard reagent and reacting with a carboxylic acid halide of formula III (Y is halogen).

6. 发明专利

JPH0517312A INSECTICIDAL, MOTH-PROOFING AND VERMIN-REPELLING AGENT CONTAINING CARBOXYLIC ACID ESTER DERIVATIVE AND VOLATILE AT NORMAL TEMPERATURE, AND INSECTICIDAL, MOTH-PROOFING AND VERMIN-REPELLING METHOD USING THE SAME 失效
公开(公告)号：JPH0517312A
公开(公告)日：1993-01-26
申请号：JP19099991
申请日：1991-07-05
申请人： DAINIPPON JOCHUGIKU KK
发明人： KATSUTA YOSHIO , KONISHI KAZUO , NAMITE YOSHIHIRO , TAKAHASHI TOSHIO , NISHIDA NOBUYUKI
IPC分类号： A01N53/04 , A01N53/00
摘要： PURPOSE:To obtain the subject agent safe to man and beast by using a specific carboxylic acid ester derivative such as 5-propargyl-2-furylmethyl 2,2, 3,3- tetramethylcyclopropane-carboxylate as an active component. CONSTITUTION:The objective insecticidal, moth-proofing and vermin-repelling agent volatile at normal temperature and exhibiting high insecticidal, moth- proofing and vermin-repelling effects, low toxicity to hematherm animals and high chemical stability (especially against metals), etc., is produced by using a carboxylic acid ester derivative of formula I (R1 and R2 are methyl, chlorine, halomethyl or methoxy) (e.g. 5-propargyl-2-furylmethyl 2,2,3-trimethyl-3- chlorocyclopropane-carboxylate of formula II) as an active component. The compound of formula I is most suitable for the control of the larva of clothes moth (a clothes vermin) and also effective various other clothes vermins such as black carpet beetle, varied carpet beetle, webbing clothes moth and carpet moth. The addition of a synergist (e.g. piperonyl butoxide) and an antioxidant is also effective.

7. 发明专利

JPH059103A CARBOXYLIC ESTER DERIVATIVE-CONTAINING INSECTICIDE/INSECT-PROOFING AGENT FOR CLOTHES 失效
公开(公告)号：JPH059103A
公开(公告)日：1993-01-19
申请号：JP25826291
申请日：1991-07-01
申请人： DAINIPPON JOCHUGIKU KK
发明人： KATSUTA YOSHIO , KONISHI KAZUO , NAMITE YOSHIHIRO , TAKAHASHI TOSHIO , NISHIDA NOBUYUKI
IPC分类号： A01N53/02 , A01N53/00 , A01N53/04
摘要： PURPOSE:To provide a normal temperature-volatile pyrethroid useful for an active ingredient as insecticides/insect-proofing agents for clothes with a combination of high insecticidal/insect-proofing efficacy, low toxicity to, hemetherm and chemical stability, etc. CONSTITUTION:The objective insecticide/insect-proofing agent containing, as active ingredient, a carboxylic ester derivative of formula I (R is of formula II, III or IV) (e.g. 2-methyl-3-allyl-2-cyclopentene-4-one-1-yl 2,2,3,3- tetramethylcyclopropane carboxylate. The agent may be further formulated with promoter(s) such as N-octylbicycloheptene dicarboxyimide or octachlorodipropyl ether. Also, addition of an antioxidant such as phenolic or amine-based compound to the agent will further improve stability with time. The compound of the formula I can be prepared by reaction between (A) 2,2,3,3- tetramethylcyclopropane carboxylic acid of formula V or its reactive derivative and (B) an alcohol of formula R-OH or its reactive derivative.

8. 发明专利

JPH09169609A SPIDER REPELLENT FOR RESIDENCE 失效
公开(公告)号：JPH09169609A
公开(公告)日：1997-06-30
申请号：JP35464895
申请日：1995-12-21
申请人： DAINIPPON JOCHUGIKU KK
发明人： KONISHI KAZUO , INOGUCHI YOSHIHIRO
IPC分类号： A01N25/06 , A01N53/04
摘要： PROBLEM TO BE SOLVED: To obtain an arachnid-controlling agent for domestic use, containing a specific compound showing high controlling effect and satisfying all of the following points: safety, persistency, convenience and the like. SOLUTION: This arachnid-controlling agent contains 2,4-dioxo-1-(2-propynyl) imidazolidine-3-imimethyl chrysanthemate (abbreviated to imiprothrin) as an active ingredient. This arachnid-controlling agent is preferably prepared in an aerosol. When this agent is prepared, imiprothrin usually is mixed together with a solid carrier, a liquid carrier, a surfactant and other auxiliary agents for preparation. This arachnid-controlling agent manifests high controlling effect against arachnids such as jumping spider, silk spider, 'OOHIMEGUMO', 'SHIMOFURIIOGUMO', and the like. When it is applied, for example, in order to repel spiders making their nests on the wall surface of a house, imiprothrin is used in an amount of >=0.01g/m .

9. 发明专利

JPH06211611A INSECTICIDAL, INSECT-PROOFING AND REPELLING AGENT CONTAINING CYCLOPROPANECARBOXYLIC ACID ESTER DERIVATIVE AND METHOD FOR KILLING, PREVENTING AND REPELLING INSECT USING THE SAME 失效
公开(公告)号：JPH06211611A
公开(公告)日：1994-08-02
申请号：JP3392293
申请日：1993-01-11
申请人： DAINIPPON JOCHUGIKU KK
发明人： TAKAHASHI TOSHIO , NISHIDA NOBUYUKI , NAMITE YOSHIHIRO , KONISHI KAZUO , KATSUTA YOSHIO
IPC分类号： A01N25/18 , A01N53/00 , A01N53/04
摘要： PURPOSE:To obtain a cyclopropanecarboxylic acid ester derivative having volatility at normal temperature or in heating, exhibiting high insecticidal, insect- proofing and repelling effects, having low toxicity to hematherms and excellent also in chemical stability. CONSTITUTION:This insecticidal, insect-proofing and repelling agent having volatility at normal temperature or in heating contains a compound of formula I (R is F, Cl or CF3), e.g. 5-propargyl-2-furylmethyl-3-(2,3,3,3-tetrafluoro-1- propenyl)-2,2-dimethylcyclopropanecarboxylate as an active ingredient. The compound is effective in exterminating hygienic pests, nuisance pests and clothes pests and exhibits high exterminating effects on clothes pests such as Tinea pellionella, Tineola bisselliella Hummel and Attagenus japonicus Reitter by applying to clothes housing furniture. The compound of formula I is obtained by reacting a carboxylic acid of formula II or its reactive derivative with an alcohol of formula III or its reactive derivative.

10. 发明专利

JPH05331004A INSECTICIDE, MOTHPROOFING AGENT AND REPELLENT COMPRISING POLYFLUOROBENZYL ALCOHOL ESTER DERIVATIVE AND INSECTICIDAL, MOTHPROOFING AND REPELLENT METHOD USING THE SAME 失效
公开(公告)号：JPH05331004A
公开(公告)日：1993-12-14
申请号：JP30434292
申请日：1992-10-02
申请人： DAINIPPON JOCHUGIKU KK
发明人： TAKAHASHI TOSHIO , NISHIDA NOBUYUKI , NAMITE YOSHIHIRO , KONISHI KAZUO , KATSUTA YOSHIO
IPC分类号： A01N37/10 , A01N37/34 , A01N37/38
摘要： PURPOSE:To obtain the agent, comprising a specific polyfluorobenzyl alcohol ester derivative as an active ingredient and capable of exhibiting high insecticidal, mothproofing and repellent effects, low toxicity to warm-blooded animals, chemical stability and high volatility at ordinary and high temperatures. CONSTITUTION:The agent comprises a polyfluorobenzyl alcohol ester derivative of formula I (R1 and R2 are halogen, alkyl, alkoxy, fluoroalkyl or fluoroalkoxy; R3 is ethyl, n-or isopropyl or cyclopropyl; R4 is H, ethynyl or cyano; R5, R6, R8 and R9 are F; R7 is H or F) as an active ingredient. This agent is capable of exhibiting excellent insecticidal and mothproofing effects and the volatility and effects thereof are optimum as an insecticide and a mothproofing agent. for clothes. For example, 2,3,4,5,6-pentafluorobenzyl-4'-chlorophenyl-alpha-isopropyl acetate of formula II and 2,3,5,6-tetrafluoro-alpha-cyanobenzyl-4'-ethoxyphenyl-alpha- cyclopropyl acetate are cited as the compound of formula I.

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