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Animal ectoparasite-controlling agent

An ectoparasite, animal body technology, applied in animal repellents, plant growth regulators, biocides, etc., to achieve excellent control effects

Inactive Publication Date: 2012-02-08
SUMITOMO CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, conventional compounds are not always sufficiently effective, and there is still a need for agents comprising compounds with excellent control effects on animal ectoparasites

Method used

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  • Animal ectoparasite-controlling agent
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  • Animal ectoparasite-controlling agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0372] Hereinafter, the present invention will be described in detail with reference to preparation examples of the hydrazide compound of the present invention, reference preparation examples of intermediates used for the preparation of the hydrazide compound of the present invention, preparation examples and test examples of the control agent of the present invention, However, the present invention should not be construed as being limited to these examples.

[0373] In this specification, Me represents a methyl group.

[0374] First, the production examples of the hydrazide compound of the present invention are described below:

preparation Embodiment 1

[0376] N'-acetyl-N-{3-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroiso Azol-3-yl]phenyl}carbazate (250 mg) was dissolved in tetrahydrofuran (1 mL), and trifluoroacetic acid (1.5 mL) was added dropwise thereto at room temperature, and the mixture was stirred for 1 Hour. To the reaction mixture was added saturated aqueous sodium bicarbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain N'-{3-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroiso Azol-3-yl]phenyl}acetylhydrazide (179 mg; hereinafter referred to as "hydrazide compound (1) of the present invention").

[0377] Hydrazide compound (1) of the present invention:

[0378]

[0379] Melting point: 100°C

preparation Embodiment 2

[0381] To N'-acetyl-N'-methyl-N-{3-[5-(3,5-dichlorophenyl)-5-trifluoromethyl- 4,5-Dihydroiso To tert-butylazol-3-yl]phenyl}carbazate (324 mg) was added trifluoroacetic acid (5 mL), and the mixture was stirred at this temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, ethyl acetate was added to the residue, and the organic layer was washed with saturated aqueous sodium bicarbonate. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain N-methyl-N'-{3-[5-(3,5-dichlorophenyl)-5-trifluoromethyl-4,5-dihydroiso Azol-3-yl]phenyl}acetylhydrazide (290 mg; hereinafter referred to as "hydrazide compound (2) of the present invention").

[0382] Hydrazide compound (2) of the present invention:

[0383]

[0384] Melting point: 88°C

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Abstract

The present invention provides an animal ectoparasite-controlling agent containing as an active ingredient a hydrazide compound represented by the formula (1) wherein R 3 represents a fluorine atom, a chlorine atom, a bromine atom, a methyl group, an ethyl group or a hydrogen atom, R 5 and R 6 are the same or different each other and each represents a methyl group or a hydrogen atom, R 4 represents a C1-C6 alkyl group, which shows excellent controlling effects on animal ectoparasites.

Description

technical field [0001] The present invention relates to an agent for controlling animal ectoparasites and a method for controlling animal ectoparasites. Background technique [0002] Hitherto, various compounds have been discovered for controlling parasites living on or near the body surface or hair of animals, and methods for controlling the parasites have been developed which comprise applying agents containing said compounds to animals The agent is administered to animals topically or orally (see, for example, Patent Document 1). However, conventional compounds are not always sufficiently effective, and thus there is still a need for an agent comprising a compound having an excellent control effect on animal ectoparasites. [0003] Patent Document 1: JP-A-2003-313104. Contents of the invention [0004] An object of the present invention is to provide an animal ectoparasite control agent having an excellent control effect. [0005] The inventors of the present inventi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/42A61P33/14
CPCA01N43/82A61P33/14A61P43/00A01N43/80A01N29/04A01N37/34
Inventor K.井狩
Owner SUMITOMO CHEM CO LTD
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