Ethyl 4-[2-(6-Methyl-3-pyridyloxy)butyloxy]benzoate, a Novel Anti-juvenile Hormone Agent

Hanae ISHIGUROLaboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu UniversityFukuoka 812-8581, Japan

Norihiro FUJITALaboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu UniversityFukuoka 812-8581, Japan

In-Hae KIMLaboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu UniversityFukuoka 812-8581, Japan

Takahiro SHIOTSUKILaboratory of Insect Growth Regulation, Developmental Biology Department, National Institute of Agrobiological SciencesTsukuba, Ibaraki 305-8634, Japan

Eiichi KUWANOLaboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu UniversityFukuoka 812-8581, Japan

Abstract

Ethyl 4-[2-(6-methyl-3-pyridyloxy)butyloxy]benzoate (2) was prepared as a novel anti-juvenile hormone (anti-JH) agent. Compound 2 induced precocious metamorphosis in larvae of the silkworm and black pigmentation of the larval cuticle, which are clearly recognized as JH-deficiency symptoms. The 4-ethoxycarbonyl group on the benzene ring was indispensable for activity. The activity of compound 2 could be fully counteracted by methoprene, a JH agonist, but not by the dietary administration of 20-hydroxyecdysone.

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Ethyl 4-[2-(6-Methyl-3-pyridyloxy)butyloxy]benzoate, a Novel Anti-juvenile Hormone Agent

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Ethyl 4-[2-(6-Methyl-3-pyridyloxy)butyloxy]benzoate, a Novel Anti-juvenile Hormone Agent

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