Ethyl 4-[2-(6-Methyl-3-pyridyloxy)butyloxy]benzoate, a novel anti-juvenile hormone agent.
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.
Ishiguro
Hanae
H
Laboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu University, Fukuoka, Japan.
Fujita
Norihiro
N
Kim
In-Hae
IH
Shiotsuki
Takahiro
T
Kuwano
Eiichi
E
D000818:Animals; D001565:Benzoates / Q000037:antagonists & inhibitors / Q000737:chemistry / Q000494:pharmacology*; D012831:Bombyx / Q000187:drug effects / Q000254:growth & development; D004441:Ecdysterone / Q000494:pharmacology; D007605:Juvenile Hormones / Q000037:antagonists & inhibitors*; D007814:Larva / Q000187:drug effects / Q000254:growth & development; D008675:Metamorphosis, Biological / Q000187:drug effects; D008726:Methoprene / Q000494:pharmacology; D011725:Pyridines / Q000037:antagonists & inhibitors / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013997:Time Factors
D001565:Benzoates; D007605:Juvenile Hormones; D011725:Pyridines; C486872:ethyl 4-(2-(6-methyl-3-pyridyloxy)butyloxy)benzoate; D004441:Ecdysterone; D008726:Methoprene