Synthesis and anti-juvenile hormone activity of ethyl 4-(2-aryloxyhexyloxy)benzoates.
A series of ethyl 4-(2-aryloxyhexyloxy)benzoates was prepared and tested for their activity to induce precocious metamorphosis in larvae of the silkworm. Phenyl analog 5 showed activity comparable to that of the 6-methyl-3-pyridyl analog reported as a novel anti-JH agent. The activity of 5 could be fully counteracted by methoprene, a JH agonist. The ethoxycarbonyl group of 5 was essential for its activity.
Furuta
Kenjiro
K
Laboratory of Pesticide Chemistry, Department of Applied Genetics and Pest Management, Faculty of Agriculture, Kyushu University, Japan.
Shirahashi
Hiromitsu
H
Yamashita
Haruna
H
Ashibe
Kiyo
K
Kuwano
Eiichi
E
D000818:Animals; D001565:Benzoates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D012831:Bombyx / Q000187:drug effects / Q000254:growth & development / Q000378:metabolism; D007605:Juvenile Hormones / Q000037:antagonists & inhibitors*; D007814:Larva / Q000187:drug effects / Q000254:growth & development / Q000378:metabolism; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013329:Structure-Activity Relationship
D001565:Benzoates; D007605:Juvenile Hormones