Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Antidiabetic Agents. I. Synthesis of 5-[4-(2-Methyl-2-phenylpropoxy)-benzyl] thiazolidine-2, 4-dione (AL-321) and Related Compounds
TAKASHI SOHDAKATSUTOSHI MIZUNOHIROYUKI TAWADAYASUO SUGIYAMATAKESHI FUJITAYUTAKA KAWAMATSU
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1982 Volume 30 Issue 10 Pages 3563-3573

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Abstract

A series of compounds bearing the 4-(2-methyl-2-phenylpropoxy) benzyl moiety was prepared and their hypoglycemic and hypolipidemic activities were evaluated with genetically obese and diabetic mice, yellow KK. Among these compounds, 5-[4-(2-methyl-2-phenylpropoxy) benzyl] thiazolidine-2, 4-dione (18, AL-321) was found to prossess hypoglycemic and hypolipidemic activities higher than or comparable to those of ethyl 2-chloro-3-[4-(2-methyl-2-phenylpropoxy) phenyl] propionate (1a). The acidic thiazolidine-2, 4-dione ring appeared to be essential for the activities.

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© The Pharmaceutical Society of Japan
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