NOVEL BENZOXAZOLE 2,4-THIAZOLIDINEDIONES AS POTENT HYPOGLYCEMIC AGENTS - SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS

Authors
ARAKAWA K INAMASU M MATSUMOTO M OKUMURA K YASUDA K AKATSUKA H KAWANAMI S WATANABE A HOMMA K SAIGA Y OZEKI M IIJIMA I
Citation
K. Arakawa et al., NOVEL BENZOXAZOLE 2,4-THIAZOLIDINEDIONES AS POTENT HYPOGLYCEMIC AGENTS - SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS, Chemical and Pharmaceutical Bulletin, 45(12), 1997, pp. 1984-1993
Citations number
36
Categorie Soggetti
Chemistry Medicinal",Chemistry,"Pharmacology & Pharmacy
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
45
Issue
12
Year of publication
1997
Pages
1984 - 1993
Database
ISI
SICI code
0009-2363(1997)45:12<1984:NB2APH>2.0.ZU;2-G
Abstract
A new series of benzoxazole 2,4-thiazolidinediones was synthesized and evaluated for hypoglycemic activity in genetically obese and diabetic yellow KK mice, 2-Arylmethyl- and 2-(heteroarylmethyl)benzoxazole der ivatives showed far more potent activity than known Z,4-thiazolidinedi one derivatives such as ciglitazone, troglitazone and pioglitazone, A facile synthesis of benzoxazole 2,4-thiazolidinediones was also establ ished using aminophenol 2,4-thiazolidinedione (BI) as a. key intermedi ate. Details of synthesis and structure-activity relationships for thi s series are described.