Synthesis and biological activity of metabolites of the antidiabetic, antihyperglycemic agent pioglitazone

SP Tanis, TT Parker, JR Colca, RM Fisher…

Index: Tanis, Steven P.; Parker, Timothy T.; Colca, Jerry R.; Fisher, Roberta M.; Kletzein, Rolf F. Journal of Medicinal Chemistry, 1996 , vol. 39, # 26 p. 5053 - 5063

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Citation Number: 53

Abstract

Pioglitazone (5-(4-(2-(5-ethyl-2-pyridyl) ethoxy) benzyl)-2, 4-thiazolidinedione, 2) is a prototypical antidiabetic thiazolidinedione that had been evaluated for possible clinical development. Metabolites 6-9 have been identified after dosing of rats and dogs. Ketone 10 has not yet been identified as a metabolite but has been added to the list as a putative metabolite by analogy to alcohol 6 and ketone 7. We have developed improved syntheses ...