Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis and Antifungal Activities of (2R, 3R)-2-Aryl-1-azolyl-3-(substituted amino)-2-butanol Derivatives as Topical Antifungal Agents
Hironobu OGURAHaruhito KOBAYASHIKiyoshi NAGAITokiko NISHIDATakanobu NAITOYoshiyuki TATSUMIMamoru YOKOOTadashi ARIKA
Author information
JOURNAL FREE ACCESS

1999 Volume 47 Issue 10 Pages 1417-1425

Details
Abstract

2-Aryl-1-azolyl-3-(substituted amino)-2-butanol derivatives I were prepared by ring-opening reaction of epoxides II with excess amine, and their antifungal activities were evaluated as topical agents. Azolyl-cyclic amine derivatives with a methylene group showed extremely strong activity with a broad spectrum in vitro. In general, anti-Trichophyton mentagrophytes activities of most of the topical antifungal agents are substantially reduced by addition of keratin (a major constituent of the keratinized tissue). However, the triazole derivative (2R, 3R)-2-(2, 4-difluorophenyl)-3-(4-methylenepiperidino)-1-(1H-1, 2, 4-triazol-1-yl)-2-butanol ((-)-40, KP-103) showed very little deactivation by addition of keratin. This biological characteristic of triazole derivative (-)-40 resulted in excellent therapeutic efficacy on dermatophytosis superior to that of the corresponding imidazole derivative ((-)-41).

Content from these authors
© The Pharmaceutical Society of Japan
Previous article Next article
feedback
Top