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).
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Authors | H Ogura, H Kobayashi, K Nagai, T Nishida, T Naito, Y Tatsumi, M Yokoo, T Arika |
Journal | Chemical & pharmaceutical bulletin
(Chem Pharm Bull (Tokyo))
Vol. 47
Issue 10
Pg. 1417-25
(Oct 1999)
ISSN: 0009-2363 [Print] Japan |
PMID | 10553638
(Publication Type: Journal Article)
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Chemical References |
- Anti-Infective Agents, Local
- Antifungal Agents
- Butanols
- Triazoles
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Topics |
- Animals
- Anti-Infective Agents, Local
(chemical synthesis, therapeutic use)
- Antifungal Agents
(chemical synthesis, therapeutic use)
- Butanols
(chemical synthesis, pharmacology, therapeutic use)
- Combinatorial Chemistry Techniques
- Guinea Pigs
- Hair
- Male
- Microbial Sensitivity Tests
- Models, Chemical
- Tinea
(drug therapy)
- Triazoles
(chemical synthesis, pharmacology, therapeutic use)
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