Structure-activity relationships of 3-methyl and 3,3-dimethyl analogs of 2-(2,4-difluorophenyl)-3-(omega-substituted alkyl)sulfonyl-1-(1H-1,2,4-triazol-1-yl)-2-propanols.

Abstract

3-Methyl and 3,3-dimethyl analogs of 2-(2,4-difluorophenyl)-3-(omega-substituted alkyl)sulfonyl-1-(1H-1,2,4-triazol-1-yl)-2-propanols were synthesized and evaluated for their antifungal activities against Candida albicans and Aspergillus fumigatus. The 3,3-dimethyl analogs were found to have more potent activity both in vitro and in vivo than the corresponding 3-mono-methyl analogs. The prophylactic efficacy of the lead compounds against murine systemic candidiasis and aspergillosis was improved significantly by dimethylation of the 3-position.

• Authors: H Miyauchi, K Kozuki, T Tanio, N Ohashi
• Journal: Chemical & pharmaceutical bulletin (Chem Pharm Bull (Tokyo)) Vol. 44 Issue 4 Pg. 785-92 (Apr 1996) ISSN: 0009-2363 [Print] Japan
• PMID: 8681411 (Publication Type: Journal Article)

Chemical References

• Antifungal Agents
• Triazoles

Topics

• Animals
• Antifungal Agents (chemical synthesis, pharmacology, therapeutic use)
• Aspergillosis (microbiology, prevention & control)
• Aspergillus fumigatus (drug effects)
• Candida albicans (drug effects)
• Candidiasis (microbiology, prevention & control)
• Male
• Mice
• Mice, Inbred Strains
• Microbial Sensitivity Tests
• Structure-Activity Relationship
• Triazoles (chemical synthesis, pharmacology, therapeutic use)