Optically Active Antifungal Azoles. II. Synthesis and Antifungal Activity of Polysulfide Derivatives of (2R,3R)-2-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol.

• DOI: 10.1248/cpb.41.1043
• Publication Date: 2011-12-08T04:42:42Z
• Authors: Akihiro TASAKA; Norikazu TAMURA; Yoshihiro MATSUSHITA; Ryogo HAYASHI; Kenji OKONOGI; Katsumi ITOH
• Keywords: 1,2,4-Triazole; Triazole; Sodium methoxide; Polysulfide

In an effort to find potent antifungal agents, optically active sulfur-containing triazole derivatives, sulfides (3) and sulfonamides (4), were prepared evaluated for activity against Candida albicans in vitro vivo. The by the reaction of (2R,3R)-2-(2,4-difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl )-2-butanol (1) with various heteroarylmethyl chlorides presence sodium methoxide. (4) synthesized starting from disulfide (15) three steps including oxidation corresponding sulfenamides (17). Some derivatives (3, 4) showed strong protective effects candidosis mice.