New antifungal 1,2,4-triazoles with difluoro(substituted sulfonyl)methyl moiety.
New 1,2,4-triazoles (2) having a difluoro(substituted sulfonyl)methyl moiety were designed and synthesized via alpha,alpha-difluoro-alpha-(substituted thio)acetophenones (3). Compounds (2) showed potent antifungal activities against C. albicans, C. krusei, A. flavus and A. fumigatus in vitro and against C. albicans in vivo for oral and i.v. administrations. Especially, (-)-2a, (-)-2b and (-)-2d showed potent antifungal activities.
Eto
H
H
Central Research Labs., SS Pharmaceutical Co., Ltd., Narita, Chiba, Japan. Hiromichi.Eto@ssp.co.jp
Kaneko
Y
Y
Takeda
S
S
Tokizawa
M
M
Sato
S
S
Yoshida
K
K
Namiki
S
S
Ogawa
M
M
Maebashi
K
K
Ishida
K
K
Matsumoto
M
M
Asaoka
T
T
D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D002175:Candida / Q000187:drug effects; D018360:Crystallography, X-Ray; D005461:Fluorine / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013045:Species Specificity; D013450:Sulfones / Q000737:chemistry*; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
D000935:Antifungal Agents; D013450:Sulfones; D014230:Triazoles; D005461:Fluorine