Optically active antifungal azoles. VIII. Synthesis and antifungal activity of 1-[(1R,2R)-2-(2,4-difluoro- and 2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-(4-substituted phenyl)-2(1H,3H)-imidazolones and 2-imidazolidinones
T. Kitazaki et al., Optically active antifungal azoles. VIII. Synthesis and antifungal activity of 1-[(1R,2R)-2-(2,4-difluoro- and 2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-(4-substituted phenyl)-2(1H,3H)-imidazolones and 2-imidazolidinones, CHEM PHARM, 47(3), 1999, pp. 351-359
New optically active antifungal azoles, 1-[(1R,2R)-2-(2,4-difluoro- and 2-f
luorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-(4-subst
ituted phenyl)-2(1H,3H)-imidazolones (1, 2) and 2 -imidazolidin ones (3, 4)
, were prepared in a stereocontrolled manner from (1S)-1-[(2R)-2-(2,4-diflu
oro- and 2-fluorophenyl)-2-oxiranyl]ethanols (15, 16). Compounds 1-4 showed
potent antifungal activity against Candida albicans in vitro and in vivo,
as well as a broad antifungal spectrum for various fungi in vitro. Furtherm
ore, the imidazolidinones, 3b-e and 4d, e, were found to exert extremely st
rong growth-inhibitory activity against Aspergillus fumigatus.