Patent EA-002142-B1 (EA)
Title: Triazole compounds with antimycotic activity for use in medicine and veterenary
Inventor: ALBINI ENRICO
IPC: C07D249/08
Filed: 1996-04-02
Abstract: 1) A compound of formula   wherein R1 is chlorine, fluorine or trifluoromethyl; R2 is hydrogen. chlorine, fluorine or trifluoromethyl; Z is N; R3, R4 and R5, the same or different, are hydrogen or C1-C4 alkyl, provided that R4 is different from R5 when R3 is hydrogen; X is O or S; R6 is a C1-C5 polyfluoroalkyl group containing at least two fluorine atoms and optionally other halogen atoms selected among chlorine and bromine; and their salts with pharmaceutically acceptable acids; except for the compounds selected from the group containing 1-(1H-1,2,4-triazolyl)-2-hydroxy-2-(2,4-dichlorophenyl)-3-methyl-4-(1,1,2,2tetrafluoroethoxy)butane, 1-(1H-1,2,4-triazolyl)-2-hydroxy-2-(2,4-dichlorophenyl)-3-methyl4-(1,1,2,2-tetrafluoroethoxy)hexane, 1-(1H-1,2,4-tetrazolyl)-2-hydroxy-2-(4-chlorophenyl) 3,3-dimethyl-4-(1,1,2,2-tetrafluoroethoxy)butane and 1-(1H-1,2,4-triazolyl)-2-hydroxy-2-(4-chlorophenyl)-3-methyl-4-(1,1,2,2-tetrafluoroethoxy)butane. 2) A compound according to claim 1 wherein R3, R4 and R5, the same or different, are hydrogen, methyl or ethyl. 3) A compound according to claim 1 or 2 wherein R6 is selected among difluoromethyl, trifluoromethyl, 1,1 ,2-trifluoro-2-chloroethyl, 1,1 -difluoroethyl, 2,2,2-trifluoroethyl, 1,1,2-trifluoroethyl, 1,1,2,3,3 3-hexafluoropropyl, 2,2,3,3-tetrafluoropropyl, 1,1 ,2,2-tetrafluoroethyl groups and their isomers. 4) A compound according to claim 3 wherein R6 is a 1,1,2,2-tetrafluoroethyl group. 5) A compound according to claim 1 wherein R1 is chlorine or fluorine, R2 is hydrogen, chlorine or fluorine, R3 is methyl, R4 and R5, the same or different, are hydrogen, methyl or ethyl, Z is N and R6 is a 1,1,2,2-tetrafluoroethyl group. 6) A compound according to claim 1 wherein R1 is chlorine or fluorine, R2 is hydrogen, chlorine or fluorine, R3 is methyl, R4 and R5, the same or different, are hydrogen, methyl or ethyl, Z is N and R6 is a 1,1,2,2-tetrafluoroethyl group and X is O. 7) Use of azole derivatives of formula II according to claim 1 wherein R1 is chlorine, fluorine or trifluoromethyl; R2 is hydrogen. chlorine, fluorine or trifluoromethyl; Z is N; R3, R4 and R5, the same or different, are hydrogen or C1-C4 alkyl, provided that R4 is different from R5 when R3 is hydrogen; X is O or S; R6 is a C1-C5 polyfluoroalkyl group containing at least two fluorine atoms and optionally other halogen atoms selected among chlorine and bromine; and their salts with pharmaceutically acceptable acids as a medicament for treating and prophylaxis of infection diseases caused by pathogenic fungi. 7. The compounds 1-(1H-1,2,4-triazolyl)-2-hydroxy-2-(2,4-dichlorophenyl)-3-methyl-4 (1,1,2,2-tetrafluoroethoxy)butane, 1-(1H-1,2,4-triazolyl)-2-hydroxy-2-(2,4-dichlorophenyl)-3methyl-4-(1,1,2,2-tetrafluoroethoxy)hexane, 1-(1H-1,2,4-triazolyl)-2-hydroxy-2-(4-chlorophenyl)-3,3-dimethyl-4-(1,1,2,2-tetrafluoroethoxy)butane and 1-(1H-1,2,4-triazolyl)-2-hydroxy-2-(4-chlorphenyl)-3-methyl-4-(1,1,2,2,-tetrafluoroethoxy)butane for use as a medicament according.to claim 7.