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US 7,459,561 B2Granted
N-substituted carbamoyloxyalkyl-azolium derivatives
AssigneeBasilea Pharmaceutica AG
InventorsHiroshi Fukuda, Tadakatsu Hayase, Eisaku Mizuguchi, Nobuo Shimma, Jun Ohwada, Nobuhiro Oikawa, Masahiro Sakaitani, Masao Tsukazaki, Isao Umeda
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Abstract
N-substituted carbamoyloxyalkyl-azolium derivatives which have antifungal activity and are useful for the treatment of fungal diseases.
Claims21
A triazole compound consisting of an anion selected from pharmaceutically acceptable anions and a cation represented by the formula
- wherein
- Q is a 1,2,4-triazole derivative selected from the group consisting of (2R, 3R)-3-[4-(4-cyanophenyl)thiazol-2-yl]-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (2R, 3R)-3-[4-(4-cyanophenyl)thiazol-2-yl[-1-(1H-1,2,4-triazol-1-yl)-2-(2,4,5-trifluorophenyl-butan-2-ol and (2R, 3R)-3-[4-(4-cyanophenyl)thiazol-2-yl]-2-(3-fluorophenyl)-1-(1H-1,2,4-triazole-1-yl)-butan-2-ol, which triazole derivative is linked to the remainder of the said cation by a nitrogen in the triazole;
- R1 is hydrogen or alkyl;
- R2 is hydrogen, alkyl, alkylcarbonyloxyalkyl, alkoxycarbonyl, alkylcarbonyl, mono- or dialkylaminoalkylcarbonyloxyalkyl;
- R3 is pyridin-2-yl or substituted pyridin-2-yl, wherein R3 is substituted pyridin-2-yl, said cation is represented by the formula
- wherein
- is pyridin-2-yl;
- R4 and R5 are independently selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, carboxy, alkyloxycarbonyl, cyano, trifluoromethyl, trifluoromethoxy, nitro, aminosulfonyl and sulfo;
- and
- R6 is selected from the group consisting of hydroxy, alkoxycarbonylalkylamino, alkoxycarbonylamino, amino, alkylamino, alkylcarbonyloxy, alkoxycarbonylalkylaminoalkylcarbonyloxy alkoxycarbonylamino-alkylcarbonyloxy, alkylaminoalkylcarbonyloxy, aminoalkylcarbonyloxy, alkylcarbonylamino, alkylcarbonylalkylamino, acyloxy, acylamino, and acylalkylamino, wherein said acyl is a hydrolizable radical;
- or a pharmaceutically acceptable salt thereof.
8 more elements
A triazole compound consisting of an anion selected from pharmaceutically acceptable anions and a cation represented by the formula
- wherein
- is pyridin-2-yl;
- Q is a (2R,3R)-3-[4-(4-cyanophenyl)thiazol-2-yl)]-2-(2,5-difluorophenyl)-1-(1H-2,4-triazol-1-yl)-butan-2-ol moiety which is linked to the remainder of the cation by a nitrogen in the triazole;
- R1 is hydrogen or alkyl;
- R2 is hydrogen, alkyl, alkylcarbonyloxyalkyl, alkoxycarbonyl, alkylcarbonyl, mono- or dialkylaminoalkylcarbonyloxyalkyl;
- R4 and R5 are independently selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, carboxy, alkyloxycarbonyl, cyano, trifluoromethyl, trifluoromethoxy, nitro, aminosulfonyl, alkylaminocarboyloxyalkyl, sulfo, alkylcarbonyloxyalkyl and aminoalkylcarbonyloxyalkyl;
- R6 is alkylaminoalkylcarbonyloxy, or aminoalkylcarbonyloxy;
- or a pharmaceutically acceptable salt thereof.
5 more elements
Dependencies are inferred from the claim text.