(Arylsulphonyl)nitromethanes, process for their preparation and use in pharmaceutical compositions
申请人:IMPERIAL CHEMICAL INDUSTRIES PLC
公开号:EP0304190A1
公开(公告)日:1989-02-22
Compounds of the formula Q-SO2-CH2-NO2 in which Q is an aromatic moiety of 6, 10 or 14 atoms, optionally bearing 1, 2 or-3 substituents which are independently selected from: hydrogen, halogeno, cyano, nitro, hydroxy, carboxy, amino, alkylamino or dialkylamino of up to 6 carbon atoms, (1-6C)alkanoylamino, (1-6C)-alkanoyl, (1-6C)alkyl, (2-6C)alkenyl, (3-6C)alkenyloxy, fluoro(1-4C)alkyl, (1-6C)alkoxy, fluoro(1-4C)alkoxy, hydroxy(1-6C)alkyl, (1-4C)alkoxy(1-4C)alkyl, carbamoyl, alkyl or dialkylcarbamoyl of up to 7 carbon atoms, sulphamoyl, alkyl or dialkylsulphamoyl of up to 6 carbon atoms, (1-6C)alkoxycarbonyl, (1-4C)alkylenedioxy, (1-6C)alkanesulphonamido, (1-6C)alkyl.S(O)n- [in which n is zero, 1 or 2], phenyl, phenoxy, benzyloxy, benzyloxycarbonyl, benzamido and benzenesulphonamide, the benzene moiety of the last six groups optionally bearing a halogeno, (1-4C)alkyl or (1-4C)alkoxy substituent; or Q bears 4 or 5 substituents independently selected from halogeno, cyano, (1-6C)alkyl or (1-6C)alkoxy; but excluding the compounds in which Q is 2-carboxy-phenyl; are used in pharmaceutical compositions. These compounds may be prepared starting from:
-an alkali metal sulfinate and nitromethane
-a sulfone and an alkylnitrate
-a thioether.
式 Q-SO2-CH2-NO2 的化合物,其中 Q 是 6、10 或 14 个原子的芳香族基团,可选地带有 1、2 或 3 个取代基,这些取代基独立地选自以下各项氢、卤素、氰基、硝基、羟基、羧基、氨基、最多 6 个碳原子的烷基氨基或二烷基氨基、 (1-6C)alkanoylamino, (1-6C)-alkanoyl, (1-6C)alkyl, (2-6C)alkenyl, (3-6C)alkenyloxy, fluoro(1-4C)alkyl, (1-6C)alkoxy, fluoro(1-4C)alkoxy、羟基(1-6C)烷基、(1-4C)烷氧基(1-4C)烷基、氨基甲酰基、碳原子数不超过 7 个的烷基或二烷基氨基甲酰基、磺酰基、碳原子数不超过 6 个的烷基或二烷基磺酰基、(1-6C)烷氧基羰基、(1-4C)烷二氧基、(1-6C)烷磺酰胺基、(1-6C)烷基。S(O)n-[其中 n 为 0、1 或 2]、苯基、苯氧基、苄氧基、苄氧羰基、苯甲酰胺基和苯磺酰胺基,后六个基团的苯基可选择带有卤素、(1-4C)烷基或(1-4C)烷氧基取代基;或 Q 具有 4 或 5 个独立选自卤素、氰基、(1-6C)烷基或(1-6C)烷氧基的取代基;但不包括 Q 为 2-羧基苯基的化合物。这些化合物可以从以下物质开始制备
-碱金属亚磺酸盐和硝基甲烷
-砜和硝酸烷基酯
-硫醚。