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    • 58. 发明专利
    • FI45957B
    • 1972-07-31
    • FI75066
    • 1966-03-23
    • HOECHST AG
    • AUMUELLER WWEBER HSCHMIDT FMUTH KWEYER R
    • A61K31/64C07C67/00C07C301/00C07C303/36C07C303/40C07C311/54C07C311/58C07C143/78
    • 1,127,672. Benzene-sulphonyl ureas. FARBWERKE HOECHST A.G. 24 March, 1966 [24 March, 1965], No. 13149/66. Heading C2C. Novel compounds of the formula (wherein R is C 2-8 alkyl, C 2-8 alkenyl, phenyl- C 1-4 alkyl, cyclohexyl-C 1-4 alkyl, endo-(methylene or ethylene) - cyclohexyl, - cyclohexenyl, - cyclohexylmethyl or -cyclohexenylmethyl, C 1-4 alkyl-cyclohexyl, C 1-4 alkoxy-cyclohexyl, C 5-8 cycloalkyl, cyclohexenyl or cyclohexenylmethyl ; Z and Z 1 are hydrogen, halogen, C 1-4 alkyl or C 1-4 alkoxy; X is a 2 carbon saturated or unsaturated hydrocarbon radical; and Y is C 1-3 alkylene) and salts thereof, are prepared by (1) reacting the amine RNH 2 or a salt thereof with the appropriately substituted benzenesulphonyl isocyanate, carbamic acid ester or halide, thiocarbamic acid ester or urea; or (2) reacting an R-substituted isocyanate, carbamic acid ester or halide, thiocarbamic acid ester or urea with the appropriately substituted benzene sulphonamide or salt thereof; or (3) reacting an R-substituted urea, isourea ether, isothiourea ether or parabanic acid with the appropriately substituted benzenesulphonyl chloride and hydrolysing the product; or (4) replacing the sulphur atom in a correspondingly substituted benzenesulphonyl thiourea by an oxygen atom; or (5) oxidizing a correspondingly substituted benzenesulphenyl urea or benzenesulphinyl urea; or (6) acylating the appropriate aminoalkyl-benzenesulphonyl urea. N - [4 - {# - (#,# - - diphenylpropionamido) - ethyl} - benzenesulphonyl] - N 1 - (2,5 - endomethylene - cyclohexylmethyl) - thiourea is prepared from the appropriate sulphonamide and 2,5 - endomethylene - cyclohexyl isothiocyanate, and is converted to the methyl ether of the corresponding iso-urea by warming with methanol, potassium carbonate and mercury oxide. The benzene-sulphonyl ureas of the invention, which are stated to have long-lasting hypoglycemic action, may be made up into pharmaceutical compositions for oral administration with suitable carriers.
    • 60. 发明专利
    • SE345262B
    • 1972-05-23
    • SE381266
    • 1966-03-23
    • HOECHST AG
    • AUMUELLER WWEBER HMUTH KWEYER RSCHMIDT F
    • A61K31/64C07C67/00C07C301/00C07C303/36C07C303/40C07C311/54C07C311/58C07C143/82C07C143/833
    • 1,127,672. Benzene-sulphonyl ureas. FARBWERKE HOECHST A.G. 24 March, 1966 [24 March, 1965], No. 13149/66. Heading C2C. Novel compounds of the formula (wherein R is C 2-8 alkyl, C 2-8 alkenyl, phenyl- C 1-4 alkyl, cyclohexyl-C 1-4 alkyl, endo-(methylene or ethylene) - cyclohexyl, - cyclohexenyl, - cyclohexylmethyl or -cyclohexenylmethyl, C 1-4 alkyl-cyclohexyl, C 1-4 alkoxy-cyclohexyl, C 5-8 cycloalkyl, cyclohexenyl or cyclohexenylmethyl ; Z and Z 1 are hydrogen, halogen, C 1-4 alkyl or C 1-4 alkoxy; X is a 2 carbon saturated or unsaturated hydrocarbon radical; and Y is C 1-3 alkylene) and salts thereof, are prepared by (1) reacting the amine RNH 2 or a salt thereof with the appropriately substituted benzenesulphonyl isocyanate, carbamic acid ester or halide, thiocarbamic acid ester or urea; or (2) reacting an R-substituted isocyanate, carbamic acid ester or halide, thiocarbamic acid ester or urea with the appropriately substituted benzene sulphonamide or salt thereof; or (3) reacting an R-substituted urea, isourea ether, isothiourea ether or parabanic acid with the appropriately substituted benzenesulphonyl chloride and hydrolysing the product; or (4) replacing the sulphur atom in a correspondingly substituted benzenesulphonyl thiourea by an oxygen atom; or (5) oxidizing a correspondingly substituted benzenesulphenyl urea or benzenesulphinyl urea; or (6) acylating the appropriate aminoalkyl-benzenesulphonyl urea. N - [4 - {# - (#,# - - diphenylpropionamido) - ethyl} - benzenesulphonyl] - N 1 - (2,5 - endomethylene - cyclohexylmethyl) - thiourea is prepared from the appropriate sulphonamide and 2,5 - endomethylene - cyclohexyl isothiocyanate, and is converted to the methyl ether of the corresponding iso-urea by warming with methanol, potassium carbonate and mercury oxide. The benzene-sulphonyl ureas of the invention, which are stated to have long-lasting hypoglycemic action, may be made up into pharmaceutical compositions for oral administration with suitable carriers.