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    1.
    发明专利
    未知

    公开(公告)号：DK120127B

    公开(公告)日：1971-04-13

    申请号：DK364566

    申请日：1966-07-13

    Applicant: HOECHST AG

    Inventor： HAACK E

    IPC: C07D335/02 ,  C07C127/16 ,  C07C143/78

    Abstract: Novel compounds of the formula (wherein R is H, lower alkyl or phenyl lower alkyl; R1 is C2- 8 alkyl, C2- 8 alkenyl, C2- 8 mercaptoalkyl, C4- 8 alkoxyalkyl, C4- 8 alkylmercaptoalkyl, C4- 8 alkylsulphinylalkyl, phenyl lower alkyl, phenylcyclopropyl, cyclohexyl lower alkyl, cycloheptylmethyl, cycloheptyl ethyl, cyclo-octylmethyl, C7- 9 endoalkylenecyclohexyl, C7- 9 endoalkylenecyclohexenyl, C8- 10 endoalkylenecyclohexylmethyl, C8- 10\t endoalkylenecyclohexenylmethyl, lower alkyl cyclohexyl, lower alkoxy cyclohexyl, C5- 8 cycloalkyl, cyclohexenyl, cyclohexenylmethyl, or a C4 or C5 heterocyclic ring containing one O or S atom and up to 2 double bonds and linked directly or via a methylene group to the N atom; X is H, halogen, lower alkyl, lower alkoxy CF3 or NO2; Y is a C1- 4 hydrocarbon chain n is 1, 2 or 3; U is O or S; and Z is an aliphatic or cycloaliphatic hydrocarbon of at most 6 carbon atoms, a phenyl or a benzyl radical; the word "lower" referring to groups containing at most 4 carbon atoms) and salts thereof are prepared (1) by reaction of an appropriate amine R1NH2 or a salt thereof with an appropriately substituted benzenesulphonyl-isocyanate, -carbamic acid ester, -thiocarbamic acid ester, -carbamic acid halide, or -urea; (2) by reaction of an R1-substituted isocyanate, carbamic or thiocarbamic acid ester, carbamic acid halide or urea with the appropriately substituted benzene sulphonamide; (3) by reaction of an R1-substituted urea, isourea or isothiourea ether or parabanic acid with the appropriately substituted benzenesulphonyl halide and hydrolysis of the product; (4) by exchange of the S atom in a correspondingly substituted benzenesulphonyl thiourea for an O atom; (5) by oxidation of a corresponding benzenesulphinyl-urea or benzene sulphenylurea; or (6) by acylation of appropriate RHN-Y-C6H5-SO2NHCONHR1 compound. These methods and variants thereof are described and exemplified. The benzenesulphonyl ureas of the invention, which are stated to have a blood sugar lowering, i.e. hypoglycemic, action, may be incorporated in pharmaceutical compositions for oral administration.

    2.
    发明专利
    未知

    公开(公告)号：SE338984B

    公开(公告)日：1971-09-27

    申请号：SE966466

    申请日：1966-07-14

    Applicant: HOECHST AG

    Inventor： WEBER H ,  MUTH K ,  HAACK E ,  AUMUELLER W ,  WEYER R

    IPC: C07D335/02 ,  C07C143/833

    Abstract: Novel compounds of the formula (wherein R is H, lower alkyl or phenyl lower alkyl; R1 is C2- 8 alkyl, C2- 8 alkenyl, C2- 8 mercaptoalkyl, C4- 8 alkoxyalkyl, C4- 8 alkylmercaptoalkyl, C4- 8 alkylsulphinylalkyl, phenyl lower alkyl, phenylcyclopropyl, cyclohexyl lower alkyl, cycloheptylmethyl, cycloheptyl ethyl, cyclo-octylmethyl, C7- 9 endoalkylenecyclohexyl, C7- 9 endoalkylenecyclohexenyl, C8- 10 endoalkylenecyclohexylmethyl, C8- 10\t endoalkylenecyclohexenylmethyl, lower alkyl cyclohexyl, lower alkoxy cyclohexyl, C5- 8 cycloalkyl, cyclohexenyl, cyclohexenylmethyl, or a C4 or C5 heterocyclic ring containing one O or S atom and up to 2 double bonds and linked directly or via a methylene group to the N atom; X is H, halogen, lower alkyl, lower alkoxy CF3 or NO2; Y is a C1- 4 hydrocarbon chain n is 1, 2 or 3; U is O or S; and Z is an aliphatic or cycloaliphatic hydrocarbon of at most 6 carbon atoms, a phenyl or a benzyl radical; the word "lower" referring to groups containing at most 4 carbon atoms) and salts thereof are prepared (1) by reaction of an appropriate amine R1NH2 or a salt thereof with an appropriately substituted benzenesulphonyl-isocyanate, -carbamic acid ester, -thiocarbamic acid ester, -carbamic acid halide, or -urea; (2) by reaction of an R1-substituted isocyanate, carbamic or thiocarbamic acid ester, carbamic acid halide or urea with the appropriately substituted benzene sulphonamide; (3) by reaction of an R1-substituted urea, isourea or isothiourea ether or parabanic acid with the appropriately substituted benzenesulphonyl halide and hydrolysis of the product; (4) by exchange of the S atom in a correspondingly substituted benzenesulphonyl thiourea for an O atom; (5) by oxidation of a corresponding benzenesulphinyl-urea or benzene sulphenylurea; or (6) by acylation of appropriate RHN-Y-C6H5-SO2NHCONHR1 compound. These methods and variants thereof are described and exemplified. The benzenesulphonyl ureas of the invention, which are stated to have a blood sugar lowering, i.e. hypoglycemic, action, may be incorporated in pharmaceutical compositions for oral administration.

    4.
    发明专利
    未知

    公开(公告)号：FI45958B

    公开(公告)日：1972-07-31

    申请号：FI145266

    申请日：1966-06-02

    Applicant: HOECHST AG

    Inventor： WEBER H ,  MUTH K ,  HAACK E ,  AUMUELLER W ,  WEYER R

    IPC: C07D335/02 ,  C07C143/78

    Abstract: Novel compounds of the formula (wherein R is H, lower alkyl or phenyl lower alkyl; R1 is C2- 8 alkyl, C2- 8 alkenyl, C2- 8 mercaptoalkyl, C4- 8 alkoxyalkyl, C4- 8 alkylmercaptoalkyl, C4- 8 alkylsulphinylalkyl, phenyl lower alkyl, phenylcyclopropyl, cyclohexyl lower alkyl, cycloheptylmethyl, cycloheptyl ethyl, cyclo-octylmethyl, C7- 9 endoalkylenecyclohexyl, C7- 9 endoalkylenecyclohexenyl, C8- 10 endoalkylenecyclohexylmethyl, C8- 10\t endoalkylenecyclohexenylmethyl, lower alkyl cyclohexyl, lower alkoxy cyclohexyl, C5- 8 cycloalkyl, cyclohexenyl, cyclohexenylmethyl, or a C4 or C5 heterocyclic ring containing one O or S atom and up to 2 double bonds and linked directly or via a methylene group to the N atom; X is H, halogen, lower alkyl, lower alkoxy CF3 or NO2; Y is a C1- 4 hydrocarbon chain n is 1, 2 or 3; U is O or S; and Z is an aliphatic or cycloaliphatic hydrocarbon of at most 6 carbon atoms, a phenyl or a benzyl radical; the word "lower" referring to groups containing at most 4 carbon atoms) and salts thereof are prepared (1) by reaction of an appropriate amine R1NH2 or a salt thereof with an appropriately substituted benzenesulphonyl-isocyanate, -carbamic acid ester, -thiocarbamic acid ester, -carbamic acid halide, or -urea; (2) by reaction of an R1-substituted isocyanate, carbamic or thiocarbamic acid ester, carbamic acid halide or urea with the appropriately substituted benzene sulphonamide; (3) by reaction of an R1-substituted urea, isourea or isothiourea ether or parabanic acid with the appropriately substituted benzenesulphonyl halide and hydrolysis of the product; (4) by exchange of the S atom in a correspondingly substituted benzenesulphonyl thiourea for an O atom; (5) by oxidation of a corresponding benzenesulphinyl-urea or benzene sulphenylurea; or (6) by acylation of appropriate RHN-Y-C6H5-SO2NHCONHR1 compound. These methods and variants thereof are described and exemplified. The benzenesulphonyl ureas of the invention, which are stated to have a blood sugar lowering, i.e. hypoglycemic, action, may be incorporated in pharmaceutical compositions for oral administration.

    6.
    发明专利
    未知

    公开(公告)号：NO123644B

    公开(公告)日：1971-12-27

    申请号：NO16292666

    申请日：1966-05-09

    Applicant: HOECHST AG

    Inventor： AUMUELLER W ,  MUTH K ,  HAACK E ,  WEBER H ,  WEYER R

    IPC: C07D335/02

    Abstract: Novel compounds of the formula (wherein R is H, lower alkyl or phenyl lower alkyl; R1 is C2- 8 alkyl, C2- 8 alkenyl, C2- 8 mercaptoalkyl, C4- 8 alkoxyalkyl, C4- 8 alkylmercaptoalkyl, C4- 8 alkylsulphinylalkyl, phenyl lower alkyl, phenylcyclopropyl, cyclohexyl lower alkyl, cycloheptylmethyl, cycloheptyl ethyl, cyclo-octylmethyl, C7- 9 endoalkylenecyclohexyl, C7- 9 endoalkylenecyclohexenyl, C8- 10 endoalkylenecyclohexylmethyl, C8- 10\t endoalkylenecyclohexenylmethyl, lower alkyl cyclohexyl, lower alkoxy cyclohexyl, C5- 8 cycloalkyl, cyclohexenyl, cyclohexenylmethyl, or a C4 or C5 heterocyclic ring containing one O or S atom and up to 2 double bonds and linked directly or via a methylene group to the N atom; X is H, halogen, lower alkyl, lower alkoxy CF3 or NO2; Y is a C1- 4 hydrocarbon chain n is 1, 2 or 3; U is O or S; and Z is an aliphatic or cycloaliphatic hydrocarbon of at most 6 carbon atoms, a phenyl or a benzyl radical; the word "lower" referring to groups containing at most 4 carbon atoms) and salts thereof are prepared (1) by reaction of an appropriate amine R1NH2 or a salt thereof with an appropriately substituted benzenesulphonyl-isocyanate, -carbamic acid ester, -thiocarbamic acid ester, -carbamic acid halide, or -urea; (2) by reaction of an R1-substituted isocyanate, carbamic or thiocarbamic acid ester, carbamic acid halide or urea with the appropriately substituted benzene sulphonamide; (3) by reaction of an R1-substituted urea, isourea or isothiourea ether or parabanic acid with the appropriately substituted benzenesulphonyl halide and hydrolysis of the product; (4) by exchange of the S atom in a correspondingly substituted benzenesulphonyl thiourea for an O atom; (5) by oxidation of a corresponding benzenesulphinyl-urea or benzene sulphenylurea; or (6) by acylation of appropriate RHN-Y-C6H5-SO2NHCONHR1 compound. These methods and variants thereof are described and exemplified. The benzenesulphonyl ureas of the invention, which are stated to have a blood sugar lowering, i.e. hypoglycemic, action, may be incorporated in pharmaceutical compositions for oral administration.

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