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    41.
    发明专利
    未知

    公开(公告)号：SE345661B

    公开(公告)日：1972-06-05

    申请号：SE483865

    申请日：1965-04-13

    Applicant: HOECHST AG

    Inventor： WEBER H ,  AUMUELLER W ,  SCHMIDT F ,  WEYER R ,  MUTH K

    IPC: A61K31/64 ,  C07C67/00 ,  C07C301/00 ,  C07C303/36 ,  C07C303/40 ,  C07C311/54 ,  C07C311/58 ,  C07D335/02 ,  C07C143/82

    Abstract: The invention comprises compounds of formula wherein R is H or (optionally Ph substituted) C1- 4 alkyl; R1 is (a) C2- 8 alkyl, alkenyl or mercaptoalkyl, (b) C4- 8 alkoxyalkyl*, alkylmercaptoalkyl* or alkylsulphonylalkyl* (alkyl* at least C2), (c) phenyl-C1- 4 alkyl or -cyclopropyl, (d) cyclohexyl-C1- 4 alkyl, cycloheptyl-methyl or -ethyl, or cyclooctylmethyl, (e) C1- 2 endoalkylene-cyclohexyl, -cyclohexenyl, -cyclohexylmethyl or -cyclohexenylmethyl, (f) C1- 4-alkyl- or -alkoxy-cyclohexyl, (g) C5- 8 cycloalkyl, (h) cyclohexenyl or cyclohexenylmethyl, (i) a C4- 5+O or S heterocyclic nucleus which may be bound to the adjacent N by a methylene group; X is (i) C4- 11 alkyl, alkenyl, alkoxyalkyl, alkylmercaptoalkyl, cycloalkoxyalkyl, cycloalkylmercaptoalkyl, cycloalkylalkoxyalkyl or cycloalkylalkylmercaptoalkyl, (ii) (C4- 8 ring) cycloalkyl, cycloalkenyl, cycloalkyl-C1- 4 alkyl, cycloalkenyl-C1- 4 alkyl, C1- 4 alkyl-cycloalkyl or C1- 4 alkyl-cycloalkenyl, (iii) C1- 2 endoalkylene-cyclohexyl or -cyclohexenyl, (iv) alkyl, cycloalkyl or cycloalkylalkyl mono- or disubstituted by Cl, Br or CN; Y is a C1- 4 hydrocarbon radical. A large number of such compounds (with m.p.s.) are listed in the Specification. The compounds are prepared by (a) synthesizing the sulphonylurea group from compounds or oxidizing corresponding sulphonylthioureas sulphinylureas or sulphonylureas, (b) acylating corresponding aminoalkylphenylenesulphonylureas or (c) hydrogenating the corresponding compounds in which X is unsaturated. The above compounds are stated to possess blood sugar lowering properties and may be applied, as such or as salts, in the form of tablets containing the usual adjuncts such as talc, starch, lactose, tragacanth and Mg stearate.

    47.
    发明专利
    未知

    公开(公告)号：NO122923B

    公开(公告)日：1971-09-06

    申请号：NO15913665

    申请日：1965-07-29

    Applicant: HOECHST AG

    Inventor： AUMUELLER W ,  MUTH K ,  PESCHKE W ,  WEBER H ,  WEYER R

    IPC: A61K31/64 ,  C07D209/46 ,  C07D335/02

    Abstract: Novel benzenesulphonyl ureas of the Formula I and their physiologically tolerable salts wherein R is H or CH3, Z and Z1 are H or halogen atoms or C1- 4 alkyl or alkoxy groups, Y is a straight or branched chain hydrocarbon group of 1-4 carbon atoms and R1 is (a) a 3 or 4 carbon atom alkyl group; (b) a cyclohexylmethyl group; (c) a C1- 3-alkyl-cyclohexyl or C1- 3 alkoxy-cyclohexyl group; (d) a C5- 8 cycloalkyl group; (e) a cyclohexenyl or cyclohexenylmethyl group; or (f) an endoalkylenecyclohexyl, - cyclohexenyl, - cyclohexylmethyl or -cyclohexenylmethyl group each containing 1 or 2 endoalkylene carbon atoms, are made by (a) reacting an appropriately substituted benzenesulphonyl isocyanate, carbamic ester, thiocarbamic ester, carbamic halide or urea with an amine R1NH2; (b) reacting an R1 substituted isocyanate, carbamic or thiocarbamic ester, carbamic halide or urea with the appropriately substituted benzenesulphonamide; (c) hydrolysing the corresponding isourea or isothiourea ether or parabanic acid compound; (d) replacing the sulphur atom in a corresponding benzenesulphonylthiourea by oxygen by known methods; (e) oxidizing a benzenesulphuryl or benzenesulphenyl urea; or (f) subjecting a compound of the Formula III or IV to ring closure Phthalimidinoalkyl - benzenesulphonamides 4-(b - Phthalimidinoethyl) - benzenesulphonamide is made by reacting phthalide with 4-(b -aminoethyl) - benzenesulphonamide and subjecting the resulting 4-(b -o-hydroxymethyl-benzamidoethyl) - benzenesulphonamide to ring closure. 4 - (b - Phthalimidino - a - methylethyl)- benzenesulphonamide is made by reacting 4-a -methyl - b - aminoethyl) benzenesulphonamide with phthalic anhydride and reducing the resulting 4 - (b - phthalimido - a - methylethyl)-benzenesulphonamide with tin and HCl. 4-(b - 5 - Chlorophthalimidoethyl) - benzenesulphonamide is made by reducing the corresponding phthalimide derivative. 4 - Phthalimidinomethyl - benzenesulphonamide and 4 - (b - 3 ethyl - phthalimidinoethyl)-benzenesulphonamide are made by chlorosulphonating the corresponding phthalimidinoalkyl benzenes and treating the resulting sulphonyl chlorides with ammonia. 4 - (b - o - Hydroxymethylbenzamidoethyl)-benzenesulphonamide is prepared by reaction of 4 - (b - aminoethyl) - benzenesulphonamide with phthalide. N - [4 - (b - Phthalimidino - ethyl) - benzenesulphonyl] - N1 - cyclohexyl - isourea methyl ether is formed by treating the corresponding thiourea compound with mercury oxide in methanol. N - [4 - (b - Phthalimidinoethyl) - benzenesulphonyl]-carbamic acid methyl ester is obtained by the action of methyl chloroformate on the corresponding sulphonamide. Pharmaceutical preparations having hypoglycaemic activity comprise the above novel compounds in admixture or conjunction with a carrier preferably in a form adapted to oral administration such as tablets.

    49.
    发明专利
    未知

    公开(公告)号：FI44597B

    公开(公告)日：1971-08-31

    申请号：FI219664

    申请日：1964-10-19

    Applicant: HOECHST AG

    Inventor： AUMUELLER W ,  WEBER H ,  WEYER R ,  MUTH K ,  SCHMIDT F

    IPC: A61K31/64 ,  C07C311/59 ,  C07D307/22 ,  C07D307/52 ,  C07D309/04 ,  C07D317/68 ,  C07D333/20 ,  F16D65/095 ,  C07C143/78 ,  C07C127/16

    Abstract: Cpds. (I) where Z = C4-5 alkyl, cycloalkyl, alkoxy or cycloalkoxy; lower alkylmercapto, alkylsulphinyl or alkylsulphonyl; Ph, PhCH2, PhCH2O, lower alkanoyl, aroyl, CF3, OH, acyloxy, COOH or CN; or carbamyl optionally subst. by lower alkyl groups; Z' = H or (when Z = OH or COOH) also halogen, lower alkyl or lower alkoxy; Y = C1-3 straight or branched hydrocarbon residue; R1 = saturated or unsaturated C2-8 alkyl; C4-8 alkyl interrupted by O or S; PhCH2, phenyl-ethyl, cyclohexylmethyl or cyclohexylethyl; cyclohexyl subst. by Me, Et, Pr, i-Pr, MeO, EtO, PrO or i-PrO; C5-8 cycloalkyl; or saturated or unsaturated cycloalkyl or cycloalkylmethyl with 4-5 ring C atoms and contng. an O or S atom in the ring; and their salts. Strong and long-acting hypoglycaemics. N-(4-(2-(4-BuO-benzamido) ethyl)-benzenesulphonyl)-N'-cyclohexylurea, m.p. 197-9 deg. (from MeOH/dioxan.).

    50.
    发明专利
    未知

    公开(公告)号：SE334606B

    公开(公告)日：1971-05-03

    申请号：SE1607766

    申请日：1966-11-24

    Applicant: HOECHST AG

    Inventor： WEBER H ,  AUMUELLER W ,  SCHMIDT F ,  WEYER R ,  MUTH K

    IPC: A61K31/64 ,  C07C311/59 ,  C07D307/22 ,  C07D307/52 ,  C07D309/04 ,  C07D317/68 ,  C07D333/20 ,  F16D65/095 ,  C07C143/833

    Abstract: Cpds. (I) where Z = C4-5 alkyl, cycloalkyl, alkoxy or cycloalkoxy; lower alkylmercapto, alkylsulphinyl or alkylsulphonyl; Ph, PhCH2, PhCH2O, lower alkanoyl, aroyl, CF3, OH, acyloxy, COOH or CN; or carbamyl optionally subst. by lower alkyl groups; Z' = H or (when Z = OH or COOH) also halogen, lower alkyl or lower alkoxy; Y = C1-3 straight or branched hydrocarbon residue; R1 = saturated or unsaturated C2-8 alkyl; C4-8 alkyl interrupted by O or S; PhCH2, phenyl-ethyl, cyclohexylmethyl or cyclohexylethyl; cyclohexyl subst. by Me, Et, Pr, i-Pr, MeO, EtO, PrO or i-PrO; C5-8 cycloalkyl; or saturated or unsaturated cycloalkyl or cycloalkylmethyl with 4-5 ring C atoms and contng. an O or S atom in the ring; and their salts. Strong and long-acting hypoglycaemics. N-(4-(2-(4-BuO-benzamido) ethyl)-benzenesulphonyl)-N'-cyclohexylurea, m.p. 197-9 deg. (from MeOH/dioxan.).

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