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    91.
    发明专利
    未知

    公开(公告)号：DK125642B

    公开(公告)日：1973-03-19

    申请号：DK416869

    申请日：1969-08-01

    Applicant: HOECHST AG

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

    IPC: C07C311/58 ,  C07C303/36 ,  C07C303/38 ,  C07C311/59 ,  C07D233/96 ,  C07D333/20 ,  C07C143/78

    Abstract: 1,233,354. Benzenesulphonyl-ureas. FARBWERKE HOECHST A.G. 14 Feb., 1969 [2 Aug., 1968], No. 8218/69. Heading C2C. Novel compounds I (including salts thereof) wherein X signifies the groups II or III in which R signifies C 1-4 alkyl, Z signifies halogen, C 1-4 alkyl or C 1-4 alkoxy and Z 1 signifies halogen or C 1-4 alkyl are obtained according to standard methods. N - [4 - (# - Aminoethyl) - benzenesulphonyl]. N 1 - (# 2 - cyclohexenyl) - urea is prepared by saponifying the #-acetamidoethyl-compound. 1 - [4 - (# - - ethyl) - benzenesulphonyl] - 3 - (#2. cyclohexenyl)-parabanic acid is prepared by the interaction of 1-(#2-cyclohexenyl)-parabanic acid and 4 - (# - - ethyl) - benzenesulphochloride. #2 - Cyclohexenyl isocyanate is prepared by heating N - (#2 - cyclohexenyl) - N 1 ,N 1 - diphenyl-urea. The cyclohexenylamine salt of N-[4 - (# - - ethyl) - benzenesulphonyl] - N 1 - aceryl - urea is obtained by mixing the individual compounds and heating. N - (#2 - Cyclohexenyl) - carbamic acid phenyl ester is prepared by the interaction of phenyl chloroformate and #2-cyclohexenylamine. N - Acetyl - N 1 - (#2 - cyclohexenyl) - urea is prepared by the interaction of acetic anhydride and #2-cyclohexenyl-urea. N,N - Diphenyl - N 1 - (#2 - cyclohexenyl)- urea is prepared from diphenyl carbamoyl chloride and #2-cyclohexenylamine. N,N 1 - Di - (#2 - cyclohexenyl) - urea is prepared from #2 - cyclohdxenyl isocyanate and #2-cyclohexenylamine. N - [4 - (# - - ethyl) - benzenesulphonyl] - phenylurethane, -N 1 N 1 - diphenyl - urea, - iminodithio - carbonic acid potassium salt and dimethyl ester, -N 1 - (#2 - cyclohexenyl) - isothiourea methyl ether, -N 1 -(#2-cyclohexenyl)- thiourea and - N 1 - (#2 - cyclohexenyl) - isourea methyl ether and 4-(#- - ethyl) - benzene sulphonamide are also prepared as intermediates. Pharmaceutical preparations exhibiting blood sugar lowering properties and hypoglycemic activity contain I as active ingredient; administration is orally.

    BENZENESULFONAMIDOPYRIDINES AND PROCESS FOR THEIR MANUFACTURE
    92.
    发明专利
    BENZENESULFONAMIDOPYRIDINES AND PROCESS FOR THEIR MANUFACTURE 未知

    公开(公告)号：ZA721018B

    公开(公告)日：1972-12-27

    申请号：ZA721018

    申请日：1972-02-16

    Applicant: HOECHST AG

    Inventor： WEYER R ,  AUMUELLER W ,  SCHWEITZER R ,  WEBER H ,  HUEBNER M

    IPC: A61K31/18 ,  A61K31/47 ,  A61K31/505 ,  C07D215/14 ,  C07D215/48 ,  C07D239/42 ,  C07D239/69 ,  C07D401/12 ,  C07C

    Abstract: 1377793 Benzenesulphonamido-pyrimidines FARBWERKE HOECHST AG 17 Feb 1972 [17 Feb 1971] 7398/72 Heading C2C Novel compounds (I) (including salts thereof) where X is H, Cl, Br, Me or MeO, Y signifies -CHMeCH 2 - or -CH 2 -CH 2 -; R is H or together with Y is a 3 or 4 C bridge, R 1 is alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, alkoxy, cycloalkoxy, alkoxyalkyl, alkoxyalkoxy, alkylmercapto or alkylmercaptoalkyl, R 11 is H or alkyl and R 1 and R 11 together represent C 3 to C 5 alkylene, are made by standard methods. The preparations of 4-(#-quinoline-8-carboxamido - ethyl) - benzenesulphochloride and of compounds VIII are also described. Pharmaceutical preparations showing hypoglycemic action contain (I) as active ingredient; administration is, e.g. orally.

    96.
    发明专利
    未知

    公开(公告)号：FI45961B

    公开(公告)日：1972-07-31

    申请号：FI312466

    申请日：1966-11-25

    Applicant: HOECHST AG

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

    IPC: A61K31/64 ,  C07D309/14 ,  C07C143/78

    Abstract: 1,171,935. Benzenesulphonyl ureas. FARBWERKE HOECHST A.G. 1 Dec., 1966 [2 Dec., 1965], No. 53773/66. Heading C2C. The invention comprises compounds of formula wherein R is H, C 1-4 alkyl or phenyl-C 1-4 . alkyl; R 1 is a C 2-8 alkyl, alkenyl or mercaptoalkyl group, a C 4-8 alkoxyalkyl, alkylmercaptoalkyl or alkylsulphinylalkyl group containing at least 2 carbon atoms in the alkylene part, phenyl - C 1-4 - alkyl, phenylcyclopropyl, cyclohexyl - C 1-4 - alkyl, cycloheptylmethyl, cycloheptylethyl, cyclooctylmethyl, an endoalkylenecyclohexyl, -cyclohexenyl, -cyclohexylmethyl or cyclohexenylmethyl group containing 1 or 2 carbon atoms in the endoalkylene part, (C 1-4 alkyl)-cyclohexyl, (C 1-4 alkoxy)-cyclohexyl, C 5-8 cycloalkyl, cyclohexenyl, cyclohexenylmethyl, or a C 4-5 O or C 4-5 S heterocyclic ring optionally containing 1 or 2 ethylenic double bonds and connected to the nitrogen atom either directly or via a CH 2 group: Y is a C 1-4 hydrocarbon chain; Z is C 5-6 aliphatic hydrocarbyl, or a phenyl group optionally substituted by a member selected from C 1-4 alkyl, C 1-4 alkoxy, CF 3 , Cl, Br and F; X is H (provided that Z is optionally substituted phenyl), halogen, C 1-4 alkyl, C 1-4 alkoxy, CF 3 or NO 2 ; and wherein the "phenylene " group is optionally substituted by one or more members selected from C 1-4 alkyl, C 1-4 alkoxy and halogen; and the physiologically tolerable salts of such compounds. These compounds are prepared by (a) reacting R 1 NH 2 or a salt thereof with an appropriately substituted benzenesulphonyl-carbamic acid ester, - thiolcarbamic acid ester, -isocyanate, -urea, - semicarbazide, or -semicarbazone; or (b) reacting an R 1 -substituted isocyanate, carbamic acid ester, thiolcarbamic acid ester, carbamic acid halide or urea with an appropriately substituted benzenesulphonamide; or (c) hydrolysing a correspondingly substituted benzenesulphonyl-isourea ether, -isourea ester, -isothiourea ether, -parabanic acid or -haloformic acid amidine; or (d) hydration of a correspondingly substituted benzenesulphonyl-carbodiimide; or (e) replacing S by O in a correspondingly substituted benzenesulphonyl-thiourea; or (f) by acylating a compound of formula RNH.Y.phenylene.SO 2 .NH.CO.NH.R 1 . Variations of the above methods are also referred to. 4 - [#, - (2 - Phenoxy - benzamido) - ethyl]- benzene-sulphonamide is prepared by reacting 2- phenoxy-benzoyl chloride with 4-(#-aminoethyl)-benzenesulphonamide. N - {4 - [# - (2 - Phenoxy - benzamido) - ethyl]- benzenesulphonyl } - N 1 - cyclohexyl - thiourea is prepared by reacting 4-[#-(2-phenoxy-benzamido) - ethyl] - benzenesulphonamide with cyclohexyl isothiocyanate, and is convertible with mercuric oxide, methanol and K 2 CO 3 into the corresponding isourea methyl ether. N - {4 - [# - (2 - phenoxy - benzamido) - ethyl]- benzenesulphonyl} - urea is prepared by reacting 4 - [# - (2 - phenoxy - benzamido) - ethyl]- benzenesulphonamide with potassium cyanate. N - {4 - [γ - (2 - chloro - 5 - nitro - benzamido)- propyl] - benzenesulphonyl} - N 1 - cyclohexylurea is prepared by reacting 2-chloro-5-nitrobenzoyl chloride with N-[4-(γ-amino-propyl)- benzenesulphonyl} - N 1 - cyclohexyl - urea, the last-named compound being in turn prepared by hydrolysis of the corresponding γ-acetamidopropyl compound. N - {4 - [# - (2 - phenoxy - benzamido)- ethyl] - benzenesulphonyl} - N 1 - (2,5 - endomethylene - cyclohexyl - methyl) - thiourea is prepared by reacting 4 - [# - (2 - phenoxybenzamido) - ethyl] - benzenesulphonamide with 2,5 - endomethylene - cyclohexyl - methyl isothiocyanate. N - {4 - [# - (2 - phenoxy - benzamido) - ethyl]- benzenesulphonyl} - N 1 - cyclohexyl - isothiourea methyl ether is prepared from the corresponding thiourea by reaction with methyl iodide. The benzenesulphonyl-ureas of the invention and their physiologically tolerable salts are stated to possess hypoglemic action and may be made up with carriers into pharmaceutical compositions suitable for oral administration. The salts may be alkali metal or alkaline earth metal salts.

    97.
    发明专利
    未知

    公开(公告)号：FI45960B

    公开(公告)日：1972-07-31

    申请号：FI228566

    申请日：1966-08-31

    Applicant: HOECHST AG

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

    IPC: A61K31/64 ,  C07C67/00 ,  C07C301/00 ,  C07C303/36 ,  C07C303/40 ,  C07C311/54 ,  C07C311/59 ,  C07D333/06 ,  C07D333/32 ,  C07C143/78

    Abstract: Benzenesulfonylureas of general formula (I): X - CO - - Y - phenylene - SO2 - NH - CO-NH-R' R = H, low alkyl or low phenylalkyl; R' = nortricyclyl or adamantyl; X = a) a phenylgroup carrying at random positions the substituents Z and Z' which may be equal or different. Z = H, halogen, low alkyl, alkenyl, alkoxy, alkenoxy, halogenalkoxy, alkoxyalkoxy, phenalkoxy, phenylalkyl, cycloalkoxy, phenyl, phenoxy, low acyl, benzoyl, trifluoromethyl, hydroxy, low acyloxy, -CN or -NO2; Z' = H, halogen, Low alkyl, alkoxy, alkoxyalkoxy, halogenalkoxy or acyloxy, hydroxy; b) a naphthylgroup possibly mono- or disubstituted with halogen, low alkyl, low alkoxy or hydroxyl; c) a tetrahydronaphthyl- or indanylgroup; d) a thiophenylgroup possibly mono- or disubstituted with low alkyl, phenylalkyl, alkoxy, alkoxyalkoxy, alkenoxy, phenylalkoxy or halogenalkoxy, aryl or halogen; e) a tetramethylene- or trimethylenetenylgroup; Y = a hydrocarbon group with 1-4C-atoms The phenylenegroup in the formula is preferably not substituted, but may be substituted once or more times with low alkyl, halogen, or low alkoxy; the group can connect the other parts of the molecule in ortho-,meta- or preferably para position. The new compounds have a very strong blood sugar lowering activity with very good tolerance and may be used in the treatment of diabetus mellitus.

    98.
    发明专利
    未知

    公开(公告)号：SE345851B

    公开(公告)日：1972-06-12

    申请号：SE1573265

    申请日：1965-12-06

    Applicant: HOECHST AG

    Inventor： STURM K ,  SIEDEL W ,  WEYER R

    IPC: C07D307/52 ,  C07C143/80 ,  C07D5/16 ,  C07D63/12

    Abstract: 1,126,672. Sulphamoylanthranilic hydroxylamides. FARBWERKE HOECHST A.G. 6 Dec., 1965 [8 Dec., 1964], No. 51658/65. Heading C2C. Novel compounds of the formula wherein R 1 is a benzyl, furfuryl or thenyl-(2) group, R 2 is a hydrogen or C 1-3 alkyl, R 3 is hydrogen or methoxy and X is Cl or Br are made either by reacting an appropriate 2,4-dihalo-5-sulphamoyl-benzoic hydroxylamide with an amine R 1 NH 2 , or by reacting a reactive derivative of a 4-halo-5-sulphamoyl-anthranilic acid, such as a halide or a symmetrical or mixed anhydride, with a hydroxylamine compound R 2 ONH 2 . 2,4 - Dihalo - 5 - sulphamoyl - benzoic hydroxylamide starting materials are made by treating the corresponding 2,4-dihalo-5-sulphamoyl-benzoic acid with thionyl chloride and reacting the resulting acid chloride with an amine R 2 ONH 2 . 4 - Halo - 5 - sulphamoyl - anthranilic acid halides and anhydrides are prepared from the free acid by standard methods for preparing acid halides and anhydrides. Pharmaceutical preparations having diuretic and saliuretic activity comprise the above compounds of the invention and a carrier, preferably in forms adapted to oral or parenteral administration.

    99.
    发明专利
    未知

    公开(公告)号：SE344587B

    公开(公告)日：1972-04-24

    申请号：SE1214266

    申请日：1966-09-09

    Applicant: HOECHST AG

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

    IPC: A61K31/64 ,  C07C67/00 ,  C07C301/00 ,  C07C303/36 ,  C07C303/40 ,  C07C311/54 ,  C07C311/59 ,  C07D333/06 ,  C07D333/32 ,  C07C143/833

    Abstract: Benzenesulfonylureas of general formula (I): X - CO - - Y - phenylene - SO2 - NH - CO-NH-R' R = H, low alkyl or low phenylalkyl; R' = nortricyclyl or adamantyl; X = a) a phenylgroup carrying at random positions the substituents Z and Z' which may be equal or different. Z = H, halogen, low alkyl, alkenyl, alkoxy, alkenoxy, halogenalkoxy, alkoxyalkoxy, phenalkoxy, phenylalkyl, cycloalkoxy, phenyl, phenoxy, low acyl, benzoyl, trifluoromethyl, hydroxy, low acyloxy, -CN or -NO2; Z' = H, halogen, Low alkyl, alkoxy, alkoxyalkoxy, halogenalkoxy or acyloxy, hydroxy; b) a naphthylgroup possibly mono- or disubstituted with halogen, low alkyl, low alkoxy or hydroxyl; c) a tetrahydronaphthyl- or indanylgroup; d) a thiophenylgroup possibly mono- or disubstituted with low alkyl, phenylalkyl, alkoxy, alkoxyalkoxy, alkenoxy, phenylalkoxy or halogenalkoxy, aryl or halogen; e) a tetramethylene- or trimethylenetenylgroup; Y = a hydrocarbon group with 1-4C-atoms The phenylenegroup in the formula is preferably not substituted, but may be substituted once or more times with low alkyl, halogen, or low alkoxy; the group can connect the other parts of the molecule in ortho-,meta- or preferably para position. The new compounds have a very strong blood sugar lowering activity with very good tolerance and may be used in the treatment of diabetus mellitus.

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