公开(公告)号：US3790630A

公开(公告)日：1974-02-05

申请号：US3790630D

申请日：1969-07-28

Applicant: HOECHST AG

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

IPC: C07C311/58 ,  C07C303/36 ,  C07C303/38 ,  C07C311/59 ,  C07D233/96 ,  C07D333/20 ,  C07C127/00

CPC classification number: C07D233/96 ,  C07C303/36 ,  C07C2601/16 ,  Y10S514/866 ,  C07C311/59

Abstract: BENZENESULFONYL-UREAS OF THE FORMULA

1-(X-CO-NH-CH2-CH2-),4-(2-CYCLOHEXEN-1-YL-NH-CO-NH-SO2-)

BENZENE

WHICH IN THE FREE FROM OR IN THE FORM OF THEIR SALTS HAVE BLOOD SUGAR LOWERING PROPERTIES AND ARE DISTINGUISHED BY A STRONG AND LONG-LASTING HYPOGLYCEMIC ACTION. IN THE FORMULA X REPRESENTS (R-O-),Z-PHENYL OR 3-(R-O-),5-Z''-THIEN-2-YL WHEREIN R STANDS FOR AN ALKYL GROUP HAVING 1 TO 4 CARBON ATOMS, Z STANDS FOR A HALOGEN ATOM, AN ALKYL OR ALKOXY GROUP BOTH HAVING 1 TO 4 CARBON ATOMS, AND Z'' STANDS FOR A HALOGEN ATOM OR AN ALKYL GROUP HAVING 1 TO 4 CARBON ATOMS.

公开(公告)号：US3754030A

公开(公告)日：1973-08-21

申请号：US3754030D

申请日：1970-02-11

Applicant: HOECHST AG

Inventor： MUTH K ,  WEYER R ,  WEBER H ,  AUMULLER W

IPC: A61K31/64 ,  A61K31/17 ,  C07C67/00 ,  C07C301/00 ,  C07C303/36 ,  C07C303/40 ,  C07C311/58 ,  C07C311/59 ,  C07D233/96 ,  C07C127/00

CPC classification number: A61K31/17 ,  C07D233/96

Abstract: N-(14 -B- -ETHYL)BENZENESULFONYL)-N''-CYCLOPENTYL -UREA OF THE FORMULA

(CYCLOPENTYL)-NH-CO-NH-SO2-(1,4-PHENYLENE)-(CH2)2-NH-CO-

(5-CL-1,3-PHENYLENE)-O-CH3

HAVING A LONG-LASTING AND STRONG HYPOGLYCEMIC ACTION IN THE TREATMENT OF DIABETES MELLITUS AND A PROCESS FOR ITS MANUFACTURE.

公开(公告)号：US3843661A

公开(公告)日：1974-10-22

申请号：US25930072

申请日：1972-06-02

Applicant: HOECHST AG

Inventor： WEBER H ,  MUTH K ,  STACH K ,  AUMULLER W ,  WEYER R

IPC: C07D209/08 ,  C07D209/44 ,  C07D209/72 ,  C07D215/58 ,  C07D217/08 ,  C07D221/20 ,  C07D223/14 ,  C07D295/215 ,  C07D295/28 ,  C07D333/38 ,  C07D29/34

CPC classification number: C07D221/20 ,  C07D209/08 ,  C07D209/44 ,  C07D209/72 ,  C07D215/58 ,  C07D217/08 ,  C07D223/14 ,  C07D295/215 ,  C07D295/32 ,  C07D333/38

Abstract: Benzene-sulfonyl semicarbazides having hypoglycemic properties and corresponding to the general formula

WHEREIN R represents A. PHENYL WHICH MAY BE SUBSTITUTED ONCE OR TWICE BY SUBSTITUENTS OF THE GROUP LOWER ALKYL, ALKENYL, ALKOXY ALKENOXY, ALKOXYALKOXY, ACYL, HALOGEN, OR TRIFLUOROMETHYL, OR BY THE METHYLENE-DIOXY GROUP, B. THIENYL WHICH MAY BE SUBSTITUTED ONCE OR TWICE BY SUBSTITUENTS OF THE GROUP HALOGEN, LOWER ALKYL, ALKOXY, ALKENYLOXY, ALKOXYALKOXY, PHENALKOXY, OR ARYL, OR BY A POLYMETHYLENE CHAIN LINKED AT ITS TWO ENDS TO THE THIENYL GROUP, WHICH CHAIN CONTAINS FROM 3 TO 4 CARBON ATOMS; Y represents -CH2-CH2-, -CH2-CH-(CH3)- or -CH(CH3)-CH2; R1 represents A N-3-azaspiro-(5,5)-undecane AND SALTS THEREOF FORMED FROM PHARMACEUTICALLY ACCEPTABLE BASES.

公开(公告)号：US3812185A

公开(公告)日：1974-05-21

申请号：US4116170

申请日：1970-05-25

Applicant: HOECHST AG

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

IPC: C07C311/59 ,  C07D333/38 ,  C07D333/70 ,  C07C127/00

CPC classification number: C07D333/38 ,  C07C311/59 ,  C07C2601/14 ,  C07C2601/18 ,  C07C2602/50 ,  C07C2603/66 ,  C07D333/70 ,  Y10S514/866

Abstract: BENZENESULFONYL-UREAS HAVING HYPOGLYCEMIC ACTIVITIES CORRESPONDING TO THE FORMULA

1-(R1-NH-CO-NH-SO2-),4-(X-CO-NH-Y-)BENZENE

WHEREIN R1 IS (A) NOCRARAN-7-YL, BICYCLO- 3,1,0!-HEXYL, BICYCLO- 5, 1,0!-OCTYL, OR BICYCLO- 6,1,0!-NONYL; (B) 4,7-ENDOMETHYLENE - PERHYDROINDAN-5-YL; 4,7ENDOMETHYLENE-6-CHLORO-PERHYROINDAN-5-YL; 4,7ENDOMETHYLENE-PERHYDROINDAN - 2 YL; 2,6-ENDOMETHYLENECYCLOHEPTYL; 2,5-ENDOCYCLOBUTYLENE-1,2CYCLOHEXYL; EXO-TRICYCLO-(3,2,1,02,4)-OCTANYL; (C) SPIRO-(2-CYCLOPROPANE) - CYCLOPETYL; SPIRO-(2CYCLOBUTANE)-CYCLOPENTYL; SPIRO-(2-CYCLOPETANE)CYCLOPENTYL; SPIRO-(2-CYLOHEXANE)-CYCLOPENTYL; OR SPIRO-(5,5)-UNDECYL-3; X IS

A,A1-PHENYL OR 3-B,5-A1-THIEN-2-YL

IN WHICH A STANDS FOR HYDROGEN, HALOGEN, RIFLUOROMETHYL, PHENOXY, LOWER ALKYL OR LOWER ALKOXY BOTH HAVING 1-4 CARBON ATOMS, A1 STANDS FOR HYDROGEN, HALOGEN OR LOWER ALKYL OF 1-4 CARBON ATOMS AND B STANDS FOR HYDROGEN OR LOWER ALKOXY HOF 1-4 CARBON ATOMS Y IS A HYDROCARBON CHAIN OF 1-3 CARBON ATOMS OR A PHYSIOLOGICALLY TOLERABLE SALT THEREOF.

公开(公告)号：US3847938A

公开(公告)日：1974-11-12

申请号：US25929972

申请日：1972-06-02

Applicant: HOECHST AG

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

IPC: C07D209/08 ,  C07D209/44 ,  C07D209/72 ,  C07D215/58 ,  C07D217/08 ,  C07D221/20 ,  C07D223/14 ,  C07D295/215 ,  C07D295/28 ,  C07D333/38 ,  C07D27/48

CPC classification number: C07D221/20 ,  C07D209/08 ,  C07D209/44 ,  C07D209/72 ,  C07D215/58 ,  C07D217/08 ,  C07D223/14 ,  C07D295/215 ,  C07D295/32 ,  C07D333/38

Abstract: 1. A BENZENE-SULFONYL SEMICARBAZIDE OF THE FORMULA 1-(R-CO-NH-Y-),4-(R1-NH-CO-NH-SO2-)BENZENE WHEREIN R REPRESENTS (A) PHENYL WHICH MAY CARRY ONE OR TWO SUBSTITUENTS SELECTED FROM THE GROUP CONSISTING OF LOWER ALKYL, LOWER ALKENYL, LOWER ALKOXY, LOWER ALKENOXY, LOWER ALKOXYALKOXY, ACETYL, HALOGEN, TRIFLUORO-METHYL, OR THE METHYLENE-DIOXY GROUP, (B) THIENYL WHICH MAY CARRY ONE OR TWO SUBSTITUENTS SELECTED FROM THE GROUP CONSISTING OF HALOGEN, LOWER ALKYL, LOWER ALKOXY LOWER ALKENYLOXY LOWER ALKOXYALKOXY, PHEN-LOWERALKOXY, OR POLYMETHYLENE CHAIN CONTAINING FROM 3 TO 4 CARBON ATOMS, LINKED AT ITS TWO ENDS TO THE THIENYL GROUP, Y REPRESENTS -CH2-CH2-, -CH2-CH-(CH3)OR -CH-(CH3)-CH2-, R1 REPRESENTS 4,7-ENDOALKYLENE-HEXAHYDRO-ISO-INDOLINE OR 4,7-ENDOALKYLENE-TETRAHYDRO-ISO-INDOLINE, HAVING 1 TO 2 CARBON ATOMS IN THE ENDOALKYLENE GROUP, IN THE CASE OF TETRAHYDROCOMPOUNDS THE DOUBLE LINKAGE DEING IN 5,6-POSITION; 4,7-ENDOCYCLOBUTYLENE-HEXAHYDROISO-INDOLINE; 4,7-ENDOCYCLOBUTYLENE-&5-TETRAHYDRO-ISOINDOLINE; 4,7-ENDOCYCLOBUTYLENE-&5 -TETRAHYDRO-SIOINDOLINE; OR 4,7-ENDOCYCLOPROPYLENE-HEXAHYDRO-ISOINDOLINE; AND SALTS THEREOF FORMED FROM PHARMACEUTICALLY ACCEPTABLE BASES.

公开(公告)号：US3825665A

公开(公告)日：1974-07-23

申请号：US11109071

申请日：1971-01-29

Applicant: HOECHST AG

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

IPC: A61K31/64 ,  C07C311/54 ,  A61K27/00

CPC classification number: A61K31/64 ,  C07C311/54

Abstract: N-(4-(B-BENZAMIDO-ETHYL)-BENZENESULFONYL) -N''(ENDOALKYLENECYCLOHEXYL- OR CYCLOHEXENYL)-UREAS BEING SUBSTITUTED AT THE BENZAMIDO GROUP AND HAVING HYPOGLYCEMIC ACTIVITY AND USEFUL FOR PREPARING PHARMACEUTICAL COMPOSITIONS AND USED IN A METHOD FOR LOWERING BLOOD SUGAR LEVEL IN THE TREATMENT OF DIABETES MELLITUS.

公开(公告)号：US3709908A

公开(公告)日：1973-01-09

申请号：US3709908D

申请日：1970-10-07

Applicant: HOECHST AG

Inventor： WEBER H ,  MUTH K ,  STACH K ,  WEYER R ,  AUMULLER W

IPC: C07D209/08 ,  C07D215/08 ,  C07D317/66 ,  C07D27/38 ,  C07D33/10

CPC classification number: C07D317/66 ,  C07D209/08 ,  C07D215/08

Abstract: BENZENESULFONYL UREA COMPOUNDS THAT ARE EFFECTIVE AS ORAL ANTIDIABETIC AGENTS ARE DISCLOSED TO HAVE THE FORMULA

(4-(X-N(-X1)-CO-NH-Y-)PHENYL)-SO2-NH-CO-NH-R

WHEREIN R IS (A) ALKYL OR ALKENYL OF 3-6 CARBON ATOMS, (B) ENDOALKYLENE-CYCLOHEXYL, ENDOALKYLENE-CYCLOHEXENYL, ENDOALKYLENE-CYCLOHEXYLMETHYL OR ENDOALKYLENE-CYCLOHEXENYLMETHYL OF 1-2 ENDOALKYLENE CARBON ATOMS, (C) BENZYL, PHENYLETHYL, (D) CYCLOHEXYL METHYL, (E) LOWER ALKYL CYCLOHEXYL OR DIALKYL CYCLOHEXYL, METHYL CYCLOPENTYL, (F) CYCLOALKYL OF 5-8 CARBON ATOMS IN THE RING (G) CYCLOHEXENYL, CYCLOHEXENYL-METHYL, METHYLCYCLOHEXENYL, OR (H) NORTRICYCLYL,

X-N(-X1)-

IS INDOLINO OR TETRAHYDROQUINOLINO, AND Y IS ALKYLENE OF 1 TO 3 CARBON ATOMS.

公开(公告)号：DK125642C

公开(公告)日：1977-09-26

申请号：DK416869

申请日：1969-08-01

Applicant: HOECHST AG

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

IPC: C07C311/58 ,  C07C303/36 ,  C07C303/38 ,  C07C311/59 ,  C07D233/96 ,  C07D333/20 ,  C07C143/833

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.

公开(公告)号：IN141023B

公开(公告)日：1977-01-08

申请号：IN1454CA1975

申请日：1975-07-25

Applicant: HOECHST AG

Inventor： WEBER H ,  MUTH K ,  AUMULLER W ,  WEYER R

IPC: C07C143/78

公开(公告)号：IN140516B

公开(公告)日：1976-11-20

申请号：IN1452CA1975

申请日：1975-07-25

Applicant: HOECHST AG

Inventor： WEBER H ,  AUMULLER W ,  WEYER R ,  MUTH K

IPC: C07C143/78