Benzene-sulfonyl semicarbazides and process for preparing them

Abstract

Abstract BENZENE-SULFONYL SEMICARBAZIDES HAVING HYPOGLYCEMIC PROPERTIES AND CORRESPONDING TO THE GENERAL FORMULA 1-(R-CO-NH-Y-),4-(R1-NH-CO-NH-SO2-)BENZENE WHEREIN R (A) REPRESENTS 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) A B,B-ENDOETHYLENE-HEXAMETHYLENE IMINE OR A CORRESPONDING CYCLIC SYSTEM HAVING A C=C DOUBLE LINKAGE, (B) A HEXAHYDRO-ISO-INDOLINE, A TETRAHYDRO-ISO-INDOLINE, A 4,7-ENDOALKYLENE-HEXAHYDRO-ISO-INDOLINE OR A 4,7-ENDOALKYLENE-TETRAHYDRO-ISO-INDOLINE, HAVING 1 TO 2 CARBON ATOMS IN THE ENDOALKYLENE GROUP IN THE CASE OF TETRAHYDRO-COMPOUNDS THE DOUBLE LINKAGE BEING IN 5,6-POSITION, (C) AN ISO-INDOLINE, AN INDOLINE, A HEXAHYDRO-INDOLINE, A TETRA- OR DECAHYDRO-QUINOLINE; A TETRA- OR DECAHYDRO-ISO-QUINOLINE, (D) AN N-3-AZASPIRO-(5,5)-UNDECANE, (E) AN N-THIOMORPHOLINE, (F) THE FOLLOWING GROUPS HEXAHYDRO-4,7(1'',2'')CYCLOPROPANOISOINDOLIN-2-YL 3A,4,7,7A-TETRAHYDRO-4,7(1'',2'')CYCLOPROPANOISOINDOLIN-2-YL HEXAHYDRO-4,7(1'',2'')CYCLOBUTANOISOINDOLIN-2-YL 3A,4,7,7A-TETRAHYDRO-4,7(3'',4'')-1-CYCLOBUTENO ISOINDOLIN-2-YL AND SALTS THEREOF.

Inventors

• 👤 Helmut Weber
• 👤 Walter Aumuller
• 👤 Rudi Weyer
• 👤 Karl Muth
• 👤 Kurt Stach

Bibliographic Details