3,5-Substituted benzoylguanidines, process for their preparation, their use as a medicament of diagnostic and medicament containing them

US5373024A · kind A · utility

Assignee

• Hoechst GmbH · DE

Inventors

• Florian Lang · Gilching, DE
• Hans-Jochen Lang · Hofheim, DE
• Dieter Mania · Königstein, DE
• Andreas Weichert · Egelsbach, DE
• Wolfgang Scholz · Beverly, US
• Udo Albus · Florstadt, DE
• Heinrich Englert · Hofheim, DE

Key dates

• Filing date: Feb 10, 1993
• Grant date: Dec 13, 1994
• Expiry date: Feb 10, 2013

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C311/16
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Benzoylguanidines of the formula I ##STR1## are described where R(1) is R(4)--SO.sub.m or R(5)R(6)N--SO.sub.z --, where R(4) and R(5) are alk(en)yl or --C.sub.n H.sub.2n --R(7), and where R(7) is a cycloalkyl or phenyl, where R(5) also has the meaning of H, and R(6) is H or C.sub.1 -C.sub.4 -alkyl, R(2) is hydrogen, halogen, alkyl, O--(CH.sub.2).sub.m C.sub.p F.sub.2p+1, --X--R(10), where X is O, S or NR(11), R(10) is H, (cyclo)alkyl(methyl) or --C.sub.n H.sub.2n --R(12) where R(12) is phenyl, and R(3) is defined, inter alia, as R(1), and their pharmaceutically tolerable salts. The compounds I are obtained by reaction of compounds of the formula II ##STR2## with guanidine, in which L is a leaving group which can be easily nucleophilically substituted. Compounds I are outstandingly suitable as antiarrythmic pharmaceuticals having a cardioprotective component for infarct prophylaxis and infarct treatment and for the treatment of angina pectoris, where they also preventively inhibit or greatly reduce the pathophysiological processes during the formation of ischemically induced damage. They are moreover distinguished by strong inhibitory action on the proliferation of cells. They can t…