Benzo-fused heterocyclic compounds having a 5-membered ring processes for their preparation their use as medicaments their use as diagnostic agents and medicaments containing them

US5852046A · kind A · utility

Assignee

• Hoechst GmbH · DE

Inventors

• Hans-Jochen Lang · Hofheim, DE
• Andreas Weichert · Egelsbach, DE
• Jan-Robert Schwark · Frankfurt am Main, DE
• Wolfgang Scholz · Beverly, US
• Udo Albus · Florstadt, DE
• Peter Crause · Offenbach, DE

Key dates

• Filing date: Jun 10, 1997
• Grant date: Dec 22, 1998
• Expiry date: Jun 10, 2017

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D401/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Benzo-fused heterocyclic compounds having a 5-membered ring, processes for their preperation, their use as medicaments, their use as diagnostic agents and medicaments containing them. Benzo-fused heterocyclic compounds having a 5-membered ring, of the formula I ##STR1## where X is N or CR(6); Y is oxygen, S or NR(7); A and B together are a bond or are both hydrogen, if, at the same time, X is CR(6) and Y is NR(7), one of the substituents R(1) to R(6) is a --CO--N.dbd.C(NH.sub.2).sub.2 group; the other respective substituents R(1) to R(6) are H, Hal or alkyl; up to two of the other substituents R(1) to R(6) are CN, NO.sub.2, N.sub.3, (C.sub.1 -C.sub.4)-alkoxy, CF.sub.3 ; up to one of the other substituents is R(8)--C.sub.n H.sub.2n --Z-- or phenyl; R(7) is H, alk(en)yl or R(8)--C.sub.n H.sub.2n --, and pharmaceutically tolerated salts there of, are described. A process f or the preparation of the compounds I which comprises reacting a compound of the formula II ##STR2## in which one of the substituents R(1)' to R(5)' is a --CO--L group and L is a leaving group which can easily be replaced nucleophilically, with guanidine, and, if appropriate, converting the product into the pharmaco…