.beta.-carbolin-3-carboxylic acid derivatives useful for treating anxiety and related disorders

US5010077A · kind A · utility

Assignees

• A/S Ferrosan · DK
• SCHERING CORPORATION · US

Inventors

• Claus T. Braestrup · Copenhagen, DK
• Mogens C. Nielsen · Roskilde, DK
• Joergen A. Christensen · Avenue Madeleine, DK
• Mogens Engelstoft
• Henning Schou · Copenhagen, DK
• Ulrich Eder · Berlin, DE
• Gunter Neef · Berlin, DE
• Andreas Huth · Berlin, DE
• Dieter Rahtz · Berlin, DE
• Ralph Schmiechen · Berlin, DE

Key dates

• Filing date: Apr 25, 1988
• Grant date: Apr 23, 1991
• Expiry date: Apr 25, 2008

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07H13/10
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A .beta.-carbolin-3-carboxylic acid derivative of the formula ##STR1## wherein: X is oxygen, sulphur or NR.sup.10, wherein R.sup.10 is hydrogen, C.sub.1-6 -alkyl, C.sub.1-6 -alkenyl, C.sub.3-7 -cycloalkyl or C.sub.3-7 -cycloalkenyl; PA0 R.sup.3 is (a) C.sub.1-10 -alkoxy, C.sub.1-10 -alkenyloxy, C.sub.6-10 -aryloxy, C.sub.7-11 -aralkoxy or C.sub.8-12 -aralkenyloxy, each optionally substituted with one or more hydroxy groups, halogen atoms, CF.sub.3 groups, C.sub.1-10 -alkoxy groups or C.sub.2-4 -alkenyloxy groups or each optionally substituted with an amino, di-C.sub.1-6 -alkylamino, C.sub.1-10 -alkoxycarbonyl or C.sub.1-10 -alkenyloxycarbonyl group; or (b) NR.sup.11 R.sup.12, wherein R.sup.11 and R.sup.12 are the same or different and each is (i) hydrogen, (ii) hydroxy, (iii) C.sub.1-10 -alkyl, (iv) C.sub.2-10 -alkenyl, (v) C.sub.6-10 -aryl, (vi) C.sub.7-11 -aralkyl, (vii) C.sub.8-12 -aralkenyl, (viii) C.sub.3-7 -cycloalkyl, or (ix) C.sub.3-7 -cycloalkenyl, each of groups (iii)-(ix) optionally substituted with hydroxy, carboxamido, carboxy, C.sub.1-10 -alkoxycarbonyl or C.sub.1-10 -alkenyloxycarbonyl; or (x) amino optionally substituted with C.sub.1-10 -alkyl, C.sub.2-10 -alkenyl, …