Phenoxy-substituted beta-carboline derivatives, their production and their use as drugs

US4945090A · kind A · utility

Assignee

• SCHERING CORPORATION · US

Inventors

• Ralph Schmiechen · Berlin, DE
• Dieter Seidelmann · Berlin, DE
• Andreas Huth · Berlin, DE
• Herbert Schneider · Berlin, DE
• David N. Stephens · Berlin, DE
• Mogens Engelstoft
• John Bondo Hansen · Avenue Madeleine, DK
• Erling N. Petersen · Taastrup, DK

Key dates

• Filing date: Nov 13, 1986
• Grant date: Jul 31, 1990
• Expiry date: Nov 13, 2006

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P25/20
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Phenoxy-substituted beta-carbolines of the formula I ##STR1## X is COOR.sup.3, CONHC.sub.1-3 -alkyl or oxadiazolyl of the formula ##STR2## R.sup.2 is H, lower alkyl or cycloalkyl, R.sup.3 is lower alkyl, PA1 R.sup.4 is hydrogen, lower alkyl or lower alkoxyalkyl, PA1 R.sup.1 is hydrogen, halogen, lower alkyl, lower alkoxy, acyl, phenyl, C.sub.2-5 alkylenedioxy, trifluoromethyl, nitrilo, nitro, lower alkoxycarbonyl, azido, SO.sub.2 R.sup.6, SO.sub.2 NR.sup.7 R.sup.8, or NR.sup.9 R.sup.10, PA1 R.sup.6 is lower alkyl, PA1 R.sup.7 and R.sup.8 independently are lower alkyl or together with the nitrogen atom form a hetero ring, PA1 R.sup.9 and R.sup.10 independently are hydrogen, lower alkyl, acyl or together with the nitrogen atom form a hetero ring system, with the proviso that X is not COOEt, if ##STR3## is 5-phenoxy and R.sup.4 is methyl or ##STR4## is 6-(4-methoxyphenoxy) and R.sup.4 is methoxymethyl have valuable pharmacological properties.