4,5-dihydro-4-oxo-pyrrolo[1,2-a]quinoxalinones and corresponding aza analogs and a process for their preparation

US5405847A · kind A · utility

Assignee

• Asta Medica Aktiengesellschaft · DE

Inventors

• Hans-Reinhold Dieter · Darmstadt, DE
• Jurgen Engel · Alzenau, DE
• Karl H. Klingler · Langen, DE
• Bernhard Kutscher · Maintal, DE
• Stefan Szelenyi · Arnstorf, DE
• Ute Achterath-Tuckermann · Maintal, DE
• Jurgen Schmidt · Grundau, DE
• Peter Metzenauer · Grundau, DE

Key dates

• Filing date: Aug 24, 1993
• Grant date: Apr 11, 1995
• Expiry date: Aug 24, 2013

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P37/08
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

Novel compounds of the formula ##STR1## where the phenyl ring can also contain a nitrogen atom instead of a CH group, R.sub.1 is C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkynyl, hydroxy, C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkynyloxy, C.sub.2 -C.sub.6 -alkanoyloxy, benzoyloxy, morpholinocarbonyloxy, C.sub.1 -C.sub.6 -alkyloxycarbonyloxy, C.sub.1 -C.sub.6 -alkylaminocarbonyloxy, C.sub.1 -C.sub.6 -dialkylaminocarbonyloxy or the group -Alk-A, where Alk represents C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -hydroxyalkyl or C.sub.3 -C.sub.6 -cycloalkyl and the symbol A represents hydrogen or other substituents. R.sub.2, R.sub.3 and R.sub.4 represent various substituents, where R.sub.1 may also be hydrogen, when R.sub.2 is the group ##STR2## and R.sub.5 represents phenyl, C.sub.1 -C.sub.4 -alkoxyphenyl or diphenylmethyl and R.sub.3 and R.sub.4 are hydrogen and their salts. The compounds provide anti-allergic, anti-asthmatic, anxiolytic and hypotensive effects.