Piperazinyl and morpholinyl substituted 1-(benzyl or pyridylmethyl)-4-or-5-aminomethyl-pyrrolidin-2-ones and their nootropic use

US4767759A · kind A · utility

Assignee

• Boehringer Ingelheim GmbH · DE

Inventors

• Karl-Heinz Weber · Gau-Algesheim, DE
• Gerhard Walther · Bingen, DE
• Claus Schneider · Ingelheim am Rhein, DE
• Dieter Hinzen · Zornheim, DE
• Franz J. Kuhn · Gau-Algesheim, DE
• Erich Lehr · Waldalgesheim, DE

Key dates

• Filing date: Jun 26, 1986
• Grant date: Aug 30, 1988
• Expiry date: Jun 26, 2006

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D401/06
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 4 carbon atoms; PA1 R.sub.2 is 2-, 3- or 4-pyridyl, phenyl or mono- or di- substituted phenyl, where the substituents are each individually alkoxy of 1 to 2 carbon atoms, fluorine, chlorine, bromine, trifluoromethyl, alkyl or 1 to 4 carbon atoms, hydroxyl or nitro; and PA1 R.sub.3 and R.sub.4 are each independently hydrogen or alkyl of 1 to 4 carbon atoms; or PA1 R.sub.3 and R.sub.4, together with each other and the nitrogen atom to which they are attached, form an unsubstituted or methyl-substituted, saturated 5- or 6-membered heterocycle which may contain an additional oxygen or nitrogen heteroatom, or form an imidazole ring; where the aminomethyl substituent is attached to the 4- or 5-position or the pyrrolidine ring, and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as the salts are useful as nootropics and antihypoxics.