N-(1-thienylcycloalkyl)alkenylamines for treatment of neurotoxic injury

US5604255A · kind A · utility

Assignees

• The United States of America, as represented by the Department of Health and Human Services · US
• G.D. Searle LLC · US

Inventors

• Kenner C. Rice · Bethesda, US
• Arthur E. Jacobson · Rockville, US
• Andrew Thurkauf · Danbury, US
• Mariena V. Mattson · Rockville, US
• Thomas L. O'Donohue · Chesterfield, US
• Patricia C. Contreras · West Chester, US
• Nancy M. Gray · Ellisville, US

Key dates

• Filing date: Nov 23, 1994
• Grant date: Feb 18, 1997
• Expiry date: Nov 23, 2014

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D333/20
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Compounds, compositions and methods of treatment are described to control brain damage associated with anoxia or ischemia which typically follows stroke, cardiac arrest or perinatal asphyxia. The treatment includes administration of an N-(1-thienylcycloalkyl)alkenylamine compound as an antagonist to inhibit excitotoxic actions at major neuronal excitatory amino acid receptor sites. Compounds of most interest are those of the formula ##STR1## wherein R.sup.1 is one or more groups selected from hydrido, alkyl of one to about five carbon atoms, cycloalkyl of three to about five carbon atoms, alkenyl of two to about five carbon atoms, hydroxyl and alkoxy; wherein each of R.sup.2 is one or more groups selected from hydrido, alkyl of one to about five carbon atoms, cycloalkyl of three to about five carbon atoms, alkenyl of two to about five carbon atoms, hydroxyl, oxo and alkoxy; wherein R.sup.5 is one or more groups selected from hydrido, alkyl of one to about five carbon atoms, cycloalkyl of three to about five carbon atoms, alkenyl of two to about five carbon atoms, hydroxyl and alkoxy; and wherein the broken line within the N-containing ring represents a double bond between any two a…