Tricyclic pharmacological agents, intermediates and methods of making

Abstract

Abstract 5-(3-Substituted prop-cis-1-enyl)- and 5-(3-substituted prop-trans-1-enyl)- derivatives of 5H-dibenzo[a,d]cycloheptenes and 10,11-dihydro-5H-dibenzo[a,d]cycloheptenes and methods of making. The process of preparing the 5-(3-substituted prop-cis-1-enyl)- derivatives comprises hydrogenation of the appropriate 5-(3-substituted prop-1-ynyl)- derivatives in the presence of a noble metal catalyst. The 5-(3-substituted prop-trans-1-enyl)- derivatives can be prepared via treatment of the appropriate 5-(3-substituted prop-1-ynyl)- derivative with an alkali metal (e.g. sodium) in the presence of ammonia. Both the 5-(3-amino-cis- and 3-amino-substituted prop-trans-1-enyl)- derivatives exhibit antihistamine activity and are further useful in the treatment of, and/or palliation of, abnormal conditions occurring in mammals, related to the central nervous system. The remaining compounds have utility as intermediates for pharmacologically active compounds.

Inventors

• 👤 Michael Marx

Bibliographic Details