Patent · US Expired

Tricyclic pharmacological agents, intermediates and methods of making

US3965181A · kind A · utility

5Cited by
12References
7Claims
0Family size

Assignee

Inventor

Key dates

Filing dateMay 1, 1975
Grant dateJun 22, 1976
Priority date
Expiry dateMay 1, 1995

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D309/12
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

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.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.