Tricyclic pharmacological agents, intermediates and methods of m

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260239B, 260240TC, 260465E, 260465K, 260556AR, 260611F, 260618F, 260456R, 424246, 424248, 424250, 424256, 424263, 424270, 424273, 424274, 424303, 424304, 424325, 424339, 424340, 424343, C07C 8729

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active

039651819

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.

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