Collect. Czech. Chem. Commun. 1981, 46, 2234-2244
https://doi.org/10.1135/cccc19812234

1-(4-Cyclopentylphenyl)ethylamine and derivatives: Synthesis and pharmacological screening

Zdeněk Vejdělek, Jiří Holubek, Marie Bartošová and Miroslav Protiva

Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3

Abstract

Reduction of 4-cyclopentylacetophenone oxime gave the title compound II which was transformed by a combination of acylation, alkylation, reduction and substitution reactions to compounds III-XI. 2-Benzylcyclopentanone oxime was reduced to 2-benzylcyclopentylamine (XVI) and converted by a reaction with methylmagnesium iodide and by the following Ritter reaction to the formamide derivative XVIII which was used as the starting material for preparing amines XIX-XXI. The local anaesthetic and spasmolytic activity were the most typical neurotropic effects of derivatives of compound II. 2-Benzyl-1-methylcyclopentylamine and derivatives XIX-XXI have some hypotensive activity.