Collect. Czech. Chem. Commun. 1996, 61, 1085-1092
https://doi.org/10.1135/cccc19961085

Synthesis of New L-Proline Amides with Anticonvulsive Effect

Alexandra Šilhánková, Karel Šindelář, Karel Dobrovský, Ivan Krejčí, Jarmila Hodková and Zdeněk Polívka

Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3, Czech Republic

Abstract

Series of heterocyclic L-proline amides were prepared from BOC-L-proline and heterocyclic amines (mostly substituted piperazines and morpholines) via active ester with hydroxysuccinimide. 4-(4-Fluorobenzoyl)piperidine afforded L-proline 4-(4-(4-(4-fluorobenzoyl)piperidin-1-yl)benzoyl)piperidine (7b) simultaneously with expected L-proline 4-(4-fluorobenzoyl)piperidide (7a). D-Proline N-(3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)amide (2) was prepared starting from D-proline. The amides were tested by methods of biochemical and behavioural pharmacology.

Keywords: Amides preparation; Amino acids reaction; Amines reaction; Anticonvulsive effect.