Collect. Czech. Chem. Commun. 1996, 61, 1077-1084

Potential Antagonists of Excitatory Amino Acids and Anticonvulsants: Some Heterocyclic (±)-Pyrrolidine-2-carboxamides

Vladimír Valenta, Karel Dobrovský, Ivan Krejčí and Zdeněk Polívka

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


The benzylpyrrolidine amides 1a-1d, 3a-3e, 5a, and 5b were prepared from N-benzyl-L-proline methyl ester with corresponding diamines. Compounds 2a-2d, 4b, and 4e have similarly been synthesized from L-proline methyl ester and the corresponding diamines in refluxing methanol. In both cases, the reactions were accompanied by racemization. Prepared amides were transformed to salts, suitable for pharmacological testing (hydrogen maleates, hydrogen oxalates and hydrochlorides). The products were tested by selected methods of biochemical and behavioural pharmacology.

Keywords: Excitatory amino acids; Anticonvulsants; Pyrrolidine-2-carboxamides.