ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Molecular Modelling Study of the Lidocaine, Procaine, and Their Metabolites

M. Remko, J. Sivý, and V. Kettmann

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Comenius University, SK-832 32 Bratislava

Abstract: The AM1 quantum-chemical method has been used to determine stable structures and proton affinities df local anaesthetics Lidocaine, procaine, and their main metabolites. The reaction enthalpies for the deethylation and hydroxylation of the lidocaine and the hydrolysis of procaine were computed. The lipophilic properties of these compounds were also investigated. The observed relative activities of lidocaine and its active metabolites correlated with both the calculated proton affinity and lipophilicity of these compounds.

Full paper in Portable Document Format: 501a35.pdf

Chemical Papers 50 (1) 35–40 (1996)