MOLECULAR MODELING STUDY OF THE LIDOCAINE, PROCAINE, AND THEIR METABOLITES

The AM1 quantum-chemical method has been used to determine stable stru ctures and proton affinities df local anaesthetics Lidocaine, procaine , and their main metabolites. The reaction enthalpies for the deethyla tion 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 a ctive metabolites correlated with both the calculated proton affinity and lipophilicity of these compounds.