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Molecular Pharmacology, Vol 8, 278-284, Copyright © 1972 by the American Society for Pharmacology and Experimental Therapeutics

Quantum-Mechanical Study of the Conformational Properties of Drugs with Local Anesthetic Action

J. L. COUBEILS 1 and B. PULLMAN 1

1 Institut de Biologie Physico-Chimique, Laboratoire de Biochimie Théorique associé au Centre National de la Recherche Scientifique, Paris 5e France

Quantum-mechanical calculations have been performed, by the method of perturbative configuration interaction using localized orbitals, on the conformational properties of models for local anesthetics belonging to the class of esters of the general formula

See PDF for Equation

for n = 1, 2, 3, and for the anilide drug lidocaine. The results indicate that in spite of the different numbers of intermediate carbons, the distances between the carbonyl and amino groups of the esters are similar in some of their stable conformations. This suggests that they may react with the same receptor.

Submitted on September 20, 1971






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