V. Kettmann et J. Sivy, A RECEPTOR INTERACTION-MODEL FOR PHENYLCARBAMATE LOCAL-ANESTHETICS, Zeitschrift fur Naturforschung. C, A journal of biosciences, 50(9-10), 1995, pp. 708-714
We report here a molecular modeling study of selected conformationally
constrained phenylcarbamate local anesthetics in relation to the avai
lable pharmacological data that enabled us to develop a receptor-inter
action model for this class of drugs. The validity of the model was co
nfirmed on other semirigid analogues prepared for-this study. The resu
lts suggest that the phenyl ring is most likely involved in a stacking
interaction with a complementary receptor site and the tertiary ammon
ium group is capable of both hydrogen bonding and lipophilic interacti
ons.