M. Remko, V. Frecer, J. Čižmárik
1983
Citations
0
Influential Citations
4
Citations
Journal
Archiv der Pharmazie
Abstract
The semi‐empirical PCILO method has been used to determine stable conformations of methyl phenylcarbamate and its m‐ and p‐methoxy derivatives as model compounds of the local anesthetics of the carbamate type. The calculations show that the most stable conformations correspond to the nonplanar conformers in which the carbamate group is twisted by 35 degrees out of the plane of the benzene ring. The carbamate group is nonplanar, but the deviation from planarity is small. The stereochemistry of the carbamate group is independent of the m‐ and p‐methoxy substitution. The results of the calculations are compared with experimental data. The electron distributions of the most stable conformers were calculated by the semi empirical INDO method.