Collect. Czech. Chem. Commun. 1986, 51, 2063-2070

Conformational structure of the local anaesthetic lidocaine, its cation, and hydrofluoride

Milan Remko

Department of Pharmaceutical Chemistry, Comenius University, 832 32 Bratislava


The PCILO quantum chemical method was applied to the conformational analysis of the local anaesthetic lidocaine (2-diethylaminoacet-2',6'-dimethylanilide), its cation and hydrofluoride. The stable conformations, proton affinity, and the hydrogen bonding energy of the lidocaine ion pair were determined. The results are compared with published data and discussed in terms of the present theories of the mechanism accounting for the activity of these drugs.