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Lidocaine and bupivacaine are local anaesthetics used clinically to numb tissue in a specific area. The anaesthetic effect of lidocaine starts twice as fast as bupivacaine, although it lasts half as long or less. It is still unclear why there is an offset of action and different numbing effect duration between these two drugs. In this work, we investigate the thermodynamic cause of such a difference on the anaesthetic effects of the ionised forms of lidocaine and bupivacaine. We applied the Membrane Multi-Phase Solvation Model (MMPSM) to estimate the free energy and partition coefficient of transferring the drugs from the aqueous environment to the membrane interior. The thermodynamic analysis shows that lidocaine diffuses into the membrane faster (higher probability), but bupivacaine takes longer to diffuse outside the membrane (lower probability). These results provide a plausible explanation of the differences in the anaesthesia onset and duration.

Differences in the local anaesthesia effect by lidocaine and bupivacaine based on free energy analysis