4-Substituted carbamazepine derivatives: Conformational analysis and sodium channel-blocking properties
2018
Abstract The physicochemical properties of 4-substituted carbamazepine derivatives were investigated. It was elucidated that the 4-substitution is not effective in reducing the rotations ( E / Z ) about the N—C1′ axes around the outer carbamoyl moiety. However, the atropisomers were isolated with high stereochemical stability, meaning that the 4-substitution reduced the butterfly motion of the tricyclic ring system efficiently. The Cl/CH 3 -substituted carbamazepine derivatives showed greater inhibitory effects on hNa v 1.2 channel currents compared with carbamazepine, although no difference in the activity between enantiomers was observed.
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