4-Substituted carbamazepine derivatives: Conformational analysis and sodium channel-blocking properties.
Bioorg Med Chem
; 26(9): 2508-2513, 2018 05 15.
Article
en En
| MEDLINE
| ID: mdl-29673716
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/CH3-substituted carbamazepine derivatives showed greater inhibitory effects on hNav1.2 channel currents compared with carbamazepine, although no difference in the activity between enantiomers was observed.
Palabras clave
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Carbamazepina
/
Bloqueadores de los Canales de Sodio
/
Canal de Sodio Activado por Voltaje NAV1.2
Límite:
Animals
/
Humans
Idioma:
En
Revista:
Bioorg Med Chem
Asunto de la revista:
BIOQUIMICA
/
QUIMICA
Año:
2018
Tipo del documento:
Article
País de afiliación:
Japón