Licarbazepine

Licarbazepine

Top: (R)-(−)-licarbazepine Bottom: (S)-(+)-licarbazepine
Clinical data
ATC code	None
Pharmacokinetic data
Protein binding	<40%
Metabolites	Glucuronides
Excretion	Mainly renal
Identifiers
IUPAC name (RS)-10,11-Dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
CAS Number	29331-92-8
PubChem CID	114709
ChemSpider	102704
UNII	XFX1A5KJ3V
KEGG	D09215
ChEMBL	CHEMBL1067
ECHA InfoCard	100.122.427
Chemical and physical data
Formula	C15H14N2O2
Molar mass	254.28 g/mol
3D model (JSmol)	Interactive image
Chirality	Racemic mixture
SMILES NC(=O)N1c2ccccc2CC(O)c3ccccc13
InChI InChI=1S/C15H14N2O2/c16-15(19)17-12-7-3-1-5-10(12)9-14(18)11-6-2-4-8-13(11)17/h1-8,14,18H,9H2,(H2,16,19) Key:BMPDWHIDQYTSHX-UHFFFAOYSA-N

Licarbazepine is a voltage-gated sodium channel blocker with anticonvulsant and mood-stabilizing effects that is related to oxcarbazepine. It is an active metabolite of oxcarbazepine. In addition, an isomer of licarbazepine, eslicarbazepine ((S)-(+)-licarbazepine), is an active metabolite of eslicarbazepine acetate. Oxcarbazepine and eslicarbazepine acetate are inactive on their own, and behave instead as prodrugs to licarbazepine and eslicarbazepine, respectively, to produce their therapeutic effects.