Licarbazepine

Licarbazepine
Top: (R)-(−)-licarbazepine
Bottom: (S)-(+)-licarbazepine
Clinical data
ATC code
  • None
Pharmacokinetic data
Protein binding<40%
MetabolitesGlucuronides
ExcretionMainly renal
Identifiers
  • (RS)-10,11-Dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.122.427
Chemical and physical data
FormulaC15H14N2O2
Molar mass254.289 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • NC(=O)N1c2ccccc2CC(O)c3ccccc13
  • 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 enantiomer 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.

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