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Licarbazepine

From Wikipedia, the free encyclopedia
Active metabolite of oxcarbazepine
Pharmaceutical compound
Licarbazepine
Top: (R)-(−)-licarbazepine
Bottom: (S)-(+)-licarbazepine
Clinical data
ATC code
  • None
Pharmacokinetic data
Protein binding<40%
MetabolitesGlucuronides
ExcretionMainlyrenal
Identifiers
  • (RS)-10,11-Dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.122.427Edit this at Wikidata
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 avoltage-gated sodium channelblocker withanticonvulsant andmood-stabilizing effects that is related tooxcarbazepine.[1] It is anactive metabolite ofoxcarbazepine.[1][2] In addition, anenantiomer of licarbazepine,eslicarbazepine ((S)-(+)-licarbazepine), is an active metabolite ofeslicarbazepine acetate.[1][2] Oxcarbazepine and eslicarbazepine acetate are inactive on their own, and behave instead asprodrugs to licarbazepine and eslicarbazepine, respectively, to produce their therapeutic effects.[1][2]

References

[edit]
  1. ^abcdSingh RP, Asconapé JJ (2011)."A review of eslicarbazepine acetate for the adjunctive treatment of partial-onset epilepsy".Journal of Central Nervous System Disease.3:179–87.doi:10.4137/JCNSD.S4888.PMC 3663619.PMID 23861647.
  2. ^abcBialer M, Soares-da-Silva P (June 2012)."Pharmacokinetics and drug interactions of eslicarbazepine acetate".Epilepsia.53 (6):935–46.doi:10.1111/j.1528-1167.2012.03519.x.PMID 22612290.S2CID 21233948.
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