CHEBI:701 - licarbazepine

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ChEBI Name licarbazepine
ChEBI ID CHEBI:701
Definition A dibenzoazepine that is 5H-dibenzo[b,f]azepine, reduced across the C-10,11 positions and carrying a carbamoyl substituent at the azepine nitrogen and a hydroxy function at C-10. A voltage-gated sodium channel blocker with anticonvulsant and mood-stabilizing effects, it is related to oxcarbazepine and is an active metabolite of oxcarbazepine.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H14N2O2
Net Charge 0
Average Mass 254.28390
Monoisotopic Mass 254.10553
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)
InChIKey BMPDWHIDQYTSHX-UHFFFAOYSA-N
SMILES NC(=O)N1c2ccccc2CC(O)c2ccccc12
Roles Classification
Biological Role(s): drug allergen
Any drug which causes the onset of an allergic reaction.
sodium channel blocker
An agent that inhibits sodium influx through cell membranes.
Application(s): drug allergen
Any drug which causes the onset of an allergic reaction.
anticonvulsant
A drug used to prevent seizures or reduce their severity.
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ChEBI Ontology
Outgoing licarbazepine (CHEBI:701) has functional parent carbamazepine (CHEBI:3387)
licarbazepine (CHEBI:701) has role anticonvulsant (CHEBI:35623)
licarbazepine (CHEBI:701) has role drug allergen (CHEBI:88188)
licarbazepine (CHEBI:701) has role sodium channel blocker (CHEBI:38633)
licarbazepine (CHEBI:701) is a carboxamide (CHEBI:37622)
licarbazepine (CHEBI:701) is a dibenzoazepine (CHEBI:47804)
licarbazepine (CHEBI:701) is a ureas (CHEBI:47857)
Incoming eslicarbazepine acetate (CHEBI:87016) has functional parent licarbazepine (CHEBI:701)
IUPAC Name
10-hydroxy-10,11-dihydro-5H-dibenzo[b,f]azepine-5-carboxamide
INN Source
licarbazepine ChemIDplus
Synonyms Sources
10,11-Dihydro-10-hydroxycarbamazepine ChemIDplus
10-Hydroxycarbamazepine KEGG COMPOUND
10-Hydroxycarbazepine KEGG COMPOUND
GP 47779 KEGG COMPOUND
Manual Xrefs Databases
C07493 KEGG COMPOUND
Licarbazepine Wikipedia
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Registry Numbers Types Sources
1540211 Reaxys Registry Number Reaxys
29331-92-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22322005 PubMed citation Europe PMC
23507454 PubMed citation Europe PMC
24123382 PubMed citation Europe PMC
24981999 PubMed citation Europe PMC
25261836 PubMed citation Europe PMC
25489632 PubMed citation Europe PMC
Last Modified
12 March 2019