Structure via PubChem · Public domain (PubChem)
oxcarbazepine
Sign in to saveAlso known as TRI476, GP-47680, KIN-493, OCBZ, 10,11-dihydro-10-oxo-5H-dibenz(b,f)azepine-5-carboxamide
Oxcarbazepine, sold under the brand name Trileptal among others, is a medication used to treat epilepsy. For epilepsy it is used for both focal seizures and generalized seizures. It has been used both alone and as add-on therapy in people with bipolar disorder who have had no success with other treatments. It is taken by mouth.
Chemical data
- Formula
- C15H12N2O2
- Molecular weight
- 252.27 g/mol
- IUPAC name
- 5-oxo-6H-benzo[b][1]benzazepine-11-carboxamide
- SMILES
- C1C2=CC=CC=C2N(C3=CC=CC=C3C1=O)C(=O)N
- InChIKey
- CTRLABGOLIVAIY-UHFFFAOYSA-N
- XLogP
- 1.7
- Polar surface area
- 63.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2000
- Admin. routes
- oral
- Indications
- epilepsy, Seizure, partial epilepsy, anxiety
via ChEMBL · EBI
Research
2,740 papers- Pharmacogenomics of oxcarbazepine in the treatment of epilepsy.Pharmacogenomics · 2023
- Oxcarbazepine add-on for drug-resistant focal epilepsy.The Cochrane database of systematic reviews · 2020
- Oxcarbazepine: a review.Seizure · 2000
- Oxcarbazepine.Expert opinion on pharmacotherapy · 2002
- Oxcarbazepine.Epilepsy research. Supplement · 1991
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 252.09
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₅H₁₂N₂O₂
- medical condition treated
- mood disorder
- canonical SMILES
- C1C2=CC=CC=C2N(C3=CC=CC=C3C1=O)C(=O)N
- World Health Organisation international non-proprietary name
- oxcarbazepine
- defined daily dose
- 1
- Commons category
- Oxcarbazepine
- stylized name
- OXcarbazepine
Sources (8)
via Wikidata · CC0
~10 min read
Encyclopedic overview
15 sectionsContents
- Medical uses
- Neurology
- Psychiatry
- Side effects
- Pregnancy
- Breastfeeding
- Interactions
- Pharmacology
- Pharmacokinetics
- Pharmacodynamics
- Pharmacogenetics
- Structure
- History
- Research
- References
Oxcarbazepine, sold under the brand name Trileptal among others, is a medication used to treat epilepsy. For epilepsy it is used for both focal seizures and generalized seizures. It has been used both alone and as add-on therapy in people with bipolar disorder who have had no success with other treatments. It is taken by mouth.
Common side effects include nausea, vomiting, dizziness, drowsiness, double vision and trouble with walking. Serious side effects may include anaphylaxis, liver problems, pancreatitis, suicide ideation, and an abnormal heart beat. While use during pregnancy may harm the baby, use may be less risky than having a seizure. Use is not recommended during breastfeeding. In those with an allergy to carbamazepine there is a 25% risk of problems with oxcarbazepine. How it works is not entirely clear.
Excerpted from Wikipedia’s “oxcarbazepine” article, available under the CC BY-SA 4.0 licence.