Oxcarbazepine
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Oxcarbazepine
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Systematic (IUPAC) name | |
10,11-Dihydro-10-oxo-5 H -dibenz(b,f)azepine-5-carboxamide | |
Identifiers | |
CAS number | 28721-07-5 |
ATC code | N03AF02 |
PubChem | 34312 |
DrugBank | APRD01308 |
Chemical data | |
Formula | C15H12N2O2 |
Mol. weight | 252.268 g/mol |
Pharmacokinetic data | |
Bioavailability | > 95% |
Protein binding | ? |
Metabolism | Liver (Cytosolic Enzymes & Glucuronic Acid) |
Half life | 1-5 hours (healthy adults) |
Excretion | Renal |
Therapeutic considerations | |
Pregnancy cat. |
C(US) |
Legal status |
℞-only(US) |
Routes | Oral (Tablets or Suspension) |
Oxcarbazepine (marketed as Trileptal® by Novartis) is an anticonvulsant and mood stabilizing drug, used primarily in the treatment of epilepsy and bipolar disorder.
Oxcarbazepine is structurally a derivative of carbamazepine, adding an extra oxygen atom on the dibenzazepine ring. This difference helps reduce the impact on the liver of metabolizing the drug, and also prevents the serious forms of anemia occasionally associated with carbamazepine. Aside from this reduction in side effects, it is thought to have the same mechanism as carbamazepine - sodium channel inhibition - and is generally used to treat the same conditions.
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[edit] Side effects
Oxcarbazepine occasionally causes fatigue, nausea, vomiting, headache, dizziness, drowsiness, and blurred or double vision. It can cause hyponatremia, so blood sodium levels should be tested if the patient complains of severe fatigue. Along with these side effects, pseudo side effects have also been that of desires for salty food, i.e. potato chips.
[edit] History
First synthesized in 1966, it was approved for use as an anticonvulsant in Denmark in 1990. It was approved in Spain in 1993, in Portugal in 1997, and eventually for all other EU countries in 1999. It was approved in the US in 2000.
[edit] Other information
Oxcarbazapine may cause oral hormonal contraceptives to be less effective.
[edit] External links
- Oxcarbazepine / Trileptal Fact Sheet
- Explanatory article
- Diagram illustrating the chief difference between oxcarbazepine and carbamazepine
- RxList entry
- http://www.psycheducation.org/depression/meds/moodstabilizers.htm
- http://www.psycheducation.org/depression/meds/trileptal.htm
- DrugBank entry
[edit] References
- ChemicalLand21.com: Oxcarbazepine
- Trileptal Story
- Trileptal.com(Novartis)
- Prescribing Information(PDF)