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QuickView for Oxcarbazepine (compound)

Name: oxcarbazepine
PubChem Compound ID: 34312
Molecular formula: C15H12N2O2
Molecular weight: 252.268 g/mol
GP-47680; KBio2_007291; Oxcarbazepinum [INN-Latin]; Trileptal; Oxcarbazepine; KBio3_002677; Oxcarbazepina [INN-Spanish]; MLS000084586; C07492; Spectrum2_000483.
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Name: oxcarbazepine
Name (isomeric): DB00776
Drug Type: small molecule
Brand: Trileptal
Category: Anticonvulsants
CAS number: 28721-07-5
Indication: For use as monotherapy or adjunctive therapy in the treatment of partial seizures in adults with epilepsy and as adjunctive therapy in the treatment of partial seizures in children ages 4-16 with epilepsy.
Oxcarbazepine is structurally a derivative of carbamazepine, adding an extra oxygen atom to the benzylcarboxamide group. 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 ...
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Mechanism of Action:
The exact mechanism by which oxcarbazepine exerts its anticonvulsant effect is unknown. It is known that the pharmacological activity of oxcarbazepine occurs primarily through its 10-monohydroxy metabolite (MHD). In vitro studies indicate an MHD-induced blockade of voltage-sensitive sodium channels, resulting in stabilization of hyperexcited neuron...
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Absorption: Completely absorbed following oral administration. Food has no effect on the rate and extent of absorption of oxcarbazepine.
Protein binding: Approximately 40% of the active 10-monohydroxy metabolite (MHD) is bound to serum proteins, predominantly to albumin. Neither oxcarbazepine nor its MHD binds with alpha-1–acid blycoprotein.
Biotransformation: Oxcarbazepine is completely absorbed and extensively metabolized to its pharmacologically active 10-monohydroxy metabolite (MHD). MHD is metabolized further by conjugation with glucuronic acid.
Route of elimination: Oxcarbazepine is cleared from the body mostly in the form of metabolites which are predominantly excreted by the kidneys. Fecal excretion accounts for less than 4% of the administered dose.
Half Life: The half-life of the parent is about 2 hours, while the half-life of MHD is about 9 hours, so that MHD is responsible for most anti-epileptic activity.
Toxicity: Isolated cases of overdose with oxcarbazepine have been reported. The maximum dose taken was approximately 24,000 mg. All patients recovered with symptomatic treatment.
Affected organisms: Humans and other mammals
Food interaction:
Take without regard to meals. Avoid alcohol.
Drug interaction:
TemsirolimusOxcarbamazepine may increase the metabolism of Temsirolimus decreasing its efficacy. Concomitant therapy should be avoided.
FosphenytoinOxcarbazepine increases the effect of hydantoin
MephenytoinOxcarbazepine increases the effect of hydantoin
FelodipineOxcarbazepine decreases the levels of felodipine
MestranolOxcarbazepine decreases the effect of the contraceptive
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