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Oxcarbazepine - Wikipedia, the free encyclopedia

Oxcarbazepine

From Wikipedia, the free encyclopedia

Oxcarbazepine chemical structure
Oxcarbazepine
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.

Contents

[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

300mg Trileptal tablets
Enlarge
300mg Trileptal tablets

[edit] References


Anticonvulsants (N03) edit

Barbiturates: Barbexaclone, Metharbital, Methylphenobarbital, Phenobarbital, Primidone

Hydantoins: Ethotoin, Fosphenytoin, Mephenytoin, Phenytoin -- Oxazolidinediones: Ethadione, Paramethadione, Trimethadione

Succinimides: Ethosuximide, Mesuximide, Phensuximide

Benzodiazepines: Clobazam, Clonazepam, Clorazepate, Diazepam, Lorazepam, Midazolam, Nitrazepam, Temazepam

Carboxamides: Carbamazepine, Oxcarbazepine, Rufinamide -- Fatty acid derivatives: Valpromide, Valnoctamide

Carboxylic acids: Valproic acid (Sodium valproate & Valproate semisodium), Tiagabine -- GABA analogs: Gabapentin, Pregabalin, Progabide, Vigabatrin

Others:- Monosaccharides: Topiramate -- Aromatic allylic alcohols: Stiripentol -- Ureas: Phenacemide, Pheneturide -- Phenyltriazines: Lamotrigine

Carbamates: Emylcamate, Felbamate, Meprobamate -- Pyrrolidines: Brivaracetam, Levetiracetam, Nefiracetam, Seletracetam

Sulfa drugs: Acetazolamide, Ethoxzolamide, Sultiame, Zonisamide -- Propionates: Beclamide -- Aldehydes: Paraldehyde -- Bromides: Potassium bromide

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