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Merck
CN

O3764

Oxcarbazepine

≥98% (HPLC), solid

Synonym(s):

10,11-Dihydro-10-oxo-5h-dibenz[b,f]azepine-5-carboxamide, Oxacarbazepine

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About This Item

Empirical Formula (Hill Notation):
C15H12N2O2
CAS Number:
28721-07-5
Molecular Weight:
252.27
NACRES:
NA.77
PubChem Substance ID:
24724563
UNSPSC Code:
12352200
EC Number:
249-188-8
MDL number:
MFCD00865307

Key Documents

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Product Name

Oxcarbazepine, ≥98% (HPLC), solid

InChI key

CTRLABGOLIVAIY-UHFFFAOYSA-N

InChI

1S/C15H12N2O2/c16-15(19)17-12-7-3-1-5-10(12)9-14(18)11-6-2-4-8-13(11)17/h1-8H,9H2,(H2,16,19)

SMILES string

O=C1CC2=C(C=CC=C2)N(C(N)=O)C3=CC=CC=C31

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: ~9 mg/mL

originator

Novartis

Quality Level

100

Gene Information

human ... SCN10A(6336), SCN11A(11280), SCN1A(6323), SCN2A(6326), SCN3A(6328), SCN4A(6329), SCN5A(6331), SCN7A(6332), SCN8A(6334), SCN9A(6335)
rat ... Scnn1g(24768)

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Application

Oxcarbazepine has been used in reversed-phase high-performance liquid chromatography of human epileptic brain endothelial cells.

Biochem/physiol Actions

Anticonvulsant, antineuralgic. Inhibits veratrine-induced transmitter release.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

General description

Oxcarbazepine (OXC) is the keto-analog of carbamazepine. Unlike carbamazepine, oxcarbazepine has no side effects. It is an antiepileptic drug, with an antineuralgic property. It has a pharmacokinetic advantage over carbamazepine. It is prescribed for neuropathic pain and serves as an effective pain reliever in trigeminal neuralgia. The catabolism of OXC to its monohydroxy derivative has significant pharmacologic property. It modulates potassium channels and voltage-dependent sodium channels. OXC modulates V2 receptor-G protein complex in collecting tubules and is used for treating diabetes insipidus.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000443971
0000443971
0000364126
0000364126
0000229017

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Oxcarbazepine Therapy for Complete Central Diabetes Insipidus.
Abdallah B, et al.
Case Reports in Neurological Medicine, 8(1), 20-24 (2018)
Joanna M Zakrzewska et al.
Pain, 95(3), 259-266 (2002-02-13)
Trigeminal neuralgia is a recurrent severe shooting neuropathic pain which can be managed both pharmacologically and surgically. However, there are no prospective data that compare these two therapeutic strategies. This study therefore aimed to assess long-term outcome in patients with
E Perucca
Fundamental & clinical pharmacology, 15(6), 405-417 (2002-02-28)
Although older generation antiepileptic drugs (AEDs) such as carbamazepine, phenytoin and valproic acid continue to be widely used in the treatment of epilepsy, these drugs have important shortcomings such as a highly variable and nonlinear pharmacokinetics, a narrow therapeutic index
Oxcarbazepine: Drug of the Future in the Treatment of Trigeminal Neuralgia.
Chole R, et al.
Journal of Indian Academy of Oral Medicine and Radiology, 23(1), S340-S343 (2011)
Clinical pharmacogenetics implementation consortium guideline for HLA genotype and use of carbamazepine and oxcarbazepine: 2017 update.
Phillips EJ, et al.
Clinical Pharmacology and Therapeutics, 103(4), 574-581 (2018)
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