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O3764 Sigma-Aldrich

Oxcarbazepine

≥98% (HPLC), solid

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

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Properties

Related Categories Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Fluorination Ready Pharma-Developed Compounds,
Quality Level   100
assay   ≥98% (HPLC)
form   solid
color   white
solubility   DMSO: ~9 mg/mL
originator   Novartis
SMILES string   O=C1CC2=C(C=CC=C2)N(C(N)=O)C3=CC=CC=C31
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)
InChI key   CTRLABGOLIVAIY-UHFFFAOYSA-N
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)

Description

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.

Application

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

Packaging

10, 50 mg in glass bottle

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.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. O3764.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
HN8445000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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