Oxcarbazepine - Moligand™, ≥98% , Sodium channel alpha subunit blocker, CAS No.28721-07-5, Sodium channel alpha subunit blocker

CAS: 28721-07-5 Cat. No.: O104504 Molecular Weight: 252.27 EC Number: 249-188-8

GRADE & PURITY Moligand™, ≥98%

Synonyms

OXCARBAZEPINE (USP-RS) | Oxcarbazepinum | DTXSID0045703 | OCBZ | OXCARBAZEPINE [MART.] | Oxcarbazepine [USAN:USP:INN:BAN] | UNII-VZI5B1W380 | EINECS 249-188-8 | HMS2090F13 | MFCD00865307 | MLS000084586 | OXCARBAZEPINE [USAN] | Spectrum2_000483 | 10,11-Dih

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

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.

Oxcarbazepine (GP 47680) inhibits the binding of [3H]BTX to sodium channels with IC50 of 160 μM and also inhibits the influx of 22Na+ into rat brain synaptosomes with IC50 about 100 μM.

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

Specifications

Synonyms

OXCARBAZEPINE (USP-RS) | Oxcarbazepinum | DTXSID0045703 | OCBZ | OXCARBAZEPINE [MART.] | Oxcarbazepine [USAN:USP:INN:BAN] | UNII-VZI5B1W380 | EINECS 249-188-8 | HMS2090F13 | MFCD00865307 | MLS000084586 | OXCARBAZEPINE [USAN] | Spectrum2_000483 | 10, 11-Dih

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Sodium channel inhibitor. A structural derivative of carbamazepine. A prodrug which is activated to eslicarbazepine in vivo. Shows anticonvulsant activity.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

BLOCKER

Mechanism of action

Sodium channel alpha subunit blocker

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Product Properties

• ALogP: 1.7

Names and Identifiers

• Pubchem Sid: 504753526
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753526
• Canonical Smiles: C1C2=CC=CC=C2N(C3=CC=CC=C3C1=O)C(=O)N
• IUPAC Name: 5-oxo-6H-benzo[b][1]benzazepine-11-carboxamide
• InChIKey: 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)
• Isomeric SMILES: C1C2=CC=CC=C2N(C3=CC=CC=C3C1=O)C(=O)N
• WGK Germany: 3
• RTECS: HN8445000
• Molecular Weight: 252.27
• Reaxy-Rn: 1474055
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1474055&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzazepines
      • Subclass Dibenzazepines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzazepines
• Subclass: Dibenzazepines
• Intermediate Tree Nodes: Not available
• Direct Parent: Dibenzazepines
• Alternative Parents: Aryl alkyl ketones Azepines Benzenoids Vinylogous amides Isoureas Azacyclic compounds Organopnictogen compounds Organic oxides Imines Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Dibenzazepine - Aryl ketone - Aryl alkyl ketone - Azepine - Benzenoid - Vinylogous amide - Isourea - Ketone - Carboximidic acid derivative - Azacycle - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Imine - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as dibenzazepines. These are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.
• External Descriptors: cyclic ketone - dibenzoazepine

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PDE5A Tclin Phosphodiesterase 5A (5113 Activities)

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EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)

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CA2 Tclin Carbonic anhydrase II (17698 Activities)

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ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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HMGCR Tclin HMG-CoA reductase (2475 Activities)

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NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

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INSR Tclin Insulin receptor (5558 Activities)

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PGR Tclin Progesterone receptor (8562 Activities)

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ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)

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CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

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ADRB1 Tclin Beta-1 adrenergic receptor (6630 Activities)

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HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

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ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)

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AR Tclin Androgen Receptor (11781 Activities)

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CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

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VDR Tclin Vitamin D receptor (26531 Activities)

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ACE Tclin Angiotensin-converting enzyme (1423 Activities)

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DRD2 Tclin Dopamine D2 receptor (23596 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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CNR1 Tclin Cannabinoid CB1 receptor (20913 Activities)

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DRD1 Tclin Dopamine D1 receptor (9720 Activities)

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DRD4 Tchem Dopamine D4 receptor (7907 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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SLC6A2 Tclin Norepinephrine transporter (10102 Activities)

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HRH2 Tclin Histamine H2 receptor (5428 Activities)

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ADRA1D Tclin Alpha-1d adrenergic receptor (4171 Activities)

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HTR1B Tclin Serotonin 1b (5-HT1b) receptor (2801 Activities)

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HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 Activities)

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HTR2C Tclin Serotonin 2c (5-HT2c) receptor (11471 Activities)

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ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

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CALCR Tclin Calcitonin receptor (2215 Activities)

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SLC6A4 Tclin Serotonin transporter (12625 Activities)

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ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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HRH1 Tclin Histamine H1 receptor (7573 Activities)

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ADRA1B Tclin Alpha-1b adrenergic receptor (2912 Activities)

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OPRM1 Tclin Mu opioid receptor (19785 Activities)

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DRD3 Tclin Dopamine D3 receptor (14368 Activities)

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AVPR1A Tclin Vasopressin V1a receptor (5412 Activities)

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OPRD1 Tclin Delta opioid receptor (15096 Activities)

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OPRK1 Tclin Kappa opioid receptor (16155 Activities)

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SLC6A3 Tclin Dopamine transporter (10535 Activities)

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KCNH2 Tclin HERG (29587 Activities)

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HTR4 Tclin Serotonin 4 (5-HT4) receptor (2068 Activities)

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ESR2 Tclin Estrogen receptor beta (9272 Activities)

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CYSLTR1 Tclin Cysteinyl leukotriene receptor 1 (2118 Activities)

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ERBB2 Tclin Receptor protein-tyrosine kinase erbB-2 (7851 Activities)

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CHRM4 Tclin Muscarinic acetylcholine receptor M4 (6041 Activities)

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CHRM5 Tclin Muscarinic acetylcholine receptor M5 (4677 Activities)

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Associated Targets(non-human)

Agtr2 Angiotensin II type 2 (AT-2) receptor (803 Activities)

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Mc4r Melanocortin receptor 4 (1205 Activities)

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Ltc4s Leukotriene C4 synthase (1 Activities)

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Sigmar1 Sigma opioid receptor (160 Activities)

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Npy1r Neuropeptide Y receptor type 1 (8 Activities)

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Cckar Cholecystokinin A receptor (90 Activities)

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Nos2 Nitric oxide synthase, inducible (3573 Activities)

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Mapk1 MAP kinase ERK2 (650 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Galc Galactocerebrosidase (11 Activities)

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Mmp9 Matrix metalloproteinase 9 (38 Activities)

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Scn8a Sodium channel protein type VIII alpha subunit (53 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Plasmodium falciparum (966862 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Rattus norvegicus (775804 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Plasma (328 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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NS1 Nonstructural protein 1 (33327 Activities)

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Scn2a Sodium channel alpha subunits; brain (Types I, II, III) (344 Activities)

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Whole blood (71 Activities)

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Glra2 Glycine receptor (1745 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO: ~9 mg/mL；Soluble in DMSO, methanol, water, ethanol and acetone.
• Melt Point(°C): 216°C(dec.)(lit.)
• Molecular Weight: 252.270 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 252.09 Da
• Monoisotopic Mass: 252.09 Da
• Topological Polar Surface Area: 63.400 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 382.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yuanyuan Fu, Zhentao Li, Changjun Hu, Qiaoyan Li, Zilin Chen.  (2023)  In-situ immobilization of covalent organic frameworks as stationary phase for capillary electrochromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:37442070] [10.1016/j.chroma.2023.464205]

2. Chunyan Hu, Jianyi Li, Juncheng Ke, Jianjun Liang, Qiuliang Liu, Qiliang Wang, Wentao Huang.  (2022)  The preparation and removal performance of carbamazepine/oxcarbazepine double template magnetic molecularly imprinted polymers.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2022.122556]

3. Cong Pan, Libin Fu, Fenna Lide, Yaobin Ding, Chengjun Wang, Jia Huang, Shaobin Wang.  (2021)  Insights into bromate reduction by Fe(II): Multiple radicals generation and carbamazepine oxidation.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.133957]

4. Tongcai Liu, Kai Yin, Chengbin Liu, Jinming Luo, John Crittenden, Weiqiu Zhang, Shenglian Luo, Qunying He, Yongxiu Deng, Hui Liu, Danyu Zhang.  (2018)  The role of reactive oxygen species and carbonate radical in oxcarbazepine degradation via UV, UV/H2O2: Kinetics, mechanisms and toxicity evaluation.  WATER RESEARCH,      [PMID:30312793] [10.1016/j.watres.2018.10.007]

5. Bu Lingjun, Zhou Shiqing, Shi Zhou, Deng Lin, Li Guangchao, Yi Qihang, Gao Naiyun.  (2015)  Degradation of oxcarbazepine by UV-activated persulfate oxidation: kinetics, mechanisms, and pathways.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  23  (3): (2848-2855).  [PMID:26452660] [10.1007/s11356-015-5524-1]

6. Shuchao Wu, Wei Xu, Qamar Subhani, Bingcheng Yang, Deying Chen, Yan Zhu, Lanjuan Li.  (2012)  Ion chromatography combined with online electrochemical derivatization and fluorescence detection for the determination of carbamazepine in human plasma.  TALANTA,      [PMID:23158361] [10.1016/j.talanta.2012.09.039]

7. Jilong Wang, Qi Xiang, Ye Han, Zeyu Ma, Wei Cheng, Jie Sun, Shaobin Wang.  (2025)  Metal-free heterogeneous electro-Fenton with solid polymer electrolytes: A novel self-supporting system for PPCPs decontamination.  Journal of Environmental Chemical Engineering,      [PMID:] [10.1016/j.jece.2025.117854]

8. Qin He, Jian-Jun Liang, Li-Xi Chen, Shu-Li Chen, Huai-Li Zheng, Hong-Xia Liu, Hui-Jie Zhang.  (2019)  Removal of the environmental pollutant carbamazepine using molecular imprinted adsorbents: Molecular simulation, adsorption properties, and mechanisms.  WATER RESEARCH,      [PMID:31629229] [10.1016/j.watres.2019.115164]

9. Yu-Fei Zhang, Zheng Yu, Zhao Zhao, Le-Qing Xu, Xun-Yi Wu, Chun-Lai Ma.  (2025)  Simultaneous Determination of Multiple Anti-Seizure Medications in Human Plasma Using High-Performance Liquid Chromatography-Tandem Mass Spectrometry with Positive/Negative Ion-Switching Ionization Mode for Therapeutic Drug Monitoring.  JOURNAL OF SEPARATION SCIENCE,  48  (4): (e70151).  [PMID:40263740] [10.1002/jssc.70151]