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Carbamazepine 10,11-Epoxide (CAS 36507-30-9)

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Alternate Names:
10,11-Epoxycarbamazepine
Application:
Carbamazepine 10,11-Epoxide is a Carbamazepine metabolite
CAS Number:
36507-30-9
Purity:
≥96%
Molecular Weight:
252.27
Molecular Formula:
C15H12N2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Carbamazepine 10,11-Epoxide is a metabolite of Carbamazepine. Representative lots contained 1-2% carbamazepine by HPLC. Although the exact mechanism of action of Carbamazepine-10,11-epoxide remains incompletely elucidated, it is hypothesized to exert its effects by inhibiting sodium channels responsible for action potential generation and propagation. Moreover, it seems to influence the GABAergic system, which plays a role in regulating seizure activity. Furthermore, Carbamazepine-10,11-epoxide has been observed to modulate the activity of the NMDA receptor, which is implicated in memory and learning processes.


Carbamazepine 10,11-Epoxide (CAS 36507-30-9) References

  1. Simultaneous determination of zonisamide, carbamazepine and carbamazepine-10,11-epoxide in infant serum by high-performance liquid chromatography.  |  Yoshida, T., et al. 2006. J Pharm Biomed Anal. 41: 1386-90. PMID: 16597494
  2. Quantification of carbamazepine, carbamazepine-10,11-epoxide, phenytoin and phenobarbital in plasma samples by stir bar-sorptive extraction and liquid chromatography.  |  Queiroz, RH., et al. 2008. J Pharm Biomed Anal. 48: 428-34. PMID: 18486397
  3. In vivo solid-phase microextraction for single rodent pharmacokinetics studies of carbamazepine and carbamazepine-10,11-epoxide in mice.  |  Vuckovic, D., et al. 2011. J Chromatogr A. 1218: 3367-75. PMID: 20723905
  4. First HPLC-UV method for rapid and simultaneous quantification of phenobarbital, primidone, phenytoin, carbamazepine, carbamazepine-10,11-epoxide, 10,11-trans-dihydroxy-10,11-dihydrocarbamazepine, lamotrigine, oxcarbazepine and licarbazepine in human plasma.  |  Serralheiro, A., et al. 2013. J Chromatogr B Analyt Technol Biomed Life Sci. 925: 1-9. PMID: 23507454
  5. Carbamazepine-10,11-epoxide in epilepsy. A pilot study.  |  Tomson, T., et al. 1990. Arch Neurol. 47: 888-92. PMID: 2375696
  6. Development of a monoclonal antibody-based immunochromatographic assay for the detection of carbamazepine and carbamazepine-10, 11-epoxide.  |  Zhou, S., et al. 2020. J Chromatogr B Analyt Technol Biomed Life Sci. 1141: 122036. PMID: 32109745
  7. Carbamazepine and carbamazepine-10,11-epoxide inhibit amygdala-kindled seizures in the rat but do not block their development.  |  Weiss, SR. and Post, RM. 1987. Clin Neuropharmacol. 10: 272-9. PMID: 3454717
  8. Antiseizure Medication Concentrations During Pregnancy: Results From the Maternal Outcomes and Neurodevelopmental Effects of Antiepileptic Drugs (MONEAD) Study.  |  Pennell, PB., et al. 2022. JAMA Neurol. 79: 370-379. PMID: 35157004
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  10. Individual and combined antiepileptic and neurotoxic activity of carbamazepine and carbamazepine-10,11-epoxide in mice.  |  Bourgeois, BF. and Wad, N. 1984. J Pharmacol Exp Ther. 231: 411-5. PMID: 6491988
  11. Potent therapeutic effect of carbamazepine-10,11-epoxide in trigeminal neuralgia.  |  Tomson, T. and Bertilsson, L. 1984. Arch Neurol. 41: 598-601. PMID: 6721732
  12. Single-dose kinetics and metabolism of carbamazepine-10,11-epoxide.  |  Tomson, T., et al. 1983. Clin Pharmacol Ther. 33: 58-65. PMID: 6848300
  13. Seizure exacerbation and status epilepticus related to carbamazepine-10,11-epoxide.  |  So, EL., et al. 1994. Ann Neurol. 35: 743-6. PMID: 8210232
  14. Teratogenicity of carbamazepine-10, 11-epoxide and oxcarbazepine in the SWV mouse.  |  Bennett, GD., et al. 1996. J Pharmacol Exp Ther. 279: 1237-42. PMID: 8968346

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Carbamazepine 10,11-Epoxide, 25 mg

sc-211013
25 mg
$298.00