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C4206

Supelco

Carbamazepine 10,11-epoxide

analytical standard

Synonym(s):

1a,10b-Dihydro-6H-dibenzo(b,f)oxireno[d]azepine-6-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C15H12N2O2
CAS Number:
Molecular Weight:
252.27
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

assay

≥98% (HPLC)

technique(s)

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

storage temp.

−20°C

SMILES string

NC(=O)N1c2ccccc2C3OC3c4ccccc14

InChI

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

InChI key

ZRWWEEVEIOGMMT-UHFFFAOYSA-N

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General description

Carbamazepine 10,11-epoxide is a metabolite of the drug carbamazepine.

Application

Carbamazepine 10,11-epoxide may be used as a test material in the quantification of histone deacetylases(HDAC) inhibition using fluorescent HDAC activity assay.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

First metabolite of carbamazepine

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Ana Fortuna et al.
Analytical and bioanalytical chemistry, 397(4), 1605-1615 (2010-04-20)
For the first time, a simple, selective and accurate high-performance liquid chromatography method with ultraviolet detection was developed and validated to quantify simultaneously three structurally related antiepileptic drugs; carbamazepine, oxcarbazepine, and the recently launched eslicarbazepine acetate and their main metabolites
Sigrid Mennickent et al.
Journal of separation science, 32(9), 1454-1458 (2009-03-31)
An instrumental planar chromatographic (HPTLC) method for quantification of carbamazepine in human serum was developed using liquid-liquid extraction with dichloromethane, fluorescence activation with perchloric acid 60%/ethanol/water (1:1:1, v/v) and fluorescence detection. Planar chromatographic separation was performed on precoated silica gel
Terumitsu Yoshida et al.
Journal of pharmaceutical and biomedical analysis, 41(4), 1386-1390 (2006-04-07)
This study developed a simple method for the simultaneous determination of zonisamide (ZNS), carbamazepine (CBZ) and its active metabolite, carbamazepine-10,11-epoxide (CBZE) in infant serum using reversed-phase high-performance liquid chromatograph (HPLC). The method involves a single-step protein precipitation procedure that uses
Kyoung-Ah Kim et al.
European journal of clinical pharmacology, 61(4), 275-280 (2005-05-26)
Carbamazepine (CBZ) undergoes biotransformation by CYP3A4 and CYP2C8, and glucuronide conjugation. There has been no clear demonstration to reveal the role of glucuronidation in the disposition of CBZ. We evaluated the effect of probenecid, a UDP-glucuronosyltransferase inhibitor, on the pharmacokinetics
Andreas S Beutler et al.
Life sciences, 76(26), 3107-3115 (2005-04-27)
Carbamazepine (CBZ) is a common antiepileptic drug (AED) that acts through multiple mechanisms including blockade and potentiation of cation channels and modulation of neurotransmitter levels. Whether it affects any component of the gene transcription machinery is unknown. Histone deacetylases (HDAC)

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