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C4206

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
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
MDL number:
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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

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


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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G Bellucci et al.
Journal of medicinal chemistry, 30(5), 768-773 (1987-05-01)
Carbamazepine 10,11-oxide (1a,10b-dihydro-6H-dibenzo[b,f]oxireno[d]azepine-6-carboxamide), a key intermediate in carbamazepine metabolism, was found to be unusually resistant to enzymatic hydrolysis when incubated with microsomal and cytosolic fractions from rabbit, rat, and guinea pig livers. However, its hydrolysis product, trans-10,11-dihydro-10,11-dihydroxy-5H-dibenzo[b,f]azepine-5-carboxamide , was excreted
Ying-Chang Chi et al.
Toxicology and applied pharmacology, 263(3), 315-322 (2012-07-21)
Carbamazepine (CBZ), an antiepileptic with narrow therapeutic window, is a substrate of CYP 3A which metabolizes CBZ to carbamazepine-10,11-epoxide (CBZE), an active metabolite. This study investigated the acute and chronic effects of Polygonum cuspidatum (PC), a resveratrol-rich nutraceutical, on the
Ping Ji et al.
Journal of clinical pharmacology, 48(8), 948-956 (2008-06-04)
The effect of efavirenz on the pharmacokinetics of carbamazepine and vice versa was investigated in adult healthy subjects in a randomized, open-label, 2-period crossover, multiple-dose study. Subjects were randomized to receive either efavirenz 600 mg qd for 14 days or



Global Trade Item Number

SKUGTIN
C4206-5MG04061833284568
C4206-25MG04061833491836