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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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5 MG
$85.20
25 MG
$429.00

About This Item

Empirical Formula (Hill Notation):
C15H12N2O2
CAS Number:
36507-30-9
Molecular Weight:
252.27
MDL number:
MFCD00467137
UNSPSC Code:
41116107
PubChem Substance ID:
329775057
NACRES:
NA.24

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analytical standard

Quality Level

200

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.[1]

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.[1]
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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Certificates of Analysis (COA)

Lot/Batch Number
0000333743
0000321130
SLCQ9669
SLCL7843
SLCM5689

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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
Hai-Zhi Bu et al.
Drug metabolism and disposition: the biological fate of chemicals, 33(12), 1920-1924 (2005-10-06)
The clinical use of carbamazepine (CBZ), an anticonvulsant, is associated with a variety of idiosyncratic adverse reactions that are likely related to the formation of chemically reactive metabolites. CBZ-10,11-epoxide (CBZE), a pharmacologically active metabolite of CBZ, is so stable in
Gwendolyn A McMillin et al.
American journal of clinical pathology, 133(5), 728-736 (2010-04-17)
Carbamazepine is metabolized to an active metabolite known as carbamazepine-10,11-epoxide, or simply the "epoxide" metabolite. The presence of this metabolite can have clinically significant implications in therapeutic drug monitoring of carbamazepine, but accurate quantification of the epoxide metabolite is currently
W Qiu et al.
Phytotherapy research : PTR, 23(11), 1553-1558 (2009-04-17)
The in vivo effects of berberine (BBR), the widely used bioactive herbal ingredient from many traditional Chinese medicinal herbs, on the pharmacokinetics of carbamazepine (CBZ, a substrate of CYP3A) and its metabolite carbamazepine 10,11-epoxide (ECBZ), digoxin (DIG, a substrate of
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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