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:
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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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
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
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