C-121
Carbamazepine-10,11-epoxide solution
1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®
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About This Item
Empirical Formula (Hill Notation):
C15H12N2O2
CAS Number:
Molecular Weight:
252.27
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
grade
certified reference material
form
liquid
feature
Snap-N-Spike®/Snap-N-Shoot®
packaging
ampule of 1 mL
manufacturer/tradename
Cerilliant®
concentration
1.0 mg/mL in methanol
technique(s)
gas chromatography (GC): suitable
liquid chromatography (LC): suitable
application(s)
clinical testing
format
single component solution
storage temp.
−20°C
SMILES string
O=C(N)N1C2=CC=CC=C2C3C(O3)C4=CC=CC=C14
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 the primary, active metabolite in both urine and serum of carbamazepine, an anticonvulsant drug used in the treatment of epilepsy and bipolar disorder as well as trigeminal neuralgia. Potential toxicity of the epoxide metabolite requires regular therapeutic drug monitoring by LC or LC/MS for patients taking carbamazepine.
Application
- Advanced Analytical Techniques for Carbamazepine Epoxide: A study utilized covalent organic framework-based solid-phase microextraction coupled with electrospray ionization mass spectrometry for sensitive screening and quantitative evaluation of carbamazepine and its metabolite, Carbamazepine-10,11-epoxide, in mice, advancing biochemical research reagents and methodologies (Huang et al., 2022).
- Carbamazepine Metabolite Monitoring: Research developed an HPLC method for the determination of antiepileptic drugs including Carbamazepine-10,11-epoxide in human saliva, facilitating therapeutic drug monitoring and offering a non-invasive technique for patient compliance and drug metabolism studies (Carona et al., 2021).
- Quantitative and Qualitative Analysis of Antiepileptic Drugs: A novel capillary microsampling device, Microsampling Wing (MSW), was evaluated for its effectiveness in handling antiepileptic drugs such as Carbamazepine-10,11-epoxide in rats, enhancing drug discovery processes by providing a minimally invasive sampling method for pharmacokinetic studies (Hotta et al., 2021).
Legal Information
CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany
Snap-N-Shoot is a registered trademark of Cerilliant Corporation
Snap-N-Spike is a registered trademark of Merck KGaA, Darmstadt, Germany
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Description
Pricing
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1
Target Organs
Eyes
Storage Class Code
3 - Flammable liquids
WGK
WGK 1
Flash Point(F)
49.5 °F - closed cup
Flash Point(C)
9.7 °C - closed cup
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Gwendolyn A McMillin et al.
Journal of clinical laboratory analysis, 25(3), 212-216 (2011-05-14)
Discordant carbamazepine values as determined by two different immunoassays may be due to different cross-reactivities with the active metabolite carbamazepine 10, 11-epoxide and may cause confusion in interpreting carbamazepine serum levels. In this study, we compared carbamazepine values in samples
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
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
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
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