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3-Hydroxycarbamazepine

analytical standard

Synonym(s):

3-OH-CBZ, 3-Hydroxy-5H-dibenz[b,f]azepine-5-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C15H12N2O2
CAS Number:
68011-67-6
Molecular Weight:
252.27
Beilstein/REAXYS Number:
9204273
MDL number:
MFCD02656422
UNSPSC Code:
41116107
PubChem Substance ID:
329761874
NACRES:
NA.24

grade

analytical standard

Quality Level

100

assay

≥97.5% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical

format

neat

storage temp.

2-8°C

SMILES string

O=C(N)N1C(C=C(O)C=C2)=C2C=CC3=C1C=CC=C3

InChI

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

InChI key

QQCFBZCATDIWTH-UHFFFAOYSA-N

General description

3-Hydroxycarbamazepine is a metabolite of carbamazepine, which is classified under the family of anticonvulsant drugs prevalently utilized for the therapeutic purpose. Carbamazepines occur abundantly in the environment and are suspected to cause potential threats to humans and wildlife.[1][2]

Application

3-Hydroxycarbamazepine may be used as an analytical standard for the determination of the analyte in environmental samples,[1] biological samples,[3][4][5][6] water, sediment, fish (Gasterosteus aculeatus) and mollusk (Dreissena polymorpha)[7] by various chromatography techniques.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Resp. Sens. 1 - Skin Sens. 1

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF4856
BCCC4901
BCBT7328

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Gaëlle Daniele et al.
Environmental science and pollution research international, 24(20), 16893-16904 (2017-06-03)
The aims of this work are to develop suitable analytical methods to determine the widely used anticonvulsant carbamazepine and 12 of its degradation/transformation products in water, sediment, fish (Gasterosteus aculeatus) and mollusc (Dreissena polymorpha). Protocols based on solid phase extraction
R Mandrioli et al.
Journal of chromatography. B, Biomedical sciences and applications, 762(2), 109-116 (2001-10-27)
A high-performance liquid chromatographic method with UV detection for the simultaneous analysis of the antiepileptic drug carbamazepine and five of its metabolites in human plasma has been developed. The analysis was carried out on a reversed-phase column (C8, 150x4.6 mm
Xiu-Sheng Miao et al.
Analytical chemistry, 75(15), 3731-3738 (2003-10-24)
A quantitative method is described for solid-phase extraction (SPE) followed by liquid chromatography-tandem mass spectrometry (LC-MS/MS) for the simultaneous analysis of carbamazepine and its five metabolites, 10,11-dihydro-10,11-epoxycarbamazepine, 10,11-dihydro-10,11-dihydroxycarbamazepine, 2-hydroxycarbamazepine, 3-hydroxycarbamazepine, and 10,11-dihydro-10-hydroxycarbamazepine. An SPE procedure was used to concentrate target
P Pienimäki et al.
Journal of chromatography. B, Biomedical applications, 673(1), 97-105 (1995-11-03)
An HPLC assay for carbamazepine or oxcarbazepine (OXC) and six of their metabolites in one run was applied to 35 clinical samples from patients receiving monotherapy. This rapid and economical method, utilizing a simple one-step extraction with methyl tert.-butyl ether
Liquid chromatography-electrospray mass spectrometry determination of carbamazepine, oxcarbazepine and eight of their metabolites in human plasma
Breton H, et al.
Journal of Chromatography. B, Biomedical Applications, 828(1-2), 80-90 (2005)
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