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Merck
CN

Y0000033

Carbamazepine impurity A

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

10,11-Dihydrocarbamazepine, 10,11-Dihydro-5H-dibenz[b,f]azepine-5-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C15H14N2O
CAS Number:
3564-73-6
Molecular Weight:
238.28
NACRES:
NA.24
PubChem Substance ID:
329830822
UNSPSC Code:
41116107
MDL number:
MFCD00005072

Key Documents

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format

neat

InChI

1S/C15H14N2O/c16-15(18)17-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)17/h1-8H,9-10H2,(H2,16,18)

SMILES string

NC(=O)N1c2ccccc2CCc3ccccc13

InChI key

PHNLCHMJDSSPDQ-UHFFFAOYSA-N

grade

pharmaceutical primary standard

API family

carbamazepine

manufacturer/tradename

EDQM

mp

205-210 °C (lit.)

application(s)

pharmaceutical (small molecule)

storage temp.

2-8°C

Related Categories

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Carbamazepine impurity A EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

wgk

WGK 3

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1A - Skin Sens. 1A - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

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William T A Harrison et al.
Acta crystallographica. Section C, Crystal structure communications, 62(Pt 5), o240-o242 (2006-05-09)
The title compound (systematic name: 10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide), C15H14N2O, is shown to crystallize as an orthorhombic polymorph to complement the known monoclinic form. The molecular conformations of both forms are very similar, involving a bent conformation for the seven-membered azepine ring and
M G Bixel et al.
European journal of biochemistry, 267(1), 110-120 (1999-12-22)
Several wasp venoms contain philanthotoxins (PhTXs), natural polyamine amides, which act as noncompetitive inhibitors (NCIs) on the nicotinic acetylcholine receptor (nAChR). Effects of varying the structure of PhTXs and poly(methylene tetramine)s on the binding affinity have been investigated. Using the
T D Cyr et al.
Journal - Association of Official Analytical Chemists, 70(5), 836-840 (1987-09-01)
Liquid chromatographic (LC) methods have been developed for the determination of carbamazepine, the impurity 10,11-dihydrocarbamazepine, and related compounds in carbamazepine drug substance and tablets. The LC methods specify a 5 micron diol column and a mobile phase of acetonitrile-methanol-0.05% aqueous

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