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C0450000

Carbamazepine

Name: Carbamazepine
Brand: SIAL

European Pharmacopoeia (EP) Reference Standard

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Synonym(s):

5H-Dibenz[b,f]azepine-5-carboxamide

Empirical Formula (Hill Notation):

C₁₅H₁₂N₂O

CAS Number:

298-46-4

Molecular Weight:

236.27

MDL number:

MFCD00005073

PubChem Substance ID:

329774792

NACRES:

NA.24

grade

pharmaceutical primary standard

API family

carbamazepine

manufacturer/tradename

EDQM

mp

191-192 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

NC(=O)N1c2ccccc2C=Cc3ccccc13

InChI

1S/C15H12N2O/c16-15(18)17-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)17/h1-10H,(H2,16,18)

InChI key

FFGPTBGBLSHEPO-UHFFFAOYSA-N

Gene Information

human ... SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)

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Analytical Reference Standards

Sigma-Aldrich

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

Biochem/physiol Actions

Anticonvulsant; ligand for the GABA_A receptor benzodiazepine modulatory site. Sodium channel inhibitor.

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.

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Product No.

Description

Pricing

Signal Word

Danger

Hazard Statements

H302 - H317 - H334 - H336 - H360FD

Precautionary Statements

P202 - P261 - P280 - P301 + P312 - P302 + P352 - P308 + P313

Hazard Classifications

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

Target Organs

Central nervous system

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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HLA genotype and carbamazepine-induced cutaneous adverse drug reactions: a systematic review.

V L Yip et al.

Clinical pharmacology and therapeutics, 92(6), 757-765 (2012-11-08)

Carbamazepine (CBZ) therapy is associated with cutaneous adverse reactions in up to 10% of patients. Predisposition to these hypersensitivity reactions has been linked to the human leukocyte antigen (HLA) genotype. This systematic review determines the strength of these associations and

Intrauterine exposure to carbamazepine and specific congenital malformations: systematic review and case-control study.

Janneke Jentink et al.

BMJ (Clinical research ed.), 341, c6581-c6581 (2010-12-04)

To identify specific major congenital malformations associated with use of carbamazepine in the first trimester of pregnancy. A review of all published cohort studies to identify key indications and a population based case-control study to test these indications. Review of

HLA alleles and hypersensitivity to carbamazepine: an updated systematic review with meta-analysis.

Sandeep Grover et al.

Pharmacogenetics and genomics, 24(2), 94-112 (2013-12-18)

A considerable heterogeneity exists in the literature on the role of different HLA alleles in carbamazepine (CBZ)-induced cutaneous adverse drug reactions (cADRs) of varying severity among diverse ethnic groups. The aim of the present study was to understand and summarize

Relationship between the HLA-B*1502 allele and carbamazepine-induced Stevens-Johnson syndrome and toxic epidermal necrolysis: a systematic review and meta-analysis.

Wimonchat Tangamornsuksan et al.

JAMA dermatology, 149(9), 1025-1032 (2013-07-26)

The US Food and Drug Administration recommends screening for the HLA-B*1502 allele before initiation of carbamazepine therapy in patients of Asian ancestry, but there remains unclear evidence of a relationship between HLA-B*1502 and Stevens-Johnson syndrome (SJS) and toxic epidermal necrolysis

Carbamazepine for acute and chronic pain in adults.

Philip J Wiffen et al.

The Cochrane database of systematic reviews, (1)(1), CD005451-CD005451 (2011-01-21)

Carbamazepine is used to treat chronic neuropathic pain. Evaluation of analgesic efficacy and adverse effects of carbamazepine for acute and chronic pain management (except headaches). Randomised controlled trials (RCTs) of carbamazepine in acute, chronic or cancer pain were identified, searching

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