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1093001

USP

Carbamazepine

Name: Carbamazepine
Brand: USP

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₁₂N₂O

CAS Number:

298-46-4

Molecular Weight:

236.27

MDL number:

MFCD00005073

UNSPSC Code:

41116107

PubChem Substance ID:

329749228

NACRES:

NA.24

grade

pharmaceutical primary standard

API family

carbamazepine

manufacturer/tradename

USP

mp

191-192 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

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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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 USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:

Carbamazepine Extended-Release Tablets
Carbamazepine Oral Suspension
Carbamazepine Tablets
Oxcarbazepine
Oxcarbazepine Oral Suspension
Oxcarbazepine Tablets

Biochem/physiol Actions

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

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.

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

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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Occurrence of carbamazepine and five metabolites in an urban aquifer.

Anna Jurado et al.

Chemosphere, 115, 47-53 (2014-02-25)

This paper deals with urban groundwater contaminated with carbamazepine (CBZ) and five of its human metabolites in Barcelona. Groundwater samples were accordingly collected in the aquifers of Poble Sec and Besòs River Delta. Higher concentrations and more compounds were found

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

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

Recommendations for HLA-B*15:02 and HLA-A*31:01 genetic testing to reduce the risk of carbamazepine-induced hypersensitivity reactions.

Ursula Amstutz et al.

Epilepsia, 55(4), 496-506 (2014-03-07)

To systematically review evidence on genetic risk factors for carbamazepine (CBZ)-induced hypersensitivity reactions (HSRs) and provide practice recommendations addressing the key questions: (1) Should genetic testing for HLA-B*15:02 and HLA-A*31:01 be performed in patients with an indication for CBZ therapy

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

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