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PHR1067

Carbamazepine

Name: Carbamazepine
Brand: SIAL

Pharmaceutical Secondary Standard; Certified Reference Material

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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

EC Number:

206-062-7

MDL number:

MFCD00005073

PubChem Substance ID:

329823092

NACRES:

NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

Agency

traceable to BP 974
traceable to Ph. Eur. C0450000
traceable to USP 1093001

API family

carbamazepine

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

191-192 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°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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Related Categories

Analytical Reference Standards

Sigma-Aldrich

Certified Reference Materials

Chromatography Standards

General description

Certified pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to pharmacopeia primary standards.
Carbamazepine is a tricyclic lipophilic compound, with mild anticholinergic activity. It is widely used as an antiepileptic drug for the treatment of simple and complex partial tonic-clonic seizures.

Application

Carbamazepine may be used as a pharmaceutical reference standard for the quantification of the analyte in pharmaceutical formulations using chromatography techniques.

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Biochem/physiol Actions

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

Analysis Note

These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAA6055 in the slot below. This is an example certificate only and may not be the lot that you receive.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

related product

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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Pharmacology for the Primary Care Provider (2008)

A rapid LC method for the identification and determination of CNS drugs in pharmaceutical formulations

Raggi.A.M, et al.

Journal of Pharmaceutical and Biomedical Analysis, 23(1), 161-167 (2000)

An ultra-sensitive LC method for the simultaneous determination of paracetamol, carbamazepine, losartan and ciprofloxacin in bulk drug, pharmaceutical formulation and human serum by programming the detector

Sultana N, et al.

American Journal of Analytical Chemistry, 04(1), 24-24 (2013)

Development and validation of an HPLC-UV method for the quantification of carbamazepine in rabbit plasma

Mowafy AH, et al.

Saudi Pharmaceutical Journal : SPJ : The Official Publication of the Saudi Pharmaceutical Society, 20(1), 29-34 (2012)

HLA-A 31:01 and HLA-B 15:02 as genetic markers for carbamazepine hypersensitivity in children.

U Amstutz et al.

Clinical pharmacology and therapeutics, 94(1), 142-149 (2013-04-17)

The occurrence of hypersensitivity reactions including rare but life-threatening Stevens-Johnson syndrome (SJS) and drug-induced hypersensitivity syndrome (HSS) limits the use of the anticonvulsant carbamazepine (CBZ). Human leukocyte antigen-B (HLA)-B 15:02 and HLA-A 31:01 have been identified as predictive genetic markers

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