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C8981

Carbamazepine

Name: Carbamazepine
Brand: SIAL

meets USP testing specifications

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

NACRES:

NA.21

PubChem Substance ID:

24893120

UNSPSC Code:

41116107

EC Number:

206-062-7

MDL number:

MFCD00005073

Form:

solid

Quality level:

200

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Quality Level

200

agency

USP/NF, meets USP testing specifications

form

solid

mp

191-192 °C (lit.)

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 ... PRNP(5621), SCN10A(6336), SCN11A(11280), SCN1A(6323), SCN2A(6326), SCN3A(6328), SCN4A(6329), SCN5A(6331), SCN7A(6332), SCN8A(6334), SCN9A(6335)
rat ... Scn2a1(24766), Scnn1a(25122), Scnn1g(24768), Slc6a1(79212)

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Biochem/physiol Actions

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

pictograms

GHS08,GHS07

signalword

Danger

hcodes

H302,H317,H334,H336,H360FD

pcodes

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

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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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

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

Antiseizure activity of novel gamma-aminobutyric acid (A) receptor subtype-selective benzodiazepine analogues in mice and rat models.

Felix M Rivas et al.

Journal of medicinal chemistry, 52(7), 1795-1798 (2009-03-12)

The antiseizure activity of benzodiazepines (BDZs) 1-5 in mice and rats as animal models is described. These BDZs have selective efficacy for alpha2beta3gamma2 and alpha3beta3gamma2 GABA(A)-receptors. Significant anticonvulsant activity with little or no motor impairment and therapeutic indexes (TI) of

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

Effects of chronic, parental pharmaceutical exposure on zebrafish (Danio rerio) offspring.

Michal Galus et al.

Aquatic toxicology (Amsterdam, Netherlands), 151, 124-134 (2014-02-15)

In this study we explored how parental exposure to pharmaceuticals influences reproduction in offspring. Adult zebrafish (Danio rerio) were exposed for 6 weeks to 10 μgL(-1) of carbamazepine (CBZ) and gemfibrozil (GEM), two commonly prescribed drugs. Embryos were collected, reared

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Global Trade Item Number

SKU	GTIN
C8981-25G	04061833523070
C8981-5G	04061833523087

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