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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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Properties

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)

Description

Biochem/physiol Actions

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

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This Item	PHR1067	1093001	94496
Sigma-Aldrich C8981 Carbamazepine	Supelco PHR1067 Carbamazepine	USP 1093001 Carbamazepine	Supelco 94496 Carbamazepine
form solid	form -	form -	form -
Quality Level 200	Quality Level 300	Quality Level -	Quality Level 100
storage temp. 2-8°C	storage temp. 2-30°C	storage temp. -	storage temp. 2-8°C
agency USP/NF, meets USP testing specifications	agency traceable to Ph. Eur. C0450000, traceable to USP 1093001	agency -	agency -
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)	Gene Information human ... SCN10A(6336), SCN11A(11280), SCN1A(6323), SCN2A(6326), SCN3A(6328), SCN4A(6329), SCN5A(6331), SCN7A(6332), SCN8A(6334), SCN9A(6335)	Gene Information human ... SCN10A(6336), SCN11A(11280), SCN1A(6323), SCN2A(6326), SCN3A(6328), SCN4A(6329), SCN5A(6331), SCN7A(6332), SCN8A(6334), SCN9A(6335)	Gene Information human ... SCN10A(6336), SCN11A(11280), SCN1A(6323), SCN2A(6326), SCN3A(6328), SCN4A(6329), SCN5A(6331), SCN7A(6332), SCN8A(6334), SCN9A(6335)
mp 191-192 °C (lit.)	mp 191-192 °C (lit.)	mp 191-192 °C (lit.)	mp 191-192 °C (lit.)

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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

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

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Global Trade Item Number

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

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