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C4024

Sigma-Aldrich

Carbamazepine

≥98% (HPLC), powder, antiepileptic agent

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
EC Number:
206-062-7
MDL number:
MFCD00005073
UNSPSC Code:
12352200
eCl@ss:
34051404
PubChem Substance ID:
57654002
NACRES:
NA.77

product name

Carbamazepine, powder

form

powder

Quality Level

100

mp

191-192 °C (lit.)

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 29 mg/mL
H2O: insoluble
ethanol: soluble
propylene glycol: soluble

originator

Novartis

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 ... BZRAP1(9256) , GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562) , 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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Application

Carbamazepine has been used to investigate its behavior in wastewater treatment and during groundwater infiltration. It has also been used to find out its effects on spontaneous seizures in rats.

Biochem/physiol Actions

Carbamazepine is considered as a safe antiepileptic drug. It decreases the multiple drug therapy and maintains a better control of epilepsy.
Anticonvulsant; ligand for the GABAA receptor benzodiazepine modulatory site. Sodium channel inhibitor.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Classifications

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

Target Organs

Central nervous system

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Role of carbamazepine in reducing polypharmacy in epilepsy
Maheshwari MC and Padmini R
Acta Neurologica Scandinavica, 64(1), 22-28 (1981)
Carbamazepine as a possible anthropogenic marker in the aquatic environment: investigations on the behaviour of carbamazepine in wastewater treatment and during groundwater infiltration
Clara M, et al.
Water Research, 38(4), 947-954 (2004)
Effect of antiepileptic drugs on spontaneous seizures in epileptic rats
Nissinen J and Pitkanen A
Epilepsy Research, 73(2), 181-191 (2007)
J P Johnson et al.
eLife, 11 (2022-03-03)
NBI-921352 (formerly XEN901) is a novel sodium channel inhibitor designed to specifically target NaV1.6 channels. Such a molecule provides a precision-medicine approach to target SCN8A-related epilepsy syndromes (SCN8A-RES), where gain-of-function (GoF) mutations lead to excess NaV1.6 sodium current, or other
Opeyemi Samson Osuntokun et al.
Toxicology reports, 7, 1592-1596 (2020-12-12)
This study investigated the effects of co-administration of carbamazepine (CBZ) with grape (Vitis vinifera) seed methanolic extract (GSME) on liver toxicity. Thirty-five male rats (145-155 g) were randomized into 5 groups (n = 7) and administered with propylene glycol (PG
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