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Merck

C8414

Clobazam

GABA receptor ligand, powder

Synonym(s):

7-Chloro-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4-(3H,5H)-dione

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About This Item

Empirical Formula (Hill Notation):
C16H13ClN2O2
CAS Number:
22316-47-8
Molecular Weight:
300.74
NACRES:
NA.77
PubChem Substance ID:
24893060
UNSPSC Code:
12352200
EC Number:
244-908-7
MDL number:
MFCD00079069

Key Documents

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Product Name

Clobazam,

InChI key

CXOXHMZGEKVPMT-UHFFFAOYSA-N

InChI

1S/C16H13ClN2O2/c1-18-13-8-7-11(17)9-14(13)19(16(21)10-15(18)20)12-5-3-2-4-6-12/h2-9H,10H2,1H3

SMILES string

CN1C(=O)CC(=O)N(c2ccccc2)c3cc(Cl)ccc13

form

powder

drug control

USDEA Schedule IV; Home Office Schedule 4.1; psychotrope (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IV (Portugal); Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet
kontrollierte Droge in Deutschland

Quality Level

200

Gene Information

human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562), GABRD(2563), GABRE(2564), GABRG1(2565), GABRG2(2566), GABRG3(2567), GABRP(2568), GABRQ(55879)

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Application

Clobazam has been used as a benzodiazepine to test its effect on the activation of the human immunodeficiency virus type 1 (HIV-1) long terminal repeat (LTR).

Biochem/physiol Actions

Anxiolytic; ligand for the GABAA receptor benzodiazepine modulatory site.
Clobazam interacts at α and γ2 subunits junction of the GABAA receptor. It is less sedative and elicits anxiolytic and anticonvulsant effects. Clobazam is more selective on the α2 subunit of the GABAA receptor than the α1 subunit. It is an antiseizure drug and is associated with antiepileptic activity. Clobazam is useful in treating chronic epileptic encephalopathy disorder, Lennox‐Gastaut syndrome. It is employed in epilepsy and seizure prevention adjunctive therapy.

General description

Clobazam is a benzodiazepine, comprising of B ring nitrogen placed in positions 1 and 5 contrary to 1,4-benzodiazepines. It is a ligand for γ-aminobutyric acid type A (GABAA) receptor and is metabolized by cytochrome P450 in the liver.

Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000262486
0000258801
0000258801
0000262486
078F0201

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Matilda Bäckberg et al.
Clinical toxicology (Philadelphia, Pa.), 57(3), 203-212 (2018-10-24)
In recent years, many unclassified benzodiazepines (BZD) have appeared through online sale as new psychoactive substances (NPS). This study describes bioanalytical and clinical data related to intoxications involving NPS BZD ("designer BZD") in the Swedish STRIDA project. Case series of
Clobazam: a safe, efficacious, and newly rediscovered therapeutic for epilepsy
Gauthier AC and Mattson RH
CNS Neuroscience & Therapeutics, 21(7), 543-548 (2015)
Benzodiazepines Drive Alteration of Chromatin at the Integrated HIV-1 LTR
Elbezanti W, et al.
Viruses, 12(2), 191-191 (2020)
A comprehensive overview of the clinical pharmacokinetics of clobazam
Tolbert Dand Larsen F
Journal of Clinical Pharmacology, 59(1), 7-19 (2019)
Stefan Wolking et al.
Neurology, 92(11), e1238-e1249 (2019-02-10)
The aim of this study was to expand the spectrum of epilepsy syndromes related to STX1B, encoding the presynaptic protein syntaxin-1B, and establish genotype-phenotype correlations by identifying further disease-related variants. We used next-generation sequencing in the framework of research projects
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