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Safety Information

SML1447

Sigma-Aldrich

Clemizole hydrochloride

≥98% (HPLC)

Synonym(s):

1-(p-Chlorobenzyl)-2-(1-pyrrolidinylmethyl)benzimidazole hydrochloride, 1-(p-Chlorobenzyl)-2-pyrrolidylmethylenebenzimidazole hydrochloride, 1-[(4-Chlorophenyl)methyl]-2-(1-pyrrolidinylmethyl)-1H-benzimidazole hydrochloride, CID 2782 hydrochloride, NSC 46261 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C19H20ClN3 · HCl
CAS Number:
1163-36-6
Molecular Weight:
362.30
EC Number:
214-605-4
MDL number:
MFCD00051435
UNSPSC Code:
12352200
PubChem Substance ID:
329825887
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

ClC(C=C1)=CC=C1CN2C(CN3CCCC3)=NC4=CC=CC=C42.[H]Cl

InChI

1S/C19H20ClN3.ClH/c20-16-9-7-15(8-10-16)13-23-18-6-2-1-5-17(18)21-19(23)14-22-11-3-4-12-22;/h1-2,5-10H,3-4,11-14H2;1H

InChI key

DNFMJYXRIMLMBZ-UHFFFAOYSA-N

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General description

Clemizole is a potent anti-allergic drug.

Biochem/physiol Actions

Clemizole is a potent and preferring inhibitor of TRPC5 that efficiently blocks heterologously expressed homomeric TRPC5 channels as well as heteromeric TRPC1:TRPC5 channels. Clemizole is a potent and selective H1 histamine receptor antagonist. Clemizole inhibited binding of HCV RNA by NS4B inhibit HCV RNA replication in cell culture.
Clemizole is an antihistamine and an inhibitor of NS4B (nonstructural protein 4B) RNA of HCV (hepatitis C virus). Studies in Scn1α (sodium channel, voltage-gated, type I, α) Zebrafish mutant show that this drug has the potential as a therapeutic agent in Dravet Syndrome treatment.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Scott C Baraban et al.
Nature communications, 4, 2410-2410 (2013-09-05)
Dravet syndrome is a catastrophic pediatric epilepsy with severe intellectual disability, impaired social development and persistent drug-resistant seizures. One of its primary monogenic causes are mutations in Nav1.1 (SCN1A), a voltage-gated sodium channel. Here we characterize zebrafish Nav1.1 (scn1Lab) mutants
Clemizole hydrochloride.
Parvez M
Acta Crystallographica Section C, Structural Chemistry, 52(4), 904-905 (1996)
Alberto Arboit et al.
Cells, 9(2) (2020-02-09)
Persistent neural activity has been observed in vivo during working memory tasks, and supports short-term (up to tens of seconds) retention of information. While synaptic and intrinsic cellular mechanisms of persistent firing have been proposed, underlying cellular mechanisms are not
Caoimhin S Griffin et al.
Scientific reports, 8(1), 9264-9264 (2018-06-20)
Acetylcholine contracts the bladder by binding to muscarinic M3 receptors on the detrusor, leading to Ca2+ influx via voltage-gated Ca2+ channels. The cellular mechanisms linking these events are poorly understood, but studies have suggested that activation of TRPC4 channels could
Julia M Richter et al.
Molecular pharmacology, 86(5), 514-521 (2014-08-21)
Canonical transient receptor potential channel 5 (TRPC5) is a nonselective, Ca(2+)-permeable cation channel that belongs to the large family of transient receptor potential channels. It is predominantly found in the central nervous system with a high expression density in the
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