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Merck
CN

SML1447

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
NACRES:
NA.77
PubChem Substance ID:
329825887
UNSPSC Code:
12352200
EC Number:
214-605-4
MDL number:
MFCD00051435

Key Documents

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InChI key

DNFMJYXRIMLMBZ-UHFFFAOYSA-N

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

SMILES string

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

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

Quality Level

100

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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 a potent and preferring inhibitor of TRPC5; Antihistaminic.
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

signalword

Warning

hcodes

H302,H410

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000213798
0000213798
0000171014
0000171014
0000131621

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Clemizole hydrochloride.
Parvez M
Acta Crystallographica Section C, Structural Chemistry, 52(4), 904-905 (1996)
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
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
Katarina Ondrusova et al.
Scientific reports, 7(1), 16332-16332 (2017-11-29)
Subcutaneous white adipose tissue (scWAT) is the major fat depot in humans and is a central player in regulating whole body metabolism. Skin exposure to UV wavelengths from sunlight is required for Vitamin D synthesis and pigmentation, although it is
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