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Clemizole hydrochloride

Product Name
Clemizole hydrochloride
CAS No.
1163-36-6
Chemical Name
Clemizole hydrochloride
Synonyms
p48;CS-1763;allercur;CLEMIZOLE HCL;allercurehydrochloride;LABOTEST-BB LT00453174;CLEMIZOLE HYDROCHLORIDE;Clemizole hydrochloride, >=98%;1-(P-CHLOROBENZYL)-2-(1-PYRROLIDINYLMETHYL)-BENZIMIDAZOL;1-(p-chlorobenzil)-2-pirrolidil-metil-benzimidazolocloridato
CBNumber
CB0484200
Molecular Formula
C19H21Cl2N3
Formula Weight
362.3
MOL File
1163-36-6.mol
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Clemizole hydrochloride Property

Melting point:
239-241°
storage temp. 
Inert atmosphere,2-8°C
solubility 
H2O: soluble2mg/mL, clear (warmed)
form 
powder
color 
white to beige
Water Solubility 
16.84mg/L at 25℃
Merck 
14,2346
InChIKey
DNFMJYXRIMLMBZ-UHFFFAOYSA-N
LogP
1.99
CAS DataBase Reference
1163-36-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
WGK Germany 
3
RTECS 
DD6730000
HS Code 
2933.99.8290
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1447
Product name
Clemizole hydrochloride
Purity
≥98% (HPLC)
Packaging
5mg
Price
$60
Updated
2024/03/01
Sigma-Aldrich
Product number
SML1447
Product name
Clemizole hydrochloride
Purity
≥98% (HPLC)
Packaging
25mg
Price
$403
Updated
2024/03/01
TCI Chemical
Product number
C3468
Product name
Clemizole Hydrochloride
Purity
>98.0%(HPLC)
Packaging
25mg
Price
$229
Updated
2024/03/01
TCI Chemical
Product number
C3468
Product name
Clemizole Hydrochloride
Purity
>98.0%(HPLC)
Packaging
100mg
Price
$630
Updated
2024/03/01
Cayman Chemical
Product number
17695
Product name
Clemizole (hydrochloride)
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
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Clemizole hydrochloride Chemical Properties,Usage,Production

Originator

Allercur,Roerig,US,1960

Uses

Clemizole Hydrochloride inhibits Hepatitis C RNA replication in cell culture through the suppression of the binding between the nonstructural protein 4B and the viral RNA genome with little toxicity for the host cell. Clemizole Hydrochloride is also a potent inhibitor of transient receptor potential channel TRPC5.

Uses

Clemizole is an antihistamine that antagonizes the histamine 1 receptor at high nanomolar concentrations. It less potently blocks transient receptor potential canonical channel 5 (TRPC5; IC50 = 1.0-1.3 μM), with at least 6-fold selectivity for TRPC5 over other TRP channels. Clemizole also has hepatitis C antiviral action through inhibition of NS4B function, showing synergy with boceprevir , and it inhibits seizures in a zebrafish model of Dravet Syndrome.

Definition

ChEBI: Clemizole hydrochloride is a member of benzimidazoles.

Manufacturing Process

From 13.1 g of N-p-chlorobenzyl-2-nitroaniline (MP 110°C, obtained in the form of orange-red needles, from o-nitrochlorobenzene and pchlorobenzylamine by reaction for 3 hours at 150°C) by reduction with Raneynickel and hydrogen, in which reaction the substance may be suspended in methanol or dissolved in methanol-ethyl acetate at normal pressure and at about 40°C with combination of the theoretical quantity of hydrogen, 12.2 g are obtained of o-amino-N-p-chlorobenzylaniline, which after recrystallization from aqueous methanol has a MP of 90°C.
8 g of o-amino-N-p-chlorobenzylaniline and 2.8 g of pyridine are dissolved in dry ether and reacted with an ethereal solution of 3.9 g of chloracetyl chloride with cooling in a mixture of ice and common salt. 8 g of N-p-chlorobenzyl-N'- chloracetyl-o-phenylene diamine are obtained which can be worked up in the form of the crude product and, in the slightly colored form, has a MP of 130°C.
7.6 g of this compound are boiled with 3.9 g of pyrrolidine in 70 cc of toluene for some hours under reflux. After extraction by shaking with water and treatment with hydrochloric acid the hydrochloride is produced of N-pchlorobenzyl-N'-pyrrolidylacetyl-o-phenylene diamine together with some 1-pchlorobenzyl-2-N-pyrrolidylmethyl-benzimidazole. The former, after recrystallization from butanol, melts with foaming at 205°C, the latter, after recrystallization from butanol melts at 239°C to 241°C, and is in the form of white microscopic rods. Boiling in nitrobenzene converts the former compound into the latter.

Therapeutic Function

Antihistaminic

Biological Activity

(ns4b)the ns4b protein is a key player in hcv replication. disrupting ns4b function thus represents an attractive new anti-hcv strategy. combining clemizole with other anti-hcv agents could increase the antiviral effect achieved with 1 active drug alone and decrease emergence of viral resistance.

in vitro

although significant, clemizole’s antiviral effect was moderate (50% effective concentration of 8 mm against a hcv genotype 2a clone). clemizole’s antiviral effect was highly synergistic with the hcv protease inhibitors vx950 and sch503034, without toxicity. in contrast, clemizole combinations with either interferon, ribavirin, or the nucleoside (nm283) and nonnucleoside (hcv796) hcv polymerase inhibitors were additive [1].

in vivo

clemizole had an unexpectedly short plasma half-life; it was very rapidly bio-transformed into a glucuronide (m14) and a dealkylated metabolite (m12) and into a variety of lesser metabolites in c57bl/6j mice [2].

IC 50

8 mm

References

[1] einav s, sobol hd, gehrig e, glenn js. the hepatitis c virus (hcv) ns4b rna binding inhibitor clemizole is highly synergistic with hcv protease inhibitors. j infect dis. 2010;202(1):65-74.
[2] nishimura t, hu y, wu m, pham e, suemizu h, elazar m, liu m, idilman r, yurdaydin c, angus p, stedman c, murphy b, glenn j, nakamura m, nomura t, chen y, zheng m, fitch wl, peltz g. using chimeric mice with humanized livers to predict human drug metabolism and a drug-drug interaction. j pharmacol exp ther. 2013;344(2):388-96. doi: 10.1124/jpet.112.198697. epub 2012 nov 8.

Clemizole hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Clemizole hydrochloride Suppliers

Shanghai JiYi Biotechnology Co. Ltd.
Tel
13621943973
Fax
-
Email
sales@shjiyipharmatech.com
Country
China
ProdList
1166
Advantage
55
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
zhangsn@titansci.com
Country
China
ProdList
14113
Advantage
59
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9901
Advantage
58
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7553
Advantage
61
TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28398
Advantage
80
TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23680
Advantage
75
TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23662
Advantage
75
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4863
Advantage
58
AdooQ BioScience, LLC
Tel
+1 (866) 930-6790
Fax
+1 (866) 333-9607
Email
info@adooq.com
Country
United States
ProdList
2784
Advantage
58
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
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View Lastest Price from Clemizole hydrochloride manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Clemizole hydrochloride 1163-36-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Career Henan Chemical Co
Product
Clemizole hydrochloride 1163-36-6
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
20kg
Release date
2019-09-05

1163-36-6, Clemizole hydrochlorideRelated Search:


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