Clemizole hydrochloride

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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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View Lastest Price from Clemizole hydrochloride manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: Clemizole hydrochloride 1163-36-6
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 10 tons
Release date: 2024-09-03

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:

Clemizole 1-Benzylimidazole 1-METHYLBENZIMIDAZOLE 1-Benzyl-2-methyl-1H-imidazole N-Ethylbenzimidazole Clemizole hydrochloride (1-METHYL-1H-BENZIMIDAZOL-2-YL)METHYLAMINE N-Ethyl-2-methylbenzimidazole (1H-BENZOIMIDAZOL-2-YLMETHYL)-METHYL-AMINE Chlormidazole 2-(AMINOMETHYL)-1-METHYLIMIDAZOLE 1-(1H-IMIDAZOL-2-YL)-N,N-DIMETHYLMETHANAMINE C-(1-BENZYL-1H-IMIDAZOL-2-YL)-METHYLAMINE 2HCL N-METHYL-N-[(1-METHYL-1H-BENZIMIDAZOL-2-YL)METHYL]AMINE 1-BENZYL-1H-BENZOIMIDAZOL-2-YL-METHYLAMINE DIHYDROCHLORIDE TIMTEC-BB SBB000240 2-AMINOMETHYLIMIDAZOLE HYDROCHLORIDE METHYL-(1-METHYL-1H-IMIDAZOL-2-YLMETHYL)-AMINE

1-[(4-Chlorophenyl)methyl]-2-(1-pyrrolidinylmethyl)-1H-benzimidazole hydrochloride

1-[(4-chlorophenyl)methyl]-2-(pyrrolidin-1-ylmethyl)benzimidazole,hydrochloride

CS-1763

allercur

allercurehydrochloride

p48

1-P-CHLOROBENZYL-2-[1-PYRROLIDINYL]-METHYLBENZIMIDAZOLE HYDROCHLORIDE

1-[(4-Chlorophenyl)methyl]-2-(pyrrolidin-1-ylmethyl)benzoimidazole hydrochloride

CLEMIZOLE HCL

CLEMIZOLE HYDROCHLORIDE

LABOTEST-BB LT00453174

1-(4-Chlorophenyl)methyl)-2-(1-pyrrolidinylmethyl)-(1H)-benzimidazoleHCl

1-(P-CHLOROBENZYL)-2-(1-PYRROLIDINYLMETHYL)-BENZIMIDAZOL

1H-BenziMidazole,1-[(4-chlorophenyl)Methyl]-2-(1-pyrrolidinylMethyl)-, hydrochloride (1:1)

1-[(4-Chlorophenyl)methyl]-2-(pyrrolidin-1-ylmethyl)benzoimidazole hydrochloride Clemizole HCl

Clemizole hydrochloride 1-[(4-Chlorophenyl)methyl]-2-(pyrrolidin-1-ylmethyl)benzoimidazole hydrochloride

Clemizole hydrochloride, >=98%

1-p-chlorobenzyl-pyrrolidyl-methylene-benzimidazolehydrochloride

1-(p-chlorobenzil)-2-pirrolidil-metil-benzimidazolocloridato

1-(p-chlorobenzyl)-2-(1-pyrrolidinylmethyl)-benzimidazolmonohydrochloride

1-(4-Chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)benzimidazole Hydrochloride

1163-36-6

C19H21Cl2N3

C19H20ClN3HCl

C19H20ClN3ClH

Inhibitors