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Clemizole hydrochloride

Clemizole hydrochloride Structure
Clemizole hydrochloride
  • CAS No.1163-36-6
  • Chemical Name:Clemizole hydrochloride
  • CBNumber:CB0484200
  • Molecular Formula:C19H21Cl2N3
  • Formula Weight:362.3
  • MOL File:1163-36-6.mol
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)
  • FDA UNII 85W6I13D8M
  • UNSPSC Code 12352200
  • NACRES NA.77
Safety
  • Hazard Codes  :Xn
  • Risk Statements  :22
  • Safety Statements  :36
  • WGK Germany  :3
  • RTECS  :DD6730000
  • HS Code  :2933.99.8290
  • NFPA 704:
    0
    1 0
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H302
  • Precautionary statements P301+P312+P330
Clemizole hydrochloride Price More Price(4)
  • Brand: Sigma-Aldrich(India)
  • Product number: SML1447
  • Product name : Clemizole hydrochloride
  • Purity: ≥98% (HPLC)
  • Packaging: 5MG
  • Price: ₹10164.68
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: SML1447
  • Product name : Clemizole hydrochloride
  • Purity: ≥98% (HPLC)
  • Packaging: 25MG
  • Price: ₹40994.28
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: TCI Chemicals (India)
  • Product number: C3468
  • Product name : Clemizole Hydrochloride
  • Purity: 
  • Packaging: 25MG
  • Price: ₹8400
  • Updated: 2022/05/26
  • Buy: Buy
  • Brand: TCI Chemicals (India)
  • Product number: C3468
  • Product name : Clemizole Hydrochloride
  • Purity: 
  • Packaging: 100MG
  • Price: ₹27800
  • Updated: 2022/05/26
  • Buy: Buy

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 Spectrum
1163-36-6, Clemizole hydrochlorideRelated Search:
  • Inhibitors
  • 药靶配体
  • 小分子抑制剂，天然产物
  • 小分子抑制剂
  • 抑制剂
  • C19H20ClN3ClH
  • C19H20ClN3HCl
  • C19H21Cl2N3
  • 盐酸克立咪唑,10 MM DMSO 溶液
  • 1-(4-氯苄基)-2-(吡咯烷-1-基甲基)-1H-苯并[D]咪唑盐酸盐
  • 克立咪唑盐酸盐
  • 盐酸克立咪唑
  • 盐酸克立咪唑, >98%
  • 盐酸氯咪唑
  • 克立咪唑盐酸
  • 1-对氯苄基-2-(1-吡咯烷基)甲基苯并咪唑 盐酸盐
  • 1-[(4-氯苯基)甲基]-2-(吡咯烷-1-基甲基)苯并咪唑盐酸盐
  • 1163-36-6
  • p48
  • Clemizole hydrochloride, 10 mM in DMSO
  • 1-[(4-Chlorophenyl)methyl]-2-(1-pyrrolidinylmethyl)-1H-benzimidazole hydrochloride
  • 1-[(4-chlorophenyl)methyl]-2-(pyrrolidin-1-ylmethyl)benzimidazole,hydrochloride
  • CS-1763
  • 1-(4-Chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)benzimidazole Hydrochloride
  • 1-(p-chlorobenzyl)-2-(1-pyrrolidinylmethyl)-benzimidazolmonohydrochloride
  • 1-(p-chlorobenzil)-2-pirrolidil-metil-benzimidazolocloridato
  • 1-p-chlorobenzyl-pyrrolidyl-methylene-benzimidazolehydrochloride
  • Clemizole hydrochloride, >=98%
  • Clemizole hydrochloride 1-[(4-Chlorophenyl)methyl]-2-(pyrrolidin-1-ylmethyl)benzoimidazole hydrochloride
  • 1-[(4-Chlorophenyl)methyl]-2-(pyrrolidin-1-ylmethyl)benzoimidazole hydrochloride Clemizole HCl
  • 1H-BenziMidazole,1-[(4-chlorophenyl)Methyl]-2-(1-pyrrolidinylMethyl)-, hydrochloride (1:1)
  • 1-(P-CHLOROBENZYL)-2-(1-PYRROLIDINYLMETHYL)-BENZIMIDAZOL
  • 1-(4-Chlorophenyl)methyl)-2-(1-pyrrolidinylmethyl)-(1H)-benzimidazoleHCl
  • LABOTEST-BB LT00453174
  • CLEMIZOLE HYDROCHLORIDE
  • CLEMIZOLE HCL
  • 1-[(4-Chlorophenyl)methyl]-2-(pyrrolidin-1-ylmethyl)benzoimidazole hydrochloride
  • 1-P-CHLOROBENZYL-2-[1-PYRROLIDINYL]-METHYLBENZIMIDAZOLE HYDROCHLORIDE
  • allercurehydrochloride
  • allercur

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