1-[(4-Chlorophenyl)methyl]-2-(1-pyrrolidinylmethyl)-1H-benzimidazole hydrochloride
clemizole hydrochloride
CAS: 1163-36-6
Molecular Formula: C19H21Cl2N3
1-[(4-Chlorophenyl)methyl]-2-(1-pyrrolidinylmethyl)-1H-benzimidazole hydrochloride - Names and Identifiers
| Name | clemizole hydrochloride |
| Synonyms | p48 CS-1763 allercur allercurehydrochloride clemizole hydrochloride Clemizole hydrochloride 1-P-CHLOROBENZYL-2-[1-PYRROLIDINYL]-METHYLBENZIMIDAZOLE HYDROCHLORIDE 1-{[1-(4-chlorobenzyl)-1H-benzimidazol-2-yl]methyl}pyrrolidinium chloride 1-[(4-chlorophenyl)methyl]-2-(pyrrolidin-1-ylmethyl)benzimidazole,hydrochloride 1-[(4-Chlorophenyl)methyl]-2-(pyrrolidin-1-ylmethyl)benzoimidazole hydrochloride 1-[(4-Chlorophenyl)methyl]-2-(1-pyrrolidinylmethyl)-1H-benzimidazole hydrochloride 1-[4-Chlorophenyl)methyl]-2-(1-pyrrolidinylmethyl)-1H-benzimidazole, Monohydrochloride |
| CAS | 1163-36-6 |
| EINECS | 214-605-4 |
| InChI | InChI=1/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 |
| InChIKey | DNFMJYXRIMLMBZ-UHFFFAOYSA-N |
1-[(4-Chlorophenyl)methyl]-2-(1-pyrrolidinylmethyl)-1H-benzimidazole hydrochloride - Physico-chemical Properties
| Molecular Formula | C19H21Cl2N3 |
| Molar Mass | 362.3 |
| Melting Point | 239-241° |
| Boling Point | 506.1°C at 760 mmHg |
| Flash Point | 259.9°C |
| Solubility | H2O: soluble2mg/mL, clear (warmed) |
| Vapor Presure | 2.29E-10mmHg at 25°C |
| Appearance | powder |
| Color | white to beige |
| Merck | 14,2346 |
| Storage Condition | Inert atmosphere,2-8°C |
| Use | Used as intermediates of drugs such as chlorimidazole penicillin |
| In vitro study | Clemizole hydrochloride is found to inhibit HCV RNA replication in cell culture that is mediated by its suppression of NS4B’s RNA binding, with little toxicity for the host cell. The EC 50 of Clemizole on the W55R mutant J6/JFH RNA is ~18 µM (2.25 times the EC 50 of the wild-type RNA). Clemizole is a novel inhibitor of TRPC5 channels. Clemizole efficiently blocks TRPC5 currents and Ca 2+ entry in the low micromolar range (IC 50 =1.0-1.3 µM). Clemizole exhibits a six-fold selectivity for TRPC5 over TRPC4β (IC 50 =6.4 µM), the closest structural relative of TRPC5, and an almost 10-fold selectivity over TRPC3 (IC 50 =9.1 µM) and TRPC6 (IC 50 =11.3 µM). Clemizole hydrochloride as a novel blocker of TRPC5 with a half-maximal inhibitory concentration of 1.1 µM. The concentration-response curves confirmed a concentration-dependent block of TRPC5 by Clemizole and revealed an apparent IC 50 of 1.1±0.04 µM. |
| In vivo study | Clemizole hydrochloride has an unexpectedly short plasma half-life (measured at 0.15 hours); it is very rapidly biotransformed into a glucuronide (M14) and a dealkylated metabolite (M12) and into a variety of lesser metabolites in C57BL/6J mice. |
1-[(4-Chlorophenyl)methyl]-2-(1-pyrrolidinylmethyl)-1H-benzimidazole hydrochloride - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 22 - Harmful if swallowed |
| Safety Description | 36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| RTECS | DD6730000 |
1-[(4-Chlorophenyl)methyl]-2-(1-pyrrolidinylmethyl)-1H-benzimidazole hydrochloride - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 2.76 ml | 13.801 ml | 27.602 ml |
| 5 mM | 0.552 ml | 2.76 ml | 5.52 ml |
| 10 mM | 0.276 ml | 1.38 ml | 2.76 ml |
| 5 mM | 0.055 ml | 0.276 ml | 0.552 ml |
Last Update：2024-01-02 23:10:35
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