1-[(4-Chlorophenyl)methyl]-2-(pyrrolidin-1-ium-1-ylmethyl)benzimidazole chloride
Basic information
- CAS
1163-36-6- Standard SMILES
Clc1ccc(Cn2c(C[NH+]3CCCC3)nc3ccccc32)cc1.[Cl-]- InChIKey
DNFMJYXRIMLMBZ-UHFFFAOYSA-N- Molecular formula
- C19H21Cl2N3
- Average molar mass
- 362.3 g/mol
- Monoisotopic mass
- 361.1112531
Overview
See also: Clemizole Hydrochloride (preferred); Clemizole (has active moiety).
Names & identifiers
- Preferred name
- 1-[(4-Chlorophenyl)methyl]-2-(pyrrolidin-1-ium-1-ylmethyl)benzimidazole chloride
- IUPAC
- 1-[(4-chlorophenyl)methyl]-2-(pyrrolidin-1-ium-1-ylmethyl)benzimidazole chloride
- English name
- Clemizole hydrochloride
- Molecular formula
- C19H21Cl2N3
- Molecular weight
- 362.3
Names & synonyms
CLEMIZOLE HCLp48CS-1763allercurallercurehydrochlorideLABOTEST-BB LT00453174CLEMIZOLE HYDROCHLORIDEClemizole hydrochloride, >=98%Clemizole hydrochloride, 10 mM in DMSO1-(P-CHLOROBENZYL)-2-(1-PYRROLIDINYLMETHYL)-BENZIMIDAZOL
Database identifiers
- CAS
1163-36-6- PubChem CID
- 14412
Properties
Computed structural properties
- Topological polar surface area
- 22.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 377
Physicochemical properties
- Melting point
- 239 · 239-241°
- storage temp.
- 2 · Inert atmosphere,2-8°C
- solubility
- 2 O: · H2O: soluble2mg/mL, clear (warmed)
- form
- powder
- color
- white to beige
- Water Solubility
- 16.84 mg/L · 16.84mg/L at 25℃
- Merck
- 14 · 14,2346
- InChI
- 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
- InChIKey
- DNFMJYXRIMLMBZ-UHFFFAOYSA-N
- SMILES
- N1(CC2C=CC(Cl)=CC=2)C(CN2CCCC2)=NC2C=CC=CC1=2.Cl
- LogP
- 1.99 · 1.99
- CAS DataBase Reference
- 1163 · 1163-36-6(CAS DataBase Reference)
- FDA UNII
- 85 W6I13D8M · 85W6I13D8M
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- rtecs
- DD6730000
- hs_code
- 2933.99.8290
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1
- Precautionary statements
- P301+P312+P330
Chemistry & industry
Applications
UsesClemizole 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.
UsesClemizole 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.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Clemizole hydrochloride is a member of benzimidazoles.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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