85589-36-2

Basic information

• Product Name: 2-(2,2-diphenylcyclopropyl)-1H-imidazole
• Synonyms: 2-(2,2-diphenylcyclopropyl)-1H-imidazole;1H-Imidazole, 2-(2,2-diphenylcyclopropyl)-
• CAS NO: 85589-36-2
• Molecular Formula: C₁₈H₁₆N₂
• Molecular Weight: 260.333
• Mol File: 85589-36-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 484.6°Cat760mmHg
• Flash Point: 262.6°C
• Appearance: /
• Density: 1.206g/cm³
• Vapor Pressure: 4.49E-09mmHg at 25°C
• Refractive Index: 1.659
• Storage Temp.: -20°C, Inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2-(2,2-diphenylcyclopropyl)-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,2-diphenylcyclopropyl)-1H-imidazole(85589-36-2)
• EPA Substance Registry System: 2-(2,2-diphenylcyclopropyl)-1H-imidazole(85589-36-2)

Safety Data

• Hazardous Substances Data: 85589-36-2(Hazardous Substances Data)

Usage

Uses

2-(2,2-Diphenylcyclopropyl)-1H-imidazole is a metabolite of Cibenzoline, an antiarrhythmic drug.

InChI:InChI=1/C18H16N2/c1-3-7-14(8-4-1)18(15-9-5-2-6-10-15)13-16(18)17-19-11-12-20-17/h1-12,16H,13H2,(H,19,20)

Upstream product

• 53267-01-9 cifenline 

Relevant articles and documents

Novel process for the synthesis of class I antiarrhythmic agent (±)-cibenzoline and its analogs

Synthesis of (±)-cibenzoline and its analogs has been achieved by a simple sequence of reactions. The diaryl cyanoolefin intermediate 3 could be prepared by Knoevenagel condensation of benzophenone with ethylcyanoacetate to form the tetra-substituted olefin intermediate 2 followed by Krapcho deethoxycarbonylation or from β-hydroxynitrile intermediate 2' followed by the elimination of hydroxyl group respectively. The 2,2- diphenylcyclopropanecarbonitrile 4 was synthesized from intermediate 3 by cyclopropanation, which was converted to (±)-2-(2,2-diphenylcyclopropyl)- 2-imidazoline 5 by reaction with ethylenediamine in the presence of a catalytic amount of sulfur. Moreover, the obtained 2-imidazolines were smoothly oxidized to the corresponding imidazoles 6 in good to moderate yields. Copyright Taylor & Francis Group, LLC.