Cibenzoline

Base Information

• Chemical Name: Cibenzoline
• CAS No.: 53267-01-9
• Molecular Formula: C18H18 N2
• Molecular Weight: 262.354
• Hs Code.: 2933290090
• European Community (EC) Number: 258-453-7
• UNII: Z7489237QT
• DSSTox Substance ID: DTXSID9022819
• Nikkaji Number: J10.744A
• Wikipedia: Cibenzoline
• Wikidata: Q867171
• NCI Thesaurus Code: C171690
• Pharos Ligand ID: F47SRJSHB1KK
• Metabolomics Workbench ID: 154176
• ChEMBL ID: CHEMBL87045
• Mol file: 53267-01-9.mol

Synonyms:2-(2,2-diphenylcyclopropyl)-2-imidazoline;cibenzoline;cibenzoline succinate;cifenline;cifenline succinate;cifenline, (S)-isomer;Cipralan;Exacor

Chemical Property of Cibenzoline

Chemical Property:

• Vapor Pressure: 7.75E-08mmHg at 25°C
• Melting Point: 103-104°
• Boiling Point: 449.2 ºC
• Flash Point: 225.5 ºC
• PSA: 24.39000
• Density: 1.17 g/cm³
• LogP: 2.75870
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 262.146998583
• Heavy Atom Count: 20
• Complexity: 357

Purity/Quality:

99.9% ^*data from raw suppliers

Cibenzoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN=C(N1)C2CC2(C3=CC=CC=C3)C4=CC=CC=C4
• Description: Cibenzoline is a structurally novel, class I (quinidine-like) antiarrhythmic agent. It has additional properties of class III and class IV compounds, delaying repolarization and antagonizing the positive inotropic effects of calcium.
• Uses: Cibenzoline acts as a highly active class I antiarrhythmic agent. Cardiac depressant.

Technology Process of Cibenzoline

There total 3 articles about Cibenzoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

1-cyano-2,2-diphenylcyclopropane (28098-84-2,51154-93-9,151436-92-9,30932-41-3) + ethylenediamine (107-15-3,85404-18-8) → cifenline (53267-01-9,103419-18-7,125836-74-0)

Guidance literature:

With sulfur; for 4h; Heating;

DOI:10.1080/00397910802006388

Reference yield:

Cibenzoline succinate (57625-97-5,85589-37-3) → cifenline (53267-01-9,103419-18-7,125836-74-0)

Guidance literature:

With sodium hydroxide; at 25 - 30 ℃; for 0.5h; pH=10.5 - 10.8;

Reference yield:

cibenzoline L-tartaric acid salt → cifenline (53267-01-9,103419-18-7,125836-74-0)

Guidance literature:

With sodium hydrogencarbonate; In water; for 0.5h;

upstream raw materials:

1-cyano-2,2-diphenylcyclopropane

ethylenediamine

Cibenzoline succinate

Downstream raw materials:

2-(2,2-diphenylcyclopropyl)-1H-imidazole

[14C]-(+)-Cibenzoline

R-(+)-cibenzoline succinate

S-(-)-cibenzoline succinate

Refernces

• 1、 -. "Novel Process For The Preparation Of (-)-Cibenzoline Succinate". Paragraph 0220-0222. . Retrieved 2020/08/11.