C1618

Cibenzoline succinate

≥98% (HPLC), solid

• Synonym(s): 2-(2,2-diphenylcyclopropyl)-4,5-dihydro-1H-imidazole succinate, Cibenol, Cipralan, Exacor
• Empirical Formula (Hill Notation): C₁₈H₁₈N₂ ·C₄H₆O₄
• CAS Number: 100678-32-8
• Molecular Weight: 380.44
• NACRES: NA.77
• PubChem Substance ID: 24892426
• UNSPSC Code: 12352200
• MDL number: MFCD00941423
• Assay: ≥98% (HPLC)
• Form: solid
• Storage condition: desiccated

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: solid
• storage condition: desiccated
• color: white to brown
• solubility: H₂O: ≥5 mg/mL
• storage temp.: 2-8°C
• SMILES string: OC(=O)CCC(O)=O.C1CN=C(N1)C2CC2(c3ccccc3)c4ccccc4
• InChI: 1S/C18H18N2.C4H6O4/c1-3-7-14(8-4-1)18(15-9-5-2-6-10-15)13-16(18)17-19-11-12-20-17;5-3(6)1-2-4(7)8/h1-10,16H,11-13H2,(H,19,20);1-2H2,(H,5,6)(H,7,8)
• InChI key: XFUIOIWYMHEPIE-UHFFFAOYSA-N

Description

General description

Cibenzoline also called (±)-2-(2,2-diphenylcyclopropyl)-2-imidazoline succinate, is generally used in stereo combination of R(+) and S(−) forms. It also exhibits anticholinergic activity.. Cibenzoline is known to improve left ventricular diastolic dysfunction by reducing left ventricular pressure gradient.

Biochem/physiol Actions

Cibenzoline is a class IA antiarrhythmic drug. Cibenzoline (μM concentrations) blocks ATP-sensitive K channels in heart and pancreatic cells. Cibenzoline interacts with the channel pore-forming subunit of the K(ATP) channel (Kir6.2) from the cytoplasmic side. Cibenzoline also inhibits the delayed rectifier K current [I(Kr)] in sino-atrial node cells.

Cibenzoline succinate inhibits ATP-sensitive K⁺ channels; class IA antiarrhythmic.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves