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Key Documents

C1618

Sigma-Aldrich

Cibenzoline succinate

≥98% (HPLC), solid

Synonym(s):

2-(2,2-diphenylcyclopropyl)-4,5-dihydro-1H-imidazole succinate, Cibenol, Cipralan, Exacor

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About This Item

Empirical Formula (Hill Notation):
C18H18N2 ·C4H6O4
CAS Number:
Molecular Weight:
380.44
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

Related Categories

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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