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P0026

Sigma-Aldrich

Pilsicainide hydrochloride

≥98% (HPLC)

Synonyme(s) :

N-(2,6-Dimethylphenyl)tetrahydro-1H-pyrrolizine-7a(5H)-acetamide hydrochloride, Pilzicainide hydrochloride, SUN 1165

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About This Item

Formule empirique (notation de Hill):
C17H24N2O · xHCl
Numéro CAS:
88069-49-2
Poids moléculaire :
272.39 (free base basis)
Numéro MDL:
MFCD00903769
Code UNSPSC :
12352200
ID de substance PubChem :
329819981
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to beige

Solubilité

deionized water: >5 mg/mL

Température de stockage

room temp

Chaîne SMILES 

Cl.Cc1cccc(C)c1NC(=O)CC23CCCN2CCC3

InChI

1S/C17H24N2O.ClH/c1-13-6-3-7-14(2)16(13)18-15(20)12-17-8-4-10-19(17)11-5-9-17;/h3,6-7H,4-5,8-12H2,1-2H3,(H,18,20);1H

Clé InChI

NZOSVDHCTCLGEB-UHFFFAOYSA-N

Application

Pilsicainide hydrochloride has been used as a sodium channel blocker:
  • to study its effects on electrophysiological parameters in guinea pig pulmonary vein preparation
  • to study its effects on Ca2+ release and arrhythmic events in Andersen-Tawil syndrome induced pluripotent stem cells (ATS-iPSC)-derived cardiomyocytes
  • to study its electrophysiological effects on the guinea pig atrium

Actions biochimiques/physiologiques

Pilsicainide hydrochloride is a pure sodium channel blocker and an open channel blocker of Na+1 channels. Pilsicainide was defined as a pure sodium channel blocker. The compound is classified as a class Ic antiarrhythmic drug, and was originally developed in Japan. Similar to Lidocaine, Pilsicainide binds to open channels, but slowly. Pilsicainide is capable of selectively blocking the late currents in the mutant Na(+) channels that show dominant abnormal burst openings such as in δKPQ mutants. The compound is used to induce Brugada syndrome (BS) in animal models.

Caractéristiques et avantages

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301

Classification des risques

Acute Tox. 3 Oral

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Suchitra Matsukura et al.
Journal of pharmacological sciences, 133(2), 103-109 (2017-03-02)
We pharmacologically characterized microminipigs as an in vivo experimental model by assessing cardiovascular effects of pilsicainide, verapamil and E-4031, which can preferentially inhibit cardiac Na
Masayuki Tasaki et al.
Transplantation, 87(8), 1125-1133 (2009-04-23)
It is generally admitted that ABO(H) blood group antigens are linked to lipids and proteins. Although glycolipids carrying ABO antigens have been well characterized in human kidneys, glycoproteins carrying ABO antigens are largely unknown, and their molecular properties remain to
Flecainide ameliorates arrhythmogenicity through NCX flux in Andersen-Tawil syndrome-iPS cell-derived cardiomyocytes
Kuroda Y, et al.
Biochemistry and Biophysics Reports, 9(4), 245-256 (2017)
Electrophysiological effects of the class Ic antiarrhythmic drug pilsicainide on the guinea-pig pulmonary vein myocardium
Takahara A, et al.
Journal of Pharmacological Sciences, 118(4), 506-511 (2012)

Articles

Sodium Channels

Voltage-gated sodium channels are present in most excitable cell membranes and play an important role in generating action potentials.

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