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P0026

Sigma-Aldrich

Pilsicainide hydrochloride

≥98% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C17H24N2O · xHCl
Número de CAS:
88069-49-2
Peso molecular:
272.39 (free base basis)
MDL number:
MFCD00903769
UNSPSC Code:
12352200
PubChem Substance ID:
329819981
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

deionized water: >5 mg/mL

storage temp.

room temp

SMILES string

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

InChI key

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

Biochem/physiol Actions

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.

Features and Benefits

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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)
Electrophysiological effects of an anti-influenza drug oseltamivir on the guinea-pig atrium: comparison with those of pilsicainide
Takahara A, et al.
Biological & Pharmaceutical Bulletin, 36(10), 1650-1652 (2013)
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

Artículos

Sodium Channels

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

Sodium Channels

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

Sodium Channels

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

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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