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Merck
CN

P0026

Pilsicainide hydrochloride

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C17H24N2O · xHCl
CAS Number:
88069-49-2
Molecular Weight:
272.39 (free base basis)
NACRES:
NA.77
PubChem Substance ID:
329819981
UNSPSC Code:
12352200
MDL number:
MFCD00903769

Key Documents

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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

SMILES string

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

InChI key

NZOSVDHCTCLGEB-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

deionized water: >5 mg/mL

storage temp.

room temp

Quality Level

100

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 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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000445977
0000445977
042M4739V
0000136912
0000136911

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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
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)
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

Articles

Sodium Channels

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

Discover Bioactive Small Molecules for ADME/Tox

Discover Bioactive Small Molecules for ADME/Tox

钠通道

电压门控钠通道存在于大多数可兴奋细胞膜中，在产生动作电位方面起着重要作用。

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