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M5060

Sigma-Aldrich

E-4031

≥98% (HPLC), lyophilized powder

Synonym(e):

N-[4-[[1-[2-(6-Methyl-2-pyridinyl)ethyl]-4-piperidinyl]carbonyl]phenyl]methanesulfonamide dihydrochloride

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About This Item

Empirische Formel (Hill-System):
C21H27N3O3S · 2HCl
CAS-Nummer:
113559-13-0
Molekulargewicht:
474.44
MDL-Nummer:
MFCD01754739
UNSPSC-Code:
12352207
PubChem Substanz-ID:
329818000
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

lyophilized powder

Lagerbedingungen

desiccated

Methode(n)

cell culture | embryo: suitable

Farbe

white

Löslichkeit

H2O: soluble

Lagertemp.

−20°C

SMILES String

Cl.Cl.Cc1cccc(CCN2CCC(CC2)C(=O)c3ccc(NS(C)(=O)=O)cc3)n1

InChI

1S/C21H27N3O3S.2ClH/c1-16-4-3-5-19(22-16)12-15-24-13-10-18(11-14-24)21(25)17-6-8-20(9-7-17)23-28(2,26)27;;/h3-9,18,23H,10-15H2,1-2H3;2*1H

InChIKey

ZQBNWMFBOSOOLX-UHFFFAOYSA-N

Anwendung

E-4031 has been used as:
  • human ether-a-go-go-related gene (hERG) blocker in human-induced pluripotent stem cell-derived cardiomyocytes (hiPSC-CMs)
  • IKr blocker in long QT syndrome (LQTS) induced pluripotent stem (iPSCs) embryoid bodies
  • IKr blocker in rat ventricular myocytes

Biochem./physiol. Wirkung

E-4031 is a antiarrhythmic drug and belongs to the class III type. It is a methanesulfonanilide compound and is effective in treating arrhythmia and modulates ventricular fibrillation. E-4031 mediates the prolongation of action potential duration (APD) in transgenic long-QT type 1 (LQT1) rabbits. An isoleucine mutation in human ether-a-go-go-related gene (hERG) abolishes its interaction with E-4031.
E-4031 selectively blocks hERG K+ channels.

Leistungsmerkmale und Vorteile

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Anna L Lahti et al.
Disease models & mechanisms, 5(2), 220-230 (2011-11-05)
Long QT syndrome (LQTS) is caused by functional alterations in cardiac ion channels and is associated with prolonged cardiac repolarization time and increased risk of ventricular arrhythmias. Inherited type 2 LQTS (LQT2) and drug-induced LQTS both result from altered function
Min Li et al.
Journal of pharmacological sciences, 134(2), 75-85 (2017-06-16)
Human induced pluripotent stem cell (hiPSC)-derived cardiomyocytes hold great potentials to predict pro-arrhythmic risks in preclinical cardiac safety screening, although the hiPSC cardiomyocytes exhibit rather immature functional and structural characteristics, including spontaneous activity. Our physiological characterization and mathematical simulation showed
Sebastian Schaaf et al.
PloS one, 6(10), e26397-e26397 (2011-10-27)
Human embryonic stem cell (hESC) progenies hold great promise as surrogates for human primary cells, particularly if the latter are not available as in the case of cardiomyocytes. However, high content experimental platforms are lacking that allow the function of
Pronounced effects of HERG-blockers E-4031 and erythromycin on APD, spatial APD dispersion and triangulation in transgenic long-QT type 1 rabbits
Ziupa D, et al.
PLoS ONE, 9(9), e107210-e107210 (2014)
Daisuke Fukumoto et al.
Journal of cardiology, 71(4), 401-408 (2017-11-18)
Missense mutations in KCNH2, a gene encoding the Kv11.1 channel, cause long QT syndrome (LQTS) type 2 primarily by disrupting the intracellular transport of Kv11.1 to the plasma membrane. The present study aimed to clarify the functional changes by two
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