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M5060

Sigma-Aldrich

E-4031

≥98% (HPLC), lyophilized powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C21H27N3O3S · 2HCl
CAS Number:
113559-13-0
Molecular Weight:
474.44
MDL number:
MFCD01754739
UNSPSC Code:
12352207
PubChem Substance ID:
329818000
NACRES:
NA.77
Pricing and availability is not currently available.

assay

≥98% (HPLC)

form

lyophilized powder

storage condition

desiccated

technique(s)

cell culture | embryo: suitable

color

white

solubility

H2O: soluble

storage temp.

−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

InChI key

ZQBNWMFBOSOOLX-UHFFFAOYSA-N

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25-Hydroxyvitamin D2 solution

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739642

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assay

98% (CP)

assay

98% (CP)

assay

98% (CP)

assay

98% (CP)

technique(s)

mass spectrometry (MS): suitable

technique(s)

mass spectrometry (MS): suitable

technique(s)

mass spectrometry (MS): suitable

technique(s)

mass spectrometry (MS): suitable

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

solution

form

solution

form

solution

form

solution

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

concentration

100 μg/mL in ethanol

concentration

50 μg/mL in ethanol

concentration

5 μg/mL in ethanol

concentration

50 μg/mL in ethanol

Application

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)[1]
  • IKr blocker in long QT syndrome (LQTS) induced pluripotent stem (iPSCs) embryoid bodies[2]
  • IKr blocker in rat ventricular myocytes[3]

Biochem/physiol Actions

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.[4] E-4031 mediates the prolongation of action potential duration (APD) in transgenic long-QT type 1 (LQT1) rabbits.[5] An isoleucine mutation in human ether-a-go-go-related gene (hERG) abolishes its interaction with E-4031.[6]
E-4031 selectively blocks hERG K+ channels.

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
086K4616V
086K46169V
086K46168
086K46167
086K46166

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Impaired inactivation of L-Type Ca2+ current as a potential mechanism for variable arrhythmogenic liability of HERG K+ channel blocking drugs
Kim JG, et al.
PLoS ONE, 11(3), e0149198-e0149198 (2016)
Masataka Fujiwara et al.
PloS one, 6(2), e16734-e16734 (2011-03-03)
Induced pluripotent stem cells (iPSCs) are novel stem cells derived from adult mouse and human tissues by reprogramming. Elucidation of mechanisms and exploration of efficient methods for their differentiation to functional cardiomyocytes are essential for developing cardiac cell models and
Dissociation of E-4031 from the HERG channel caused by mutations of an amino acid results in greater block at high stimulation frequency
Ishii K, et al.
Cardiovascular Research, 57(3), 651-659 (2003)
Susann Björk et al.
Frontiers in physiology, 8, 884-884 (2017-11-23)
Current cardiac drug safety assessments focus on hERG channel block and QT prolongation for evaluating arrhythmic risks, whereas the optogenetic approach focuses on the action potential (AP) waveform generated by a monolayer of human cardiomyocytes beating synchronously, thus assessing the
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)
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