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S0323

Sigma-Aldrich

Sematilide monohydrochloride monohydrate

≥98% (HPLC), powder

Synonym(s):

CK-1752A, N-[2-(Diethylamino)ethyl]-4′-[(methylsulfonyl)amino]benzamide monohydrochloride monohydrate

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About This Item

Empirical Formula (Hill Notation):
C14H23N3O3S· HCl · H2O
CAS Number:
Molecular Weight:
367.89
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O.Cl.CCN(CC)CCNC(=O)c1ccc(NS(C)(=O)=O)cc1

InChI

1S/C14H23N3O3S.ClH.H2O/c1-4-17(5-2)11-10-15-14(18)12-6-8-13(9-7-12)16-21(3,19)20;;/h6-9,16H,4-5,10-11H2,1-3H3,(H,15,18);1H;1H2

InChI key

HCGUEOOYHHAYIM-UHFFFAOYSA-N

Biochem/physiol Actions

Sematilide monohydrochloride monohydrate is a class III antiarrhythmic; selective delayed rectifier K+ current (IKr) channel blocker. It inhibits rapidly activating Ik in guinea pig atrial myocytes, resulting in the prolongation of action potential duration and refractoriness; shows proarrhythmic effects and may lead to QT interval prolongation.
Sematilide monohydrochloride monohydrate is a class III antiarrhythmic; selective delayed rectifier K+ current (IKr) channel blocker.

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

13 - Non 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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A Yamada et al.
Journal of cardiovascular pharmacology, 27(1), 159-166 (1996-01-01)
Direct cardiac effects of sematilide, a new class III antiarrhythmic drug, were compared with those of E-4031 and MS-551 in canine isolated blood-perfused heart preparations. Doses of sematilide, E-4031, and MS-551 causing a 10% decrease in the spontaneous sinoatrial beating
H Takai et al.
General pharmacology, 28(5), 665-670 (1997-05-01)
1. In whole-cell patch recording, the relative potency of the blocking action of sematilide on IK1 was found to be constant at each potential level of IK1 activation. Under more acidic condition, the degree of block was decreased. These results
P T Sager et al.
Circulation, 88(3), 1072-1082 (1993-09-01)
Recent data have suggested that antiarrhythmic agents that act largely by delaying conduction may not be as effective in controlling ventricular arrhythmias as those that prolong repolarization. Recently, numerous "pure" class III agents have been developed. The antiarrhythmic and electrophysiologic
J Shi et al.
Therapeutic drug monitoring, 17(5), 437-444 (1995-10-01)
Sematilide HCl is a novel class III antiarrhythmic drug. The goals of this study in volunteers were to determine the pharmacokinetics, effect (QTc interval), and tolerability after intravenous and oral administration of 25 mg of the drug. Plasma and urine
Ami Tsuchida et al.
Journal of cognitive neuroscience, 21(12), 2263-2275 (2009-02-10)
Although prefrontal cortex is clearly important in executive function, the specific processes carried out by particular regions within human prefrontal cortex remain a matter of debate. A rapidly growing corpus of functional imaging work now implicates various areas within prefrontal

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