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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:
101526-62-9
Molecular Weight:
367.89
MDL number:
MFCD11041004
UNSPSC Code:
12352200
PubChem Substance ID:
329824420

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.

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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D S Krafte et al.
Journal of cardiovascular pharmacology, 23(1), 37-41 (1994-01-01)
Voltage-clamp experiments were performed on isolated guinea pig ventricular myocytes to examine the voltage dependence of delayed rectifier block by methanesulfonamide channel blockers. Voltage-dependent channel block, in which block decreases as membrane potential is made more positive, could contribute to
G N Beatch et al.
Journal of cardiovascular pharmacology, 28(5), 618-630 (1996-11-01)
Our objective was to define the actions of sematilide in rabbits and to assess the contribution of the delayed rectifier (IK) to rate dependence of action potential duration (APD) in rabbit ventricular myocardium. In studies in vivo, New Zealand White
J Shi et al.
Journal of clinical pharmacology, 36(2), 131-143 (1996-02-01)
A randomized, two-period, two-treatment study was conducted to investigate the effect of renal impairment on the pharmacokinetics of the Class III antiarrhythmic sematilide HCl. The pharmacokinetic-pharmacologic effect relationship and tolerability of sematilide HCl were also studied. The study included 22
J J Lynch et al.
Journal of cardiovascular pharmacology, 25(2), 336-340 (1995-02-01)
Saturation binding studies in guinea pig ventricular myocytes with 3H-dofetilide, a radioligand for the cardiac rapidly activating delayed rectifier K+ IKr channel, indicated specific high-affinity binding with a Kd of 83 nM and a Bmax of 0.18 pmol/mg cellular protein
Y Ishii et al.
Japanese journal of pharmacology, 68(2), 175-182 (1995-06-01)
Electrophysiological effects of sematilide, a novel class III antiarrhythmic agent, were examined and compared with those of (+/-)sotalol in guinea pig left atrium by a conventional microelectrode technique. Application of 0.1-1000 microM sematilide or 1-1000 microM (+/-)sotalol concentration-dependently prolonged the
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