SEMATILIDE HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H23N3O3S.ClH
Molecular Weight	349.877
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CCN(CC)CCNC(=O)C1=CC=C(NS(C)(=O)=O)C=C1

InChI

InChIKey=OKXAJGDKHKNFAX-UHFFFAOYSA-N

InChI=1S/C14H23N3O3S.ClH/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

HIDE SMILES / InChI

Molecular Formula	C14H23N3O3S
Molecular Weight	313.416
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7563974 | https://www.ncbi.nlm.nih.gov/pubmed/9184799 | https://adisinsight.springer.com/drugs/800000194

Sematilide (CK-1752) was developed as a novel class III antiarrhythmic agent for the arrhythmia treatment. Sematilide blocks the inward rectifier potassium channel (IK1). The further development of the drug was discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Lesion evidence that two distinct regions within prefrontal cortex are critical for n-back performance in humans.	2009-12	19199405
Relationship among amiodarone, new class III antiarrhythmics, miscellaneous agents and acquired long QT syndrome.	2008	18651412
Effects of a novel cyclohexane dicarboximide derivative, ST-6, on reperfusion-induced arrhythmia in rats.	2005-05	15901966
[Effects of clinically available drugs on the repolarization process of the heart assessed by the in vivo canine models].	2003-06	12835533
Comparison of the in vivo electrophysiological and proarrhythmic effects of amiodarone with those of a selective class III drug, sematilide, using a canine chronic atrioventricular block model.	2002-08	12197602
Effects of a typical I(Kr) channel blocker sematilide on the relationship between ventricular repolarization, refractoriness and onset of torsades de pointes.	2002-04	12046984
Pharmacology of the class III antiarrhythmic agent sematilide in patients with arrhythmias.	1992-01-15	1731461
Synthesis and cardiac electrophysiological activity of aryl-substituted derivatives of the class III antiarrhythmic agent sematilide. Potential class I/III agents.	1990-02	2299628

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:46:27 GMT 2025` Edited by `admin` on `Mon Mar 31 17:46:27 GMT 2025`
Record UNII	1B8MC21ZI2
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SEMATILIDE HYDROCHLORIDE

Official Name

English

SEMATILIDE MONOHYDROCHLORIDE

Preferred Name

English

SEMATILIDE MONOHYDROCHLORIDE [MI]

Common Name

English

BENZAMIDE, N-(2-(DIETHYLAMINO)ETHYL)-4-((METHYLSULFONYL)AMINO)-, MONOHYDROCHLORIDE

Common Name

English

SEMATILIDE HYDROCHLORIDE [USAN]

Common Name

English

CK-1752A

Code

English

Sematilide hydrochloride [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47793