ERSENTILIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H26N4O5S
Molecular Weight	446.52
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CS(=O)(=O)NC1=CC=C(OC[C@@H](O)CNCCOC2=CC=C(C=C2)N3C=CN=C3)C=C1

InChI

InChIKey=QZWUQVSQIFFFKY-IBGZPJMESA-N

InChI=1S/C21H26N4O5S/c1-31(27,28)24-17-2-6-21(7-3-17)30-15-19(26)14-22-11-13-29-20-8-4-18(5-9-20)25-12-10-23-16-25/h2-10,12,16,19,22,24,26H,11,13-15H2,1H3/t19-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C21H26N4O5S
Molecular Weight	446.52
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2319556 | https://www.ncbi.nlm.nih.gov/pubmed/7681912 | https://www.ncbi.nlm.nih.gov/pubmed/7707360 | https://www.ncbi.nlm.nih.gov/pubmed/8584048 | https://www.ncbi.nlm.nih.gov/pubmed/1697389 | https://www.ncbi.nlm.nih.gov/pubmed/8846808 | https://www.ncbi.nlm.nih.gov/pubmed/9876317

Ersentilide (CK-3579 or HE93) is a blocker of beta1-adrenergic receptors and potassium channels. It exerts class III antiarrhythmic activity. It prevents ventricular fibrillation in a canine model of lethal arrhythmias.

Originator

Approval Year

PubMed

Title	Date	PubMed
Antifibrillatory efficacy of ersentilide, a novel beta-adrenergic and Ikr blocker, in conscious dogs with a healed myocardial infarction.	1998-10	9876317
The electrophysiologic effects of ersentilide on canine hearts.	1995-10-04	8846808
Characterization of the sensitivity of cardiac outwardly-rectifying K+ channels to class III antiarrhythmics: the influence of inhibitory sulfonamide derivatives.	1995-09	8584048
Electrophysiologic activity and antiarrhythmic efficacy of CK-3579, a new class III antiarrhythmic agent with beta-adrenergic blocking properties.	1993-04	7681912
Antiarrhythmic and electrophysiologic actions of CK-3579 and sematilide in a conscious canine model of sudden coronary death.	1990-08	1697389
Synthesis and pharmacological studies of N-[4-[2-hydroxy-3-[[2-[4-(1H-imidazol-1- yl)phenoxy]ethyl]amino]propoxy]phenyl]methanesulfonamide, a novel antiarrhythmic agent with class II and class III activities.	1990-04	2319556

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:02:37 GMT 2025` Edited by `admin` on `Mon Mar 31 18:02:37 GMT 2025`
Record UNII	L2JY6Z298S
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ERSENTILIDE

Official Name

English

CK-3579

Preferred Name

English

4'-((2S)-2-HYDROXY-3-((2-(P-IMIDAZOL-1-YLPHENOXY)ETHYL)AMINO)PROPOXY)METHANESULFONANILIDE

Common Name

English

ersentilide [INN]

Common Name

English

HE93

Code

English

HE-93

Code

English

CK3579

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29576