U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C14H23N3O3S
Molecular Weight 313.416
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SEMATILIDE

SMILES

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

InChI

InChIKey=KHYPYQZQJSBPIX-UHFFFAOYSA-N
InChI=1S/C14H23N3O3S/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)

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

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis and cardiac electrophysiological activity of aryl-substituted derivatives of the class III antiarrhythmic agent sematilide. Potential class I/III agents.
1990 Feb
Effects of a typical I(Kr) channel blocker sematilide on the relationship between ventricular repolarization, refractoriness and onset of torsades de pointes.
2002 Apr
Lesion evidence that two distinct regions within prefrontal cortex are critical for n-back performance in humans.
2009 Dec
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 18:36:47 GMT 2023
Edited
by admin
on Fri Dec 15 18:36:47 GMT 2023
Record UNII
0NHB13IN3R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SEMATILIDE
INN   MI   WHO-DD  
INN  
Official Name English
Sematilide [WHO-DD]
Common Name English
BENZAMIDE, N-(2-(DIETHYLAMINO)ETHYL)-4-((METHYLSULFONYL)AMINO)-
Systematic Name English
sematilide [INN]
Common Name English
SEMATILIDE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
Code System Code Type Description
WIKIPEDIA
SEMATILIDE
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
PRIMARY
MESH
C062818
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
PRIMARY
NCI_THESAURUS
C152329
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
PRIMARY
MERCK INDEX
m9851
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
PRIMARY Merck Index
FDA UNII
0NHB13IN3R
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
PRIMARY
PUBCHEM
58505
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
PRIMARY
EPA CompTox
DTXSID0058720
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
PRIMARY
ChEMBL
CHEMBL95804
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
PRIMARY
INN
6157
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
PRIMARY
EVMPD
SUB10478MIG
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
PRIMARY
CAS
101526-83-4
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
PRIMARY
SMS_ID
100000084109
Created by admin on Fri Dec 15 18:36:47 GMT 2023 , Edited by admin on Fri Dec 15 18:36:47 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY