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

Details

Stereochemistry ABSOLUTE
Molecular Formula 2C21H37FN2O3S.C4H4O4
Molecular Weight 949.259
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TRECETILIDE FUMARATE

SMILES

OC(=O)\C=C\C(O)=O.CCN(CCCCCC(C)(C)F)CCC[C@H](O)C1=CC=C(NS(C)(=O)=O)C=C1.CCN(CCCCCC(C)(C)F)CCC[C@H](O)C2=CC=C(NS(C)(=O)=O)C=C2

InChI

InChIKey=ODFOUAATRQAOLG-MMSVOLSESA-N
InChI=1S/2C21H37FN2O3S.C4H4O4/c2*1-5-24(16-8-6-7-15-21(2,3)22)17-9-10-20(25)18-11-13-19(14-12-18)23-28(4,26)27;5-3(6)1-2-4(7)8/h2*11-14,20,23,25H,5-10,15-17H2,1-4H3;1-2H,(H,5,6)(H,7,8)/b;;2-1+/t2*20-;/m00./s1

HIDE SMILES / InChI

Molecular Formula C21H37FN2O3S
Molecular Weight 416.593
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Trecetilide is a class III antiarrhythmic agent developed for the treatment of atrial flutter and fibrillation. Trecetilide probably has effects on the cardiac myocyte membrane that are similar to ibutilide. It is being developed for both oral and intravenous administration. Unlike ibutilide, trecetilide has good oral bioavailability. Trecetilide has a good metabolic stability. As with ibutilide, its mechanism of class III action may involve both rectifier K+ current blockade and other mechanisms of prolonging repolarization.

Approval Year

PubMed

PubMed

TitleDatePubMed
Newer antiarrhythmic drugs.
2001 May-Jun
Ibutilide--recent molecular insights and accumulating evidence for use in atrial flutter and fibrillation.
2005 May
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:06:44 GMT 2023
Edited
by admin
on Fri Dec 15 16:06:44 GMT 2023
Record UNII
C4D4FJ1455
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRECETILIDE FUMARATE
USAN  
USAN  
Official Name English
U-108342E
Code English
(-)-4'-((S)-4-(ETHYL(6-FLUORO-6-METHYLHEPTYL)AMINO)-1-HYDROXYBUTYL) METHANESULFONANILIDE FUMARATE (2:1) (SALT)
Common Name English
TRECETILIDE FUMARATE [USAN]
Common Name English
(S)-N-(4-(4-(ETHYL(6-FLUORO-6-METHYLHEPTYL)AMINO)-1-HYDROXYBUTYL)PHENYL) METHANESULFONAMIDE (E)-2-BUTENEDIOATE (2:1) (SALT)
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Fri Dec 15 16:06:44 GMT 2023 , Edited by admin on Fri Dec 15 16:06:44 GMT 2023
Code System Code Type Description
MESH
C117132
Created by admin on Fri Dec 15 16:06:44 GMT 2023 , Edited by admin on Fri Dec 15 16:06:44 GMT 2023
PRIMARY
NCI_THESAURUS
C81428
Created by admin on Fri Dec 15 16:06:44 GMT 2023 , Edited by admin on Fri Dec 15 16:06:44 GMT 2023
PRIMARY
PUBCHEM
6441132
Created by admin on Fri Dec 15 16:06:44 GMT 2023 , Edited by admin on Fri Dec 15 16:06:44 GMT 2023
PRIMARY
CAS
191349-60-7
Created by admin on Fri Dec 15 16:06:44 GMT 2023 , Edited by admin on Fri Dec 15 16:06:44 GMT 2023
PRIMARY
ChEMBL
CHEMBL269446
Created by admin on Fri Dec 15 16:06:44 GMT 2023 , Edited by admin on Fri Dec 15 16:06:44 GMT 2023
PRIMARY
USAN
JJ-68
Created by admin on Fri Dec 15 16:06:44 GMT 2023 , Edited by admin on Fri Dec 15 16:06:44 GMT 2023
PRIMARY
FDA UNII
C4D4FJ1455
Created by admin on Fri Dec 15 16:06:44 GMT 2023 , Edited by admin on Fri Dec 15 16:06:44 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY