TRECETILIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H37FN2O3S
Molecular Weight	416.593
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=RPQUKWBLAHJOPX-FQEVSTJZSA-N

InChI=1S/C21H37FN2O3S/c1-5-24(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/h11-14,20,23,25H,5-10,15-17H2,1-4H3/t20-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15926871 | https://www.ncbi.nlm.nih.gov/pubmed/10090237 | https://www.ncbi.nlm.nih.gov/pubmed/9916311

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

Title	Date	PubMed
Progress toward the development of a safe and effective agent for treating reentrant cardiac arrhythmias: synthesis and evaluation of ibutilide analogues with enhanced metabolic stability and diminished proarrhythmic potential.	2001 Mar 29	11297456
Newer antiarrhythmic drugs.	2001 May-Jun	11516042
IKr channel blockers: novel antiarrhythmic agents.	2003 Oct	15326913

Patents

Name

Type

Language

TRECETILIDE

Official Name

English

trecetilide [INN]

Common Name

English

(-)-4'-((S)-4-(ETHYL(6-FLUORO-6-METHYLHEPTYL)AMINO)-1-HYDROXYBUTYL)METHANESULFONANILIDE

Systematic Name

English

(S)-N-(4-(4-(ETHYL(6-FLUORO-6-METHYLHEPTYL)AMINO)-1-HYDROXYBUTYL)PHENYL) METHANESULFONAMIDE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47793