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

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

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
Sensitive determination of a new antiarrhythmic agent, trecetilide, in plasma by high-performance liquid chromatography with fluorescence detection.	1998 Dec 18	9916311
What should we expect from the next generation of antiarrhythmic drugs?	1999 Feb	10090237
New advances in class III antiarrhythmic drug therapy.	2000 Jan	10666660
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
Ibutilide--recent molecular insights and accumulating evidence for use in atrial flutter and fibrillation.	2005 May	15926871
Cardiovascular and electrocardiographic effects of the dopamine receptor agonists ropinirole, apomorphine, and PNU-142774E in conscious beagle dogs.	2006 Mar	16633074

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:55:08 GMT 2023` Edited by `admin` on `Fri Dec 15 15:55:08 GMT 2023`
Record UNII	3R7HJU91EJ
Record Status	`Validated (UNII)`
Record Version

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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