TRECETILIDE FUMARATE

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 Search

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

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
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

Name

Type

Language

TRECETILIDE FUMARATE

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