CHEBI:4681 - dofetilide

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ChEBI Name dofetilide
ChEBI ID CHEBI:4681
Definition A tertiary amino compound that is N-ethyl-N-methylethanamine substituted by a 4-[(methylsulfonyl)amino]phenoxy and a 4-[(methylsulfonyl)amino]phenyl group at the terminal carbon atoms respectively. It is used as an anti-arrhythmia drug.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H27N3O5S2
Net Charge 0
Average Mass 441.56500
Monoisotopic Mass 441.13921
InChI InChI=1S/C19H27N3O5S2/c1-22(13-12-16-4-6-17(7-5-16)20-28(2,23)24)14-15-27-19-10-8-18(9-11-19)21-29(3,25)26/h4-11,20-21H,12-15H2,1-3H3
InChIKey IXTMWRCNAAVVAI-UHFFFAOYSA-N
SMILES CN(CCOc1ccc(NS(C)(=O)=O)cc1)CCc1ccc(NS(C)(=O)=O)cc1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): potassium channel blocker
An agent that inhibits cell membrane glycoproteins that are selectively permeable to potassium ions.
Application(s): anti-arrhythmia drug
A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
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ChEBI Ontology
Outgoing dofetilide (CHEBI:4681) has role anti-arrhythmia drug (CHEBI:38070)
dofetilide (CHEBI:4681) has role potassium channel blocker (CHEBI:50509)
dofetilide (CHEBI:4681) is a aromatic ether (CHEBI:35618)
dofetilide (CHEBI:4681) is a sulfonamide (CHEBI:35358)
dofetilide (CHEBI:4681) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
N-(4-{2-[methyl(2-{4-[(methylsulfonyl)amino]phenoxy}ethyl)amino]ethyl}phenyl)methanesulfonamide
INNs Sources
dofetilida ChemIDplus
dofetilide ChemIDplus
dofetilidum ChemIDplus
Synonyms Sources
beta-((p-Methanesulfonamidophenethyl)methylamino)methanesulfono-p-phenetidide ChemIDplus
Dofetilide KEGG COMPOUND
Brand Name Source
Tikosyn DrugBank
Manual Xrefs Databases
942 DrugCentral
C07751 KEGG COMPOUND
D00647 KEGG DRUG
DB00204 DrugBank
Dofetilide Wikipedia
EP245997 Patent
LSM-5925 LINCS
US4959366 Patent
View more database links
Registry Numbers Types Sources
115256-11-6 CAS Registry Number ChemIDplus
3572833 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11326815 PubMed citation Europe PMC
25620152 PubMed citation Europe PMC
25626340 PubMed citation Europe PMC
Last Modified
22 February 2017