CHEBI:59880 - encainide hydrochloride

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ChEBI Name encainide hydrochloride
ChEBI ID CHEBI:59880
Definition The hydrochloride salt of encainide. A class Ic antiarrhythmic, it was used for the treatment of severe or life-threatening ventricular arrhythmias, but it was associated with increased death rates in patients who had asymptomatic heart rhythm abnormalities after a recent heart attack and was withdrawn from the market.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H29ClN2O2
Net Charge 0
Average Mass 388.93100
Monoisotopic Mass 388.19176
InChI InChI=1S/C22H28N2O2.ClH/c1-24-16-6-5-8-19(24)13-10-17-7-3-4-9-21(17)23-22(25)18-11-14-20(26-2)15-12-18;/h3-4,7,9,11-12,14-15,19H,5-6,8,10,13,16H2,1-2H3,(H,23,25);1H
InChIKey OJIIZIWOLTYOBS-UHFFFAOYSA-N
SMILES Cl.COc1ccc(cc1)C(=O)Nc1ccccc1CCC1CCCCN1C
Roles Classification
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 encainide hydrochloride (CHEBI:59880) has part encainide (CHEBI:4788)
encainide hydrochloride (CHEBI:59880) has role anti-arrhythmia drug (CHEBI:38070)
encainide hydrochloride (CHEBI:59880) is a hydrochloride (CHEBI:36807)
IUPAC Name
2-(2-{2-[(4-methoxybenzoyl)amino]phenyl}ethyl)-1-methylpiperidinium chloride
Synonyms Sources
(±)-2'-(2-(1-methyl-2-piperidyl)ethyl)-p-anisanilide monohydrochloride ChemIDplus
4-methoxy-2'-(2-(1-methyl-2-piperidyl)ethyl)benzanilide hydrochloride ChemIDplus
4-methoxy-N-{2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl}benzamide hydrochloride IUPAC
encainide HCl ChemIDplus
Manual Xrefs Databases
D03991 KEGG DRUG
DB01228 DrugBank
View more database links
Registry Numbers Types Sources
6360008 Beilstein Registry Number Beilstein
66794-74-9 CAS Registry Number KEGG DRUG
66794-74-9 CAS Registry Number ChemIDplus
Last Modified
27 July 2010