CHEBI:4788 - encainide

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ChEBI Name encainide
ChEBI ID CHEBI:4788
Definition 4-Methoxy-N-phenylbenzamide in which the hydrogen at the 2 position of the phenyl group is substituted by a 2-(1-methylpiperidin-2-yl)ethyl group. A class Ic antiarrhythmic, the hydrochloride 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increased death rates in patients who had asymptomatic heart rhythm abnormalities after a recent heart attack and was withdrawn from the market.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.
Secondary ChEBI IDs CHEBI:239046
Supplier Information
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Formula C22H28N2O2
Net Charge 0
Average Mass 352.46990
Monoisotopic Mass 352.21508
InChI InChI=1S/C22H28N2O2/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)
InChIKey PJWPNDMDCLXCOM-UHFFFAOYSA-N
SMILES COc1ccc(cc1)C(=O)Nc1ccccc1CCC1CCCCN1C
Roles Classification
Biological Role(s): sodium channel blocker
An agent that inhibits sodium influx through cell membranes.
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 (CHEBI:4788) has role anti-arrhythmia drug (CHEBI:38070)
encainide (CHEBI:4788) has role sodium channel blocker (CHEBI:38633)
encainide (CHEBI:4788) is a benzamides (CHEBI:22702)
encainide (CHEBI:4788) is a piperidines (CHEBI:26151)
Incoming encainide hydrochloride (CHEBI:59880) has part encainide (CHEBI:4788)
IUPAC Name
4-methoxy-N-{2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl}benzamide
INNs Sources
encainida ChemIDplus
encainide ChemIDplus
encainide ChemIDplus
encainidum ChemIDplus
Synonyms Sources
(±)-2'-[2-(1-methyl-2-piperidyl)ethyl]-p-anisanilide ChEBI
(±)-4-methoxy-N-(2-(2-(1-methyl-2-piperidinyl)ethyl)phenyl)benzamide ChemIDplus
4-methoxy-2'-[2-(1-methyl-2-piperidyl)ethyl]benzanilide ChEBI
4-Methoxy-N-{2-[2-(1-methyl-piperidin-2-yl)-ethyl]-phenyl}-benzamide ChEMBL
Encainide KEGG COMPOUND
Manual Xrefs Databases
1007 DrugCentral
C06978 KEGG COMPOUND
D07894 KEGG DRUG
DB01228 DrugBank
DE2210154 Patent
US3931195 Patent
View more database links
Registry Numbers Types Sources
497572 Beilstein Registry Number Beilstein
66778-36-7 CAS Registry Number ChemIDplus
Last Modified
22 February 2017