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CHEBI:4788 - encainide

ChEBI IDCHEBI:4788
ChEBI Nameencainide
Stars
Definition4-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increased death rates in patients who had asymptomatic heart rhythm abnormalities after a recent heart attack and was withdrawn from the market.
Secondary ChEBI IDCHEBI:239046
Last Modified22 February 2017
DownloadsMolfile
FormulaC22H28N2O2
Net Charge0
Average Mass352.478
Monoisotopic Mass352.21508
SMILESCOc1ccc(C(=O)Nc2ccccc2CCC2CCCCN2C)cc1
InChIInChI=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)
InChIKeyPJWPNDMDCLXCOM-UHFFFAOYSA-N
Roles Classification
Biological Role:
sodium channel blocker  An agent that inhibits sodium influx through cell membranes.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
encainide hydrochloride (CHEBI:59880) has part encainide (CHEBI:4788)
IUPAC Name 
4-methoxy-N-{2-[2-(1-methylpiperidin-2-yl)ethyl]phenyl}benzamide
INNs  Source
encainideChemIDplus
encainidaChemIDplus
encainideChemIDplus
encainidumChemIDplus
Synonyms  Source
EncainideKEGG COMPOUND
4-Methoxy-N-{2-[2-(1-methyl-piperidin-2-yl)-ethyl]-phenyl}-benzamideChEMBL
(±)-2'-[2-(1-methyl-2-piperidyl)ethyl]-p-anisanilideChEBI
(±)-4-methoxy-N-(2-(2-(1-methyl-2-piperidinyl)ethyl)phenyl)benzamideChemIDplus
4-methoxy-2'-[2-(1-methyl-2-piperidyl)ethyl]benzanilideChEBI
Manual XrefsDatabases
C06978KEGG COMPOUND
D07894KEGG DRUG
DE2210154Patent
US3931195Patent
DB01228DrugBank
1007DrugCentral
Registry NumbersSources
Beilstein:497572Beilstein
CAS:66778-36-7KEGG COMPOUND
CAS:66778-36-7ChemIDplus