CHEBI:63619 - propafenone

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ChEBI Name propafenone
ChEBI ID CHEBI:63619
Definition An aromatic ketone that is 3-(propylamino)propane-1,2-diol in which the hydrogen of the primary hydroxy group is replaced by a 2-(3-phenylpropanoyl)phenyl group. It is a class 1C antiarrhythmic drug with local anesthetic effects, and is used as the hydrochloride salt in the management of supraventricular and ventricular arrhythmias.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:8465
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Formula C21H27NO3
Net Charge 0
Average Mass 341.44400
Monoisotopic Mass 341.199
InChI InChI=1S/C21H27NO3/c1-2-14-22-15-18(23)16-25-21-11-7-6-10-19(21)20(24)13-12-17-8-4-3-5-9-17/h3-11,18,22-23H,2,12-16H2,1H3
InChIKey JWHAUXFOSRPERK-UHFFFAOYSA-N
SMILES CCCNCC(O)COc1ccccc1C(=O)CCc1ccccc1
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 propafenone (CHEBI:63619) has role anti-arrhythmia drug (CHEBI:38070)
propafenone (CHEBI:63619) is a aromatic ketone (CHEBI:76224)
propafenone (CHEBI:63619) is a secondary alcohol (CHEBI:35681)
propafenone (CHEBI:63619) is a secondary amino compound (CHEBI:50995)
propafenone (CHEBI:63619) is conjugate base of propafenone(1+) (CHEBI:63650)
Incoming propafenone(1+) (CHEBI:63650) is conjugate acid of propafenone (CHEBI:63619)
IUPAC Name
1-{2-[2-hydroxy-3-(propylamino)propoxy]phenyl}-3-phenylpropan-1-one
INNs Sources
propafenona ChemIDplus
propafenone ChemIDplus
propafenonum ChemIDplus
Synonyms Sources
1-(2-(2-hydroxy-3-(propylamino)propoxy)phenyl)-3-phenyl-1-propanone ChemIDplus
2-(2'-hydroxy-3'-propylaminopropoxy)-ω-phenylpropiophenone ChEBI
Database Links Databases
2291 DrugCentral
C07381 KEGG COMPOUND
D08435 KEGG DRUG
DB01182 DrugBank
DE2001431 Patent
LSM-1416 LINCS
Propafenone Wikipedia
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Registry Numbers Types Sources
2175182 Reaxys Registry Number Reaxys
54063-53-5 CAS Registry Number KEGG COMPOUND
54063-53-5 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
8777484 PubMed citation Europe PMC
Last Modified
22 February 2017