Propafenone (CHEM018187)

Record Information
Version1.0
Creation Date2016-05-22 05:03:16 UTC
Update Date2026-08-21 19:37:02 UTC
Accession NumberCHEM018187
Identification
Common NamePropafenone
ClassSmall Molecule
Description
An antiarrhythmia agent that is particularly effective in ventricular arrhythmias. It also has weak beta-blocking activity. The drug is generally well tolerated.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Human Neurotoxin
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(2-(2-Hydroxy-3-(propylamino)propoxy)phenyl)-3-phenyl-1-propanoneChEBI
2-(2'-Hydroxy-3'-propylaminopropoxy)-omega-phenylpropiophenoneChEBI
PropafenonaChEBI
PropafenonumChEBI
Propafenon hexalKegg
Abbott brand OF propafenone hydrochlorideHMDB
Aliud brand OF propafenone hydrochlorideHMDB
ArythmolHMDB
Knoll brand OF propafenone hydrochlorideHMDB
Merck dura brand OF propafenone hydrochlorideHMDB
Propafenone hydrochloride, (R)-isomerHMDB
Propafenone, (+-)-isomerHMDB
Propafenone, (R)-isomerHMDB
Q-Pharm brand OF propafenone hydrochlorideHMDB
SA-79HMDB
Apotex brand OF propafenone hydrochlorideHMDB
Azupharma brand OF propafenone hydrochlorideHMDB
FenoprainHMDB
Hydrochloride, propafenoneHMDB
Kendrick brand OF propafenone hydrochlorideHMDB
NistakenHMDB
PintoformHMDB
Propafenon alHMDB
RytmogenatHMDB
SA 79HMDB
TAD brand OF propafenone hydrochlorideHMDB
Alpharma brand OF propafenone hydrochlorideHMDB
Apo-propafenoneHMDB
BaxarytmonHMDB
CuxafenonHMDB
Juta brand OF propafenone hydrochlorideHMDB
JutanormHMDB
NorfenonHMDB
Propafenon mindenHMDB
Propafenone hydrochlorideHMDB
Propafenone hydrochloride, (S)-isomerHMDB
Propafenone, (S)-isomerHMDB
RythmolHMDB
RytmonormHMDB
Hexal brand OF propafenoneHMDB
ProlecofenHMDB
PropamerckHMDB
Rytmo-purenHMDB
Chemical FormulaC21H27NO3
Average Molecular Mass341.444 g/mol
Monoisotopic Mass341.199 g/mol
CAS Registry Number54063-53-5
IUPAC Name1-{2-[2-hydroxy-3-(propylamino)propoxy]phenyl}-3-phenylpropan-1-one
Traditional Namepropafenone
SMILESCCCNCC(O)COC1=CC=CC=C1C(=O)CCC1=CC=CC=C1
InChI IdentifierInChI=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
InChI KeyJWHAUXFOSRPERK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as linear 1,3-diarylpropanoids. These are organic compounds with a structure based on a C6-C3-C6 skeleton, where the two benzene rings are not linked together.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassLinear 1,3-diarylpropanoids
Sub ClassNot Available
Direct ParentLinear 1,3-diarylpropanoids
Alternative Parents
Substituents
  • Linear 1,3-diarylpropanoid
  • Alkyl-phenylketone
  • Butyrophenone
  • Phenylketone
  • Benzoyl
  • Phenol ether
  • Phenoxy compound
  • Aryl ketone
  • Aryl alkyl ketone
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • 1,2-aminoalcohol
  • Secondary alcohol
  • Ketone
  • Secondary amine
  • Secondary aliphatic amine
  • Ether
  • Organic oxide
  • Organonitrogen compound
  • Organooxygen compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Alcohol
  • Hydrocarbon derivative
  • Amine
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0076 g/LALOGPS
logP3.1ALOGPS
logP3.54ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)14.09ChemAxon
pKa (Strongest Basic)9.63ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.56 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity100.21 m³·mol⁻¹ChemAxon
Polarizability39.75 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDDB01182
HMDB IDHMDB0015313
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPropafenone
Chemspider ID4763
ChEBI ID63619
PubChem Compound ID4932
Kegg Compound IDC07381
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=8777484