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Substance Name: Propafenone hydrochloride [USAN:USP:JAN]
RN: 34183-22-7
UNII: 33XCH0HOCD
InChIKey: XWIHRGFIPXWGEF-UHFFFAOYSA-N

Note

  • An antiarrhythmia agent that is particularly effective in ventricular arrhythmias. It also has weak beta-blocking activity. The drug is generally well tolerated.

Molecular Formula

  • C21-H27-N-O3.Cl-H

Molecular Weight

  • 377.909
 

Classification Codes

  • Cardiac Depressant (Anti-Arrhythmic)
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Propafenone hydrochloride [USAN:USP:JAN]

Synonyms

  • 2'-(2-Hydroxy-3-(propylamino)propoxy)-3-phenylpropiophenone hydrochloride
  • Arythmol
  • Baxarytmon
  • EINECS 251-867-9
  • Fenoprain
  • NSC 758640
  • Pronon
  • Propafenon hydrochlorid
  • Propafenon hydrochlorid [German]
  • Propafenone HCl
  • Propafenone hydrochloride
  • Rhythmonorm
  • Rythmol
  • Rythmol SR
  • Rytmonorm
  • SA 79
  • UNII-33XCH0HOCD
  • WZ 884

Systematic Names

  • 1-(2-(2-Hydroxy-3-(propylamino)propoxy)phenyl)-3-phenylpropan-1-one hydrochloride
  • 1-Propanone, 1-(2-(2-hydroxy-3-(propylamino)propoxy)phenyl)-3-phenyl-, hydrochloride
  • Propiophenone, 2'-(2-hydroxy-3-(propylamino)propoxy)-3-phenyl-, hydrochloride

Registry Numbers

CAS Registry Number

  • 34183-22-7

FDA UNII

  • 33XCH0HOCD

Other Registry Number

  • 163858-56-8

Related Registry Number

  • 54063-53-5 (Parent)

System Generated Number

  • 0034183227

Molecular Formulas

Molecular Formula

  • C21-H27-N-O3.Cl-H

Molecular Formula Fragments

  • C21-H27-N-O3
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C21H27NO3.ClH/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;1H

InChIKey

XWIHRGFIPXWGEF-UHFFFAOYSA-N

Smiles

Cl.CCCNCC(O)COc1ccccc1C(=O)CCc2ccccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral 60mg/kg (60mg/kg)   Cardiac Arrhythmias: Diagnosis, Prognosis, Therapy; Proceedings International Rytmonorm- Congress. Vol. 1, Pg. 103, 1983.
child TDLo oral 133mg/kg (133mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: CHANGE IN CONDUCTION VELOCITY
Annals of Emergency Medicine. Vol. 16, Pg. 437, 1987.
dog LD50 intravenous 10mg/kg (10mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1849, 1976.
mammal (species unspecified) LD50 subcutaneous 200mg/kg (200mg/kg)   Ceska a Slovenska Farmacie. Vol. 47, Pg. 179, 1998.
man LDLo oral 4286ug/kg/15H (4.286mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP Postgraduate Medical Journal. Vol. 60, Pg. 155, 1984.
man TDLo oral 53571ug/kg (53.571mg/kg) GASTROINTESTINAL: OTHER CHANGES

CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE
Deutsche Medizinische Wochenschrift. Vol. 116, Pg. 1573, 1991.
man TDLo oral 2346mg/kg/1Y- (2346mg/kg) PERIPHERAL NERVE AND SENSATION: SENSORY CHANGE INVOLVING PERIPHERAL NERVE Mayo Clinic Proceedings. Vol. 70, Pg. 469, 1995.
mouse LD50 intraperitoneal 79mg/kg (79mg/kg)   Drugs in Japan Vol. -, Pg. 1035, 1990.
mouse LD50 intravenous 25mg/kg (25mg/kg)   Drugs in Japan Vol. -, Pg. 1035, 1990.
mouse LD50 oral 341mg/kg (341mg/kg)   Drugs in Japan Vol. -, Pg. 1035, 1990.
mouse LD50 subcutaneous 100mg/kg (100mg/kg)   Drugs in Japan Vol. -, Pg. 1035, 1990.
rat LD50 intraperitoneal 59mg/kg (59mg/kg)   Drugs in Japan Vol. -, Pg. 1035, 1990.
rat LD50 intravenous 18800ug/kg (18.8mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1849, 1976.
rat LD50 oral 700mg/kg (700mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1849, 1976.
rat LD50 subcutaneous 156mg/kg (156mg/kg)   Drugs in Japan Vol. -, Pg. 1035, 1990.
women TDLo oral 12mg/kg/1D-I (12mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

PERIPHERAL NERVE AND SENSATION: PARESTHESIS

BEHAVIORAL: WAKEFULNESS
Journal of Clinical Psychiatry. Vol. 46, Pg. 104, 1985.