ChemicalBook > CAS DataBase List > Propafenone

Propafenone

Product Name
Propafenone
CAS No.
54063-53-5
Chemical Name
Propafenone
Synonyms
C07381;WZ-884-642;WZ-884-643;PROPAFENONE;AKOS 215-08;Propafenonum;Propafenone-d;Propafenone USP;(RS)-Propafenone;PROPAFENONE HCL USP
CBNumber
CB2183169
Molecular Formula
C21H27NO3
Formula Weight
341.44
MOL File
54063-53-5.mol
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Propafenone Property

Boiling point:
519.6±50.0 °C(Predicted)
Density 
1.096±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: 68 mg/mL (199.16 mM);Ethanol: 41 mg/mL (120.08 mM)
form 
Solid
pka
pKa 9.27 (Uncertain)
color 
White to Off-White
Water Solubility 
759.9ug/L(22.5 ºC)
CAS DataBase Reference
54063-53-5(CAS DataBase Reference)
NIST Chemistry Reference
Propafenone(54063-53-5)
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Safety

Hazard Codes 
T
Risk Statements 
46-22
Safety Statements 
53-36/37/39-45
WGK Germany 
3
RTECS 
UH2833000
Hazardous Substances Data
54063-53-5(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
P767403
Product name
Propafenone
Packaging
500mg
Price
$60
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0003944
Product name
PROPAFENONE
Purity
95.00%
Packaging
10MG
Price
$450.45
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0003944
Product name
PROPAFENONE
Purity
95.00%
Packaging
10G
Price
$1334.03
Updated
2021/12/16
AHH
Product number
API-1621
Product name
Propafenone
Purity
98%
Packaging
100g
Price
$350
Updated
2021/12/16
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Propafenone Chemical Properties,Usage,Production

Uses

Cardiac depressant (anti-arrhythmic).

Definition

ChEBI: 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 hydroch oride salt in the management of supraventricular and ventricular arrhythmias.

brand name

Rythmol (Reliant);Arythmol;Nofenan;Nofenon;Nomorytmin;Normotrytmin (r) 10 mg;Prolekofen;Retmonorm;Ryhmonorma;Rythmole;Rytmonorm.

World Health Organization (WHO)

Propafenone, a membrane-stabilizing antiarrhythmic agent, was introduced into medicine in the mid 1980s. Shortly afterwards, its use became associated with cases of severe cardiac arrhythmias, which led to notable restrictions in the drug's indications in at least two countries. See also WHO comment for flecainide.

General Description

Propafenone, 2-[2'-hydroxy-3-(propylamino)propoxy]-3-phenylpropiophenone (Rythmol), a classIC antiarrhythmic drug, contains a chiral center and is marketedas the racemic mixture. Therapy with the racemicmixture of propafenone produces effects that can be attributedto both (S) and (R) enantiomers. Although (R) and (S)enantiomers exert similarNa+channel–blocking effects, the(S) enantiomer also produces aβ-adrenergic blockade. As aresult, the (S) enantiomer is reported to be 40-fold morepotent than the (R) enantiomer as an antiarrhythmic agent.The enantiomers also display stereoselective dispositioncharacteristics. The (R) enantiomer is cleared more quickly.Hepatic metabolism is polymorphic and determined genetically.Ten percent of Caucasians have a reduced capacity tohydroxylate the drug to form 5-hydroxypropafenone. Thispolymorphic metabolism accounts for the interindividualvariability in the relationships between dose and concentrationand, thus, variability in the pharmacodynamic effects ofthe drug. The 5-hydroxy metabolites of both enantiomersare as potent as the parent compound in blocking Na+channels.Propafenone also depresses the slow inward current ofCa2+ions.

Mechanism of action

Propafenone has not only pronounced class I effects but also class II (structure related) and class IV activities . Accordingly, it has a broad spectrum of activity against ventricular and supraventricular arrhythmias.

Clinical Use

Propafenone has been used for acute termination orlong-term suppression of ventricular arrhythmias. It isbound in excess of 95% to 1-acid glycoprotein in theplasma. It is absorbed effectively, but bioavailability is estimatedto be less than 20% because of first-pass metabolism.Less than 1% is eliminated as unchanged drug. Therapywith propafenone may produce effects that can be attributedto both (S) and (R) enantiomers. Thus, the effects may bemodulated because of an enantiomer–enantiomer interactionwhen patients are treated with the racemate.

Side effects

Concurrent administration of propafenone with digoxin, warfarin, propranolol, or metoprolol increases the serum concentrations of the latter four drugs. Cimetidine slightly increases the propafenone serum concentrations. Additive pharmacological effects can occur when lidocaine, procainamide, and quinidine are combined with propafenone.
As with other members of class IC, propafenone may interact in an unfavorable way with other agents that depress A-V nodal function, intraventricular conduction, or myocardial contractility. Overall, 21 to 32% of patients have adverse effects. The most common are dizziness or light-headedness, metallic taste, nausea, and vomiting; the most serious are proarrhythmic events.

Precautions

Propafenone is contraindicated in the presence of severe or uncontrolled congestive heart failure; cardiogenic shock; sinoatrial, A-V, and intraventricular disorders of conduction; and sinus node dysfunction, such as sick sinus syndrome. Other contraindications include severe bradycardia, hypotension, obstructive pulmonary disease, and hepatic and renal failure. Because of its weak β-blocking action, propafenone may cause possible dose-related bronchospasm.This problem is greatest in patients who are slow metabolizers.

Propafenone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Propafenone manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Propafenone 54063-53-5
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-05-11
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Propafenone 54063-53-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500kg/month
Release date
2021-07-22
XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
Product
Propafenone 54063-53-5
Price
US $20.00/KG
Min. Order
1KG
Purity
99.9%
Supply Ability
500MT/month
Release date
2022-01-19

54063-53-5, PropafenoneRelated Search:


  • 1-[2-(2-hydroxy-3-propylamino-propoxy)phenyl]-3-phenyl-propan-1-one
  • AKOS 215-08
  • PROPAFENONE
  • 1-(2-(2-hydroxy-3-(propylamino)propoxy)phenyl)-3-phenyl-1-propanon
  • 1-[2-[2-oxo-3-(propylamino)propoxy]phenyl]-3-phenyl-1-propanone
  • (RS)-Propafenone
  • 1-Propanone, 1-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenyl- (9CI)
  • Propafenone USP
  • Propafenone (base and/or unspecified salts)
  • PROPAFENONE HCL USP
  • 2'-[2-Hydroxy-3-(propylamino)propoxy]-β-phenylpropiophenone
  • WZ-884-642
  • WZ-884-643
  • β-Phenyl-2'-[3-(propylamino)-2-hydroxypropoxy]propiophenone
  • C07381
  • 5-OH-Propafenone-D5
  • N-(carboxypheny)guanidine hydrochloride
  • 1-(2-(2-Hydroxy-3-(propylamino)
  • -3-phenylpropan-1-one
  • 1-(2-(2-hydroxy-3-(propylamino)propoxy)phenyl)-3-phenyl-1-propanone
  • Propafenonum
  • Propafenone USP/EP/BP
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  • 54063-53-5
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  • C21H27NO3
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