54063-53-5 Usage
Description
Propafenone, also known as 2-[2'-hydroxy-3-(propylamino)propoxy]-3-phenylpropiophenone (Rythmol), is a class IC antiarrhythmic drug that contains a chiral center and is marketed as a racemic mixture. It is characterized by its ability to block Na+ channels and depress the slow inward current of Ca2+ ions, making it a potent antiarrhythmic agent.
Uses
Used in Cardiology:
Propafenone is used as a cardiac depressant for the treatment of supraventricular and ventricular arrhythmias. Its antiarrhythmic properties are attributed to both (S) and (R) enantiomers, with the (S) enantiomer being 40-fold more potent due to its additional β-adrenergic blockade effect. The drug's hepatic metabolism is polymorphic and genetically determined, leading to interindividual variability in its pharmacodynamic effects.
Brand names for Propafenone include Rythmol (Reliant), Arythmol, Nofenan, Nofenon, Nomorytmin, Normotrytmin (r) 10 mg, Prolekofen, Retmonorm, Ryhmonorma, Rythmole, and 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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 54063-53-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,4,0,6 and 3 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 54063-53:
(7*5)+(6*4)+(5*0)+(4*6)+(3*3)+(2*5)+(1*3)=105
105 % 10 = 5
So 54063-53-5 is a valid CAS Registry Number.
InChI:InChI=1/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
54063-53-5Relevant articles and documents
Colistin sulfate chiral stationary phase for the enantioselective separation of pharmaceuticals using organic polymer monolithic capillary chromatography ?
Fouad, Ali,Shaykoon, Montaser Sh.A.,Ibrahim, Samy M.,El-Adl, Sobhy M.,Ghanem, Ashraf
, (2019/03/19)
A new functionalized polymer monolithic capillary with a macrocyclic antibiotic, namely colistin sulfate, as chiral selector was prepared via the copolymerization of binary monomer mixtures consisting of glycidyl methacrylate (GMA) and ethylene glycol dimethacrylate (EGDMA) in porogenic solvents namely 1-propanol and 1,4-butanediol, in the presence of azobisiso-butyronitrile (AIBN) as initiator and colistin sulfate. The prepared capillaries were investigated for the enantioselective nano-LC separation of a group of racemic pharmaceuticals, namely, α- and β-blockers, anti-inflammatory drugs, antifungal drugs, norepinephrine-dopamine reuptake inhibitors, catecholamines, sedative hypnotics, antihistaminics, anticancer drugs, and antiarrhythmic drugs. Acceptable separation was achieved for many drugs using reversed phase chromatographic conditions with no separation achieved under normal phase conditions. Colistin sulfate appears to be useful addition to the available macrocyclic antibiotic chiral phases used in liquid chromatography.
Therapeutic agents containing enantiomers of propafenone
-
, (2008/06/13)
Therapeutic agents containing enantiomers of propafenone, the preparation of the said agents and their use for certain groups of patients.
