Propafenone Hydrochloride Chemical Properties

Melting point:

165-1670C

storage temp. 

2-8°C

solubility 

Slightly soluble in cold water, soluble in methanol and in hot water, practically insoluble in ethanol (96 per cent).

form 

Solid

color 

White to Off-White

λmax

303nm(MeOH)(lit.)

Merck 

14,7794

CAS DataBase Reference

34183-22-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

T,Xn

Risk Statements 

46-22

Safety Statements 

53-36/37/39-45

WGK Germany 

3

RTECS 

UH2833000

HS Code 

2922504500

Toxicity

LD50 in rats (mg/kg): 18.8 i.v.; 700 orally (Hapke, Prigge)

MSDS

• Language:English Provider:SigmaAldrich

Propafenone Hydrochloride Usage And Synthesis

Description

Propafenone hydrochloride is a class I anti-arrhythmic agent with basic local anaesthetic and membrane-stabilizing properties. Some P-adrenergic blocking action has also been described. Propafenone decreases the depolarization velocity and slows conduction in the His-Purkinje system with resultant increase in the PR interval and the QRS complex. Propafenone is used in the treatment of paroxysmal supraventricular tachycardias and ventricular arrhythmias.
Propafenone should not be used in uncontrolled cardiac failure, severe obstructive pulmonary disease or marked hypotension. Propafenone may worsen myasthenia gravis.

Chemical Properties

White Solid

Uses

Propafenone hydrochloride is a class IC antiarrhythmic agent used for the management of severe ventricular and supraventricular arrhythmias. It has beta-blocking and weak calcium channel blocking properties, as well as some negative inotropic activity. Propafenone is in a class of medications called antiarrhythmics. It works by acting on the heart muscle to improve the heart's rhythm.

Uses

Sodium channel blocker. Antiarrhythmic (class IC)

Definition

ChEBI: Propafenone hydrochloride is a hydrochloride that is the monohydrochloride salt of propafenone. It is a class 1C antiarrhythmic drug with local anesthetic effects, and is used in the management of supraventricular and ventricular arrhythmias. It has a role as an anti-arrhythmia drug. It contains a propafenone(1+).

brand name

Rythmol (Reliant).

Pharmacokinetics

Propafenone hydrochloride (Rythmol(R)) is similar in action to flecainide. It reduces the fast inward sodium current in Purkinje fibres and to a lesser extent in myocardial fibres. Unlike other class l drugs, propafenone has mild B-blocking effects. This may contribute to its overall effects on the conduction system. lt is also believed to have calcium channel-blocking effects, which may contribute to its mild negative inotropic effects.

Clinical Use

Anti-arrhythmic agent:
Ventricular arrhythmias
Paroxysmal supraventricular tachyarrhythmias, (including paroxysmal atrial flutter or fibrillation, and paroxysmal re-entrant tachycardias involving the AV node or accessory pathway) where standard therapy has failed or is unsuitable

Drug interactions

Potentially hazardous interactions with other drugs
Anti-arrhythmics: increased myocardial depression with other anti-arrhythmics.
Antibacterials: increased metabolism with rifampicin (reduced effect).
Anticoagulants: enhanced anticoagulant effect of coumarins.
Antidepressants: increased risk of arrhythmias with tricyclics; metabolism of propafenone possibly inhibited by paroxetine (increased risk of toxicity).
Antihistamines: increased risk of ventricular arrhythmias with mizolastine - avoid.
Antipsychotics: increased risk of ventricular arrhythmias with antipsychotics that prolong the QT interval.
Antivirals: concentration of propafenone increased by saquinavir and ritonavir and possibly by fosamprenavir, increased risk of ventricular arrhythmias - avoid; use with caution with telaprevir.
Beta-blockers: increased myocardial depression; increased concentration of metoprolol and propranolol.
Cardiac glycosides: increased digoxin concentration - halve digoxin dose.
Ciclosporin: possibly increased ciclosporin concentration.
Ulcer-healing drugs: levels increased by cimetidine.

Metabolism

Propafenone is hepatically metabolised mainly by CYP2D6 isoenzyme but also to a small extent by CYP1A2 and CYP3A4. This forms 2 active metabolites, 5-hydroxypropafenone and N-depropylpropafenone and some inactive ones. Propafenone and its metabolites also undergo glucuronidation. The extent of metabolism is genetically determined.
Propafenone is excreted in the urine and faeces mainly in the form of conjugated metabolites.

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