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ChemicalBook--->CAS DataBase List--->34183-22-7

34183-22-7

34183-22-7 Structure

34183-22-7 Structure
IdentificationMore
[Name]

1-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenylpropan-1-one hydrochloride
[CAS]

34183-22-7
[Synonyms]

1-[2-(2-HYDROXY-3-[PROPYLAMINO]-PROPOXY)PHENYL]-3-PHENYL-1-PROPANONE HYDROCHLORIDE
1-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenylpropan-1-one hydrochloride
PROPAFENONE HCL
PROPAFENONE HYDROCHLORIDE
1-(2-(2-hydroxy-3-(propylamino)propoxy)phenyl)-3-phenyl-1-propanonhydroc
2’-(2-hydroxy-3-(propylamino)propoxy)-3-phenylpropiophenonehydrochloride
2’-(2-hydroxy-3-(propylamino)propoxy)-3-phenyl-propiophenonhydrochloride
baxarytmon
fenoprain
propafenonhydrochlorid
rhythmonorm
rytmonorm
sa79
wz884
Arythmol
Pronon
Rythmol
Rytmonor
1-Propanone, 1-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenyl-, hydrochloride (9CI)
Propiophenone, 2'-[2-hydroxy-3-(propylamino)propoxy]-3-phenyl-, hydrochloride (8CI)
[EINECS(EC#)]

251-867-9
[Molecular Formula]

C21H28ClNO3
[MDL Number]

MFCD00079243
[Molecular Weight]

377.9
[MOL File]

34183-22-7.mol
Chemical PropertiesBack Directory
[Appearance]

White Solid
[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 ]

neat
[color ]

White to Off-White
[Usage]

Sodium channel blocker. Antiarrhythmic (class IC)
[λmax]

303nm(MeOH)(lit.)
[Merck ]

14,7794
[CAS DataBase Reference]

34183-22-7(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

T,Xn
[Risk Statements ]

R22:Harmful if swallowed.
[Safety Statements ]

S53:Avoid exposure-obtain special instruction before use .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[WGK Germany ]

3
[RTECS ]

UH2833000
[HS Code ]

2922504500
[Toxicity]

LD50 in rats (mg/kg): 18.8 i.v.; 700 orally (Hapke, Prigge)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Benzaldehyde-->2'-Hydroxyacetophenone-->2'-(Oxiranylmethoxy)-3-phenylpropiophenon-->2'-Hydroxychalcone-->2'-Hydroxy-3-phenylpropiophenone-->Propylamine
Hazard InformationBack Directory
[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]

A sodium channel protein inhibitor.
[Uses]

Antiarrhythmic;'Beta adrenergic antagonist
[Uses]

Sodium channel blocker. Antiarrhythmic (class IC)
[Definition]

ChEBI: 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.
[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.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

Propafenone Hydrochloride(34183-22-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

34183-22-7(sigmaaldrich)
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