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P4670

Sigma-Aldrich

Propafenone hydrochloride

Synonyme(s) :

1-[2-(2-Hydroxy-3-(propylamino)propoxy)phenyl]-3-phenyl-1-propanone hydrochloride

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About This Item

Formule empirique (notation de Hill):
C21H27NO3 · HCl
Numéro CAS:
34183-22-7
Poids moléculaire :
377.90
Numéro CE :
251-867-9
Numéro MDL:
MFCD00079243
Code UNSPSC :
41116107
ID de substance PubChem :
24278636
Nomenclature NACRES :
NA.77

Forme

powder

Niveau de qualité

100

Auteur

Abbott

Température de stockage

2-8°C

Chaîne SMILES 

Cl[H].CCCNCC(O)COc1ccccc1C(=O)CCc2ccccc2

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

Clé InChI

XWIHRGFIPXWGEF-UHFFFAOYSA-N

Informations sur le gène

human ... ABCB1(5243) , ADRB1(153) , ADRB2(154) , ADRB3(155) , CYP1A2(1544) , SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)

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Description générale

Propafenone hydrochloride is a calcium antagonist. It functions as a Na+ and K+ channel blocker. It might be used to treat patients with systemic hypertension. Propafenone hydrochloride is associated with bradycardia and bronchospasms. It is metabolized in the liver. Propafenone hydrochloride is used to treat ventricular arrhythmias.

Application

Propafenone hydrochloride has been used in the isolation of cardiomyocytes.

Actions biochimiques/physiologiques

Blocks hKv1.5 and ATP-sensitive K+ channels; class 1C antiarrhythmic agent that is also an antagonist at β adrenergic receptors.

Caractéristiques et avantages

This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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David J Lowes et al.
Journal of medicinal chemistry, 54(21), 7477-7485 (2011-10-01)
Propafenone, a class Ic antiarrythmic drug, inhibits growth of cultured Plasmodium falciparum. While the drug's potency is significant, further development of propafenone as an antimalarial would require divorcing the antimalarial and cardiac activities as well as improving the pharmacokinetic profile
G Christé et al.
European journal of pharmacology, 373(2-3), 223-232 (1999-07-22)
Propafenone, a class I antiarrhythmic agent, inhibits several membrane currents (I(Na), I(Ca), I(K), Ito), however, its effects on ATP-sensitive potassium current (I(K)ATP) of cardiac cells have not been tested. We evaluated the blocking effects of 0.1 to 100 microM propafenone
Lambert K Sørensen
Journal of analytical toxicology, 36(2), 116-122 (2012-02-18)
A liquid chromatography-tandem mass spectrometry method, using pneumatically assisted electrospray ionization was developed for the determination of amiodarone, desethylamiodarone, propafenone, N-depropylpropafenone, 5-OH-propafenone, flecainide, and sotalol in human antemortem and postmortem whole blood. A mixture of methanol and acetonitrile was used
David Lowes et al.
Journal of medicinal chemistry, 55(13), 6087-6093 (2012-06-20)
Previously reported studies identified analogues of propafenone that had potent antimalarial activity, reduced cardiac ion channel activity, and properties that suggested the potential for clinical development for malaria. Careful examination of the bioavailability, pharmacokinetics, toxicology, and efficacy of this series
L Franqueza et al.
British journal of pharmacology, 125(5), 969-978 (1998-12-10)
1. The goal of this study was to analyse the effects of propafenone and its major metabolite, 5-hydroxy-propafenone, on a human cardiac K+ channel (hKv1.5) stably expressed in Ltk- cells and using the whole-cell configuration of the patch-clamp technique. 2.
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