CAS 107381-31-7

(R)-Propafenone

Description:

(R)-Propafenone is a chiral compound primarily used as an antiarrhythmic medication, particularly for the treatment of atrial fibrillation and ventricular arrhythmias. It belongs to the class of phenylpropylamines and exhibits a unique structure characterized by a propanolamine moiety linked to a phenyl ring. The (R) configuration indicates its specific stereochemistry, which is crucial for its pharmacological activity. Propafenone functions by blocking sodium channels and exhibiting beta-adrenergic antagonist properties, thereby stabilizing cardiac membranes and reducing abnormal electrical activity in the heart. It is typically administered in oral form and undergoes extensive hepatic metabolism, leading to various metabolites, some of which also possess antiarrhythmic properties. The drug's efficacy and safety profile can be influenced by genetic variations in metabolic enzymes, particularly cytochrome P450 isoforms. Common side effects may include dizziness, fatigue, and gastrointestinal disturbances. Overall, (R)-Propafenone is an important therapeutic agent in cardiology, with its stereochemistry playing a significant role in its clinical effectiveness.

Formula: C₂₁H₂₇NO₃

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/t18-/m1/s1

SMILES: CCCNC[C@H](COc1ccccc1C(=O)CCc1ccccc1)O

Synonyms:

• 1-Propanone, 1-[2-[(2R)-2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenyl- (9CI)
• 1-Propanone, 1-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenyl-, (R)-
• 1-(2-{[(2R)-2-hydroxy-3-(propylamino)propyl]oxy}phenyl)-3-phenylpropan-1-one
• (+)-(R)-Propafenone
• Propafenone isomer-IQ: What is
• Propafenone Impurity 19 ((R)-Propafenone)
• Propafenone isomer-I Q: What is the storage condition of
• Propafenone isomer-I
• Propafenone isomer-I Q: What is the CAS Number of
• Propafenone isomer-I Q: What are the applications of
• 1-Propanone, 1-[2-[(2R)-2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenyl-
• 1-[2-[(2R)-2-hydroxy-3-(propylaMino)propoxy]phenyl]-3-phenyl-
• 1-[2-[(2R)-2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenylpropan-1-one

(R)-Propafenone

CAS: 107381-31-7

Stability Hygroscopic
Applications Sodium channel blocker. Antiarrhythmic (class IC).
References Hollmann, M., et al.: Arzneim.-Forsch., 33, 763 (1983), Bryson, H. M., et al.:Drugs, 45, 85 (1993), Rae, A. P., et al.: Am. J. Cardiol., 82, 59N (1998),

Formula: C₂₁H₂₇NO₃

Color and Shape: Neat

Molecular weight: 341.44

Ref: TR-P757495