CAS 107381-32-8

(S)-Propafenone

Description:

(S)-Propafenone is a chiral compound primarily used as an antiarrhythmic medication, particularly for the treatment of atrial fibrillation and other cardiac arrhythmias. It belongs to the class of compounds known as arylpropylamines and exhibits a unique structure characterized by a propanolamine moiety linked to an aromatic ring. The (S)-enantiomer is the active form, demonstrating significant efficacy in stabilizing cardiac membranes and modulating ion channel activity. Propafenone has a moderate lipophilicity, which influences its absorption and distribution in the body. It undergoes extensive hepatic metabolism, primarily via cytochrome P450 enzymes, leading to various metabolites, some of which possess antiarrhythmic properties. The drug's pharmacokinetics can be affected by genetic polymorphisms in metabolizing enzymes, leading to variability in therapeutic outcomes among individuals. Additionally, (S)-Propafenone may interact with other medications, necessitating careful monitoring of drug interactions in clinical settings. Overall, its unique stereochemistry and pharmacological profile make it a valuable agent in managing specific cardiac conditions.

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-/m0/s1

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

Synonyms:

• 1-Propanone, 1-[2-[(2S)-2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenyl- (9CI)
• 1-Propanone, 1-[2-[2-hydroxy-3-(propylamino)propoxy]phenyl]-3-phenyl-, (S)-
• 1-(2-{[(2S)-2-hydroxy-3-(propylamino)propyl]oxy}phenyl)-3-phenylpropan-1-one
• (-)-(S)-Propafenone

(S)-Propafenone

CAS: 107381-32-8

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-P757496

(S)-Propafenone

CAS: 107381-32-8

(S)-Propafenone, or (S)-SA-79, is an S-enantiomer with beta-blocking effects and sodium channel blocking class 1 antiarrhythmic properties.

Formula: C₂₁H₂₇NO₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 341.44

Ref: TM-T12811