Disopyramide Phosphate is a class Ia anti-arrhythmic used in ventricular arrhythmias by stabilizing cardiac electrical activity.
Structure of Disopyramide Phosphate
- Disopyramide phosphate is a class IA antiarrhythmic agent with a quinuclidine core structure. It features a dibenzodioxepin ring system linked to a quinuclidine moiety and a diethylamino group.
- Chemical Formula: C₂₀H₂₉N₃O₄S·H₃PO₄
Mode of Action
- Class IA Antiarrhythmic: Inhibits fast sodium channels, prolongs action potential duration and refractory period.
- Potassium Channel Blockade: Extends repolarization by blocking potassium efflux.
- Anticholinergic Effects: Exhibits antimuscarinic activity, which can lead to side effects like dry mouth and blurred vision.
- Effect on Heart Rate: Converts atrial fibrillation to sinus rhythm and prevents reentrant arrhythmias.
Uses
- Ventricular Arrhythmias: Treats ventricular tachycardia and ventricular fibrillation.
- Atrial Arrhythmias: Manages atrial fibrillation and atrial flutter.
- Reentrant Arrhythmias Prevention: Effective in preventing recurrence post-cardiac events.
- Antiarrhythmic Prophylaxis: Used after myocardial infarction to prevent arrhythmias.
Structure-Activity Relationship (SAR)
- Quinuclidine Core: Essential for blocking fast sodium channels and prolonging the action potential.
- Dibenzodioxepin Ring System: Enhances lipophilicity, improving membrane permeability and binding affinity to cardiac ion channels.
- Diethylamino Group: Increases affinity for sodium channels and contributes to antimuscarinic side effects.
- Substituents: Modifications on the aromatic rings can influence potency and selectivity for ion channels.
Synthesis
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