Disopyramide phosphate

Structure

• Disopyramide phosphate Chemical Structure – C21H32N3O5P

Structure-Activity Relationship (SAR) of Disopyramide

• Disopyramide is an antiarrhythmic medication used to treat certain types of abnormal heart rhythms.

• Its SAR can be outlined as follows:

1. Arylpiperidine Structure:

• The core structure of disopyramide is an arylpiperidine.

• This structural framework is important for its activity as an antiarrhythmic agent. The piperidine ring is essential for binding to the sodium channels in the cardiac cells.

2. Phenyl Group:

• The presence of a phenyl group attached to the piperidine ring influences the drug's pharmacokinetics and potency.

• The specific substitution pattern on the phenyl ring can affect the drug's binding affinity and efficacy.

3. Substituents on the Piperidine Ring:

• The substituents on the piperidine ring, particularly at the N-position, are critical for the antiarrhythmic activity.

• In disopyramide, the presence of an isopropyl group is crucial for its therapeutic effect.

4. Carbamate Group:

• The carbamate group in disopyramide is important for its antiarrhythmic properties.

• This group also affects the drug’s pharmacokinetic profile.

Structure-Activity Relationship (SAR) of Disopyramide

Synthesis of Disopyramide Phosphate

• The synthesis of disopyramide phosphate can be achieved through the following key chemical reaction:

1. Synthesis of Disopyramide:

• (C6​H5​)2​NCOCl + C11​H21​N → C21​H29​N3​O

• In this reaction, a compound like benzophenone isocyanate (C6H5)2NCOCl is reacted with a suitable piperidine derivative (C11H21N) to form disopyramide (C21H29N3O).

2. Conversion to Phosphate Salt:

• C21​H29​N3​O + H3​PO4 ​→ Disopyramidephosphate 

• Disopyramide is then treated with phosphoric acid (H3PO4) to form disopyramide phosphate.

• This synthesis pathway outlines the basic steps for creating disopyramide and converting it into its phosphate salt form, which is often used for its improved solubility and stability characteristics.

• The specific conditions and reagents used in these steps can vary, and additional processes may be involved for purification and formulation in pharmaceutical applications.

Mode of action

• Disopyramide is used as Anti-arrhythmic medication.

• It functions by inhibiting specific electrical signals from reaching the heart which might result in an irregular heartbeat.

Uses

• Life-threatening ventricular arrhythmias are treated with procainamide.