Quinidine

  • ( )- Quinidine
  • C20H24N2O2 (quinidine )
  • C20H24N2O2 · H2SO4 · H2O (quinidine · H2SO4 · H2O)
  • 56-54-2 (quinidine )
  • 6591-63-5 (quinidine · H2SO4 · H2O)

C01BA01

Colorless, crystalline solid

Antiarrhythmic

  • 324.43 g · mol -1 ( quinidine)
  • 782.94 g · mol -1 (quinidine · H2SO4 · H2O)

174-175 ° C ( quinidine)

Poorly in water ( 0.5 g · l-1 at 20 ° C) ( quinidine)

Risk

Template: Infobox chemical / molecular formula search available

Quinidine is a chemical compound and belongs to the group of natural products of quinoline alkaloids. Quinidine sulfate is used as a drug.

Occurrence

The quinidine can be obtained from the bark of the tree bark China.

Structure

Quinidine is a diastereomer of quinine and, in contrast to this one (8R, 9S )-configuration [ quinine has ( 8S, 9R )-configuration ]. The configuration at the carbon atom to which the vinyl group is attached is in both of these chiral compounds the same.

Use

Quinidine is used as an antiarrhythmic for atrial fibrillation, extrasystoles and ventricular tachyarrhythmias. ( Ph. Eur. Quinidine sulfate ) it acts by binding to sodium channels open. The effectiveness is frequency dependent, since the ion channel - quinidine complex dissolves only slowly. In addition, the substance also reduces the conductivity of potassium, resulting in a prolongation of the action potential duration. In contrast to sodium conductance this effect decreases with higher frequencies. In addition, quinidine inhibits calcium channels of cardiac muscle and has atropinähnliche effects. This anticholinergic effect partially antagonized the effect, therefore, at low doses, the heart rate may increase and be improved reconciliation. At high doses, quinidine blocked the atrioventricular transmission.

Quinidine is well absorbed after oral administration. The half -life is about 5 hours and excretion is primarily via the kidney.

Due to its pronounced side effects ( atrioventricular block, torsade de pointes, ventricular tachycardia, and gastrointestinal disturbances due to its atropinähnlichen effect ), it is now used only rarely.

Combination with other drugs, which act kardiodepressiv, you should be absolutely avoided, as this can lead to a proliferation of side effects. In combination with digoxin whose plasma concentration increases sharply. When combined with loperamide may occur at the blood- brain barrier to respiratory depression due to a blockade of P-glycoprotein.

It is sold in Germany in combination with verapamil by Abbott under the name Cordichin commercially.

CAS registry number PubChem Anatomical Therapeutic Chemical Classification System DrugBank Dangerous Substances Directive (67/548/EEC) Active ingredient Molecular configuration Premature ventricular contraction Half-life Abbott Laboratories
183967
de