quinidine

Also known as Quinaglute®, Quinidex®, quinidine hydrochloride, 6-methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol, alpha-(6-methoxy-4-quinolyl)-5-vinyl-2-quinuclidinemethanol, beta-quinine, pitayine, conquinine

Quinidine is a class IA antiarrhythmic agent used to treat heart rhythm disturbances. It is a diastereomer of antimalarial agent quinine, originally derived from the bark of the cinchona tree. The drug causes increased action potential duration, as well as a prolonged QT interval. As of 2019, its IV formulation is no longer being manufactured for use in the United States.

Chemical data

Formula: C20H24N2O2
Molecular weight: 324.4 g/mol
IUPAC name: (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
SMILES: COC1=CC2=C(C=CN=C2C=C1)[C@@H]([C@H]3C[C@@H]4CCN3C[C@@H]4C=C)O
InChIKey: LOUPRKONTZGTKE-LHHVKLHASA-N
XLogP: 2.9
Polar surface area: 45.6 Å²
H-bond donors: 1
H-bond acceptors: 4
Formal charge: 0

via PubChem

Research

9,490 papers

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Article

13 sections

Contents

Medical uses
Other uses
Side effects
Pharmacology
Pharmacodynamics
Mechanism of action
Pharmacokinetics
Elimination
History
Chemistry
Veterinary use
References
External links

==Medical uses== Quinidine is occasionally used as a class I antiarrhythmic agent to prevent ventricular arrhythmias, particularly in Brugada Syndrome, although its safety in this indication is uncertain.