Cinchonidine
Medicinal Chemistry
Molecular Weight
294.39
Molecular Formula
C19H22N2O
IUPAC Name
(1S)-(6-methoxyquinolin-4-yl)[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-yl]methanol
Pharmacognosy
Biological Source
Cinchona spp.
Active Constituents
Cinchonidine
Pharmacology & Synthesis
Mechanism of Action
Interferes with heme polymerization in malaria parasites.
Pharmacokinetics (ADME)
A: Good oral absorption.
D: Wide distribution.
M: Hepatic.
E: Renal.
Pharmacodynamics
Antimalarial activity, mild antipyretic.
Synthesis Pathway
Synthesized from tryptophan and strictosidine.
Safety, Warnings & Interactions
Adverse Effects
Cinchonism (tinnitus, headache), GI upset.
Contraindications
G6PD deficiency, optic neuritis.
Drug Interactions
Antacids delay absorption.
Pharmaceutics & Compendia
Dosage Forms
Tablets