Description
Quinine isolated from the barks of Cinchona ledgeriana (Howard) Moens ex Trim. It is used for the treatment of acute malaria in pregnant women.
Synonyms
(8-alpha,9r)-6'-methoxycinchonan-9-ol;(8S,9R)-6'-Methoxycinchonan-9-ol;(
IUPAC Name
(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
Molecular Formula
C20H24N2O2
Canonical SMILES
COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O
InChI
InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+/m0/s1
InChIKey
LOUPRKONTZGTKE-WZBLMQSHSA-N
Boiling Point
495.9±40.0 °C at 760 mmHg
Melting Point
173-175 °C(lit.)
Application
antimalarial;
Shelf Life
2 month in rt, long time
pH
pH of saturated aqueous solution = 8.8;
Refractive Index
1.625 (15°C)
Stability
Stable under normal temperatures and pressures. May discolor on exposure to light.
Vapor Pressure
1.54X10-10 mm Hg at 25 deg C (est);