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Quinine

Quinine
Quinine structure.svg
Quinine-3D-balls.png
Clinical data
Pronunciation US /ˈkwnn/, /kwɪˈnn/ or UK /ˈkwɪnn/ KWIN-een
Trade names Qualaquin, Quinate, Quinbisul
AHFS/Drugs.com Monograph
MedlinePlus a682322
License data
Pregnancy
category
  • AU: D
  • US: C (Risk not ruled out)
Routes of
administration
By mouth, intramuscular, intravenous, rectal
ATC code
Legal status
Legal status
Pharmacokinetic data
Protein binding 70–95%
Metabolism Liver (mostly CYP3A4 and CYP2C19-mediated)
Biological half-life 8–14 hours (adults), 6–12 hours (children)
Excretion Kidney (20%)
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
ECHA InfoCard 100.004.550
Chemical and physical data
Formula C20H24N2O2
Molar mass 324.42 g·mol−1
3D model (Jmol)
Melting point 177 °C (351 °F)
 NYesY (what is this?)  

Quinine is a medication used to treat malaria and babesiosis. This includes the treatment of malaria due to Plasmodium falciparum that is resistant to chloroquine when artesunate is not available. While used for restless legs syndrome, it is not recommended for this purpose due to the risk of side effects. It can be taken by mouth or used intravenously. Malaria resistant to quinine occurs in certain areas of the world. Some quantities are also used in tonic water and gives it its bitter taste.

Common side effects include headache, ringing in the ears, trouble seeing, and sweating. More severe side effects include deafness, low blood platelets, and an irregular heartbeat. Use can make one more prone to sunburn. While it is unclear if use during pregnancy causes harm to the baby, use to treat malaria during pregnancy is still recommended. How it works is not entirely clear. It is an alkaloid.

Quinine was first isolated in 1820 from the bark of a cinchona tree. Bark extracts have been used to treat malaria since at least 1632. It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. The wholesale price in the developing world is about US$1.70 to $3.40 per course of treatment. In the United States a course of treatment is more than $200.

As of 2006, it is no longer recommended by the WHO (World Health Organization) as a first-line treatment for malaria, and it should be used only when artemisinins are not available. Quinine is also used to treat lupus and arthritis.


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