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Quinine

From Wikipedia
quinine
type of chemical entity
Subclass ofCinchonan-9-ol, 6'-methoxy-, (8alpha,9R)-, quinidine, epiquinine Edit
Get useMedication Edit
Stylized namequiNINE Edit
Stereoisomer ofepiquinidine Edit
Chemical formulaC₂₀H₂₄N₂O₂ Edit
Canonical SMILESCOC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O Edit
Isomeric SMILESCOC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)O Edit
Active ingredient inQualaquin Edit
Medical condition treatedBabesiosis, muscle cramp, Plasmodium falciparum malaria Edit
Physically dey interact plusPotassium voltage-gated channel subfamily B member 2, Solute carrier family 29 member 4, taste receptor type 2 Edit
Legal status (medicine)boxed warning Edit
Pregnancy categoryAustralian pregnancy category D, US pregnancy category C Edit
LiverTox likelihood scoreLiverTox toxicity likelihood category B Edit
Natural product of taxonCinchona Edit
Get characteristicbitterness Edit

Quinine be a medication dem use to treat malaria den babesiosis.[1] Dis dey include de treatment of malaria secof Plasmodium falciparum wey be resistant to chloroquine wen artesunate no be available.[1][2] While dem sam times use am give nocturnal leg cramps, quinine no be recommended for dis purpose secof de risk of serious side effects.[1] Dem fi be take am by mouth anaa intravenously.[1] Malaria resistance to quinine dey occur insyd certain areas of de world.[3] Quinine sanso be used as an ingredient insyd tonic water den oda beverages to impart a bitter taste.[4]

Common side effects dey include headache, ringing insyd de ears, vision issues, den sweating.[1] More severe side effects dey include deafness, low blood platelets, den an irregular heartbeat.[1] Ein use fi make one more prone to sunburn.[1] While e be unclear if ein use during pregnancy dey carry potential for fetal harm, treating malaria during pregnancy .plus quinine wen appropriate still be recommended.[1] Quinine be an alkaloid, a naturally occurring chemical compound. E dey possess a C9H7N quinoline functional group (pyridine dem fuse to benzene).[1]

Quinine be first isolated insyd 1820 from de bark of a cinchona tree, wich be native to Peru,[1][5][6] den ein molecular formula be determined by Adolph Strecker insyd 1854.[7] De class of chemical compounds to wich e dey belong be thus called de cinchona alkaloids. Na bark extracts be used to treat malaria since at least 1632 wey e be introduced to Spain as early as 1636 by Jesuit missionaries wey dey return from de New World.[8] E dey on de World Health Organization's List of Essential Medicines.[9] Treatment of malaria plus quinine dey mark de first known use of a chemical compound to treat an infectious disease.[10]

References

[edit | edit source]
  1. 1 2 3 4 5 6 7 8 9 10 "Quinine sulfate". Drugs.com. 20 February 2020. Retrieved 14 May 2020.
  2. Esu EB, Effa EE, Opie ON, Meremikwu MM (June 2019). "Artemether for severe malaria". The Cochrane Database of Systematic Reviews. 6 (6) CD010678. doi:10.1002/14651858.CD010678.pub3. PMC 6580442. PMID 31210357.
  3. Foley M, Tilley L (February 1997). "Quinoline antimalarials: mechanisms of action and resistance". International Journal for Parasitology. 27 (2): 231–240. doi:10.1016/s0020-7519(96)00152-x. PMID 9088993.
  4. Olmsted J, Williams GM (1997). Chemistry: The Molecular Science. Jones & Bartlett Learning. p. 137. ISBN 978-0-815-18450-8. Archived from the original on 15 September 2016.
  5. Willcox M (28 June 2004). Traditional Medicinal Plants and Malaria. CRC Press. p. 231. ISBN 978-0-203-50232-7.
  6. Cechinel-Filho V (2012). Plant bioactives and drug discovery: principles, practice, and perspectives. Hoboken, N.J.: John Wiley & Sons. p. 2. ISBN 978-0-470-58226-8. Archived from the original on 4 March 2016.
  7. Strecker A (1854). "Untersuchungen über die Constitution des Chinins". Liebigs Ann. Chem. 91 (2): 155–170. doi:10.1002/jlac.18540910204.
  8. Staines HM, Krishna S (2011). Treatment and Prevention of Malaria: Antimalarial Drug Chemistry, Action and Use. [S.l.]: Springer Verlag. p. 45. ISBN 978-3-0346-0479-6.
  9. The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023). Geneva: World Health Organization. 2023. hdl:10665/371090. WHO/MHP/HPS/EML/2023.02.
  10. "Quinine". Encyclopedia Britannica. Retrieved 12 November 2021.
[edit | edit source]
  • Quinine at the Drug Information Portal - U.S. National Library of Medicine
  • Quinine at the International Programme on Chemical Safety
  • "Quinine". Resource Center. Chemwatch.