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CAS 130-95-0

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Quinine

Description:
Quinine is a naturally occurring alkaloid derived from the bark of the cinchona tree, primarily known for its antimalarial properties. It has a complex chemical structure characterized by a bicyclic ring system, which includes a quinuclidine and a quinoline moiety. Quinine is typically a white crystalline powder that is soluble in water and has a bitter taste, which is why it has historically been used to flavor tonic water. Its chemical formula is C20H24N2O2, and it exhibits a range of pharmacological effects, including analgesic and antipyretic properties. Quinine acts by interfering with the parasite's ability to metabolize and utilize hemoglobin, making it effective against malaria. Additionally, it has been studied for its potential use in treating nocturnal leg cramps and certain cardiac arrhythmias. However, due to its side effects, including cinchonism, it is used with caution in clinical settings. Quinine's CAS number is 130-95-0, which uniquely identifies this compound in chemical databases.
Formula:C20H24N2O2
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
InChI key:InChIKey=LOUPRKONTZGTKE-WZBLMQSHSA-N
SMILES:[C@@H](O)(C=1C2=C(C=CC(OC)=C2)N=CC1)[C@]3([N@@]4C[C@H](C=C)[C@](C3)(CC4)[H])[H]
Synonyms:
  • (3alpha,4beta,9S)-6'-methoxycinchonan-9-ol
  • (3alpha,9S)-6'-methoxycinchonan-1-ium-9-ol
  • (4beta,8alpha,9R)-6'-methoxycinchonan-1-ium-9-ol
  • (4beta,9R)-6'-methoxycinchonan-9-ol
  • (6-Methoxy-4-quinolyl)(5-vinyl-1-azabicyclo[2.2.2]oct-2-yl)methanol
  • (8S,9R)-Quinine
  • (8alpha,9R)-6'-methoxycinchonan-9-ol
  • (8alpha,9R)-9-hydroxy-6'-methoxycinchonan-1-ium
  • (8α,9R)-6'-Methoxycinchonan-9-ol
  • (9R)-6'-methoxycinchonan-9-ol sulfate (salt)
  • See more synonyms
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