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CAS 4325-25-1

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Quinine gluconate

Description:
Quinine gluconate is a chemical compound derived from quinine, a well-known alkaloid with antimalarial properties. It is characterized by its white to off-white crystalline appearance and is soluble in water, which enhances its bioavailability for therapeutic applications. Quinine gluconate is primarily used in the treatment of malaria and may also serve as a flavoring agent in beverages due to its bitter taste. The compound exhibits a range of pharmacological effects, including antipyretic and analgesic properties, making it useful in various medical contexts. Its mechanism of action involves the inhibition of heme polymerization in the malaria parasite, disrupting its life cycle. Quinine gluconate is typically administered in specific dosages, and its use is monitored due to potential side effects, such as cinchonism, which can include symptoms like tinnitus and nausea. Overall, quinine gluconate is an important compound in both medicinal chemistry and pharmacology, reflecting the complex interplay between natural products and therapeutic applications.
Formula:C20H24N2O2·C6H12O7
InChI:InChI=1S/C20H24N2O2.C6H12O7/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;7-1-2(8)3(9)4(10)5(11)6(12)13/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;2-5,7-11H,1H2,(H,12,13)/t13-,14-,19-,20+;2-,3-,4+,5-/m01/s1
InChI key:InChIKey=XHKUDCCTVQUHJQ-BILMMMPYSA-N
SMILES:[C@H]([C@@H]([C@@H](CO)O)O)([C@H](C(O)=O)O)O.[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:
  • 6'-methoxycinchonan-9-ol - D-gluconic acid (1:1)
  • <span class="text-smallcaps">D</span>-Gluconic acid, compd. with (8α,9R)-6′-methoxycinchonan-9-ol (1:1)
  • Cinchonan-9-ol, 6′-methoxy-, (8α,9R)-, mono-<span class="text-smallcaps">D</span>-gluconate (salt)
  • D-Gluconic acid, compound with (8alpha,9R)-6'-methoxycinchonan-9-ol (1:1)
  • Gluconic acid, compd. with quinine (1:1)
  • Quinine gluconate
  • D-Gluconic acid, compd. with (8α,9R)-6′-methoxycinchonan-9-ol (1:1)
  • Cinchonan-9-ol, 6′-methoxy-, (8α,9R)-, mono-D-gluconate (salt)
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