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CAS 18797-86-9

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Cinchonan-9-ol, 6′-methoxy-, acetate, (8α,9R)-

Description:
Cinchonan-9-ol, 6′-methoxy-, acetate, (8α,9R)- is a chemical compound belonging to the class of alkaloids, specifically derived from the cinchona tree, which is known for its medicinal properties. This compound features a complex bicyclic structure typical of cinchona alkaloids, characterized by a quinoline ring system. The presence of a methoxy group at the 6′ position and an acetate group contributes to its unique chemical reactivity and potential biological activity. It is stereochemically defined with specific configurations at the 8α and 9R positions, which can influence its pharmacological properties. Cinchonan-9-ol derivatives are often studied for their potential use in treating various ailments, including malaria, due to their antimalarial properties. The compound's solubility, stability, and interaction with biological targets are influenced by its functional groups and stereochemistry. As with many alkaloids, it may exhibit a range of effects on biological systems, making it a subject of interest in medicinal chemistry and pharmacology.
Formula:C22H26N2O3
InChI:InChI=1S/C22H26N2O3/c1-4-15-13-24-10-8-16(15)11-21(24)22(27-14(2)25)18-7-9-23-20-6-5-17(26-3)12-19(18)20/h4-7,9,12,15-16,21-22H,1,8,10-11,13H2,2-3H3/t15-,16-,21-,22+/m0/s1
InChI key:InChIKey=LBXIBQQYUBUMMK-WWLNLUSPSA-N
SMILES:[C@H](OC(C)=O)([C@]1([N@@]2C[C@H](C=C)[C@](C1)(CC2)[H])[H])C=3C4=C(C=CC(OC)=C4)N=CC3
Synonyms:
  • Quinine, acetate (ester)
  • Cinchonan-9-ol, 6′-methoxy-, acetate, (8α,9R)-
  • Quinine acetate
  • Cinchonan-9-ol, 6′-methoxy-, acetate (ester), (8α,9R)-
  • O-Acetylquinine
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