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CAS 117-72-6

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Cinchonan-9-ol, 6′-methoxy-, (8α,9R)-, compd. with 2-carboxyphenyl 2-hydroxybenzoate (1:2)

Description:
Cinchonan-9-ol, 6′-methoxy-, (8α,9R)-, compd. with 2-carboxyphenyl 2-hydroxybenzoate (1:2), commonly referred to as a complex of cinchona alkaloids, exhibits several notable characteristics. This compound is derived from cinchona, a natural source of quinine, and is known for its chiral properties, which contribute to its potential applications in asymmetric synthesis and medicinal chemistry. The presence of the methoxy group enhances its solubility and reactivity, while the carboxyphenyl and hydroxybenzoate moieties may impart additional functional properties, such as increased biological activity or improved interaction with biological targets. The compound's stereochemistry, particularly the (8α,9R) configuration, is crucial for its pharmacological effects, influencing how it interacts with receptors or enzymes in biological systems. Overall, this compound is of interest in the fields of organic chemistry and pharmacology, particularly for its potential use in drug development and as a chiral auxiliary in synthesis.
Formula:C20H24N2O2·2C14H10O5
InChI:InChI=1S/C20H24N2O2.C14H10O5/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;15-11-7-3-1-5-9(11)14(18)19-12-8-4-2-6-10(12)13(16)17/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;1-8,15H,(H,16,17)/t13-,14-,19-,20+;/m0./s1
InChI key:InChIKey=YZUMUNFNSICXMK-DSXUQNDKSA-N
SMILES:O(C(=O)C1=C(O)C=CC=C1)C2=C(C(O)=O)C=CC=C2.[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:
  • Quinisan
  • Quinisal
  • Quinine, compound with salicylic acid salicylate (1:2)
  • Cinchonan-9-ol, 6′-methoxy-, (8α,9R)-, compd. with 2-carboxyphenyl 2-hydroxybenzoate (1:2)
  • Benzoic acid, 2-hydroxy-, 2-carboxyphenyl ester, compd. with (8α,9R)-6′-methoxycinchonan-9-ol (2:1)
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