CAS 838821-39-9

(8α,9R)-9-(Phenylmethoxy)cinchonan-6′-ol

Description:

The chemical substance known as "(8α,9R)-9-(Phenylmethoxy)cinchonan-6′-ol," with the CAS number 838821-39-9, is a derivative of cinchona alkaloids, which are known for their complex bicyclic structures and biological activity. This compound features a phenylmethoxy group, which enhances its lipophilicity and may influence its interaction with biological targets. The presence of a hydroxyl group at the 6' position contributes to its potential as a chiral building block in organic synthesis and medicinal chemistry. The stereochemistry indicated by the (8α,9R) configuration suggests specific spatial arrangements that can significantly affect the compound's pharmacological properties, including its binding affinity and selectivity for various receptors or enzymes. Such compounds are often investigated for their potential therapeutic applications, particularly in the fields of anti-malarial and anti-inflammatory agents. Overall, the unique structural features of this substance make it a subject of interest in both synthetic and medicinal chemistry research.

Formula: C₂₆H₂₈N₂O₂

InChI: InChI=1S/C26H28N2O2/c1-2-19-16-28-13-11-20(19)14-25(28)26(30-17-18-6-4-3-5-7-18)22-10-12-27-24-9-8-21(29)15-23(22)24/h2-10,12,15,19-20,25-26,29H,1,11,13-14,16-17H2/t19-,20-,25-,26+/m0/s1

InChI key: InChIKey=HFSYPELWEAKVJH-WJQBNGMASA-N

SMILES: [C@H](OCC1=CC=CC=C1)([C@]2([N@@]3C[C@H](C=C)[C@](C2)(CC3)[H])[H])C=4C5=C(N=CC4)C=CC(O)=C5

Synonyms:

• (8α,9R)-9-(PhenylMethoxy)-Cinchonan-6′-ol
• 9-O-Benzylcupreine
• Cinchonan-6′-ol, 9-(phenylmethoxy)-, (8α,9R)-
• 9-Benzyloxy-6′-hydroxyquinine
• (8α,9R)-9-(Phenylmethoxy)cinchonan-6′-ol