CAS 522-66-7: (-)-Dihydroquinine
Description:(-)-Dihydroquinine is a naturally occurring alkaloid derived from the bark of the cinchona tree, known for its use as an antimalarial agent and as a bittering agent in tonic water. It is a stereoisomer of dihydroquinine, characterized by its specific three-dimensional arrangement of atoms, which contributes to its biological activity. The compound has a molecular formula that includes carbon, hydrogen, and nitrogen, reflecting its organic nature. (-)-Dihydroquinine exhibits a chiral center, leading to its optical activity, and it typically appears as a white to off-white crystalline solid. Its solubility varies in different solvents, being more soluble in polar solvents like water and ethanol. The compound has a relatively low toxicity profile, making it suitable for use in food and pharmaceutical applications. Additionally, it has been studied for its potential effects on various biological systems, including its role in modulating ion channels and its use in the synthesis of other chemical compounds. Overall, (-)-Dihydroquinine is significant in both medicinal chemistry and natural product research.
Formula:C20H26N2O2
InChI:InChI=1S/C20H26N2O2/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/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19-,20+/m0/s1
InChI key:InChIKey=LJOQGZACKSYWCH-WZBLMQSHSA-N
SMILES:OC(C=1C=CN=C2C=CC(OC)=CC21)C3N4CCC(C3)C(C4)CC
- Synonyms:
- 10,11-Dihydroquinine
- Hydroquinine
- Dihydroquinine
- Cinchonan-9-ol, 10,11-dihydro-6′-methoxy-, (8α,9R)-
- (8α,9R)-10,11-Dihydro-6′-methoxycinchonan-9-ol