3621. Epiquinine

Nomenclature

CAS number: 572-60-1
(8α,9S)-6′-Methoxycinchonan-9-ol.
C20H24N2O2; mol wt 324.42.
C 74.04%, H 7.46%, N 8.63%, O 9.86%.

Description and references

For refs see Epiquinidine.

Chemical structure

Properties

Viscous oil, [α]D22 +43° (c = 0.95 in 99% alc). Freely sol in organic solvents. Shows more blue fluorescence in H2SO4 than quinine. Forms a double sulfate with epiquinidine.

Derivative

Dihydrochloride.
C20H24N2O2.2HCl; mol wt 397.34.
C 60.46%, H 6.60%, N 7.05%, O 8.05%, Cl 17.85%.

Properties

Crystals from acetone, dec 196°. [α]D21 +33° (c = 0.8 in 99% alc).

Derivative

Neutral dibenzoyl-d-tartrate.
(C20H24N2O2)2.C18H14O8; mol wt 1007.13.
C 69.17%, H 6.20%, N 5.56%, O 19.06%.

Properties

Crystals from acetone, dec 159°, [α]D25 -24.3° (c = 0.93 in ethanol).