12-08885. Sparsiflorine [Archived]

Nomenclature

CAS number: 2128-61-2
5,6,6a,7-Tetrahydro-2-methoxy-4H-dibenzo[de,g]quinoline-1,10-diol; 2-methoxy-6aβ-noraporphine-1,10-diol.
C17H17NO3; mol wt 283.32.
C 72.07%, H 6.05%, N 4.94%, O 16.94%.

Description and references

From the leaves of Croton sparsiflorus Morung, Euphorbiaceae: Saha, Sci. Cult. 24, 572 (1959), C.A. 54, 1580a (1960). Structure: Chatterjee et al., Tetrahedron Lett. 1965, 1539.

Chemical structure

Properties

Needles from alc, dec 228°. Sol in methanol, ethanol, ethyl acetate, acetone; slightly sol in ether; practically insol in benzene, petr ether, hexane.

Derivative

Hydrochloride.
C17H17NO3.HCl; mol wt 319.78.
C 63.85%, H 5.67%, N 4.38%, O 15.01%, Cl 11.09%.

Properties

Crystals from water, dec 283-284°. [α]D30 +43° (water). uv max (ethanol): 226, 266, 275, 310 nm (log ε 4.54, 4.09, 4.23, 3.95).

Derivative

N-Methyl methiodide.
C18H19NO3.CH3I; mol wt 439.29.
C 51.95%, H 5.05%, N 3.19%, O 10.93%, I 28.89%.

Properties

Crystals, dec 236-238°. uv max (ethanol): 225, 267, 277, 310 nm (log ε 4.57, 4.08, 4.0, 3.85).

Status

This monograph has been retired and is no longer subject to revision or update.