12-10187. Worenine [Archived]

Nomenclature

CAS number: 38763-29-0
5,6-Dihydro-14-methylbis[1,3]benzodioxolo[5,6-a:5′,6′-g]quinolizinium; 13-methyl-ψ-coptisine.
[C20H16NO4]+.

Description and references

Protoberberine alkaloid isolated from root of Coptis japonica Makino, Ranunculaceae: Kitasato, J. Pharm. Soc. Jpn. No. 542, 48, 315 (1927); Acta Phytochim. 3, 175 (1927), C.A. 22, 1779-1780 (1928); in Coptis chinensis Franch., Ranunculaceae: Schramm, Wej-ds, Pharmazie 14, 405 (1959). Synthesis of 13-methyl-ψ-coptisine and its probable identity with worenine: T. R. Govindachari et al., Indian J. Chem. 9, 1313 (1971).

Chemical structure

Derivative

Chloride.
C20H16ClNO4; mol wt 369.80.
C 64.96%, H 4.36%, Cl 9.59%, N 3.79%, O 17.31%.

Properties

Yellow needles from water, mp 288-289°.

Derivative

Iodide.
C20H16INO4; mol wt 461.25.
C 52.08%, H 3.50%, I 27.51%, N 3.04%, O 13.87%.

Properties

Crystals from ethanol, mp 297-299°.

Status

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