12-05602. Lophophorine [Archived]

Nomenclature

CAS number: 17627-78-0
(9S)-6,7,8,9-Tetrahydro-4-methoxy-8,9-dimethyl-1,3-dioxolo[4,5-h]isoquinoline; N-methylanhalonine.
C13H17NO3; mol wt 235.28.
C 66.36%, H 7.28%, N 5.95%, O 20.40%.

Description and references

In Lophophora williamsii (Lemaire) Coult., Cactaceae. Extraction procedure: Kauder, Arch. Pharm. 237, 191 (1899). Structure: Spth, Gangl, Monatsh. Chem. 44, 104, 106 (1923). Synthesis: Spth, Kesztler, Ber. 68, 1667 (1935).

Chemical structure

Properties

Oily liquid. bp0.02 140-145° (air bath temp). [α]D25 47° (c = 1 in chloroform). Sol in ether, chloroform.

Derivative

Hydrochloride.
C13H17NO3.HCl; mol wt 271.74.
C 57.46%, H 6.68%, N 5.15%, O 17.66%, Cl 13.05%.

Properties

Needles from alcohol. [α]D17 9.5° (c = 1). Sol in water, alcohol.

Status

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