12-04359. Galipine [Archived]

Nomenclature

CAS number: 525-68-8
2-[2-(3,4-Dimethoxyphenyl)ethyl]-4-methoxyquinoline.
C20H21NO3; mol wt 323.39.
C 74.28%, H 6.55%, N 4.33%, O 14.84%.

Description and references

From Angostura bark (Cusparia trifoliata Engl., Rutaceae): Krner, Bhringer, Gazz. Chim. Ital. 13, 363 (1883); Trger, Kroseberg, Arch. Pharm. 250, 494 (1912). Synthesis: Spth, Eberstaller, Ber. 57, 1687 (1924); Spth, Pikl, Ber. 62, 2244 (1929); Schlger, Leeb, Monatsh. Chem. 81, 714 (1950).

Chemical structure

Properties

Prismatic needles from alc, mp 116°. Soluble in alcohol, benzene, chloroform, ether; slightly sol in water, petr ether. The salts are more sol than those of cusparine.

Derivative

Hydrochloride tetrahydrate.
C20H21NO3.HCl.4H2O; mol wt 431.91.
C 55.62%, H 7.00%, N 3.24%, O 25.93%, Cl 8.21%.

Properties

Plates, become anhydr at 100°, mp 165°.

Derivative

Methiodide.
C20H21NO3.CH3I; mol wt 465.32.
C 54.20%, H 5.20%, N 3.01%, O 10.32%, I 27.27%.

Properties

Yellow needles, mp 146°.

Status

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