Protopine hydrochloride.
Protopine hydrochloride (5,6,14,14a-tetrahydro-14a-hydroxy-7-methyl-8H-bis[1,3]benzodioxolo[5,6-a:4,5-g]quinolizinium chloride, C20H20NO5(+)-Cl(-)) is the salt of the isoquinoline alkaloid protopine. It is formed by the action of dilute hydrochloric acid on the protopine free base. The N-methyl and hydroxyl groups are in a trans configuration in the quinolizine ring and the central quinolizine N-C bond is unusually long [1.579 (2) A]. The crystal is a racemate.
Dostál
J
J
Department of Biochemistry, Faculty of Medicine, Masaryk University, 662 43 Brno, Czech Republic.
Zák
Z
Z
Necas
M
M
Slavík
J
J
Potácek
M
M
D000470:Alkaloids / Q000737:chemistry*; D053119:Benzophenanthridines; D001600:Berberine Alkaloids; D018360:Crystallography, X-Ray; D010207:Papaver / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry; D010946:Plants, Medicinal; D013237:Stereoisomerism
D000470:Alkaloids; D053119:Benzophenanthridines; D001600:Berberine Alkaloids; D010936:Plant Extracts; C009093:protopine