Protopine hydrochloride

Acta Crystallogr C. 2001 May;57(Pt 5):651-2. doi: 10.1107/s0108270101003249. Epub 2001 May 15.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Benzophenanthridines
  • Berberine Alkaloids*
  • Crystallography, X-Ray
  • Papaver / chemistry
  • Plant Extracts / chemistry
  • Plants, Medicinal
  • Stereoisomerism

Substances

  • Alkaloids
  • Benzophenanthridines
  • Berberine Alkaloids
  • Plant Extracts
  • protopine