Chemistry of Natural Compounds

, Volume 20, Issue 3, pp 314–317 | Cite as

Ionization constants of a number of alkaloids used in medicine

  • M. E. Perel'son
  • I. V. Persiyanova
  • T. S. Semenova
  • I. E. Kopylova
Article
  • 39 Downloads

Abstract

The pKa values of a number of alkaloids in water or in aqueous ethanol have been measured by the potentiometric titration method: nuphleine — 4.59, 6.98; brevicolline — 5.17, 8.02; chelidonine — 6.40; sanguinarine — 7.32; chelerythrine — 7.53; stepharine — 8.48; d-pseudoephedrine — 9.49. For nuphleine and brevicolline, each of which has two nitrogen atoms capable of protonation, assignments have been made of pKa values to the corresponding atoms on the basis of the results of UV spectroscopy.

Keywords

Nitrogen Organic Chemistry Alkaloid Nitrogen Atom Potentiometric Titration 

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Literature cited

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    T. N. Il'inskaya, A. D. Kuzovkov, and T. G. Monakhova, Khim. Prir. Soedin., 178 (1967).Google Scholar
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    R. T. LaLonde, Chun Fook Wong, and K. C. Das, J. Am. Chem. Soc.,95, No. 19, 6342 (1973).Google Scholar
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    A. Albert, in: Physical Methods in the Chemistry of Heterocyclic Compounds, Academic Press, New York (1963).Google Scholar

Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • M. E. Perel'son
  • I. V. Persiyanova
  • T. S. Semenova
  • I. E. Kopylova

There are no affiliations available

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