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Rauwolfia alkaloids XXXV. potent, fast-acting sedatives derived from methyl reserpate

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Zusammenfassung

Durch Umsetzung des Methyl-Reserpates (Ic) mit Diazomethan in Gegenwart von Fluoborsäure wird 18-O-Methylreserpsäure-methylester (Id) gewonnen. Reaktion des 18-O-p-Brombenzolsulfonylreserpsäure-methylesters (Ie) mit Methanol und Triäthylamin führt dagegen zum isomeren 18-epi-Methyläther (IIa). Diese Produkte, und besonders ihre wasserlöslichen Hydrochloride, besitzen ausgeprägte sedative Eigenschaften mit schnellem Wirkungseintritt; sie sind aber nicht hypotensiv wirksam.

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References

  1. R. A. Lucas, M. E. Kuehne, M. J. Ceglowski, R. L. Dziemian, andH. B. MacPhillamy, J. Amer. chem. Soc.81, 1928 (1959).

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  2. M. Neeman, M. C. Caserio, J. D. Roberts, andW. S. Johnson, Tetrahedron6, 36 (1959).

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Authors and Affiliations

  1. CIBA Pharmaceutical Products Inc., Summit, N.J.

    Michael M. Robison, Robert A. Lucas, H. B. MacPhillamy, W. Barrett & A. J. Plummer

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  1. Michael M. Robison
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  2. Robert A. Lucas
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  3. H. B. MacPhillamy
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  4. W. Barrett
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  5. A. J. Plummer
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Robison, M.M., Lucas, R.A., MacPhillamy, H.B. et al. Rauwolfia alkaloids XXXV. potent, fast-acting sedatives derived from methyl reserpate. Experientia 17, 14–15 (1961). https://doi.org/10.1007/BF02157923

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  • DOI: https://doi.org/10.1007/BF02157923

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