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Securinine

Reference work entry

CAS Registry Number: 6704-68-3 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Miscellaneous Alkaloids

Biological sources: Securinega suffruticosa

C13H15NO2: 217.1103

Mp: 142–143°C [1, 2]; 230°C (hydrochloride), 205°C (nitrate), 218°C (picrate), 208°C (perchlorate), 194°C (picrolonate), 128°C (sulfate), 168°C (chloroaurate), 210°C (chloroplatinate) [1, 2]

[α]D +1042° (EtOH), +1106° (CHCl3) [1]

Solubility: very sol. EtOH, CHCl3, dichloroetane; sol. Et2O, pet. ether, Me2CO; spar. sol. H2O [1]

UV: 256(4.26) [2]

IR: 1840, 1760 [2]

MSm/z: 217(M+), 134, 106, 84, 78, 56 [2]

1H NMR: 1.00–1.80(6H, m), 1.77(1H, d), 2.05(1H, q), 2.40(1H, q), 2.50(1H, q), 2.99(1H, br t), 3.84(1H, br t), 5.54(1H, s), 6.30–6.75(2H, octet) [2]

Pharm./Biol.: Its action is close to that of strychnine, but it is 8–10 times less toxic. Used in asthenic states, pareses, and paralyses. Supplied in the form of 0.002-g tablets, 4% soln. in bottles, and 0.2% soln. in 1-ml...

References

  1. 1.
    V.I. Murav’eva, A.I. Ban’kovskii, DAN SSSR 110, 998 (1956)Google Scholar
  2. 2.
    R.H.F. Manske (ed.), The Alkaloids, Chemistry and Physiology, vol. 14 (Academic Press, New York, 1973), p. 425Google Scholar
  3. 3.
    M.D. Mashkovskii, Drugs [in Russian], vol. 1 (Meditsina, Moscow, 1984), p. 138Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

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