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Armepavine

Reference work entry

CAS Registry Number: 3423-14-1 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Benzylisoquinoline Alkaloids

Biological sources: Papaver armeniacum, P. floribundum, P. fugax, P. persicum, P. zangezuricum

C19H23NO3: 313.1678

Mp: 148–149°C (Me2CO–Et2O) [1], 152°C (hydrochloride), 212°C (oxalate), 200°C (methiodide), 64°C (O-Me) [2]

[α]D −118° (CHCl3) [1]

UV: 228, 282 [2]

IR: 3500 [3]

MSm/z: 206, 191, 176 [3]

1H NMR: 2.50(3H, s, NCH3), 3.40, 3.72(each 3H, s, 2 × OCH3), 5.87, 6.48(each 1H, s, p–H–Ar), 6.56, 6.85(each 2H, d, J = 8, o–H–Ar) [3]

Pharm./Biol.: LD50 22.2 mg/kg (i/v, mice). In acute experiments on cats, lowers arterial pressure on i/v administration. Stimulates the muscles of isolated animal uteri [4]

References

  1. 1.
    R.A. Konovalova, S.Yu. Yunusov, A.P. Orekhov, Zh. Obshch. Khim. 7, 1791 (1937). S.Yu. Yunusov, R.A. Konovalova, A.P. Orekhov, Zh. Obshch. Khim. 10, 641 (1940)Google Scholar
  2. 2.
    J.C. Craig, M. Martin-Smith, S.K. Roy, J.B. Stenlake, Tetrahedron 22, 1335 (1966)Google Scholar
  3. 3.
    R. Shakirov, M.V. Telezhenetskaya, I.A. Bessonova, S.F. Aripova, I.A. Israilov, M.N. Sultankhodzhaev, V.I. Akhmedzhanova, V.I. Vinogradova, T.S. Tulyaganov, B.T. Salimov, V.A. Tel’nov, Chem. Nat. comp. 32, 216 (1996)Google Scholar
  4. 4.
    F.S. Sadritdinov, A.G. Kurmukov, The Pharmacology of the Plant Alkaloids and Their Use in Medicine [in Russian] (UzSSR, Tashkent, 1980), p. 203Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

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