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O-Methylarmepavine

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Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Benzylisoquinoline Alkaloids

Biological sources: Aconitum leucostomum

C20H25NO3: 327.1834

Mp: 63–64°C (pet. ether) [1], oil [2], 136°C (methiodide) [1]

[α]D −84° (CHCl3) [1]

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

UV(methiodide): 284(3.66) [3]

IR: 2910, 2820, 1610, 1515, 1460, 1450, 1380, 1300, 1250, 1190, 1170, 1120, 1030, 870, 800 [4]

MSm/z: 327(M+), 206(100), 192, 121 [4]

1H NMR: 2.55(3H, s, NCH3), 3.60(3H, s, 7-OCH3), 3.80(3H, s, 4′-OCH3), 3.87(3H, s, 6-OCH3), 6.10(1H, s, H-8), 6.60(1H, s, H-5), 6.83, 7.07(each 2H, d, J = 7.5, H-2′, H-3′, H-5′, H-6′) [5]

References

  1. 1.
    S.Yu. Yunusov, R.A. Konovalova, A.P. Orekhov, Zh. Obshch. Khim. 10, 641 (1940)Google Scholar
  2. 2.
    M.G. Zhamierashvili, V.A. Tel’nov, M.S. Yunusov, S.Yu. Yunusov, A. Nigmatullaev, K. Taizhanov, Chem. Nat. Comp. 16, 576 (1980)Google Scholar
  3. 3.
    S.Kh. Maekh, S.Yu. Yunusov, Chem. Nat. Comp. 1, 144 (1965)Google Scholar
  4. 4.
    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, 596 (1996)Google Scholar
  5. 5.
    M. Shamma, The Isoquinoline Alkaloids (Academic, New-York/London, 1972), p. 81Google Scholar

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