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Roemeridine

Reference work entry

CAS Registry Number: 122890-33-9 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids

Biological sources: Roemeria hybrida

C31H39N3O5: 533.2890

Mp: 228–230°C (Me2CO) [1], 241–243°C (dec., MeOH–Me2CO) [2, 3]

[α]D −37° (MeOH) [2]; −21° (MeOH) [3]

UV: 220, 273, 291 [2]

IR: 3350, 3290, 1608–1565 [2]

MSm/z: 533(M+), 518, 257, 244(100), 230, 229, 216, 215 [2]

1H NMR: 1.65(1H, m, J = 11.2), 1.92(2H), 1.93(2H), 2.09(1H, dd, J = 14, 3.7), 2.20(1H, dd, J = 14, 7.4), 2.38(3H, s, NCH3), 2.45(1H, ddd, J = 11.7, 11.6; 5.2), 3.46(3H, s, OCH3), 3.76(1H, dd, J = 7.4, 3.7), 3.92(3H, s, OCH3), 3.93(6H, s, 2 × OCH3), 6.56(1H, s), 6.91(1H, s), 6.95(1H, s) [2]

13C NMR: quartet: 43.5(NCH3), 56.5(3 × OCH3), 57.3(OCH3); triplet: 23.0, 27.4, 31.5, 32.2, 34.0, 39.0, 55.9; doublet: 65.3, 80.3, 95.1, 100.5; singlet: 47.0, 55.9, 109.7, 120.0, 123.0, 129.6, 132.3, 134.8, 136.8, 139.4, 144.8, 146.5, 146.9 [2]

X-ray: [2]

References

  1. 1.
    T.F. Platonova, P.S. Massagetov, A.D. Kuzovkov, L.M. Utkin, Zh. Obshch. Khim. 26, 173 (1956)Google Scholar
  2. 2.
    J. Podlaha, J. Podlahova, J. Symersky, F. Turecek, V. Hanus, L. Koblicova, J. Trojanek, J. Slavik, Phytochemistry 28, 1779 (1989)Google Scholar
  3. 3.
    B. Gozler, A.J. Freyer, M. Shamma, Tetrahedron Lett. 30, 1165 (1989)Google Scholar

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© Springer Science+Business Media New York 2013

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