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Haplamine

Reference work entry

CAS Registry Number: 52617-31-9 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Haplophyllum acutifolium, H. perforatum

C15H15NO3: 257.1051

Mp: 201–202°C (dec., EtOH), 232°C (dihydro), 95°C (O–Me) [1]

Solubility: very sol. CHCl3; sol. Et2O, EtOH; insol. H2O, acids [1]

UV: 220, 243, 323 sh, 340, 359, 377 (4.45, 4.44, 3.64, 3.70, 4.02, 3.98) [1]

IR: 3155, 1660, 1630, 1600, 1505, 1490, 1470, 1425, 1354, 1330, 1280, 1238, 1220, 1130, 1048, 860, 835 [1]

MSm/z: 257(M+, 47), 242(100) [1]

1H NMR(CCl4): 1.50(6H, s, 2 × CH3), 3.80(3H, s, OCH3), 5.43, 6.72(each 1H, J = 10, CH = CH), 7.01(1H, dd, J = 8.5, 3, H-7), 7.05(1H, br s, H-5), 7.36(1H, d, J = 8.5, H-8) [1]

Pharm./Biol.: LD50 1020 mg/kg (i/p, mice). Sedative and estrogenic action [2, 3]

References

  1. 1.
    V.I. Akhmedzhanova, I.A. Bessonova, S.Yu. Yunusov, Chem. Nat. Comp. 10, 121 (1974); 12, 282 (1976)Google Scholar
  2. 2.
    Kh.S. Akhmedkhodjaeva, Farmakologiya Prirodnykh Veshchestv (FAN, Tashkent, 1978), p. 51Google Scholar
  3. 3.
    Kh.S. Akhmedkhodzhaeva, A.G. Kurmukov, DAN UzSSR (8), 36 (1975)Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

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