Rhombifoline

Reference work entry

CAS Registry Number: 529-78-2 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinolizidine Alkaloids

Biological sources: Ammodendron longiracemosum, Thermopsis lanceolata

C15H20N2O: 244.1576

Mp: oil, 120°C (2 mm Hg) [1], 245°C (perchlorate), 258°C (hydrochloride), 226°C (picrate) [2]

[α]D −151° (CHCl3) [1]; −232° (EtOH) [2]

IR: 3060, 1651, 1565, 1552, 982, 911 [2]; 1660, 1554, 1468, 978 [1]

MSm/z: 244(M+, 5), 203(100), 160, 146, 98, 58(70) [1]; 204(8), 203, 160(12), 146(14), 136(8), 122(8), 98(15), 58(100), 55(20), 41(34), [3]

1H NMR(C6D6, 100 MHz): 1.08(2H, m, 2H-8), 1.5–2.1(7H, m), 2.19(1H, br s, H-7), 2.38(1H, br d, J = 9.5, Heq-13 or 11), 2.48(1H, br d, J = 9.5, Heq-13 or 11), 3.69(1H, dd, J = 15.5, 7.5, Hα-10), 4.05(1H, d, J = 15.5, Hβ-10), 4.82(1H, fine split, d, J = 17, H-17), 4.87(1H, fine split, J = 9.5, H-17), 5.39(1H, dd, J = 6.5, 1.5, H-5), 5.48(1H, m, H-16), 6.53(1H, dd, J = 9.5, 1.5, H-3), 6.81(1H, dd, J = 9.5, 6.5, H-4) [

References

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    S. Okuda, K. Tsuda, H. Kataoka, Chem. Pharm. Bull. 13, 491 (1965)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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