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Alteramine (Tinctorine)

Reference work entry

CAS Registry Number: 33023-11-9 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinolizidine Alkaloids

Biological sources: Thermopsis alterniflora

C15H20N2O: 244.1576

Mp: 112°C (petr. ether), 235°C (perchlorate), 216°C (picrate), 186°C (hydrochloride) [1,2]

[α]D −43° (EtOH) [1]; −49° (c 1.385, EtOH) [2]; −59° (c 0.1, EtOH) [3]

Solubility: very sol. CHCl3, EtOH, Me2CO, H2O; sol. ether, C6H6; spar. sol. petr. ether [1]

UV: 234, 312(3.70, 3.80) [1]

IR: 3070, 2790, 1660, 1645, 1565, 1545, 910 [1]

MSm/z: 244(M+), 203(100), 160, 146, 132, 117, 108, 98, 94, 82, 70, 68, 58, 41 [1]

1H NMR: 2.15(3H, s, NCH3), 4.91, 5.05, 5.52, 5.72(1H, d, J = 7, H-5), 6.14(1H, dd, J = 9; 2, H-3), 7.10(1H, q, J = 7, 9, H-4) [1]

1H NMR (MeOD, 500 MHz): 7.46(1H, dd, J = 7.0, 8.9, H-4), 6.41(1H, dd, J = 1.3, 8.9, H-3), 6.26(1H, dd, J = 1.1, 7.0, H-5), 5.81(1H, m, H-15), 5.14(1H, m, H-16a), 5.08(1H, td, J = 1.3, 10.1, H-16b), 3.93(2H, m*, Hα-10, Hβ-10), 3.02(1H, bd,...

References

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    A.-L. Sagen, J. Gertsch, R. Becker, J. Heilmann, O. Sticher, Phytochemistry 61, 975 (2002)CrossRefGoogle Scholar
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© Springer Science+Business Media New York 2013

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