CAS Registry Number: 486-70-4 
Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinolizidine Alkaloids
Biological sources: Anabasis aphylla, Genista transcaucasica
C10H19NO: 169.1467
Mp: 68–69°C (pet. ether), 212°C (hydrochloride) [1]
[α]D −24° (H2O)
Solubility: very sol. H2O, EtOH, Et2O; spar. sol. pet. ether [1]
IR: 3250, 3010, 2945, 2900, 2860, 2815, 2770, 2700, 2680, 1484, 1459, 1407, 1365, 1345, 1303, 1278, 1264, 1193, 1155, 1134, 1118, 1112, 1091, 1070, 1058, 1021, 1013, 940, 891, 878, 870, 857, 823, 815 [2]
MS m/z: 169(M+, 32), 168(28), 152(54), 138(52), 97(66), 96(51), 83(100), 82(43), 55(57), 41(57) [3,4]
1 H NMR: 2.82, 3.65(J = 11.6, 3), 4.00(J = 11.6, 6), 4.65(OH) [4]
13 C NMR: [5]
Table 1
C-1 |
38.5 |
C-6 |
56.9 |
C-9 |
29.5 |
2 |
30.8 |
7 |
25.5 |
10 |
65.0 |
3 |
22.7 |
8 |
24.6 |
CH2OH |
65.0 |
4 |
56.9 |
Pharm./Biol.: LD50110.15 mg/kg (s/c, i/v, mice). Lowers arterial pressure and depresses respiration (in acute experiments on cats). Stimulates respiration in dogs. The action is...
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References
A.P. Orekhov, G.P. Men’shikov, Byull. NIKhFI (1), 1 (1931)
J. Holubek, O. Strouf, Spectral Data and Physical Constants of Alkaloids (Prague Publishing House, Czechoslovak Academy of Sciences, Heyden & Son Ltd, London, 1965), 1, No. 164
S.W. Pelletier (ed.), Alkaloids, Chemical and Biological Perspectives, vol. 2 (Wiley, New York, 1984), p. 105
T.K. Yunusov, A.I. Ishbaev, V.B. Leont’ev, A.S. Sadykov, Chem. Nat. Comp. 7, 44 (1971)
M. Shamma, D.M. Hindenlang, Carbon-13 NMR Shift Assignments of Amines and Alkaloids (Plenum Press, NewYork/London, 1979), No. 168
F.S. Sadritdinov, A.G. Kurmukov, The Pharmacology of the Plant Alkaloids and Their Use in Medicine [in Russian] (UzSSR, Tashkent, 1980), p. 103
V.P. Ryabchenko, S.S. Kolesnikova, The Pharmacology of Plant Substances [in Russian] (Fan, Tashkent, 1973), p. 41
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(2013). Lupinine. In: Azimova, S.S., Yunusov, M.S. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0560-3_1241
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