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Evoxine (Haploperine)

Reference work entry

CAS Registry Number: 522-11-2 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Choisya ternata, Dictamnus angustifolius, Haplophyllum acutifolium, H. alberti-regelii, H. dubium, H. ferganicum, H. latifolium, H. obtusifolium, H. perforatum, H. popovii, H. ramosissimum, Nitraria schoberi

C18H21NO6: 347.1369

Mp: 155–156°C (Me2CO), 130°C (dec., hydrochloride), 159°C (isoevoxine) [1]

Solubility: sol. CHCl3; spar. sol. C6H6, Et2O, H2O, pet. ether. [1]

UV: 250, 300 sh, 320, 335 (4.95, 3.64, 3.90, 3.88) [2]

IR: 3340, 3165, 3135, 1620, 1590, 1520, 1498, 1400, 1375, 1290, 1100, 1060, 996, 790, 730 [2]

MSm/z: 347(M+, 69), 288(17), 258(10), 245(36), 244(49), 228(23), 227(100), 216(20), 199(14), 187(6), 59(79) [2, 3]

1H NMR: 1.28, 1.32(each 3H, s, 2 × CH3), 4.12, 4.40(each 3H, s, 2 × OCH3), 6.96, 7.55(each 1H, d, J = 2.5, H-3, H-2), 7.15, 7.95(each 1H, d, J = 9, H-6, H-5) [4]

13 C NMR(DMSO-d 6): [ 5]

Table 1

C-2

143.6...

References

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