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(–)-Sophoridine

Reference work entry

CAS Registry Number: 6882-68-4 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinolizidine Alkaloids

Biological sources: Leptorhabdos parviflora, Sophora alopecuroides

C15H24N2O: 248.1889

Mp: 109°C (pet. ether) [1], 236°C (methiodide) [2]

[α]D −64° (H2O)

Solubility: very sol. org. solvs., H2O [1, 2]

IR: 2903, 2820, 1658, 1629, 1458, 1444, 1315, 1180, 1124, 1027, 989, 900 [2]

MSm/z: 248(M+, 86), 2479100), 205(25), 177(19), 150(37), 96(37) [3]

1H NMR: 1.89(1H, J = 11.4, 2.7, Ha-2), 1.98(1H, J = 11, 7.4, Ha-10), 2.51(1H, J = 11, 9, 3.8, He-10), 2.61(1H, J = 11.4, He-2), 2.92(1H, H-11), 3.33(1H, J = 13.6, 11.2, Ha-17), 3.37(1H, J = 13.3, 4.9, He-17) [4, 5]

13 C NMR: [ 5]

Table 1

C-2

55.7

C-7

41.2

C-12

21.7

 3

28.5

 8

23.9

 13

19.2

 4

32.6

 9

22.0

 14

30.6

 5

30.8

 10

50.4

 15

171.2

 6

63.2

 11

56.2

 17

47.4

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