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Sinomenine

Reference work entry

CAS Registry Number: 115-53-7 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids

Biological sources: Menispermum dayricum

C19H23NO4: 329.1627

Mp: 161–162°C (Et2O), 180–181°C (EtOH) [1], 231°C (hydrochloride), 231°C (hydrobromide), 218°C (nitrate), 233°C (hydroiodide), 217°C (perchlorate), 162°C (picrate) [1]

[α]D −79° (EtOH)

Solubility: very sol. CHCl3, MeOH; spar. sol. H2O, pet. ether [1]

UV(hydrochloride): 262(3.69) [2]

IR(hydrochloride): 3370, 1700, 1642, 1496, 1283, 1205, 1150, 1056, 1000, 893, 792 [2]

13 C NMR: [ 3]

Table 1

C-1

117.9

C-7

152.3

C-13

40.5

2

109.1

8

115.3

14

45.7

3

145.2

9

56.6

15

35.8

4

144.8

10

24.4

16

47.1

5

49.1

11

130.3

NCH3

42.5

6

193.4

12

122.7

3-OCH3

55.8

       

7-OCH3

54.6

References

  1. 1.
    T.N. Il’inskaya, Trudy VILAR [Proceedings of the All-Union Scientific Research Institute of Drugs], Drugs [in Russian], 11, 51 (1959)Google Scholar
  2. 2.
    J. Holubek, O. Strouf, Spectral Data and Physical Constants of Alkaloids, vol. 2 (Prague Publishing House, Czechoslovak Academy of Sciences/Heyden & Son, London, 1966), No. 251Google Scholar
  3. 3.
    V. Terui, K. Tori, S. Maeda, K. Sawa, Tetrahedron Lett. 16, 2853 (1975)Google Scholar

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© Springer Science+Business Media New York 2013

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