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Ergotaminine

Reference work entry

CAS Registry Number: 639-81-6 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Miscellaneous Alkaloids

Biological sources: Claviceps purpurea

C33H35N5O5: 581.2638

Mp: 231–233°C (dec., MeOH) [1], 243°C (dec.) [2]

[α]D +364° (CHCl3) [1]

Solubility: very sol. Py, AcOH; insol. Et2O, EtOH, C6H6 [1]

UV: 241, 309(4.28, 3.93) [2]

IR: 1734, 1685, 1640, 1611, 1540, 1346, 1324, 1292, 1273, 1260, 1249, 1210, 1184, 1169, 1156, 1140, 1083, 1072, 1053, 1034, 1013, 942, 918, 908, 878, 870, 842, 820, 811, 778, 755, 705 [1, 2]

IR(LiF): 3290 [1, 2]

13 C NMR: [ 3]

Table 1

C-2

119.7

C-13

122.4

C-10′

25.9

 3

109.0

 14

110.3

 11′

63.9

 4

26.9

 15

133.8

 12′

102.9

 5

61.7

 16

175.3

 13′

23.8

 7

53.0

  2′

85.7

  1″

38.7

 8

41.8

  3′

165.9

  2″

138.9

 9

118.1

  5′

56.1

3″, 7″

129.9

 10

137.1

  6′

164.5

4″, 6″

127.9

 11

127.9

  8′

45.7

  5″

126.1

 12

111.4

  9′

21.8

NCH3

42.5

References

  1. 1.
    A.N. Ban’kovskaya, A.I. Ban’kovskii, Trudy VILAR, Lekarstvennye rasteniya 15, 368 (1969)Google Scholar
  2. 2.
    J. Holubek, O. Strouf, Spectral Data and Physical Constants of Alkaloids (Prague Publishing House, Czechoslovak Academy of Sciences/Heyden & Son, London, 1965), 1, No. 112Google Scholar
  3. 3.
    M. Shamma, D.M. Hindenlang, Carbon- 13 NMR Shift Assignments of Amines and Alkaloids (Plenum Press, New York/London, 1979). No. 246CrossRefGoogle Scholar
  4. 4.
    M. Puttemans, R.J. De Cock, G. Hoogewijs, L. Dryon, D.L. Massart, J. Pharm. Belg. 40, 387 (1985)Google Scholar

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© Springer Science+Business Media New York 2013

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