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Morphine

Reference work entry

CAS Registry Number: 57-27-2 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids

Biological sources: Papaver somniferum

C17H19NO3: 285.1365

Mp: 253–254°C (EtOH)

[α]D−140° (MeOH) [1]

UV: 233 sh, 285 [1]

IR: 3610, 3010, 2930, 2905, 2825, 2770, 1609, 1511, 1490, 1452, 1375, 1336, 1294, 1280, 1191, 1173, 1138, 1083, 1043, 1028, 1003, 978, 942, 887, 876, 862, 828 [2]

MSm/z: 285(M+), 268, 215, 200, 171, 162 [3]

13 C NMR: [ 4]

Table 1

C-1

118.6

C-7

133.4

C-13

43.0

2

116.4

8

128.5

14

40.6

3

138.4

9

58.0

15

35.6

4

146.3

10

20.2

16

46.0

5

91.5

11

125.5

NCH3

42.8

6

66.4

12

131.0

   

References

  1. 1.
    A.W. Sangster, K.L. Stuart, Chem. Rev. 65, 69 (1965)Google Scholar
  2. 2.
    J. Holubek, O. Strouf, Spectral Data and Physical Constants of Alkaloids, vol. 1 (Prague Publishing House, Czechoslovak Academy of Sciences/Heyden & Son, London, 1965), No. 184Google Scholar
  3. 3.
    R.H.F. Manske (ed.), The Alkaloids, Chemistry and Physiology, vol. 13 (Academic, New York, 1971). 3Google Scholar
  4. 4.
    F.I. Carroll, C.G. Moreland, G.A. Brine, J.A. Kepler, J. Org. Chem. 41, 996 (1976)Google Scholar
  5. 5.
    J.M. Bobbit, U. Weiss, D. Hanessian, J. Org. Chem. 24, 1582 (1959)Google Scholar
  6. 6.
    K.W. Bentley, H.M.E. Cardwell, J. Chem. Soc. 3252 (1955)Google Scholar
  7. 7.
    M. McKay, D.C. Hodgkin, J. Chem. Soc. 3261 (1955); J. Fridrichsons, M. McKay, A.M. Mathieson, Tetrahedron Lett. 2887 (1968); Tetrahedron 26, 1969 (1970)Google Scholar
  8. 8.
    J.L. Mason, S.P. Ashmore, A.R. Aitkenhead, J. Chromatogr. 570, 191 (1991)Google Scholar
  9. 9.
    M.D. Mashkovskii, Drugs [in Russian], vol. 1 (Meditsina, Moscow, 1984), p. 146Google Scholar

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