Advertisement

Narcotine

Reference work entry

CAS Registry Number: 128-62-1 (Noscapine) Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids

Biological sources: Papaver oreophilum, P. somniferum, P. zangezuricum

C22H23NO7: 413.1475

Mp: 175–176°C (EtOH) [1]

[α]D−207° (CHCl3) [1]

UV: 209, 291, 309 [1]

IR: 1765, 1600, 1505, 1485, 1040, 940 [1]

MSm/z: 220(100), 205, 190 [1]

1H NMR: 2.45(3H, s, NCH3), 3.77, 3.93, 3.97(each 3H, s, 3 × OCH3), 4.29, 5.47(each 1H, d, J = 4), 5.87(2H, s, CH2O2), 6.00, 6.93(each 1H, d, J = 8, o–H–Ar), 6.23(1H, s) [1]

13 C NMR: [ 2]

Table 1

C-1

60.9

C-8a

117.2

C-5′

147.8

3

50.1

9

81.9

6′

120.3

4

28.1

10

168.2

NCH3

46.3

4a

132.2

1′

140.6

6,7-CH2O2

100.8

5

102.4

2′

117.8

4′-OCH3

55.9

6

148.5

3′

118.4

5′-OCH3

62.2

7

134.1

4′

152.3

8-OCH3

59.4

8

141.3

       

References

  1. 1.
    R. Shakirov, M.V. Telezhenetskaya, I.A. Bessonova, S.F. Aripova, I.A. Israilov, M.N. Sultankhodzhaev, V.I. Akhmedzhanova, V.I. Vinogradova, T.S. Tulyaganov, B.T. Salimov, V.A. Tel’nov, Chem. Nat. Comp. 32, 596 (1996)Google Scholar
  2. 2.
    R.H.F. Manske (ed.), The Alkaloids, Chemistry and Physiology, vol. 18 (Academic, New York, 1981), p. 217Google Scholar
  3. 3.
    V.K. Srivastava, M.L. Maheshwari, J. Assoc. Off. Anal. Chem. 68, 801 (1985)Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

Personalised recommendations