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Ochrobirine

Reference work entry

CAS Registry Number: 24181-64-4 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids

Biological sources: Corydalis vaginans

C20H19NO6: 369.1212

Mp: 204°C [1]

[α]D+36° (CHCl3) [1]

UV: 205, 240, 291 [2]

IR: 3585, 3300 [2]

MSm/z: 369(M+), 351, 322, 190 [2]

1H NMR: 2.67(3H, s, NCH3), 2.50–3.50(4H, m), 4.88, 5.42(each1H, s), 5.81, 6.00(each 2H, s, 2 × CH2O2), 6.04, 6.62(each1H, s, p–H–Ar), 6.85(2H, s, o–H–Ar) [2]

13 C NMR: [ 3]

Table 1

C-1

109.7

C-8

73.4

C-13

79.5

2

146.2

8a

121.5

14

75.2

3

146.8

9

144.7

14a

129.5

4

110.0

10

148.6

NCH3

37.7

4a

126.0

11

107.1

2,3-OCH2O

101.0

5

22.8

12

116.1

9,10-OCH2O

101.9

6

47.6

12a

140.0

   

References

  1. 1.
    N.N. Margvelashvili, Author’s Abstract of Candidate’s Dissertation, Moscow, 1979Google Scholar
  2. 2.
    R.H.F. Manske, R.G.A. Rodrigo, D.B. McLean, D.E.F. Gracey, J.K. Saunders, Can. J. Chem. 47, 3589 (1969)Google Scholar
  3. 3.
    D.W. Hughes, B.C. Nalliah, H.L. Holland, D.B. McLean, Can. J. Chem. 55, 3304 (1977)Google Scholar
  4. 4.
    M. Mathew, G. Palenik, Acta Cryst. 31, 2899 (1975)Google Scholar
  5. 5.
    M. Shamma, J.L. Moniot, R.H.F. Manske, W.K. Chan, K. Nakanishi, J. Chem. Soc. Chem. Commun. 310 (1972)Google Scholar

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© Springer Science+Business Media New York 2013

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