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O – Methylcorpaine

Reference work entry

CAS Registry Number: 56435-44-0

Related CAS Registry Numbers(s): 64397-11-1 64439-44-7 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids

Biological sources: Corydalis vaginans

C21H21NO6: 383.1369

Mp: 220–221°C

[α]D−37° (CHCl3) [1]

UV: 204, 240, 291, 313 [1]

IR: 3260, 1710 [1]

MSm/z: 383(M+, 100), 368, 338, 206, 191.5(++), 190, 177 [1]

1H NMR: 2.25(3H, s, NCH3), 3.72, 3.82(each 3H, s, 2 × OCH3), 5.08(1H, s), 6.20(2H, s, CH2O2). 6.06, 6.58(each 1H, s, p–H–Ar), 6.93, 7.32(each 1H, d, J = 8, o–H–Ar) [1]

13 C NMR: [ 2]

Table 1

C-1

110.7

C-8

75.1

C-13

202.7

2

148.5

8a

134.6

14

72.0

3

148.6

9

144.4

14a

128.7

4

111.4

10

154.6

NCH3

41.9

4a

128.7

11

109.5

9,10-CH2O2

103.2

5

29.3

12

119.6

2-OCH3

56.1

6

50.3

12a

131.3

3-OCH3

56.5

References

  1. 1.
    N.N. Margvelashvili, O.E. Lasskaya, A.T. Kir’yanova, O.N. Tolkachev, Chem. Nat. Comp 12, 118 (1976)Google Scholar
  2. 2.
    D.W. Hughes, B.C. Nalliah, H.L. Holland, D.B. McLean, Can. J. Chem. 55, 3304 (1977)Google Scholar

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