Advertisement

Thalicmidine (Thaliporphine)

Reference work entry

CAS Registry Number: 5083-88-5 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids – Aporphine Alkaloids

Biological sources: Berberis densiflora, B. heteropoda, B. integerrima, B. nummularia, B. oblonga, B. thunbergii, B. turcomanica, Corydalis gortschakovii, C. paniculigera, Glaucium corniculatum, G. grandiflorum, Thalictrum foetidum, T. minus

C20H23NO4: 341.1627

Mp: 192–193°C (MeOH), 217°C (dec., hydroiodide), 217°C (methiodide), 222°C (methiodide O-Me) [1]

[α]D +44° (EtOH) [2]

UV: 220, 280, 305(4.58, 4.14, 4.18) [3]

IR: 3350–3250 [3]

MSm/z: 341(M+, 100), 340(92), 326(36), 310(28), 298(50), 283(11), 267(57), 236(21) [4]

1H NMR: 2.50(3H, s, NCH3), 3.73, 3.82, 3.84(each 3H, s, 3 × OCH3), 6.44(1H, s, H-3), 6.70(1H, s, H-8), 8.02(1H, s, H-11) [2]

13 C NMR: [ 5]

Table 1

C-1

140.7

C-5

53.5

C-10

147.1

1a

119.5

6a

62.7

11

112.0

1b

127.2

7

34.5

11a

124.8

2

145.8

7a

128.9

NCH3

44.0

3

108.7

8

110.9

OCH3

55.9

3a

123.9

9

147.6

OCH3

References

  1. 1.
    S.Yu. Yunusov, N.N. Progressov, Zh. Obshch. Khim. 20, 1151 (1950)Google Scholar
  2. 2.
    Z.F. Ismailov, M.R. Yagudaev, S.Yu. Yunusov, Chem. Nat. Comp. 4, 175 (1968)Google Scholar
  3. 3.
    L.D. Yakhontova, O.N. Tolkachev, D.A. Pakaln, Chem. Nat. Comp. 9, 661 (1973)Google Scholar
  4. 4.
    Z.F. Ismailov, S.Yu. Yunusov, Chem. Nat. Comp. 4, 169 (1968)Google Scholar
  5. 5.
    M. Shamma, J.L. Moniot, Isoquinoline Alkaloids Research (Plenum Press, New-York/London, 1978)Google Scholar
  6. 6.
    G.P. Moiseeva, Z.F. Ismailov, S.Yu. Yunusov, Chem. Nat. Comp. 6, 715 (1970)Google Scholar
  7. 7.
    F.S. Sadritdinov, A.G. Kurmukov, The Pharmacology of the Plant Alkaloids and Their Use in Medicine [in Russian] (UzSSR, Tashkent, 1980), p. 250Google Scholar
  8. 8.
    F.S. Sadritdinov, The Pharmacology of Plant Substances [in Russian] (Fan, Tashkent, 1976), p. 32Google Scholar
  9. 9.
    Kh.S. Shamirzaeva, S.F. Fakhrutdinov, The Pharmacology of Alkaloids and Cardiac Glycosides [in Russian] (Fan, Tashkent, 1971), p. 141Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

Personalised recommendations