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Thalisopine

Reference work entry

CAS Registry Number: 22226-72-8 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Bisisoquinoline Alkaloids

Biological sources: Thalictrum isopyroides

C38H42N2O7: 638.2992

Mp: 151–153°C (H2O–MeOH), 166°C (O–Me), 234°C (hydroiodide), 166°C (des-base)

[α]D −105° (Me2CO) [1], −71° (CHCl3) [1]

Solubility: very sol. MeOH, EtOH, Me2CO, CHCl3; spar. sol. C6H6, Et2O, pet. ether, insol. H2O, alk. [1]

UV: 284(3.65) [2]

IR: 3500–3400 [3]

MSm/z: 638(M+, 11), 412(89), 397(38), 221(18), 206(++, 100), 183(17), 174(18), 173(29), 172(89), 90(9), 89(20) [3]

1H NMR: 2.43(3H, s, 2-NCH3), 2.48(3H, s, 2′-NCH3), 3.00(3H, s, 7′-OCH3), 3.29(3H, s, 6-OCH3), 3.70(3H, s, 6′-OCH3), 3.86(3H, s, 12-OCH3), 6.31(1H, s, H-8), 6.38–7.06(8H, H–Ar) [3]

CD: [4]

Abs. conf.: 1S, 1′S [3]

Pharm./Biol.: LD50 900, 397, 75 mg/kg (per os, s/c, i/v, mice). Expressed antispastic, antiarrhythmic, sedative, anti-inflammatory, antipyretic, analgetic action [5]

References

  1. 1.
    Z.F. Ismailov, A.U. Rakhmatkariev, S.Yu. Yunusov, Uzb. Khim. Zh. (6), 56 (1961)Google Scholar
  2. 2.
    Z.F. Ismailov, A.U. Rakhmatkariev, S.Yu. Yunusov, DAN UzSSR (11), 21 (1963)Google Scholar
  3. 3.
    Kh.G. Pulatova, Z.F. Ismailov, S.Yu. Yunusov, Chem. Nat. Comp. 4, 336 (1968)Google Scholar
  4. 4.
    G.P. Moiseeva, S.Kh. Maekh, S.Yu. Yunusov, Chem. Nat. Comp. 15, 723 (1979)Google Scholar
  5. 5.
    F.S. Sadritdinov, A.G. Kurmukov, The Pharmacology of the Plant Alkaloids and Their Use in Medicine [in Russian] (UzSSR, Tashkent, 1980), p. 249Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

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