O-Methylthalicberine (Thalmidine)

Reference work entry

CAS Registry Number: 5096-71-9 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Bisisoquinoline Alkaloids

Biological sources: Thalictrum collinum, T. longipedunculatum, T. minus

C38H42N2O6: 622.3043

Mp: 192–193°C (EtOH) [1], 255°C (dec., methiodide) [1]

[α]D +252° (CHCl3) [1]

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

UV: 282(4.00) [2]

IR: 2820, 1610, 1590, 1520, 1450, 1270, 1220, 1130, 1020, 880, 850 [2]

MSm/z: 622(M+, 52), 621(26), 607(6), 591(2), 396(100), 381(18), 198(24), 175(5), 174(10), 90(2), 89(2) [3]

1H NMR: 2.01(3H, s, 2-NCH3), 2.48(3H, s, 2′-NCH3), 3.56(3H, s, 7-OCH3), 3.69(3H, s, 7′-OCH3), 3.77(3H, s, 6-OCH3), 3.80(3H, s, 12-OCH3) [4]

CD: [5]

Abs. conf.: 1S, 1′S

Pharm./Biol.: LD50 310, 175 mg/kg (i/p, mice, rats). Anti-inflammatory, analgesic [6], and hypotensive action. (Di m-i.) – curaremimetic action [7]

References

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    Z.F. Ismailov, S.Yu. Yunusov, Chem. Nat. Comp. 4, 220 (1968)Google Scholar
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    F.S. Sadritdinov, A.G. Kurmukov, The Pharmacology of the Plant Alkaloids and Their Use in Medicine [in Russian] (UzSSR, Tashkent, 1980), p. 247Google Scholar
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    S.A. Tursunova, Kh.I. Tashbaev, M.B. Sultanov, in: The Pharmacology of Alkaloids and Glycosides [in Russian] (Fan, Tashkent, 1967), p. 156; 160Google Scholar

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© Springer Science+Business Media New York 2013

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