Isoreserpiline

Reference work entry

CAS Registry Number: 572-67-8 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Indole Alkaloids

Biological source: Rauwolfia cambodiana, Vinca erecta

C23H28N4O5: 412.1998

Mp: 211–212°C [1], 212–213°C [2], 254°C (dec., hydrochloride), 272°C (dec., hydrobromide), 246°C (oxalate) [1]

[α]D −88° (EtOH), −82° (Py) [1]; −102° (CHCl3) [2]

UV: 228, 303(4.55, 4.01) [2]; 228, 250, 300, 304, 311 sh (4.58, 4.16, 4.01, 4.02, 3.98) [3]

IR: 3413, 1698, 1629 [2, 4]

1H NMR: 1.37(3H, d, J = 6, CH3-19), 3.72(3H, s, COOCH3), 3.83(3H, s, OCH3), 3.87(3H, s, OCH3), 4.44(1H, m, H-19), 4.20–4.70(1H, q, H-15), 6.77(1H, s, H–Ar), 6.90(1H, s, H–Ar), 7.57(1H, s, H-17), 7.95(1H, s, NH) [5]

ORD: [3]

Stereochemistry: [3, 6]

Pharm./Biol.: LD50 430 mg/kg (i/p., mice). Sedative action [7]

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References

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    B. Gilbert, J.A. Brissoless, N. Finch, W.I. Taylor, H. Budzikiewicz, J.M. Wilson, C. Djerassi, J. Amer. Chem. Soc. 85, 1523 (1963)Google Scholar
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    M. Shamma, J.M. Richey, J. Amer. Chem. Soc. 85, 2507 (1963)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. 43Google Scholar

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