4093. Flavopereirine

Nomenclature

CAS number: 486-18-0
3-Ethyl-12H-indolo[2,3-a]quinolizin-5-ium inner salt; melinonine G.
C17H14N2; mol wt 246.31.
C 82.90%, H 5.73%, N 11.37%.

Description and references

From Strychnos melinoniana Baillon., Loganiaceae: Bchli et al., Helv. Chim. Acta 40, 1167 (1957); from Geissospermum vellosii Baillon., Apocynaceae: Rapoport et al., J. Am. Chem. Soc. 80, 1601 (1958). Bertho et al., Ber. 91, 2581 (1958). Structure: Bejar et al., Compt. Rend. 244, 2066 (1957). Synthesis: Le Hir et al., Bull. Soc. Chim. Fr. 1958, 551; Prasad, Swan, J. Chem. Soc. 1958, 2024; G. W. Gribble, D. A. Johnson, Tetrahedron Lett. 28, 5259 (1987); of perchlorate: J. Ninomiyo et al., Heterocycles 9, 1527 (1978).

Chemical structure

Properties

Orange crystals from acetone, mp 233-235°. uv max (ethanol): 230, 238, 248, 294, 351, 390 nm (log ε 4.40, 4.43, 4.39, 4.14, 4.25, 4.14).

Derivative

Perchlorate.
C17H15ClN2O4; mol wt 346.77.
C 58.88%, H 4.36%, Cl 10.22%, N 8.08%, O 18.46%.

Properties

Crystals from methanol, mp 307-308°. uv max (0.015N HCl-ethanol): 238, 294, 350, 389 nm (log ε 4.57, 4.22, 4.31, 4.21).