2672. C-Curarine I

Nomenclature

CAS number: 7168-64-1
[C40H44N4O]2+.

Description and references

Isoln from calabash-curare: Wieland, Pistor, Ann. 536, 68 (1938); Karrer, Schmid, Helv. Chim. Acta 29, 1853 (1946); Zürcher et al., J. Am. Chem. Soc. 80, 1500 (1958). Structure: Nagyvàry et al., Tetrahedron 14, 138 (1961); Grdinic et al., J. Am. Chem. Soc. 86, 3357 (1964); Jones, Nowacki, Chem. Commun. 1972, 805. Prepn of C-dihydrotoxiferine chloride: Bernauer et al., Helv. Chim. Acta 40, 1999 (1957).

Chemical structure

Derivative

Dichloride.
C40H44Cl2N4O; mol wt 667.71.
C 71.95%, H 6.64%, Cl 10.62%, N 8.39%, O 2.40%.

Properties

Needles from methanol + ether, mp >350°. [α]D20 +73.6° (c = 1 in water). uv max (95% alc): 260, 296 nm (log ε 4.41, 4.07). Sol in water, alc; practically insol in ether, acetone.