4861. Hypaphorine
Nomenclature
CAS number: 487-58-1
(αS)-α-Carboxy-N,N,N-trimethyl-1H-indole-3-ethanaminium inner salt; 1-trimethylammonio-3-(3-indolyl)propionate. C14H18N2O2; mol wt 246.30.
C 68.27%, H 7.37%, N 11.37%, O 12.99%.
Description and references
The trimethylbetaine of tryptophan. Poisonous alkaloid from seeds of Erythrina americana Mill., E. sandwicensis Degener, E. crista-galli L., and Abrus precatorius Linn., Leguminosae: Folkers, Koniuszy, J. Am. Chem. Soc. 61, 1232 (1939); 62, 1677 (1940); Deulofeu et al., J. Chem. Soc. 1939, 1841; Tung, Lao, C.A. 55, 17770i (1961). Structure and synthesis: von Romburgh, Barger, J. Chem. Soc. 99, 2068 (1911).
Properties
Crystals from dil alc, dec 237°; after purification through the nitrate, dec 255°. [α]D27 +113° (c = 0.52). Sol in 12 parts water, slightly in alc. Almost insol in other usual solvents.Derivative
Hydrochloride.C14H18N2O2.HCl; mol wt 282.77.
C 59.47%, H 6.77%, N 9.91%, O 11.32%, Cl 12.54%.
Properties
Crystals from water, dec 231-232°, [α]D32 +90° (c = 0.5). Moderately sol in water.Derivative
Nitrate.C14H18N2O2.HNO3; mol wt 309.32.
C 54.36%, H 6.19%, N 13.58%, O 25.86%.