Hypaphorine

Title: Hypaphorine
CAS Registry Number: 487-58-1
CAS Name: (aS)-a-Carboxy-N,N,N-trimethyl-1H-indole-3-ethanaminium inner salt
Additional Names: 1-trimethylammonio-3-(3-indolyl)propionate
Molecular Formula: C14H18N2O2
Molecular Weight: 246.30
Percent Composition: C 68.27%, H 7.37%, N 11.37%, O 12.99%
Literature 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°. [a]D27 +113° (c = 0.52). Sol in 12 parts water, slightly in alc. Almost insol in other usual solvents.
Optical Rotation: [a]D27 +113° (c = 0.52)
Derivative Type: Hydrochloride
Molecular Formula: C14H18N2O2.HCl
Molecular Weight: 282.77
Percent Composition: C 59.47%, H 6.77%, N 9.91%, O 11.32%, Cl 12.54%
Properties: Crystals from water, dec 231-232°, [a]D32 +90° (c = 0.5). Moderately sol in water.
Optical Rotation: [a]D32 +90° (c = 0.5)
Derivative Type: Nitrate
Molecular Formula: C14H18N2O2.HNO3
Molecular Weight: 309.32
Percent Composition: C 54.36%, H 6.19%, N 13.58%, O 25.86%
Properties: Dec 224°, [a]D20 +95°. Sol in 170 parts water.
Optical Rotation: [a]D20 +95°
Hypochlorous Acid Hypoglycine A Hypophosphoric Acid Hypophosphorous Acid Hypoxanthine