Title: Nupharidine
CAS Registry Number: 468-89-3
CAS Name: [1R-(1a,4b,5a,7b,9aa)]-4-(3-Furanyl)octahydro-1,7-dimethyl-2H-quinolizine 5-oxide
Molecular Formula: C15H23NO2
Molecular Weight: 249.35
Percent Composition: C 72.25%, H 9.30%, N 5.62%, O 12.83%
Literature References: From rhizome of Nuphar luteum (L.) Sibth. & Sm. (Nymphaea lutea L.), Nymphaeaceae: Goris, Crété, Bull. Sci. Pharmacol. 17, 13 (1910). Isoln from N. japonicum DC., Nymphaeaceae and structure: Kotake et al., Ann. 606, 148 (1957). Total synthesis: Kotake et al., Bull. Chem. Soc. Jpn. 35, 698 (1962). Abs configuration: Kawasaki et al., ibid. 41, 1264 (1968); La Londe et al., J. Am. Chem. Soc. 93, 2501 (1971). Determn of crystal structure, abs config and stereochemistry by x-ray diffraction methods: J. Ohrt et al., J. Cryst. Mol. Struct. 3, 3 (1973).
Properties: Crystals, mp 221°. [a]D +15°. Soluble in alcohol, chloroform, ether, acetone, amyl alcohol, dil acids. The base is tasteless, the salts bitter.
Melting point: mp 221°
Optical Rotation: [a]D +15° |