Buphanitine

Title: Buphanitine
CAS Registry Number: 4673-18-1
CAS Name: (1a,3a)-7-Methoxycrinan-1,3-diol
Additional Names: hemanthine; nerbowdine
Molecular Formula: C17H21NO5
Molecular Weight: 319.35
Percent Composition: C 63.94%, H 6.63%, N 4.39%, O 25.05%
Literature References: Major alkaloid from Buphane (Boöphane) disticha Herb., Appleg. (Haemanthus toxicarius Herb.), Amaryllidaceae. Isoln: Lewin, Arch. Exp. Pathol. Pharmakol. 68, 333 (1912); Tutin, ibid. 69, 314 (1912). Identity with hemanthine: Goosen, Warren, Chem. Ind. 1957, 267; with nerbowdine: Lyle et al., J. Am. Chem. Soc. 82, 2620 (1960). Structure studies: Goosen, Warren, J. Chem. Soc. 1960, 1097; Goosen et al., ibid. 1961, 4038. High-resolution mass spectrum: P. Longevialle et al., Org. Mass Spectrom. 7, 401 (1973).
Properties: Needles from chloroform + ether (changes crystalline form at 210°), mp 232°. Prisms from acetone. [a]D20 -102° (c = 1 in chloroform).
Melting point: mp 232°
Optical Rotation: [a]D20 -102° (c = 1 in chloroform)
Derivative Type: Hydrochloride
Molecular Formula: C17H22ClNO5
Molecular Weight: 355.81
Percent Composition: C 57.39%, H 6.23%, Cl 9.96%, N 3.94%, O 22.48%
Properties: mp 265°.
Melting point: mp 265°
Derivative Type: Nitrate
Molecular Formula: C17H22N2O8
Molecular Weight: 382.37
Percent Composition: C 53.40%, H 5.80%, N 7.33%, O 33.47%
Properties: mp 222-224°.
Melting point: mp 222-224°
Bupirimate Bupranolol Buprofezin Buquinolate Buramate