Title: Bebeerine
CAS Registry Number: 477-60-1
CAS Name: (13aS,25aS)-2,3,13a,14,15,16,25,25a-Octahydro-18,29-dimethoxy-1,14-dimethyl-13H-4,6:21,24-dietheno-8,12-metheno-1H-pyrido[3¢,2¢:14,15][1,11]dioxacycloeicosino[2,3,4-ij]isoquinoline-9,19-diol
Additional Names: 1¢a-6,6¢-dimethoxy-2,2¢-dimethyltubocuraran-7¢,12¢-diol; d-bebeerine; chondodendrine; pelosine
Molecular Formula: C36H38N2O6
Molecular Weight: 594.70
Percent Composition: C 72.71%, H 6.44%, N 4.71%, O 16.14%
Literature References: From bark of Nectandra rodioei Hook., Lauraceae: Maclagan, Ann. 48, 106 (1843). From root of Chondodendron microphyllum (Eichl.) Moldenke and stem of Ch. candicans (Rick ex. D.C.) Sandwith, Menispermaceae and radix pareirae bravae: King, J. Chem. Soc. 1940, 737. Structure: Faltis et al., Ber. 69, 1269 (1936); King, J. Chem. Soc. 1939, 1157. Stereochemistry: King, ibid. 1948, 265.
Properties: Needles from methanol, mp 215°. [a]D20 +345.7° (c = 0.4 in 1N HCl). Sol in benzene, chloroform, pyridine.
Melting point: mp 215°
Optical Rotation: [a]D20 +345.7° (c = 0.4 in 1N HCl)
Derivative Type: Hydrochloride
Molecular Formula: C36H38N2O6.HCl
Molecular Weight: 631.16
Percent Composition: C 68.51%, H 6.23%, N 4.44%, O 15.21%, Cl 5.62%
Properties: mp 260°. [a]D20 +294° (c = 0.7). Sol in water and alcohol.
Melting point: mp 260°
Optical Rotation: [a]D20 +294° (c = 0.7)
Therap-Cat: Antimalarial.
Keywords: Antimalarial. |