Title: Norlobelanine
CAS Registry Number: 6035-31-0
CAS Name: 2,2¢-(2,6-Piperidinediyl)bis[1-phenylethanone]
Additional Names: isolobelanine
Molecular Formula: C21H23NO2
Molecular Weight: 321.41
Percent Composition: C 78.47%, H 7.21%, N 4.36%, O 9.96%
Literature References: In herb of Lobelia inflata L., Lobeliaceae. Isoln from crude lobelanidine nitrate: Wieland et al., Ann. 473, 118 (1929). Synthesis: Schöpf, Lehmann, ibid. 518, 1 (1935). Cis- and trans-isomers: Ebnöther, Helv. Chim. Acta 41, 386 (1958).
Properties: Crystals, mp 120-121°. Practically insol in water. Sol in alcohol, benzene, chloroform, ether, dil acids. On methylation it is converted to lobelanine.
Melting point: mp 120-121°
Derivative Type: trans-Form
Properties: Prisms from ethyl acetate + ether, mp 88-91°.
Melting point: mp 88-91°
Derivative Type: trans-Form hydrochloride
Molecular Formula: C21H23NO2.HCl
Molecular Weight: 357.87
Percent Composition: C 70.48%, H 6.76%, N 3.91%, O 8.94%, Cl 9.91%
Properties: Crystals from alcohol + ether, dec 163-168°.
Status: This monograph has been retired and is no longer subject to revision or update.

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