LOBINANIDINE

Description

A lobinine alkaloid present in Lobelia inflata L., the natural base is optically inactive. It yields crystalline salts, e.g. the hydrochloride, m.p. 78-9°C; hydriodide, m.p. 159°C, methiodide, m.p. 162-4°C and a dibenzoy1 derivative, m.p. 168°C. On hydrogenation, the base furnishes o:-lelobanidine, forming a hydriodide, m.p. 174°C and a perchlorate, m.p. 142°C while oxidation with chromic acid gives lobinanine, yielding a hydrochloride, m.p. 94°; [o:lo - 65° (EtOH) and a perchlorate, m.p. 133°C. The (-)-form of the alkaloid has been prepared and yields crystalline salts corresponding to two modifications (1) a form giving a hydrochloride dihydrate, m.p. 86°; [o:lo - 4l.5° (EtOH), hydriodide, m.p. 171°C and perchlorate, m.p. 176°C and (2) a modification furnishing a hydrochloride sesquihydrate, m.p. 102-5°C; [o:lo - 4l.7° (EtOH), hydriodide, m.p. 165°C; [o:lo - 33° (EtOH).

References

Wieland et al., Annalen, 540,103 (1939)