Piperidine alkaloid hydrochloride

Meperidine (isonipecaine, Demerol , and Dolantin ) is the methyl ester of methyl-4-phenylpi-peridine-4 carboxylic acid. It is used in the form of its soluble hydrochloride. The piperidine nucleus is also present in many alkaloids, such as atropine or lobeline, which are not analgesics, as well as in morphine. 

Anabasine (3-pyridyl-2-piperidine) appears to be the sole constituent of N. glauca R. Grah., and this plant has been used for the study of the biogenesis of the alkaloid. Anabasine isolated from N. glauca cultured in hydroponic solution containing lysine-2-C hydrochloride is radioactive (53). The alkaloid when oxidized with nitric acid gives nicotinic acid which by decarboxylation yields pyridine and carbon dioxide isolated as barium carbonate. Whereas the activity of anabasine is... 

This alkaloid is a crystalline solid, m.p. 89 , [a] —56.75° (ethanol) that was first assigned the empirical formula C17HJ4O2N (83), which was later corrected to C14H21ON (87). It forms a hydrochloride, m.p. 205°. The infrared absorption spectrum of the base and that of one of the forms of the diastereoisomer of l-methyl-2-(j8-hydroxy- 8-pheny-lethyl)-piperidine, prepared from phenyl-(a-pyridyl)-acetylene, were identical (88). 

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