Studies in the pyridine series. II. Ladenburg and electrolytic reductions of pyridine bases

M. Ferles

doi:10.1135/cccc19591029

Studies in the pyridine series. II. Ladenburg and electrolytic reductions of pyridine bases

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19591029 ◽

1959 ◽

Vol 24 (4) ◽

pp. 1029-1035 ◽

Cited By ~ 3

Author(s):

M. Ferles

Keyword(s):

Pyridine Bases ◽

Pyridine Series ◽

Electrolytic Reductions

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III. Action of ethylene chlorhydrin upon the bases of the pyridine series and on quinoline

Proceedings of the Royal Society of London ◽

10.1098/rspl.1881.0132 ◽

1882 ◽

Vol 33 (216-219) ◽

pp. 448-453

Keyword(s):

Pyridine Bases ◽

Pyridine Series ◽

Ethylene Chlorhydrin

According to the constitution which is generally attributed to the bases of the pyridine series, they must be considered as tertiary bases, their nitrogen being united to the carbon by three atomicities. The action which alcoholic iodides exert upon these bases, as shown by Hofmann, confirms this idea, which is equally applicable to quinoline. I thought that the reaction of glycol chlorhydrin and similar compounds upon the pyridine bases and upon quinoline should produce oxygenated quaternary bases. It is known, in fact, that such a base, neurine, results from the action of ethylene chlorhydrin upon trimethylamine.

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XV. On the physiological action of the chinoline and pyridine bases

Proceedings of the Royal Society of London ◽

10.1098/rspl.1873.0083 ◽

1874 ◽

Vol 22 (148-155) ◽

pp. 432-434

Keyword(s):

Homologous Series ◽

Caustic Potash ◽

Coal Tar ◽

Fractional Distillation ◽

The Other ◽

Physiological Action ◽

Boiling Points ◽

Pyridine Bases ◽

Pyridine Series ◽

Other Substances

It is well known that quinine, cinchonine, or strychnine yield, when distilled with caustic potash, two homologous series of bases, named the obtained by the destructive distillation of coal, or from Dippel’s oil, got from bone. Greville Williams has pointed out that chinoline obtained from coal-tar differs in some respects from that yielded by cinchonine. In this research the authors endeavoured to ascertain (1) the physiological action of the various members of the series; (2) whether there was any difference in this respect between the members of the series obtained from cinchonine and those got from tar; and (3) whether, and if so, how, both as regards extent and character, the physiological action of these bases differed from that of the original alkaloidal bodies. The bases in both series are difficult to separate from each other; but this has been done as far as possible by repeated fractional distillation. The salt employed was the hydrochlorate. This, dissolved in water, was introduced by a fine syringe under the skin of the animal. The action of chinoline was tested on frogs, mice, rabbits, guineapigs, cats, dogs, and man; but as the effects were found to be similar in all of these instances, the majority of the observations were made on rabbits. The experiments with the other substances were made on rabbits and frogs. The physiological action of hvdrochlorate of chinoline was first examined. Its action was then compared with that of the hydrochlorates of the cbinoline series of bases distilling at higher temperatures, including such as lepidine, dispoline, tetrahiroline, &c. In the next place, the physiological action of the pyridine series was studied, beginning with pyridine itself, and passing upwards to bases obtained at still 'higher boiling-points, such as picoline, lutidine, &c. Lastly, the investigation was directed to the action of condensed bases, such as dipyridine, parapi-coline, &c.; and the effects of these substances were compared with those produced by the members of the chinoline series and among themselves.

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