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XVII.—Studies on the Pharmacological Action of Tetra-Alkyl-Ammonium Compounds: III. The Action of Methyl-Ethyl-Ammonium Chlorides

Published online by Cambridge University Press:  06 July 2012

Extract

In view of the differences observed in the pharmacological action of tetra-methyl- and tetra-ethyl-ammonium chlorides, it seemed of interest to investigate the actions of the methyl-ethyl-ammonium compounds. The chlorides of these compounds—namely, tri-methyl-ethyl-ammonium chloride, di-methyl-di-ethyl-ammonium chloride, methyl-tri-ethyl-ammonium chloride—were kindly prepared for me by Dr J. E. Mackenzie, who has published the mode of preparation and the analysis of them.

The only references I have found to the pharmacological action of the members of this series are brief statements by Tappeiner and Boehm. Tappeiner says that tri-ethyl-methyl-ammonium chloride, unlike tetra-methyl-ammonium chloride, does not produce temporary paralysis of the respiration; Boehm that tri-methyl-ethyl-ammonium chloride, like tetra-methyl-ammonium chloride, causes contracture of an isolated frog's muscle when a solution is applied to it.

Type
Research Article
Copyright
Copyright © Royal Society of Edinburgh 1915

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References

page 481 note * Journ. f. prakt. Chem., lxxxiv. p. 549 [1911]. I desire to express my thanks to Dr Mackenzie for this service.

page 481 note † Arch. f. exp. Path. u. Pharmak., xxxvii, p. 349 [1896].

page 481 note ‡ Ibid., lviii, p. 267 [1908].

page 481 note § Ibid., lxiii, p. 224 [1910].

page 482 note * Zeitschr. f. physik Chem., xiii. p. 299 [1894].

page 485 note * Trans. Roy. Soc. Edin., vol. l., pt. i., p. 17 [1913]. Ibid., pt. ii., p. 379.

page 491 note * Brit. Med. Journ., 1887, ii. p. 500.

page 491 note † Arch. f. exp. Path. u. Pharmak., lviii, p. 267 [1908].

page 491 note ‡ Loc. cit.

page 492 note * Arch. f. exp. Path. u. Pharmak., lviii, p. 267 [1908].

page 493 note * Loc. cit

page 494 note * When comparative experiments are mentioned they refer to experiments on the two muscles of the same frog.

page 497 note * Arch. f. exp. Path. u. Pharmak., lviii, p. 267 [1908].

page 499 note * Loc. cit.

page 507 note * Trans. Roy. Soc. Edin., xxv. pp. 151, 693 [1869]; Proc. Roy. Soc. Edin., vi. p. 556 [1869].

page 507 note † Trans. Roy. Soc. Edin., xxv. p. 187 [1869]

page 507 note ‡ Loc. cit., p. 191.

page 507 note § Eckhard's Beit. z. Anat. u. Physiol., v. p. 226 [1870].

page 507 note ∥ Arch. internat. de pharmacod., xiii. p. 479 [1904].

page 508 note * Certain quaternary compounds, such as the betaines, which contain a carboxyl or lactonic group, are pharmacologically inert, and do not therefore affect nerve-endings.

page 509 note † Fraenkel, (Die Arzneimittel-synthese, 2te Aufl. p. 301)Google Scholar refers to a research by Ihmsen, who found methyl-ethyl-coniine hydroxide inactive in doses of 30 g., and the iodide in doses of 6 g., although the latter substance in doses of 10 g. produced death in four minutes. No details are given, and Ihmsen's paper is unknown to me. It may be remarked that methyl-coniine and di-methyl-coniine compounds (Crum Brown and Fraser, loc. cit.), and ethyl-coniine hydroxide (Tiryakian, Paris thesis, 1878, quoted by Fraenkel), have been shown to paralyse motor nerve-endings.

page 509 note * Loc. cit., pp. 208, 230.

page 509 note † Trans. Roy. Soc. Lond., clxxv. pt. i. p. 221 (1884).

page 509 note ‡ Ibid., p. 211.

page 510 note * New Ideas of Inorganic Chemistry, p. 30. For other views see Meisenheimer, , Liebig's Annalen, vol. cccxcvii. p. 273 [1913]CrossRefGoogle Scholar; vol. cccxcix. p. 371 [1913]; Fromm, ibid., p. 366.

page 510 note † Loc. cit.

page 510 note ‡ Cf. Singh, , Trans. Chem. Soc., ciii. p. 604 [1913].CrossRefGoogle Scholar

page 510 note § Compt. rend., cxxx. p. 752 (1900).

page 510 note ∥ Ergebnisse der Physiologie, i. pt. ii. p. 199 [1902].

page 510 note ¶ Neuere Arzneimettel, 1907, p. 134.

page 510 note ** Vulpian, , Arch. de physiol. norm, et path., i. p. 472 [1868]Google Scholar; Lindemann, , Arch. f. exper. Path. u. Pharmak., xli. p. 191 [1898].CrossRefGoogle Scholar

page 510 note †† Buergi, , Path. f. exper. Path. u. Pharmak, lvi. p. 101 [1906].CrossRefGoogle Scholar

page 510 note ‡‡ Ergebnisse der Physiologie, iii. pt. i p. 307 [1904].

page 511 note * Proc. Roy. Soc. Lond., lxxviii., B, p. 170 [1906]. See also Journ. of Physiol, xlviii, p. 103 [1914].

page 511 note † Ergebn. d. Physiol, xii. p. 765 [1912]. Also Dixon, , Proc. Roy. Soc. Med., v. (Therap. and Pharmacol. sect.), p. 1 [1911].Google Scholar

page 511 note ‡ Loc. cit.; also Journ. of Physiol, xxxvi, p. 347 [1907]; xxxvii, pp. 165, 285 [1908]; xxxix, p. 235 [1909]; xlvii, p. 159 [1913]; xlviii, p. 73 [1914].

page 512 note * Journ. of Physiol., xxxvi, pp. 122, 125 [1907].

page 513 note * Pfluger's Arch., cxxvi. p. 331 [1909].

page 514 note * Journ. of Physiol., xlviii, p. 89 [1914].

page 515 note * Journ. of Pharmacol, and Therap., v. p. 516 [1914].

page 515 note † Ibid., p. 523.

page 515 note ‡ Arch, internat, de pharmacod., vii. p. 183 [1900].