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The properties of 1-alkoxymethyl-3-hydroxypyridinium and 1-alkoxymethyl-3-dimethylaminopyridinium chlorides

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Journal of Surfactants and Detergents

Abstract

Several 1-alkoxymethyl-3-substituted-pyridinium chlorides with alkoxy chains including from 3 to 18 carbon atoms were prepared by the reaction of 3-substituted-pyridine with chloromethyl alkyl ethers. The prepared chlorides were examined for their antielectrostatic effects and their antimicrobial activities. 1-Dodecyloxymethyl-3-dimethylaminopyridinium chloride (23) exhibited strong antimicrobial activity and a wide antimicrobial spectrum, similar to the activity of benzalkonium chloride. We synthesized 1-alkoxymethyl-3-hydroxypyridinium chlorides possessing antielectrostatic properties, but lacking antimicrobial activity. The antielectrostatic effect and antimicrobial activities are strongly dependent on the kind of substituent at the 3-position in the pyridine ring and are greatly affected by an alkoxy chain. It was shown that dimethylamino group in position three must be present for a high antielectrostatic and antimicrobial activity of the agent.

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Authors and Affiliations

  1. Department of Chemical Technology, Poznań University of Technology, 60-965, Poznań, Poland

    Juliusz Pernak & Monika Branicka

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  1. Juliusz Pernak
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  2. Monika Branicka
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Correspondence to Juliusz Pernak.

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Pernak, J., Branicka, M. The properties of 1-alkoxymethyl-3-hydroxypyridinium and 1-alkoxymethyl-3-dimethylaminopyridinium chlorides. J Surfact Deterg 6, 119–123 (2003). https://doi.org/10.1007/s11743-003-0254-5

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  • DOI: https://doi.org/10.1007/s11743-003-0254-5

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