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Quaternary ammonium-salts. 18. Preparation and relationship between structure, IR spectral characteristics, and antimicrobial activity of some new bis-quaternary isosters of 1,5-pentanediammonium dibromides

F. Devínsky, I. Lacko, F. Bittererová, and D. Mlynarčík

Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Comenius University, CS-832 32 Bratislava

 

Abstract: Four series of bis-quaternary jV,yV'-bis(alkyldimethyl)-3-X- 1,5-penta­nediammonium dibromides (36 compounds) were prepared. The effect of alkyl chain length change, from 6 to 18 carbon atoms and of the isosteric exchange of methylene group for NCH3, O, S upon characteristic vibrations in IR spectrum region and upon antimicrobial activity against Staphylococ­cus aureus, Escherichia coli, and Candida albicans was examined and de­ scribed. The relationship of antimicrobial activity vs. R shows a nonlinear parabolic course; by isosteric exchange the effectiveness is not affected. The most effective substances are several times more active than the standard benzyldodecyldimethylammonium bromide.

Full paper in Portable Document Format: 416a803.pdf

 

Chemical Papers 41 (6) 803–814 (1987)

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