Preparation of the pyridinium salts differing in the length of the N-alkyl substituent
Language English Country Switzerland Media electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
20336025
PubMed Central
PMC6257284
DOI
10.3390/molecules15031967
PII: 15031967
Knihovny.cz E-resources
- MeSH
- Magnetic Resonance Spectroscopy MeSH
- Pyridinium Compounds chemistry MeSH
- Salts chemistry MeSH
- Chromatography, High Pressure Liquid MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Pyridinium Compounds MeSH
- Salts MeSH
Quaternary pyridinium salts with chains ranging from C8 to C20 belong in the large group of cationic surfactants. In this paper, the preparation of such cationic surface active agents based on the pyridinium moiety and differing in the length of the N-alkyl chain is described. Additionally, HPLC technique was established to distinguish each prepared pyridinium analogue. This study represents universal method for preparation and identification of quaternary pyridinium detergents.
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Kuca K., Dohnal V., Bielavska M., Cabal J. Determination of benzalkonium bromide homologues in disinfection products using high-performance liquid chromatography. Anal. Lett. 2005;38:673–682. doi: 10.1081/AL-200050326. DOI
Semmler A., Kohler H.H. Surface Properties of Alkylpyridinium Chlorides and the Applicability of the Pendant Drop Technique. J. Coll. Interf. Sci. 1999;218:137–144. doi: 10.1006/jcis.1999.6413. PubMed DOI
Akbas H., Kartal C.I. Reactive Orange 16-dodecylpyridinium chloride interactions in electrolytic solutions. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2006;65:95–99. doi: 10.1016/j.saa.2005.09.033. PubMed DOI
Rodriguez-Morales S., Compadre R.L., Castillo R., Breen P.J., Compadre C.M. 3D-QSAR, synthesis, and antimicrobial activity of 1-alkylpyridinium compounds as potential agents to improve food safety. Eur. J. Med. Chem. 2005;40:840–849. doi: 10.1016/j.ejmech.2005.02.012. PubMed DOI
Faraj J.A., Dorati R., Schoubben A., Worthen D., Selmin F., Capan Y., Leung K., DeLuca P.P. Development of a peptide-containing chewing gum as a sustained release antiplaque antimicrobial delivery system. AAPS Pharm. Sci. Tech. 2007;8:26–29. doi: 10.1208/pt0801026. PubMed DOI PMC
Tanzer J.M., Slee A.M., Kamay B., Scheer E.R. In vitro evaluation of seven cationic detergents as antiplaque agents. Antimicrob. Agents Chemother. 1979;15:408–414. doi: 10.1128/AAC.15.3.408. PubMed DOI PMC
Iqbal J., Kim H.J., Yang J.S., Baek K., Yang J.W. Removal of arsenic from groundwater by micellar-enhanced ultrafiltration (MEUF) Chemosphere. 2007;66:970–976. doi: 10.1016/j.chemosphere.2006.06.005. PubMed DOI
Parette R., Cannon F.S. The removal of perchlorate from groundwater by activated carbon tailored with cationic surfactants. Water Res. 2005;39:4020–4028. doi: 10.1016/j.watres.2005.07.024. PubMed DOI
Carlsson S., Kontturi A.K., Kontturi K. Improving membrane activity of oligonucleotides by cetylpyridinium chloride: an electrochemical study. Eur. J. Pharm. Sci. 2006;29:451–459. doi: 10.1016/j.ejps.2006.08.008. PubMed DOI
Bordbar A.K., Taheri-Kafrani A. Binding of cetylpyridinum chloride to glucose oxidase. Coll. Surf. B, Biointer. 2007;55:84–89. doi: 10.1016/j.colsurfb.2006.11.012. PubMed DOI
Grinevich V.P., Crooks P.A., Sumithran S.P., Haubner A.J., Ayers J.T., Dwoskin L.P. N-n-alkylpyridinium analogs, a novel class of nicotinic receptor antagonists: selective inhibition of nicotine-evoked [3H] dopamine overflow from superfused rat striatal slices. J. Pharmacol. Exp. Ther. 2003;306:1011–1020. doi: 10.1124/jpet.103.051789. PubMed DOI
Kuca K., Cabal J., Patocka J., Dohnal V. Quaternary Heteroarenium Salts as the Competitive Inhibitors of the Brain Acetylcholinesterase. Lett. Drug Des. Discov. 2004;4:97–100. doi: 10.2174/1570180043485509. DOI
Lang J. Surfactant Aggregation Number and Polydispersity of Sds+1-Pentanol Mixed Micelles in Brine Determined by Time-Resolved Fluorescence Quenching. J. Phys. Chem. 1990;94:3734–3739. doi: 10.1021/j100372a070. DOI
Hashimoto S., Thomas J.K. Fluorescence Study of Pyrene and Naphthalene in Cyclodextrin Amphiphile Complex-Systems. J. Am. Chem. Soc. 1985;107:4655–4662. doi: 10.1021/ja00302a010. DOI
Nakamura T., Thomas J.K. The Interaction of Alkylammonium Salts with synthetic clays. A fluorescence and laser excitation study. J. Phys. Chem. 1986;90:641–644. doi: 10.1021/j100276a032. DOI
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