This submission belongs to the session a. General Organic Synthesis of the event The 11th International Electronic Conference on Synthetic Organic Chemistry
Published date
30 Nov, 2007
Citation
Jiri Dohnal, Jan Dolezel, Veronika Opletalova, Josef Jampilek, Preparation and Hydrophobic Properties of 5-Arylalkylidenerhodanines, in Proceedings of The 11th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2007, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-11-01309
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Preparation and Hydrophobic Properties of 5-Arylalkylidenerhodanines
Jiri Dohnal 1
Jan Dolezel 2
Veronika Opletalova 2
Josef Jampilek 1
1. Zentiva a. s., U kabelovny 130, 102 37 Prague 10, Czech Republic
2. Department of Pharmaceutical Chemistry and Drug Control, Charles University in Prague, Faculty of Pharmacy in Hradec Kralove, 500 05 Hradec Kralove, Czech Republic
Abstract
Some 5-arylalkylidene-2-thioxo-1,3-thiazolidine-4-one derivatives were prepared as potential antimicrobial compounds. General synthetic approach of all newly synthesized compounds is presented. All the discussed rhodanine derivatives were analyzed using the reversed phase high performance liquid chromatography (RP-HPLC) method for the lipophilicity measurement. The procedure was performed under isocratic conditions with methanol as an organic modifier in the mobile phase using end-capped non-polar C18 stationary RP column. In the present study the correlation between RP-HPLC retention parameter log K (the logarithm of capacity factor K) and log P values calculated in various ways is discussed as well as the relationships between the lipophilicity and chemical structure of the studied compounds.
Keywords
5-Arylalkylidenerhodanines
Lipophilicity measurement
Structure-lipophilicity relationships
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