This submission belongs to the session a. General Organic Synthesis of the event The 9th International Electronic Conference on Synthetic Organic Chemistry
Published date
01 Nov, 2005
Citation
Veronika Opletalova, Josef Jampilek, Tatjana Grafnetterova, Jiri Dohnal, Thiosemicarbazones of Acetylpyrazines: Preparation and Their Hydrophobic Properties, in Proceedings of The 9th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2005, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-9-01459
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Thiosemicarbazones of Acetylpyrazines: Preparation and Their Hydrophobic Properties
Josef Jampilek 1
Veronika Opletalova 2
Tatjana Grafnetterova 1
Jiri Dohnal 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 substituted acetylpyrazine derivatives were prepared as the starting materials for the subsequent synthesis of thiosemicarbazones. General synthetic approach of all newly synthesized compounds is presented. All the thiosemicarbazone derivatives of acetylpyrazines 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 various calculated Log P values is shown. The relationships between the lipophilicity and the chemical structure of the studied compounds are discussed as well.
Keywords
acetylpyrazines
thiosemicarbazones
lipophilicity measurement
structure-lipophilicity relationships
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