EventsThe 10th International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session a. General Organic Synthesis of the event The 10th International Electronic Conference on Synthetic Organic Chemistry
Published date
30 Nov, 2006
Citation
Josef Jampilek, Veronika Opletalova, Jiri Dohnal, N,N-Dimethylthiosemicarbazones of Acetylpyrazines: Preparation and Their Hydrophobic Properties, in Proceedings of The 10th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2006, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-10-01376
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N,N-Dimethylthiosemicarbazones of Acetylpyrazines: Preparation and Their Hydrophobic Properties

Veronika Opletalova 2
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 N,N-dimethylthiosemicarbazones. General synthetic approach of all newly synthesized compounds is presented. All the N,N-dimethylthiosemicarbazone 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 log P values calculated in various ways is discussed as well as the relationships between the lipophilicity and the chemical structure of the studied compounds.
Keywords
<i>N,N</i>-dimethylthiosemicarbazones
Lipophilicity measurement
Structure-lipophilicity relationships
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