2021
Investigation of interactions of ortho- and para-N-aryl-substituted 2-trifluoromethylcinnamanilides
PINDJAKOVÁ, Dominika, Lucia VRÁBLOVÁ, Tomáš STRHÁRSKY, Jiří KOS, Josef JAMPÍLEK et. al.Základní údaje
Originální název
Investigation of interactions of ortho- and para-N-aryl-substituted 2-trifluoromethylcinnamanilides
Autoři
PINDJAKOVÁ, Dominika, Lucia VRÁBLOVÁ, Tomáš STRHÁRSKY, Jiří KOS a Josef JAMPÍLEK
Vydání
The 25th International Electronic Conference on Synthetic Organic Chemistry, 2021
Další údaje
Jazyk
angličtina
Typ výsledku
Prezentace na konferencích
Obor
10400 1.4 Chemical sciences
Stát vydavatele
Švýcarsko
Utajení
není předmětem státního či obchodního tajemství
Odkazy
Organizační jednotka
Farmaceutická fakulta
Klíčová slova anglicky
N-arylcinnamamides; synthesis; lipophilicity determinations; structure-lipophilicity relationships
Příznaky
Mezinárodní význam, Recenzováno
Změněno: 14. 4. 2022 13:37, JUDr. Sabina Krejčiříková
Anotace
V originále
Unsubstituted (2E)-N-phenyl-3-[2-(trifluoromethyl)phenyl]prop-2-enamide and six other ortho- or para-halogen-substituted anilides of 2-(trifluoromethyl)cinnamic acid were prepared. As the benzene nucleus of cinnamic acid itself is substituted in C(2) position with a trifluoromethyl moiety that is spatially close to both the amide bond and the halogen (F, Cl, CF3) ortho-substitution of the anilide ring, interesting intramolecular interactions can be expected. Other derivatives are substituted at the para-position of the anilide ring, so that intermolecular interactions can be expected. Thus, it can be assumed that the predicted properties, especially lipophilicity, will differ significantly from the experimentally determined values. All the discussed compounds were analyzed using the reversed-phase high performance liquid chromatography method. The procedure was performed under isocratic conditions with methanol as an organic modifier in the mobile phase using an end-capped non-polar C18 stationary reversed-phase column. In the present study, the structure-lipophilicity relationships of the studied compounds are discussed.