Detailed Information on Publication Record
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.Basic information
Original name
Investigation of interactions of ortho- and para-N-aryl-substituted 2-trifluoromethylcinnamanilides
Authors
PINDJAKOVÁ, Dominika, Lucia VRÁBLOVÁ, Tomáš STRHÁRSKY, Jiří KOS and Josef JAMPÍLEK
Edition
The 25th International Electronic Conference on Synthetic Organic Chemistry, 2021
Other information
Language
English
Type of outcome
Prezentace na konferencích
Field of Study
10400 1.4 Chemical sciences
Country of publisher
Switzerland
Confidentiality degree
není předmětem státního či obchodního tajemství
References:
Organization unit
Faculty of Pharmacy
Keywords in English
N-arylcinnamamides; synthesis; lipophilicity determinations; structure-lipophilicity relationships
Tags
International impact, Reviewed
Změněno: 14/4/2022 13:37, JUDr. Sabina Krejčiříková
Abstract
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.