74225-91-5Relevant academic research and scientific papers
Scaffold hopping: Exploration of acetanilide-containing uracil analogues as potential NNRTIs
Babkov, Denis A.,Valuev-Elliston, Vladimir T.,Paramonova, Maria P.,Ozerov, Alexander A.,Ivanov, Alexander V.,Chizhov, Alexander O.,Khandazhinskaya, Anastasia L.,Kochetkov, Sergey N.,Balzarini, Jan,Daelemans, Dirk,Pannecouque, Christophe,Seley-Radtke, Katherine L.,Novikov, Mikhail S.
, p. 1069 - 1081 (2015)
In order to identify novel nonnucleoside inhibitors of HIV-1 reverse transcriptase two series of amide-containing uracil derivatives were designed as hybrids of two scaffolds of previously reported inhibitors. Subsequent biological evaluation confirmed acetamide uracil derivatives 15a-k as selective micromolar NNRTIs with a first generation-like resistance profile. Molecular modeling of the most active compounds 15c and 15i was employed to provide insight on their inhibitory properties and direct future design efforts.
The Role of Oxygen in the Electrochemical Reduction of Ethyl 2-(2-(Bromomethyl)phenoxy)acetate at Carbon Cathodes in Dimethylformamide
Ji, Chang,Kelcher, Austin R.,Olivares, Jacob A.,Simon, Tamir,Vasquez, Antonio
, (2020/04/24)
Cyclic voltammetry (CV) and controlled-potential electrolysis (CPE) were employed to examine the direct reduction of ethyl 2-(2-(bromomethyl)phenoxy)acetate at carbon cathodes in dimethylformamide (DMF) containing tetramethylammonium tetrafluoroborate (TMABF4) as the electrolyte. Cyclic voltammogram of the substrate exhibits a single irreversible cathodic wave with a peak potential of -1.75 V vs SCE, which is characteristic for the reduction of organic halides in aprotic solvents. Bulk electrolyses of ethyl 2-(2-(bromomethyl)phenoxy)acetate were carried out in the absence and presence of oxygen. The product distributions were obtained by gas chromatograph (GC) as well as gas chromatograph coupled to a mass spectrometer (GC-MS). Two bicyclic compounds, ethyl 2,3-dihydro-1-benzofuran-2-carboxylate and ethyl benzofuran-2-carboxylate, were found to be formed in a total yield of more than 40% in the presence of oxygen. The reaction mechanism, in which the oxygen plays a significant role, was proposed and discussed on the basis of this study.
