36726-85-9Relevant academic research and scientific papers
Design, Synthesis, and Biological Evaluation of Novel 2-(Pyridin-3-yloxy)acetamide Derivatives as Potential Anti-HIV-1 Agents
Huang, Boshi,Li, Xiao,Zhan, Peng,De Clercq, Erik,Daelemans, Dirk,Pannecouque, Christophe,Liu, Xinyong
, p. 283 - 289 (2016)
Through a structure-based molecular hybridization and bioisosterism approach, a series of novel 2-(pyridin-3-yloxy)acetamide derivatives were designed, synthesized, and evaluated for their anti-HIV activities in MT-4 cell cultures. Biological results showed that three compounds (Ia, Ih, and Ij) exhibited moderate inhibitory activities against wild-type (wt) HIV-1 strain (IIIB) with EC50 values ranging from 8.18 μm to 41.52 μm. Among them, Ij was the most active analogue possessing an EC50 value of 8.18 μm. To further confirm the binding target, four compounds were selected to implement an HIV-1 RT inhibitory assay. In addition, preliminary structure-activity relationship (SAR) analysis and some predicted physicochemical properties of three active compounds Ia, Ih, and Ij were discussed in detail. Molecular docking studies were also carried out to investigate the binding modes of Ij and the lead compound GW678248 in the binding pocket of RT, which provided beneficial information for further rational design of non-nucleoside reverse transcriptase inhibitors.
Aryl Radical Selectivity in Biphasic Systems
Altmann, Lisa-Marie,Fürst, Michael C. D.,Gans, Eva I.,Heinrich, Markus R.,Pratsch, Gerald,Zantop, Viviane
supporting information, (2020/01/31)
Aryl radicals generated in the aqueous phase of biphasic mixtures have-regardless of a comparably low polarity- A strong preference to react with aromatic substrates in the aqueous phase and not to undergo phase-transfer into a lipophilic phase, independent from the presence of a surfactant. These results represent an important prerequisite toward future studies in biological systems, which typically consist of various compartments of either hydrophilic or lipophilic character.
Frozen aryldiazonium chlorides in radical reactions with alkenes and arenes
Thon, Daniel,Fürst, Michael C.D.,Altmann, Lisa-Marie,Heinrich, Markus R.
, p. 5289 - 5294 (2018/07/06)
Frozen aryldiazonium chlorides have been investigated in radical alkene and arene functionalizations. Through freezing at – 84 °C, aryldiazonium chlorides, which otherwise show significant decomposition in aqueous solution after several hours at room temp
Visible-Light-Induced, Catalyst-Free Radical Arylations of Arenes and Heteroarenes with Aryldiazonium Salts
Fürst, Michael C. D.,Gans, Eva,B?ck, Michael J.,Heinrich, Markus R.
supporting information, p. 15312 - 15315 (2017/10/20)
In the absence of a photocatalyst and other additives, the radical arylation of diverse arenes and heteroarenes has been achieved with aryldiazonium salts under visible-light irradiation from a blue light-emitting diode (LED). Although the course of some reactions can be rationalized by the formation of strongly light-absorbing charge-transfer (CT) complexes between the diazonium ion and the aromatic substrate, several further examples indicated that the simple presence of an aromatic substrate, showing only weak interactions to the diazonium ion, is fully sufficient to enable product formation.
Regioselective Radical Arylation of 3-Hydroxypyridines
Fürst, Michael C. D.,Bock, Leonard R.,Heinrich, Markus R.
, p. 5752 - 5758 (2016/07/13)
The titanium(III)-mediated radical arylation of 3-hydroxypyridines was found to proceed with high regioselectivity for the 2-position. Using aryldiazonium chlorides, which were prepared from the corresponding anilines, as aryl radical sources, a range of 3-hydroxy-2-phenylpyridines were obtained in moderate to good yields under simple reaction conditions. Reactions of ortho-carboxylic ester substituted phenyldiazonium salts directly provided tricyclic benzopyranopyridinones.
