177755-73-6Relevant articles and documents
Synthesis and SAR study of 4,5-diaryl-1H-imidazole-2(3H)-thione derivatives, as potent 15-lipoxygenase inhibitors
Assadieskandar, Amir,Amini, Mohsen,Salehi, Marjan,Sadeghian, Hamid,Alimardani, Maliheh,Sakhteman, Amirhossein,Nadri, Hamid,Shafiee, Abbas
, p. 7160 - 7166 (2013/01/15)
A series of 4,5-diaryl-1H-imidazole-2(3H)-thione was synthesized and their inhibitory potency against soybean 15-lipoxygenase and free radical scavenging activities were determined. Compound 11 showed the best IC50 for 15-LOX inhibition (IC50 = 4.7 μM) and free radical scavenging activity (IC50 = 14 μM). Methylation of SH at C2 position of imidazole has dramatically decreased the 15-LOX inhibition and radical scavenging activity as it can be observed in the inactive compound 14 (IC50 >250 μM). Structure activity similarity (SAS) showed that the most important chemical modification in this series was methylation of SH group and Docking studies revealed a proper orientation for SH group towards Fe core of the 15-LOX active site. Therefore it was concluded that iron chelating could be a possible mechanism for enzyme inhibition in this series of compounds.
Antiinflammatory 4,5-diarylimidazoles as selective cyclooxygenase inhibitors
Barta, Thomas E.,Stealey, Michael A.,Collins, Paul W.,Weier, Richard M.
, p. 3443 - 3448 (2007/10/03)
The synthesis and activity of a series of 4,5-diarylimidazole analogs are described. One analog had an IC50 of 80 nM, was 6750-selective against COX-1, and demonstrated in vivo potency in the mouse air pouch model.