Room-Temperature Ionic Liquid–DMSO Promoted and Improved One-Pot Synthesis of 5,6-Diaryl-1,2,4-triazines

<div><p></p><p>An improved and rapid one-pot synthesis of 5,6-diarylsubstituted-1,2,4-triazines in a mixture of room-temperature ionic liquid 1,3-dibutylimidazolium bromide [Bbim]⁺Br⁻ and dimethylsulfoxide (DMSO) is described without the need for any added catalyst. Different polar aprotic solvents were screened along with ionic liquids and a synergistic effect with DMSO has been found. The predominance of one regioisomer over the other has also been studied with varying reaction temperatures. The one-pot methodology leading to excellent isolated yields in short span of time is achieved by simple workup procedure. The ionic liquid was efficiently recovered and reused three times without the loss of catalysis. All the compounds were characterized by infrared, NMR, mass spectrometry, and elemental analysis.</p> </div

Design, green synthesis and pharmacological evaluation of novel 5,6-diaryl-1,2,4-triazines bearing 3-morpholinoethylamine moiety as potential antithrombotic agents^*

<p>The aim of this research work was to investigate a series of novel 5,6-diaryl-1,2,4-triazines (<b>3a</b>–<b>3q</b>) containing 3-morpholinoethylamine side chain, and to address their antiplatelet activity by <i>in vitro, ex vivo</i> and <i>in vivo</i> methods. All compounds were synthesized by environment benign route and their structures were unambiguously confirmed by spectral data. Compounds (<b>3l</b>) and (<b>3m</b>) were confirmed by their single crystal X-ray structures. Out of all the synthesized compounds, 10 were found to be more potent <i>in vitro</i> than aspirin; six of them were found to be prominent in <i>ex vivo</i> assays and one compound (<b>3d</b>) was found to have the most promising antithrombotic profile <i>in vivo</i>. Moreover, compound (<b>3d</b>) demonstrated less ulcerogenicity in rats as compared to aspirin. The selectivity of the most promising compound (<b>3d</b>) for COX-1 and COX-2 enzymes was determined with the help of molecular docking studies and the results were correlated with the biological activity.</p