Synthesis and in silico biological activity evaluation of new N-substituted pyrazolo-oxazin-2-one systems

Design, Synthesis, and Molecular Docking Studies of a Conjugated Thiadiazole–Thiourea Scaffold as Antituberculosis Agents

“…[63][64][65][66][67][68][69] Antituberculosis activity were predicted for our compound set 5-20 within the range of 0.364<Pa<0.684. Although no direct correlation were observed between Pa values and MIC values, it was notable that most active three compounds had good Pa scores (Pa>0.5).…”

N-substituted [phenyl-pyrazolo]-oxazin-2-thiones as COX-LOX inhibitors: influence of the replacement of the oxo -group with thioxo- group on the COX inhibition activity of N-substituted pyrazolo-oxazin-2-ones

“…Reaction of derivatives 2 with aliphatic and aromatic primary amines lead to pyrazolyl-enaminones 3. 32 As it was shown previously, 22 in the presence of phosgene, these intermediates lead to N-substituted pyrazolo-oxazin-2-one compounds. In similar conditions to already described procedure, 22 pyrazolyl-enaminones 3 react with thiophosgene in presence of triethylamine to give N-substituted pyrazolo-oxazin-2-thione compounds 4 in 69-86 % yields (Table 1).…”

“…32 As it was shown previously, 22 in the presence of phosgene, these intermediates lead to N-substituted pyrazolo-oxazin-2-one compounds. In similar conditions to already described procedure, 22 pyrazolyl-enaminones 3 react with thiophosgene in presence of triethylamine to give N-substituted pyrazolo-oxazin-2-thione compounds 4 in 69-86 % yields (Table 1). The structures of compounds 4a-g were confirmed by elemental analysis as well as spectroscopically (IR, 1 H and 13 C NMR and MS electrospray mass spectrometry).…”

“…20,21 We reported previously the synthesis and biological activity evaluation of a new series of Nsubstituted pyrazolo-oxazin-2-one compounds on the basis of PASS prediction results. Positive COX-1 inhibition activity predicted by PASS was confirmed by experimental evaluation 22 although the compounds exhibited only mild inhibitory action. Targeting to the synthesis of potent dual acting COX/LOX inhibitors as future anti-inflammatory drugs, we attempted a modification of the compounds based on docking results.…”

Thiazole-based chalcones as potent antimicrobial agents. Synthesis and biological evaluation

“…Our design supported from our previous findings [10][11][12][13][14][15] addressed the synthesis of a new class of structurally novel derivatives, that incorporate two known bioactive structures a thiazole [16][17][18][19][20][21][22][23][24][25][26] and a chalcone, [27][28][29] to yield a class of compounds with interesting antimicrobial properties…”