Synthesis and biological evaluation of thiazolo-triazole derivatives

Design and synthesis of some thiazolotriazolyl esters as anti-inflammatory and analgesic agents

“…It has been reported that thiazolo[3,2-b]-1,2,4-triazole derivatives could be obtained either by a direct reaction between mercaptotriazoles and appropriate halogeno-b-ketoesters (A route) or through alternative pathway involving the formation of S-alkyl products, which were then cyclized by an acid-catalyzed reaction (POCl 3 , HCl, H 2 SO 4 ) (B route) (Mazzone et al, 1981;Moskowitz et al, 1980;Pignatello et al, 1991;Simiti et al, 1991). In our study, title compounds, thiazolo[3,2-b]-1,2,4-triazole derivatives, were obtained by refluxing 3-substituted-1,2,4-triazole-5-thiones with either ethyl 4-chloro-3-oxobutyrate (a) or ethyl 2-chloroacetoacetate (b) in anhydrous ethanol in one-step.…”

“…The compounds bearing both a symmetrical triazole and 1,3-thiazole moieties represent an interesting class of compounds possessing a wide spectrum of biological activities such as anticancer, anti-inflammatory/analgesic, and antimicrobial properties (Barbuceanu et al, 2009;El-Emam and Ibrahim, 1991;Karthikeyan et al, 2008Karthikeyan et al, , 2009Lesyk et al, 2007;Pignatello et al, 1991).…”

Design, Synthesis, Characterization and Antimicrobial Evaluation of Some Heterocyclic Condensed Systems with Bridgehead Nitrogen from Thiazolotriazole Class

“…In the 1 H-NMR spectra of compounds 3a-c has appeared a new singlet signal corresponding to the protons of methine group from the thiazole ring which occurs at the chemical shift δ=7.96-7.97 ppm. 3,8,11) C-NMR spectra from 4-fluorophenyl moiety. Also, the signals of the protons and carbon atoms of the arylsulfonylphenyl moiety are found in the corresponding regions (Experimental).…”

“…The fusion of triazole and thiazole rings can lead to thiazolotriazoles with superior biological properties due to mutual influence of the pharmacophores centers present in the molecule. Thus, literature data indicate that numerous thiazolo [3,2-b] [1,2,4] triazoles derivatives have been reported to possess antibacterial, [3][4][5][6][7][8][9] antifungal, 3,[6][7][8][9] anti-inflammatory, 3,10,11) analgesic, 3,10) antiproliferative, 12) anticonvulsant 13) properties. Also, thiazolo [3,2-b][1,2,4] triazol-ones have been studied for their properties with respect to their biological activities including anti-inflammatory, [14][15][16][17] analgesic, 15,17) anticancer, [18][19][20] antibacterial, 21) antifungal 21) and anticonvulsant.…”

One pot synthesis and reactions of novel 5-amino[1,3]thiazolo[3,2-b][1,2,4]triazoles

“…[1][2][3][4][5][6][7][8][9][10][11][12][13] The 1,2,4-triazole moiety is present in antiarthritic and antipyretic compounds. [14][15][16][17][18][19] Many thiazolo [3,2-b] [1,2,4]triazoles have been investigated as antibacterials, 20,21 anticancer, 22 anti-inflammatory, [23][24][25] antimicrobial 24 and analgesic 25 compounds. To the best of our knowledge the title compounds have been synthesized by three main routes according to a literature survey.…”