Annulated pyrazole derivatives as a novel class of urokinase (uPA) inhibitors: Green synthesis, anticancer activity, DNA-damage evaluation, and molecular modelling study

New 1,3,4-thiadiazoles as potential anticancer agents: pro-apoptotic, cell cycle arrest, molecular modelling, and ADMET profile

“…As a part of our ongoing research that aims at developing simple and efficient synthetic techniques for the synthesis of novel heterocyclic compounds with potential anticancer applications, [21][22][23][24][25][26][27][28][29][30][31] the present study reported the synthesis of numerous new substituted 1,3,4-thiadiazole derivatives incorporating benzene moiety. N-(5-Amino-1,3,4-thiadiazol-2-yl) benzamide (2) was synthesized as a sole product through reaction of benzoylisothiocyanate with thiosemicarbzide in dry acetonitrile and then underwent cyclization according to the previously published methodology [32][33][34][35][36] (Scheme 1). Treatment of compound 2 with ethyl cyanoacetate in the presence of a catalytic amount of triethylamine afforded N-(5-(2-cyanoacetamido)-1,3,4-thiadiazol-2-yl)benzamide (3) in a high yield, which was used as a key starting material (Scheme 1).…”

Synthesis, antileishmanial, antimalarial evaluation and molecular docking study of some hydrazine-coupled pyrazole derivatives

“…The target hydrazine-coupled pyrazole derivatives (9)(10)(11)(12)(13)(14)(15) were synthesized by employing nucleophilic addition-elimination reaction of intermediates (5-8) with different hydrazine derivatives (salicylhydrazide, hydrazine hydrate, and phenyl hydrazine). In this study, the target compounds were prepared with good yields ranging from 61.64 to 95.5%.…”

“…The structures of the synthesized compounds were veri ed using physical and spectral data. The speci c stretching and bending IR vibration frequencies, the elemental microanalysis, and the 1 H NMR chemical shift data for each of the synthesized compounds (9)(10)(11)(12)(13)(14)(15) are summarized in the experimental section. Overall, the protocols followed in the synthesis of target compounds resulted in the formation of colored well-de ned crystals characteristic of hydrazinecoupled pyrazole derivatives.…”

“…The solution was heated under re ux at 70 ℃ for 4 to 6 h with continuous stirring. After cooling, the resulting white, the light-yellow, or yellow precipitate was ltered, washed with a large volume of ethanol, dried, and recrystallized from either ethanol, acetonitrile, methanol/ethyl acetate (v/v 2:1), or acetonitrile/ chloroform (v/v 3:1) to get well-de ned crystals of target compounds (9)(10)(11)(12)(13)(14)(15) [20].…”

“…Pyrazole derivatives are an important class of bioactive compounds with diverse pharmacological effects such as anticancer [11,12], antiviral [13,14], antifungal [15], antibacterial [16], anti-in ammatory [17],…”