Design, microwave assisted synthesis, and molecular modeling study of some new 1,3,4-thiadiazole derivatives as potent anticancer agents and potential VEGFR-2 inhibitors

The Reformatsky analogous reaction for the synthesis of novel β-thioxoestersviausing aroyl isothiocyanates under solvent-free ball milling and conventional conditions

“…The research began with the treatment of the model substrates, benzoyl isothiocyanate (1) [10][11][12][13][14] (1 mmol) and ethyl 2-bromoacetate (2) (1.5 mmol) with 1 equivalent of zinc (dust <10 mm) heated at 60 C in benzene (15 ml) for 1-3 h under an N 2 atmosphere, as shown in Table 1. The reaction mixture was cooled to 0 C in ice and then the reaction was quenched with 10% HCl.…”

New pyrazolo[3,4-d]pyrimidine derivatives as EGFR-TK inhibitors: design, green synthesis, potential anti-proliferative activity and P-glycoprotein inhibition

“…Our current research is concerned with the utility of N-(4-(4chlorobenzylidene)-4H-pyrazol-3-yl)benzamide (1) in the synthesis of new substituted fused pyrimidine derivatives under conventional and green conditions as part of our interest in the synthesis of a wide range of heterocyclic systems with biological applications. [34][35][36][37] The starting chemical, N-(4-(4-chlorobenzylidene)-5-oxo-4,5dihydro-1H-pyrazol-3-yl)benzamide (1), was synthesized according to an earlier reported procedure 38 under different chemical reaction conditions. Thus, reuxing of compound 1 with ethanolic solution of thiourea in the presence of catalytic amount of sodium ethoxide or under free solvent fusion technique to afford the target compound N-(4-(4-chlorophenyl)-6thioxo-6,7-dihydro-5H-pyrazolo [3,4-d]pyrimidin-3-yl)benzamide (2) with a benecial yield, which was used as a key starting material as illustrated in (Scheme 1).…”

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).…”