A convenient synthesis and molecular modeling study of novel pyrazolo[3,4-d]pyrimidine and pyrazole derivatives as anti-tumor agents

Abstract

An efficient method to obtain ethyl 5-amino-1-tosyl-1H-pyrazole-4-carboxylate (3) was outlined using condensation reactions of 4-methylbenzenesulfonylhydrazide with (E)-ethyl 2-cyano-3-ethoxyacrylate. The cyclocondensation reaction of this substrate and its hydrazide derivative with urea, thiourea, formamide, formic acid, D-glucose, o-phenylenediamine, 4-dimethylaminobenzaldehyde, anthracene-9-carbaldehyde, thioglycolic acid and carbon disulphide then with hydrazine hydrate analogues furnished a series of pyrazolo [3,4-d]

Crystal structure of 4-(1-phenylimidazo[1,5-a]pyridin-3-yl)benzoic acid (C20H14N2O2)

“…The title compound is known to be present in the structures of some biologically active compounds, thus giving it some importance. The compound has a great potential to be applied in other fields such as material science [8], organic synthesis [9], in lighting and photovoltaic technologies [8], and in pharmaceutical science where imidazole[1,5-a]pyridines moiety has been shown to be active against HIV protease [10], as a cardiotonic agent [11] and also as an anti-tumour agent [12] among others. They are also known to be used as precursors for synthesis of N-heterocyclic carbenes [13], as ligands in coordination chemistry [14] and as pH-probes [15].…”

Discovery of New Pyrazolopyridine, Furopyridine, and Pyridine Derivatives as CDK2 Inhibitors: Design, Synthesis, Docking Studies, and Anti-Proliferative Activity

“…On the other hand, glycoside and their analogs have been revealed as an important bioactive group of compounds with anticancer, antiviral, and antimicrobial activity. The therapeutic importance of this scaffold motivated us to develop selective procedures for the synthesis of new derivatives of pyridine incorporating pyrazolyl, imidazolyl, thienyl, and glycosyl moieties in which substituents could be arranged in a pharmacophoric pattern to display high order of anticancer activity [ 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 ].…”

Design, synthesis and anti-inflammatory vel 5-(Indol-3-yl)thiazolidinone derivatives as COX-2 inhibitors.

“…Furthermore, several derivatives of thiazole [10,15] and thiazolidinedione [16,17].Derivatives have been known with their established anti-inflammatory activity and COX-2 inhibition revealing that the activity of these compounds was proved to be attributed to these moieties (Vand VI, Figure 1). Motivated by the aforementioned findings and aiming to design new selective COX-2 inhibitors and continuing the previous work for discovering of new effective indole and thiazole derivatives [18][19][20][21][22]. We report the synthesis of a series of hybrid compounds having two active pharmacophores namely indole and rhodanine studying their activity as anti-inflammatory agents and COX-2 inhibitors.…”