Convenient Synthesis of Novel Nitrogen Bridgehead Heterocycles Utilizing 3‐Mercapto‐6H‐[1,2,4,5]oxatriazino[3,2‐a]isoindol‐6‐one as a New Synthon

Abstract

Considering oxatriazino[a]isoindole as a wealthy structure for developing molecules of impressive therapeutic potentials, some new oxatriazino[3,2‐a]isoindoles analogs were synthesized. Thus, 3‐mercapto‐6H‐[1,2,4,5]oxatriazino[3,2‐a]isoindol‐6‐one (5), was prepared as one‐pot three‐components product and subjected to a series of manipulations including cycloaddition reactions to annulate a series of pharmacophoric motif conjugates. The structures of the newly synthesized compounds were elucidated based on their correct elemental and spectroscopic data.

4‐Chlorothiazole‐5‐carbaldehydes as Potent Precursors for Synthesis of Some New Pendant N‐heterocyces Endowed with Anti‐Tumor Activity

“…The pharmaceutical activity assays were carried out at Applied Research Sector, Egyptian Company for Vaccine and Serum (VACSERA, Cairo, Egypt). N-Acetyl-3,5diphenyl-4,5-dihydro-1H-pyrazole-1-carbothioamide (2), 3-(3,5-diphenyl-4,5-dihydro-1H-pyrazol-1-yl)-5-methyl-1H-1,2,4-triazole-1-carbothioamide (3) and 2-(3-(3,5diphenyl-4,5-dihydro-1H-pyrazol-1-yl)-5-methyl-1H-1,2,4triazol-1-yl)thiazol-4(5H)-one (4), were synthesized according to our reported work [42]. 5-methyl-1H-1,2,4-triazol-1-yl)…”

An Efficient Synthetic Approach Towards Benzo[b]pyrano[2,3-e][1,4]diazepines, and Their Cytotoxic Activity

“…In our sustained efforts to synthesize various functionalized heterocyclic analogues, and studying their biological activities [21][22][23][24][25][26][27], we desired to report a new efficient and simple technique for the synthesis of benzo [b]pyrano [2,3-e] [1,4]diazepines. Compound 1 [28] was selected as a substrate to condense with compound 2 [29] in stirred DMSO, containing catalytic amounts of NaOH at rt to furnish pyrano [1,4]diazepine derivative 5 with an 85% yield (Scheme 1).…”

“…Due to our admiration with the synthesis, modification, and studying the biological activities of benzodiazepines, herein, we freshened our sustained efforts [21][22][23][24][25][26][27], through the synthesis and utility of 5-methyl-4-(methylthio)- 2-oxo-2,11-dihydrobenzo[b]pyrano [2,3-e] [1,4]diazepine-3-carbonitrile (5) as a reactive precursor, for the annulation of benzopyranodiazepines of potential biological activity.…”

New 1,2,3-Triazole-Containing Hybrids as Antitumor Candidates: Design, Click Reaction Synthesis, DFT Calculations, and Molecular Docking Study

“…Based on these applications of triazole motifs and as extension of our efforts in the synthesis and modulation of azoles as a new anticancer agent [ 21 , 22 , 23 , 24 , 25 , 26 , 27 ], we report herein the annulation of novel pharmacophore architectures via the integration of small chemical moieties, pyrazole and 1,2,3-triazole, of significant pharmacophoric impact, with aim of developing their therapeutic impacts.…”