Pyrazole‐1‐carbothioamide as a Potent Precursor for Synthesis of Some New N‐heterocycles of Potential Biological Activity

Abstract

Herein, we reported the efficient synthesis of new azoles as bio‐functional analogs, employing the easily obtainable N‐acetyl‐3,5‐diphenyl‐4,5‐dihydro‐1H‐pyrazole‐1‐carbothioamide (1), as a versatile precursor. The structures of the newly synthesized compounds were elucidated based on their IR, 1H NMR, and 13C NMR mass spectral and elemental analysis. Furthermore, some selected compounds were evaluated in vitro for their antimicrobial activities. The preliminary bioassay results indicate that the majority of the tested compounds exhibited significant antimicrobial activity. Compounds 12, 11, 18, 30, 22, 3, and 2 were found to be the most potent against the tested microorganisms with minimum inhibitory concentration ≤ (12.25 μg/mL), indicating that conjugates bearing thiazole moiety, as well as those with N‐substituted electron‐withdrawing groups, exhibited higher potency than the rest of other compounds.

Design, Synthesis, and Antimicrobial Evaluation of New Annelated Pyrimido[2,1-c][1,2,4]triazolo[3,4-f][1,2,4]triazines

“…Of this class, 1,2,4-triazines [7][8][9][10][11][12][13] and 1,2,4-triazoles [14][15][16][17][18][19][20][21], as well as pyrimidines [22,23], have been introduced in a renewed generation of medication. Due to our interest in these azines, their ligation, and modification, we revisited and continued upon our previous research projects [24][25][26][27][28][29][30] with this study. We describe the annulation and in vitro preliminary antimicrobial impact of new 8-phenyl-6-(thiophen-2-yl)-6,7-dihydro-2H-pyrimido[2,1-c] [1,2,4]triazine-3,4-dione tripod-based congeners.…”

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‐3,5‐diphenyl‐4,5‐dihydro‐1 H ‐pyrazole‐1‐carbothioamide ( 2 ), 3‐(3,5‐diphenyl‐4,5‐dihydro‐1 H ‐pyrazol‐1‐yl)‐5‐methyl‐1 H ‐1,2,4‐triazole‐1‐carbothioamide ( 3 ) and 2‐(3‐(3,5‐diphenyl‐4,5‐dihydro‐1 H ‐pyrazol‐1‐yl)‐5‐methyl‐1 H ‐1,2,4‐triazol‐1‐yl)thiazol‐4(5 H )‐one ( 4 ), were synthesized according to our reported work .…”

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.…”