Synthesis and Antioxidant Evaluation of Some Novel Thiophene, Pyrazole, Chromene, Pyrazolotriazine Derivatives Bearing Sulfonamide Moiety

Abstract

As a part of ongoing studies in developing new potent antioxidant agents, N‐[4‐(aminosulfonyl)phenyl]‐2‐cyanoacetamide (3) was utilized as key intermediate for the synthesis of some new thiophene, chromene, and pyrazolotriazine pyridine derivatives. The structures of the newly synthesized compounds were confirmed by elemental analysis, IR, 1H‐NMR, and mass spectral data. Representative compounds of the synthesized products were tested and evaluated as antioxidant. Compounds 7 and 30 are promising compounds.

One-pot pseudo five-component synthesis and antioxidant evaluation of 4,4'-(aryl-methylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)

“…The assay employs the radical cation derived from 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) as stable free radical to assess antioxidant potential of the investigated compounds. All the investigated compounds showed similar and higher antioxidant activity than ascorbic acid as shown in the results in Table 1 [40,41].…”

“…The bleomycin iron complex degrades DNA that, upon heating with thiobarbituric acid (TBA), yields a pink chromogen. Upon the addition of suitable reducing agents antioxidants compete with DNA and diminish chromogen formation [38][39][40][41].…”

Synthesis and synthetic applications of cyanoacetamides

“…The reaction of the intermediate 28 with chloroacetone 29a or 2-chloro-1-phenylethanone 29b under reflux in DMF/TEA furnished the thiophene derivatives 31a,b as the final products via intermediate formation of 30 (Scheme 13). 58…”

Crystal structure of (E)-3-methyl-4-((3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)-1-phenyl-1H-pyrazol-5(4H)-one, C29H23N7O

“…Some triazolylpyrazoles [6,7] are at the center of attention due to their useful applications as antibacterial, antiviral…”

“…Some triazolylpyrazoles [6,7] are at the center of attention due to their useful applications as antibacterial, antiviral and antitumor reagents, as well as pesticides and herbicides [8][9][10]. The asymmetric unit comprises one molecule of C 29 H 23 N7O.…”