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

Abstract

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

Greener and practical synthesis of 4,4′‐(arylmethylene)bis(3‐methyl‐1‐phenyl‐1H‐pyrazol‐5‐ol)s through a conventional heating and a mechanochemical procedure

“…Also, the reaction of cyclohexanecarboxaldehyde with ethyl acetoacetate and phenyl hydrazine gave the corresponding product in 75% yield under optimal conditions. The known products were approved by comparing their melting point and 1 H NMR with authentic reports in the literature 4,13,14,32,33 . New products were characterized by melting point, FTIR, 1 H NMR and 13 C NMR, and MS analysis.…”

Synthetic Access to Bis(pyrazolyl)methanes using cost‐efficient Triethylammonium Hydrogen Sulfate Ionic Liquid: Evaluation of Antioxidant Activity via in silico and in vitro Studies

“…3 mL of the diluted ABTS * + solution and 100 μL of sample were mixed and the absorbance was determined at 734 nm. Absorbance of the reaction mixture was taken up to 6 minutes at 10,20,30,40,50,60,70,80,90,100,110,120,180,240, 300 and 360, seconds after mixing. The absorbance at each time point was corrected for the absorbance of an ABTS blank.…”

“…Moreover, bis(pyrazolyl)methanes (BPMs) have been found as a crucial class of pyrazolones, as they are used as antipyretic, antidepressant, antiviral, anti‐inflammatory, gastric secretion stimulatory, antioxidant, antifilarial, and hypoglycemic agents [38–45] . They are also employed as pesticides, fungicides, insecticides, dyestuffs, corrosion inhibitors and as extracting and chelating reagents for various metal ions [46–50] …”

“…Moreover, bis(pyrazolyl)methanes (BPMs) have been found as a crucial class of pyrazolones, as they are used as antipyretic, antidepressant, antiviral, anti-inflammatory, gastric secretion stimulatory, antioxidant, antifilarial, and hypoglycemic agents. [38][39][40][41][42][43][44][45] They are also employed as pesticides, fungicides, insecticides, dyestuffs, corrosion inhibitors and as extracting and chelating reagents for various metal ions. [46][47][48][49][50] Because of the huge utility, several pathways have been developed for the synthesis of bis(pyrazolyl)methane derivatives using different catalysts such as nanoparticles, metal salts, enzymes, acid catalysts etc [51][52][53][54][55][56][57][58][59][60] with good efficiencies but many of these protocols suffered from several drawbacks, such as use of harmful and volatile solvents, expensive catalysts, low yield, high reaction times and complex procedures.…”

Insights into 4,4′‐Arylmethylene‐Bis‐1 H ‐Pyrazol‐5‐Ols Scaffolds: Various Synthetic Routes and Their Applications

“…These compounds revealed high protection against DNA damage induced by the bleomycin iron complex (Scheme 3). [34] Khodabakhsh Niknam and co-workers investigated a sensitive spectrophotometric method for the estimation of Fe 3 + and Mn 2 + in foods, water, and vegetable samples with the help of artificial neural networks (ANNs) systems. It relies on the complexation of analytes based on (3) which was synthesized by using silica-bonded S-sulfonic acid (SBSSA) as a reusable catalyst reaction of ( 1) with (2) in ethanol reflux.…”