Synthesis of Antipyrine Derivatives Derived from Dimedone

Abstract

Coupling of dimedone with the diazonium salt of 4‐aminoantipyrine afforded 2,3‐dimethyl‐4‐[2‐(5,5‐dimethyl‐ 2,6‐dioxocyclohex‐2‐ylidend)‐hydrazino]‐5‐oxo‐1‐phenylpyrazoline (3). Reaction of 3 with excess phenylhydrazine gave the mixed trishydrazone derivative 4. Treatment of 3 with hydroxylamine produced the bisoxime 5 which upon dehydrative cyclization with acetic anhydride gave the corrsponding tetrahydrobenzo[d][1,2,3]triazole derivative 7. A one‐pot synthesis of 7 was done by reacting 3 with hydroxylamine hydrochloride in pyridine, followed by heatment with acetic anhydride.

Synthesis, characterization, molecular docking studies and in vitro screening of new metal complexes with Schiff base as antimicrobial and antiproliferative agents

“…Antipyrine (N‐heterocyclic compound) and its derivatives exhibit a wide range of biological activities like analgesic, antibacterial, antifungal, anti‐inflammatory, antiviral, antiarrhythmic, antipyretic and antioxidant activities . Also, chromone derivatives, compounds with aromatic planar structure, have been of special interest in organic synthesis due to their biological activities such as anticonvulsant, antioxidant, antibacterial, antifungal, anticancer, anti‐HIV, antiulcer and anti‐inflammatory activities …”

DNA, the biopolymer as a target material for metalloinsertors: From chemistry to preclinical implications

“…As pyrazolones are key structures in numerous compounds of therapeutic consequence [9], compounds containing this ring system are known to flaunt diverse pharmacological activities such as inflammatory response [10], analgesic behavior [11], antipyretic and antimicrobial activities [12] and anti-tumor necrosis factor activity [13,14].…”

Novel Benzimidazole Bejeweled Pyrazole: Synthesis, Characterization and Density Functional Theory Analysis

“…Pyrazole is one such heterocycle with two adjacent nitrogen atoms in aromatic five-membered ring structure [2]. Pyrazole derivatives show extensive bio-potent activities such as antimicrobial [3], antirheumatic [4][5][6], anti-inflammatory [7][8][9], anticancer [10], radio protective [11], antiproliferative [12], and anti-tuberculosis [13]. Few pyrazoles were reported to display photosynthetic electron transport inhibition properties [14].…”