Synthesis of Biologically Active 6-(Tolylhydrazinylidene)Pyrazolo[1,5-a]Pyrimidinones

Insights into the medicinal chemistry of heterocycles integrated with a pyrazolo[1,5-a]pyrimidine scaffold

“…The compounds are inactive against AChE and BChE, with a slight potent activity of compound 187b against BChE, and compound 187d is slightly more active than compound 187b against AChE. 75…”

“…Burgart et al 75 recently reported the synthesis of two sequences of 6-(2-tolylhydrazono)-dihydropyrazolopyrimidinones 11 and 12 by reactions of β-diketones 9 with aminopyrazoles 10 in toluene at reflux temperature. In this sequence, two possible routes A-1 and B-1 are postulated, in which the exocyclic amino group of aminopyrazoles has two prospects for condensation with carbonyl ketone (route A) or nucleophilic attack at the carbonyl ester (route B) in absence of acid medium that may activate the endocyclic imino group (NH) of the pyrazole ring.…”

“…Generally, the compounds can trap the free radicals of ABTS. 75 Fig. 25 The structures and SARs of potential anti-inflammatory agents.…”

Synthesis of triazole bridged N-glycosides of pyrazolo[1,5-a]pyrimidinones as anticancer agents and their in silico docking studies

“…2,3 This class of compounds consists of a pyrazole ring fused to a pyrimidine ring, with a ketone functional group of the pyrazolo[1,5-a]pyrimidine ring system. 4 Studies have focused on the potential of pyrazolo [1,5-a]pyrimidinone derivatives as therapeutic agents, particularly as inhibitors of enzymes such as cyclin-dependent kinases (CDKs) 5 and phosphodiesterases (PDEs), 6 which play a crucial role in various diseases such as cancer, 7 asthma, 7 chronic obstructive pulmonary disease (COPD), and erectile dysfunction. [8][9][10][11][12][13] In addition to their potential as therapeutic agents, pyrazolo [1,5-a]pyrimidinones have also been explored for their use in organic electronics due to their electronic properties, which include their ability to act as electron transport materials and their potential for use in optoelectronic devices.…”

In vitro enzymatic evaluation of some pyrazolo[1,5‐a]pyrimidine derivatives: Design, synthesis, antioxidant, anti‐diabetic, anti‐Alzheimer, and anti‐arthritic activities with molecular modeling simulation

“…Another example is the biological applications of 5‑aminopyrazole derivatives as antioxidant and antitumor agents (Fekri et al, 2022). During the past decade and depending on the above strategy, there has been an increasing interest in the synthesis of pyrazolopyrimidine‐based compounds due to their important and various biological applications (Ajeesh Kumar et al, 2017; Arias‐Gómez et al, 2021; Ayman et al, 2022; Burgart et al, 2020; El‐Sayed & Mohamed, 2021; Johansson et al, 2021; Salem et al, 2019) For example, the 2,5‐diphenyl‐pyrazolo[1,5‐ a ]pyrimidine derivative I exhibited antibacterial potency against Streptococcus mutans Gram‐positive and Pseudomonas aeruginosa Gram‐negative (Aggarwal et al, 2021). Trifluoromethyl‐phenyl‐pyrazolo[1,5‐ a ]pyrimidine derivative II showed antifungal activity against Alternaria solani (Zhang et al, 2016).…”