Synthesis, spectral characterization, chemical reactivity and anticancer behaviors of some novel hydrazone derivatives: Experimental and theoretical insights

Design, Docking, Synthesis and Biological Evaluation of Novel Nicotinohydrazone Derivatives as Potential Butyrylcholinesterase Enzyme Inhibitor

“…The synthetic strategy for the target compounds 2 a – i is depicted in Scheme 1. In this study, some new hydrazone derivatives ( 2 a – i ) as the target molecules, were synthesized in two steps with good yields according to our previous studies [15e,28b, c] . In the first step of the study, chlorine atom‐containing aryl sulfonates ( 1 a – i ) were easily acquired with 75–86 % yield by the reaction of nine phenolic aldehydes with 4‐chlorobenzenesulfonyl chloride (4‐CBSC) in the presence of triethylamine (TEA) in dichloromethane (DCM) medium under reflux conditions for 4 h. In the second step of the study, nine novel hydrazone derivatives ( 2 a – i ) were obtained with 72–83 % yield by the reaction of nine aryl sulfonates with nicotinic hydrazide under reflux with constant magnetic stirring in an ethanol medium for 4 h. Amongst the obtained aryl sulfonates, one of them is new ( 1 e ), six are known ( 1 a , 1 b , 1 c , 1 f , 1 g and 1 h ), and two are commercial ( 1 d and 1 i ).…”

“…The reaction mixture was refluxed about 4 h under constant stirring and then it was allowed to cool to room temperature. After this process, the crude product was removed by filtration, thoroughly washed several times with diethyl ether, and then crystallized with ethanol to acquire hydrazone derivative [28b,c] .…”

Synthesis and Structural Characterization of Some Novel Hydrazone Compounds Based on 2,4-Dinitrophenylhydrazine Containing Benzoyl Ester Group

“…The crude product was collected by filtration, washed with petroleum ether, and then dried. At last, the residue was recrystallized from ethanol to afford the target molecule (Başaran et al, 2022;Çakmak et al, 2022).…”

“…Hydrazone compounds, which are organic molecules with the general formula -CO-NHN=CHcontaining an azomethine -NHN=CHgroup in their structure, constitute one of the important classes of organic compounds in medicinal chemistry. Hydrazones are obtained by the reaction of hydrazine or hydrazides with aldehydes and ketones (Başaran et al, 2022;Çakmak et al, 2022). These compounds occur as intermediates in the Wolff-Kishner reaction (Ul et al, 2022).…”

New bis hydrazone: Synthesis, X-ray crystal structure, DFT computations, conformational study and in silico study of the inhibition activity of SARS-CoV-2

“…Furthermore, due to their diverse pharmacological activities, hydrazone derivatives have recently attracted the attention of medicinal chemists. Many studies have found that these compounds have a wide range of biological activities, such as anticancer [14] , antidiabetic [15] , antioxidant [16] , antimicrobial [ 17 , 18 ], antituberculosis [19] , anticholinesterase [20] , antifungal [21] and antiviral [ 22 , 23 ].…”