Synthesis of Novel Pyrazole Derivatives as Antineoplastic Agent

Abstract

Anticancer evaluation of pyrazole 2 and Schiff base 5 is reported. Synthesis of some important heterocyclic compounds via 2,3‐diaryloxirane‐2,3‐dicarbonitrile 1, pyrazole 2, and Schiff base 5 with different nitrogen nucleophiles afforded new routes for synthesized fused heterocyclic derivatives. These compounds can be used as a key starting materials to synthesize some important imidazolo‐[4,5‐c]pyrazole, pyrazolo[3,4‐e]1,2,4‐triaging, imidazolo[3,2‐b]pyrazole, and pyrazolo‐pyrazine, as anticancer reagents showed good results at optimum conditions (400–500 ppm), particularly the bridge head nitrogen compounds, and could be used to improve them. Electromeric effect of the halogen atom in the aryl moieties can be controlled upon the rate of reaction and the yield of the product. The structure of the synthesized new compounds would be characterized by elemental and spectral data.

Synthesis and QSAR Study of Some Novel Heterocyclic Derivatives as In Vitro Cytotoxic Agents

“…Pyridines are among the most prevalent heterocyclic structural units in pharmaceutical and materials science . Therefore, because of their broad spectrum of the biological activities, we decided to use 2,3‐diaryloxirane‐2,3‐dicarbonitriles as a key starting materials for the idea of preparing some innovative heterocyclic compounds .…”

Cytotoxic Effects of Newly Synthesized Heterocyclic Candidates Containing Nicotinonitrile and Pyrazole Moieties on Hepatocellular and Cervical Carcinomas

“…The nicotinonitriles were obtained by two different ways, from the reaction of chalcone with ethylcyanoacetate, ammonium acetate and drops of piperidine as a base and from one pot four components reaction of methylketone, aldehyde, ethylcyanoacetate, ammonium acetate and drops of piperidine as a base [15]. In prolongation of our work in the synthesis of heterocyclic compounds and evaluation of their medicinal importance [16,17,18,19,20,21,22,23,24,25,26,27] and based on the literature survey about the pharmacological and medicinal importance of pyrazoles and nicotinonitriles, we have devoted our efforts to design and synthesize novel heterocyclic compounds containing pyrazol and nicotine-nitrile moieties, 4-(3-(4-fluorophenyl)-1-phenyl-1 H -pyrazol-4-yl)-2-hydroxy-6-(naphthalen-1-yl)-nicotinenitrile 8 has been obtained by reacting of 1-acetylnaphthalene ( A ), 3-(4-fluorophenyl)-1-phenyl-1 H -pyrazole-4-carbaldehyde ( B ), ethyl 2-cyanoacetate, ammonium acetate and piperidine (Scheme 1).…”

Design, synthesis, biological evaluation, and molecular docking studies of some novel N,N‐dimethylaminopropoxy‐substituted aurones

“…In the recent past, pyrazole has emerged as an indispensable anchor for the design and improvement of new pharmacological agents due to its presence as core motifs in numerous bioactive natural products [18]. Multifarious structural modifications on the pyrazole moiety have produced prominent drugs of diverse therapeutic categories [19] including antiinflammatory [20], antiproliferative [21], antipyretic [22], antifungal [23], anticonvulsant [24], antiglaucoma [25], antihypertensive [26], antidepressant [27], antineoplastic [28], antihyperglycemic [29], antispasmodic [30], hypoglycemic [31], and anticancer [32] activities. Celecoxib (cyclooxygenase‐2 inhibitor), fipronil (broad‐spectrum insecticide), raminfenazone (COX inhibitor), sildenafil (treatment of erectile dysfunction), tartrazine (pharmaceutical colorant), and tepoxalin (non‐steroidal antiinflammatory drug) are some well‐known drugs having pyrazole as basic moiety (Figure 2).…”