A Facile One-Pot, Three-Component Synthesis of a New Series of Thiazolyl Pyrazoles: Anticancer Evaluation, ADME and Molecular Docking Studies

Mamidala, Srikanth; Aravilli, R Kowshik; Vaarla, Krishnaiah; Peddi, Sudhir Reddy; Gondru, Ramesh; Manga, Vijjulatha; Vedula, Rajeswar Rao

doi:10.1080/10406638.2022.2027788

Cited by 6 publications

(3 citation statements)

References 46 publications

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“…Interestingly, thiazolyl-based pyrazoles 126 were obtained in good yields through a three-component reaction of substituted phenacyl bromides 36 , thiosemicarbazide 23 , and 1-boc-3-cyano-4-piperidone 125 catalyzed by acetic acid (30 mol%) in refluxing ethanol for 5–7 h ( Scheme 15 ) [ 113 ]. After the completion of the reaction, the mixture was cooled to room temperature, and the precipitate was filtered, washed, and recrystallized from ethanol.…”

Section: Multicomponent Synthesis Of Biologically Active Pyrazole Der...mentioning

confidence: 99%

Recent Applications of the Multicomponent Synthesis for Bioactive Pyrazole Derivatives

2022

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Pyrazole and its derivatives are considered a privileged N-heterocycle with immense therapeutic potential. Over the last few decades, the pot, atom, and step economy (PASE) synthesis of pyrazole derivatives by multicomponent reactions (MCRs) has gained increasing popularity in pharmaceutical and medicinal chemistry. The present review summarizes the recent developments of multicomponent reactions for the synthesis of biologically active molecules containing the pyrazole moiety. Particularly, it covers the articles published from 2015 to date related to antibacterial, anticancer, antifungal, antioxidant, α-glucosidase and α-amylase inhibitory, anti-inflammatory, antimycobacterial, antimalarial, and miscellaneous activities of pyrazole derivatives obtained exclusively via an MCR. The reported analytical and activity data, plausible synthetic mechanisms, and molecular docking simulations are organized in concise tables, schemes, and figures to facilitate comparison and underscore the key points of this review. We hope that this review will be helpful in the quest for developing more biologically active molecules and marketed drugs containing the pyrazole moiety.

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Section: Multicomponent Synthesis Of Biologically Active Pyrazole Der...mentioning

confidence: 99%

Recent Applications of the Multicomponent Synthesis for Bioactive Pyrazole Derivatives

2022

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“…Several novel thiazolyl pyrazoles were synthesized and antitumor activity on HeLa, A549, and MDA-MB231 were evaluated by Mamidala et al [ 146 ]. Compounds 142 and 143 demonstrated remarkable antiproliferation against HeLa (IC 50 = 3.60 and 4.61 µM), A549 (IC 50 = 4.17 and 5.29 µM), and MDA-MB231 (IC 50 = 3.94 and 4.92 µM), respectively.…”

Section: Pyrazole Derivatives With Undefined Mechanismsmentioning

confidence: 99%

“…Several novel thiazolyl pyrazoles were synthesized and antitumor activity on HeLa, A549, and MDA-MB231 were evaluated by Mamidala et al [146]. Sadeghian et al prepared a library of pyrano[2,3-c]pyrazole derivatives and determined their anticancer activity against breast (MDA-MB231), colon (HT29) cancer cells, and normal human dermal fibroblasts (HDF) using an MTT assay [148].…”

Section: Pyrazole Derivatives With Undefined Mechanismsmentioning

confidence: 99%

Recent Advances in the Development of Pyrazole Derivatives as Anticancer Agents

Zhang

et al. 2023

IJMS

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Pyrazole derivatives, as a class of heterocyclic compounds, possess unique chemical structures that confer them with a broad spectrum of pharmacological activities. They have been extensively explored for designing potent and selective anticancer agents. In recent years, numerous pyrazole derivatives have been synthesized and evaluated for their anticancer potential against various cancer cell lines. Structure–activity relationship studies have shown that appropriate substitution on different positions of the pyrazole ring can significantly enhance anticancer efficacy and tumor selectivity. It is noteworthy that many pyrazole derivatives have demonstrated multiple mechanisms of anticancer action by interacting with various targets including tubulin, EGFR, CDK, BTK, and DNA. Therefore, this review summarizes the current understanding on the structural features of pyrazole derivatives and their structure-activity relationships with different targets, aiming to facilitate the development of potential pyrazole-based anticancer drugs. We focus on the latest research advances in anticancer activities of pyrazole compounds reported from 2018 to present.

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Insight into the therapeutic potential of pyrazole‐thiazole hybrids: A comprehensive review

Sumran,

Sharma,

Aggarwal

2024

Archiv der Pharmazie

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Several pyrazole‐thiazole hybrids featuring two potentially bioactive pharmacophores with or without linker have been synthesized using the molecular hybridization approach as target structures by medicinal chemists to modulate multiple drug targets simultaneously. The presented review aims to provide an overview of the diversified and wide array of pharmacological activities of these hybrids bestowing anticancer, antifungal, antibacterial, analgesic, anti‐inflammatory, antioxidant, antitubercular, antiviral, antiparasitic, and miscellaneous activities. The structure–activity relationships and potential mechanism of action are also reviewed to shed light on the development of more effective and biotargeted candidates. This review focuses on the latest research advances in the biological profile of pyrazole‐thiazole hybrids reported from 2015 to the present, providing medicinal researchers with a comprehensive platform to rationally design and develop more promising pyrazole‐thiazole hybrids.

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A Facile One-Pot, Three-Component Synthesis of a New Series of Thiazolyl Pyrazoles: Anticancer Evaluation, ADME and Molecular Docking Studies

Cited by 6 publications

References 46 publications

Recent Applications of the Multicomponent Synthesis for Bioactive Pyrazole Derivatives

Recent Applications of the Multicomponent Synthesis for Bioactive Pyrazole Derivatives

Recent Advances in the Development of Pyrazole Derivatives as Anticancer Agents

Insight into the therapeutic potential of pyrazole‐thiazole hybrids: A comprehensive review

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