One pot-like regiospecific access to 1-aryl-1H-pyrazol-3(2H)-one derivatives and evaluation of the anticancer activity

Mingoia, Francesco; Panzeca, Giovanna; Vitale, M.; Monica, Gabriele La; Bono, Alessia; Lauria, Antonino; Martorana, Annamaria

doi:10.24820/ark.5550190.p011.739

Cited by 2 publications

(1 citation statement)

References 19 publications

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“…The history of the medical use of 4-unsubstituted pyrazolinones began as early as 1887 with the discovery of antipyrine (1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one), one of the first nonopioid analgesics and antipyretics. This discovery prompted the study of pyrazolone derivatives, including C4-monosubstituted pyrazolones, pyrazolone-based Schiff bases, and their metal complexes, which possess anti-inflammatory, antipyretic and analgesic [22,[25][26][27], antitumor/cytotoxic [22,25,[28][29][30], antimicrobial [22,25,[31][32][33], antioxidant [22,26], and protein denaturation inhibiting [27] activities. The interest of medicinal chemists to pyrazolones has been maintained and is increasing at the present time [22].…”

Section: Introductionmentioning

confidence: 99%

4-Disubstituted Pyrazolin-3-Ones—Novel Class of Fungicides against Phytopathogenic Fungi

et al. 2023

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The search for fungicides of novel classes is the long-standing priority in crop protection due to the continuous development of fungal resistance against currently used types of active compounds. Recently, 4-nitropyrazolin-3-ones were discovered as highly potent fungicides, of which activity was believed to be strongly associated with the presence of a nitro group in the pyrazolone ring. In this paper, a series of 4-substituted pyrazolin-3-ones were synthesized and their fungicidal activity against an important species of phytopathogenic fungi (Venturia inaequalis, Rhizoctonia solani, Fusarium oxysporum, Fusarium moniliforme, Bipolaris sorokiniana, and Sclerotinia sclerotiorum) was tested in vitro. We discovered that 4-mono and 4,4-dihalogenated pyrazolin-3-ones demonstrate fungicidal activity comparable to that of 4-nitropyrazolin-3-ones and other modern fungicides (such as kresoxim methyl). This discovery indicates that NO2 moiety can be replaced by other groups of comparable size and electronic properties without the loss of fungicidal activity and significantly expands the scope of potent new fungicides based on a pyrazolin-3-one fragment.

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Section: Introductionmentioning

confidence: 99%

4-Disubstituted Pyrazolin-3-Ones—Novel Class of Fungicides against Phytopathogenic Fungi

et al. 2023

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Pyrazolopyrimidine and 4˗pyrimidylpyrazolone analogues as promising novel sulfa drugs: Design, synthesis, antibacterial, antibiofilm, antiquorum agents, computational details and molecular docking studies

Rizk,

Kamer,

Ibrahim

et al. 2024

Journal of Molecular Structure

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One pot-like regiospecific access to 1-aryl-1H-pyrazol-3(2H)-one derivatives and evaluation of the anticancer activity

Abstract: With pleasure, we warmly acknowledge Professor Girolamo Cirrincione for the significant contribution to the chemistry of heterocyclic compounds. We are honored to have been part of his research team

Cited by 2 publications

References 19 publications

4-Disubstituted Pyrazolin-3-Ones—Novel Class of Fungicides against Phytopathogenic Fungi

4-Disubstituted Pyrazolin-3-Ones—Novel Class of Fungicides against Phytopathogenic Fungi

Pyrazolopyrimidine and 4˗pyrimidylpyrazolone analogues as promising novel sulfa drugs: Design, synthesis, antibacterial, antibiofilm, antiquorum agents, computational details and molecular docking studies

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