Chemistry of Pyrazolinones and their Applications

Hamama, Wafaa S.; El-Gohary, Hamada G.; Kuhnert, Nikolai; Zoorob, Hanafi H.

doi:10.2174/138527212799499921

Cited by 51 publications

(12 citation statements)

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“…Recent advances in the synthesis of pyrazolones have been reported in the literature [12]. Condensation of hydrazines with bketoester compounds is the classical method for the synthesis of pyrazolones (Scheme 1), the catalytic conditions are usually the use of organic base like piperidine or inorganic base like NaH in the system of the boiling ethanol or methanol solvent.…”

Section: Synthetic Strategies Of Pyrazolonesmentioning

confidence: 99%

Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect

Zhao

Dai

et al. 2020

European Journal of Medicinal Chemistry

151

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a b s t r a c tThe pyrazolone structural motif is a critical element of drugs aimed at different biological end-points. Medicinal chemistry researches have synthesized drug-like pyrazolone candidates with several medicinal features including antimicrobial, antitumor, CNS (central nervous system) effect, anti-inflammatory activities and so on. Meanwhile, SAR (Structure-Activity Relationship) investigations have drawn attentions among medicinal chemists, along with a plenty of analogues have been derived for multiple targets. In this review, we comprehensively summarize the biological activity and SAR for pyrazolone analogues, wishing to give an overall retrospect and prospect on the pyrazolone derivatives.

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Section: Synthetic Strategies Of Pyrazolonesmentioning

confidence: 99%

Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect

Zhao

Dai

et al. 2020

European Journal of Medicinal Chemistry

151

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“…Unfortunately, we were unable to perform 13 C NMR spectra for compounds 5 , 7 , and 9 because of their sparing solubility in 13 C NMR measuring solvents . Because the pyrazole derivatives possess high biological activity , therefore we attempted to combine their advantages by the synthesis of fused pyrazolo[3,4‐ b ]pyridin‐6‐one system 11 through MDRs of 1 , benzylidene pyrazolone derivative 10 , aniline, and CeCl 3 ∙7H 2 O/KI. The constitution of 11 was deduced from its spectral data.…”

Section: Resultsmentioning

confidence: 99%

Rational Design to Construct Pyridinonethiol and Its Annulated Frameworks of Expected Significant Antitumor Activity and Geometrical Optimizations

Hamama

Ibrahim

Ghaith

et al. 2016

Journal of Heterocyclic Chem

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We exploited the utilization of 2‐methyl‐2‐phenyl‐1,3‐oxathiolan‐5‐one (1) that acts as activated thioglycolic acid as mercaptoacetyl transfer agent to build new pyridinonethiol derivatives via multicomponent domino reactions of 1 with different acyclic or cyclic α,β‐unsaturated carbonyl compounds and aniline using CeCl3∙7H2O/KI as Lewis acid catalyst. Furthermore, the new synthesized compounds were biologically evaluated for antitumor efficiency. The geometries and normal modes of vibrations obtained from calculations are in good agreement with the experimentally observed data.

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“…Fused pyrimidinone ring systems are known to have various chemotherapeutic activities . Isoxazolo[5,4‐ d ]pyrimidinones and pyrazolo[3,4‐ d ]pyrimidinones are potent anticancer agents . Pyrimido[4,5‐ d ]pyrimidinones display significant antitumor, anti‐inflammatory, and antimicrobial activities, prevention of nucleoside and nucleobase reversal of antifolate cytotoxicity and the inhibition of cellular proliferation in breast cancer .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, In Vitro Cytotoxicity and Bleomycin‐Dependent DNA Damage Evaluation of Some Heterocyclic‐Fused Pyrimidinone Derivatives

et al. 2020

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In this work, enaminones 1 a,b were used as precursors for the synthesis of novel fused heterocyclic ring systems (e. g. pyrazolo [3,4-d]pyrimidinones, isoxazolo[5,4-d]pyrimidinones, pyrimido [4,5-d]pyrimidinones and related compounds) via their reactions with some N-nucleophiles. The cytotoxic activity of the designed products was assessed via the MTT colorimetric assay against human liver hepatocellular carcinoma (HepG2) and normal lung fibroblasts (WI-38) cell lines using doxorubicin as a reference standard. Among the screened compounds, pyrazolo[3,4-d]pyrimidinone 3 d and pyrimido [4,5-d] pyrimidinones 6 a,b, 7 b and 8 a,b were selected as lead molecules because they showed significant activity against HepG2 cells and a weak cytotoxic effect against WI-38 cells. In further, all of the compounds were subjected to the bleomycin-dependent DNA damage studies. The results indicated that most of them have a remarkable ability to protect DNA compared to ascorbic acid as a standard compound.

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Chemistry of Pyrazolinones and their Applications

Cited by 51 publications

References 0 publications

Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect

Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect

Rational Design to Construct Pyridinonethiol and Its Annulated Frameworks of Expected Significant Antitumor Activity and Geometrical Optimizations

Synthesis, In Vitro Cytotoxicity and Bleomycin‐Dependent DNA Damage Evaluation of Some Heterocyclic‐Fused Pyrimidinone Derivatives

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