Recent advances in synthesis of 2-pyridones: a key heterocycle is revisited

Heravi, Majid Μ.; Hamidi, Hoda

doi:10.1007/s13738-012-0155-7

Cited by 19 publications

(9 citation statements)

References 51 publications

(45 reference statements)

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“…In particular, it is reasonable to assume that the blue emission is due to fluorescent species originating during the CPC carbonization, such as 2-pyridone derivatives of CPC. Indeed, 2-pyridones are a prominent class of fluorophores, well known, inter alia, as dyes, pigments or fluorescent bio-markers [ 52 , 53 ], which have been reported to form upon oxidation or disproportionation reactions, resulting from the treatment of pyridinium salts with NaOH under mild conditions [ 54 ]. In general, the formation, alongside the CDs, of blue-emitting molecular fluorophores has been largely demonstrated in popular CDs synthetic approaches based on the carbonization of citric acid in the presence of di- or triamines [ 26 , 27 , 28 , 29 , 30 , 31 ].…”

Section: Resultsmentioning

confidence: 99%

Oil-Dispersible Green-Emitting Carbon Dots: New Insights on a Facile and Efficient Synthesis

et al. 2020

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Carbon dots (CDs) have been progressively attracting interest as novel environmentally friendly and cost-effective luminescent nanoparticles, for implementation in light-emitting devices, solar cells, photocatalytic devices and biosensors. Here, starting from a cost-effective bottom-up synthetic approach, based on a suitable amphiphilic molecule as carbon precursor, namely cetylpyridinium chloride (CPC), green-emitting CDs have been prepared at room temperature, upon treatment of CPC with concentrated NaOH solutions. The investigated method allows the obtaining, in one-pot, of both water-dispersible (W-CDs) and oil-dispersible green-emitting CDs (O-CDs). The study provides original insights into the chemical reactions involved in the process of the carbonization of CPC, proposing a reliable mechanism for the formation of the O-CDs in an aqueous system. The ability to discriminate the contribution of different species, including molecular fluorophores, allows one to properly single out the O-CDs emission. In addition, a mild heating of the reaction mixture, at 70 °C, has demonstrated the ability to dramatically decrease the very long reaction time (i.e. from tens of hours to days) at room temperature, allowing us to synthesize O-CDs in a few tens of minutes while preserving their morphological and optical properties.

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Section: Resultsmentioning

confidence: 99%

Oil-Dispersible Green-Emitting Carbon Dots: New Insights on a Facile and Efficient Synthesis

et al. 2020

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“…The first approach is based on other heterocycle systems, and the second approach is via condensation of acyclic systems followed by cyclization. The latter is the most general approach for the synthesis of substituted 2-pyridone derivatives, which often includes Michael addition as the key step. , …”

Section: Introductionmentioning

confidence: 99%

Novel Synthesis and Antiviral Evaluation of New Benzothiazole-Bearing N-Sulfonamide 2-Pyridone Derivatives as USP7 Enzyme Inhibitors

2020

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In this article, a series of benzothiazole-bearing N-sulfonamide 2-pyridone derivatives were synthesized via the reaction of benzothiazole sulfonylhydrazide with sodium salts of both (hydroxymethylene) cycloalkanones and unsaturated ketones, as well as ethoxymethylene derivatives. The structures of the resultant compounds were confirmed using IR, 1H NMR, 13C NMR, 1H–1H correlation spectroscopy (COSY), 1H–13C heteronuclear multiple bond coherence (HMBC), and 1H–13C heteronuclear multiple quantum coherence (HSQC) spectral analysis and elemental analysis. The newly synthesized compounds were evaluated in vitro for their antiviral activities against the HSV-1, HAV HM175, HCVcc genotype 4, CBV4, and HAdV7 viruses. Additionally, the compounds were examined for their cytotoxic effect on five normal cell lines. It was observed that five compounds were found to possess viral reduction of 50% or more against CBV4 with significant IC50, CC50, and SI values. In the case of HSV-1 and HAV HM175 viruses, three compounds have shown more than 50% reduction, while in the case of HCVcc genotype 4 and HAdV7 viruses, only two compounds demonstrated more than 50% reduction. Furthermore, the physicochemical properties of the most active compounds were evaluated. The two most potent compounds against HSV-1 virus, 7e and 13a, were evaluated for their inhibitory activity against USP7. Docking studies using Molecular Operating Environment (MOE) were used to identify the interactions between 7e and 13a compounds and the active site of the USP7 enzyme.

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“…Recently, 3-cyano-pyridone of type (A) has been reported as antibacterial and antitubercular activities (15). The explored applications of 2pyridones currently attracted attentions of synthetic and medicinal chemists for their further developments and can be found from recently published reviews and articles (16).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 2-Pyridone from 2-Thiopyridines via Nucleophilic Aromatic Substitution Reaction

Parmar¹,

Bhatt²

2020

IRJMS

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2-Thiopyridine has been used for the synthesis of 2-pyridones. Aromatic nucleophilic substitution reaction has been utilized for the transformation of 2-pyridine into 2-pyridones. Reusability of the released dithiol into generation of 2thiopyridine explores reactivity of thiol as a template in synthesis of pyridine core. The present method explores making 2-pyridone derivatives utilizing 2-thiopyridines whereas thiol act as a template for pyridine synthesis.

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Recent advances in synthesis of 2-pyridones: a key heterocycle is revisited

Cited by 19 publications

References 51 publications

Oil-Dispersible Green-Emitting Carbon Dots: New Insights on a Facile and Efficient Synthesis

Oil-Dispersible Green-Emitting Carbon Dots: New Insights on a Facile and Efficient Synthesis

Novel Synthesis and Antiviral Evaluation of New Benzothiazole-Bearing N-Sulfonamide 2-Pyridone Derivatives as USP7 Enzyme Inhibitors

Synthesis of 2-Pyridone from 2-Thiopyridines via Nucleophilic Aromatic Substitution Reaction

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