2-(Alkylthio)-3-(Naphthalen-1-yl)Quinazolin-4(3<i>H</i>)-Ones: Ultrasonic Synthesis, DFT and Molecular Docking Aspects

Mohammed, Farrhat F.; Hagar, Mohamed; Parveen, Shazia; Alnoman, Rua B.; Ahmed, Hoda A.; Ashry, El Sayed H. El; Rasheed, Hanaa A.

doi:10.1080/10406638.2021.1878245

Cited by 20 publications

(7 citation statements)

References 69 publications

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“…A facile and straightforward protocol for expedient access to a variety of alkyl-substituted quinazolinones has been disclosed by Hagar, Ashry, and their group in 2021 ( Scheme 36 ). 179 With the help of KOH as a base catalyst, an ultrasound-assisted treatment of anthranilic acid 128, 1-naphthylamine 129, and carbon disulfide 75 was found to occur smoothly at 60 °C to lead to the products 130, which on further reaction with different alkyl halides catalyzed by K 2 CO 3 in dry DMF under ultrasound irradiation at room temperature furnished the corresponding products 131 in 88–97% yields. Although the present methodology was categorized as efficient, eco-compatible, and sustainable, and the products were easily obtained without using column chromatography, the limited number of substrates denotes a shortcoming of this procedure, demanding further advancements in broadening the substrate scope, otherwise outstanding developments.…”

Section: Ultrasound Irradiation-promoted Transition-metal-free Synthe...mentioning

confidence: 99%

Ultrasound-assisted transition-metal-free catalysis: a sustainable route towards the synthesis of bioactive heterocycles

Borah

Chowhan

2022

RSC Adv.

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Section: Ultrasound Irradiation-promoted Transition-metal-free Synthe...mentioning

confidence: 99%

Ultrasound-assisted transition-metal-free catalysis: a sustainable route towards the synthesis of bioactive heterocycles

Borah

Chowhan

2022

RSC Adv.

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“…Interestingly, the computational investigation by DFT is an excellent tool in designing of new materials and attracts attentions of many researchers in recent reports in illustration of the biological activities (Hagar et al, 2020a;Almehmadi et al, 2021;Mohammed et al, 2021;Parveen et al, 2021). Recently, the frontier orbitals, the highest occupied molecular orbital (HOMO), the lowest unoccupied molecular orbital (LUMO) and…”

Section: Chemical Reactivity Descriptorsmentioning

confidence: 99%

Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment

et al. 2021

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Selenium containing heterocyclic compounds gained great interest as bioactive molecules as of late. This report explores the design, synthesis, characterization, and antimicrobial screening of new pyridine derivatives endowed with selenium moieties. A one-pot multicomponent system with a solvent-free, microwave irradiation environment was employed to afford this series. The spectroscopic techniques were exploited to verify the structures of the synthesized derivatives. Additionally, the agar diffusion method was employed to determine the antimicrobial activity of all the desired compounds. Of all the synthesized molecules, 9b, 12b, 14f, and 16d exhibited well to remarkable antibacterial and antifungal activities. Moreover, derivative 14f demonstrated the most potent antibacterial and antifungal performance. The results were also supported by molecular docking studies, utilizing the MOE (molecular operating environment) which revealed the best binding mode with the highest energy interaction within the binding pocket. Lastly, theoretical DFT calculations were carried out in a gas phase at B3LYP 6-311G (d,p) basis set to predict the molecular geometries and chemical reactivity descriptors. DFT results have been used to illustrate that molecular docking findings and biological activity assessments.

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“…Another aim of this study is to combine computational modeling of geometrical simulations with experimental findings for further studies regarding SMHBCs structural and physical properties. Herein we investigate the mesomorphic behavior of SMHBCs as well as their geometrical parameters by DFT simulation, and correlate the experimental data of the mesomorphic transitions behaviors with their calculated geometrical and thermal data values as continuing our interest (Al-Mutabagani et al, 2020b;Hagar et al, 2020;Nafee et al, 2020a;Ali et al, 2021;Almehmadi et al, 2021;Mohammed et al, 2021;Parveen et al, 2021) in conducting the experimental results with density functional theory (DFT) theoretical calculations.…”

Section: Introductionmentioning

confidence: 99%

New Liquid Crystal Assemblies Based on Cyano-Hydrogen Bonding Interactions

et al. 2021

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A new selection of supramolecular liquid crystal complexes based on complementary molecules formed via hydrogen-bonding interactions is reported. All prepared complexes were prepared from 4-n-alkoxybenzoic acid (An) and N-4-cyanobenzylidene-4-n-(hexyloxy)benzenamine (I). FT-IR, temperature gradient NMR, Mass Spectrometer and Chromatography spectroscopy were carried out to confirm the -CN and −COOH H-bonded complexation by observing their Fermi-bands and the effects of the 1H-NMR signals as well as its elution signal from HPLC. Moreover, binary phase diagrams were established for further confirmation. All formed complexes (I/An) were studied by the use of differential scanning calorimetry and their phase properties were validated through the use of polarized optical microscopy Results of mesomorphic characterization revealed that all presented complexes exhibited enantiotropic mesophases and their type was dependent on the terminal lengths of alkoxy chains. Also, the mesomorphic temperature ranges decreased in the order I/A6 > I/A8 > I/A10 > I/A16 with linear dependency on the chain length. Finally, the density functional theory computational modeling has been carried out to explain the experimental findings. The relation between the dimensional parameters was established to show the effect of the aspect ratio on the mesophase range and stability. The normalized entropy of the clearing transitions (∆S/R) was calculated to illustrate the molecular interaction enhancements with the chain lengths.

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2-(Alkylthio)-3-(Naphthalen-1-yl)Quinazolin-4(3H)-Ones: Ultrasonic Synthesis, DFT and Molecular Docking Aspects

Cited by 20 publications

References 69 publications

Ultrasound-assisted transition-metal-free catalysis: a sustainable route towards the synthesis of bioactive heterocycles

Ultrasound-assisted transition-metal-free catalysis: a sustainable route towards the synthesis of bioactive heterocycles

Novel 2-Hydroselenonicotinonitriles and Selenopheno[2, 3-b]pyridines: Efficient Synthesis, Molecular Docking-DFT Modeling, and Antimicrobial Assessment

New Liquid Crystal Assemblies Based on Cyano-Hydrogen Bonding Interactions

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