Synthesis, crystal structure and Hirshfeld surface analysis of 2-(4-fluorophenyl)-2,3–dihydroquinazolin-4(1H)-one

Bairagi, Keshab M.; Venugopala, Katharigatta N.; Alwassil, Osama I.; Mohanlall, Viresh; Chandrashekharappa, Sandeep; Nayak, Susanta K.

doi:10.1016/j.cdc.2020.100355

Cited by 2 publications

(2 citation statements)

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“…The synthetic scheme for the construction of title compounds is illustrated in Scheme 1. The detailed characterization of the title compounds 3a-3k and 3m, including single-crystal X-ray data of a representative example (compound 3g), was described in our previous communication [77,78] with their yield between 82-95%. The scheme of synthesis including instrumental techniques such as FT-IR, 1 H, and 13 C-NMR data and spectra of compound 3l are available as electronic supplementary information (Scheme S1, Figure S1-S3).…”

Section: Chemistrymentioning

confidence: 99%

Antitubercular, Cytotoxicity, and Computational Target Validation of Dihydroquinazolinone Derivatives

et al. 2022

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A series of 2,3-dihydroquinazolin-4(1H)-one derivatives (3a–3m) was screened for in vitro whole-cell antitubercular activity against the tubercular strain H37Rv and multidrug-resistant (MDR) Mycobacterium tuberculosis (MTB) strains. Compounds 3l and 3m with di-substituted aryl moiety (halogens) attached to the 2-position of the scaffold showed a minimum inhibitory concentration (MIC) of 2 µg/mL against the MTB strain H37Rv. Compound 3k with an imidazole ring at the 2-position of the dihydroquinazolin-4(1H)-one also showed significant inhibitory action against both the susceptible strain H37Rv and MDR strains with MIC values of 4 and 16 µg/mL, respectively. The computational results revealed the mycobacterial pyridoxal-5′-phosphate (PLP)-dependent aminotransferase (BioA) enzyme as the potential target for the tested compounds. In vitro, ADMET calculations and cytotoxicity studies against the normal human dermal fibroblast cells indicated the safety and tolerability of the test compounds 3k–3m. Thus, compounds 3k–3m warrant further optimization to develop novel BioA inhibitors for the treatment of drug-sensitive H37Rv and drug-resistant MTB.

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Section: Chemistrymentioning

confidence: 99%

Antitubercular, Cytotoxicity, and Computational Target Validation of Dihydroquinazolinone Derivatives

et al. 2022

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“…Lim et al [4] introduced that the increase in intermolecular hydrogen bond strength decreased the crystallization rates of the PHB-HHx/SiO 2 hybrids. So, the physical and chemical properties of materials are affected by intermolecular hydrogen bonding [5][6][7][8].…”

Section: Introductionmentioning

confidence: 99%

Intermolecular hydrogen bond ruptured by graphite with different lamellar number

Zhang

Zhao

et al. 2021

R. Soc. open sci.

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Intermolecular hydrogen bonds are formed through the electrostatic attraction between the hydrogen nucleus on a strong polar bond and high electronegative atom with an unshared pair of electrons and a partial negative charge. It affects the physical and chemical properties of substances. Based on this, we presented a physical method to modulate intermolecular hydrogen bonds for not changing the physical–chemical properties of materials. The graphite and graphene are added into the glycerol, respectively, by being used as a viscosity reducer in this paper. The samples are characterized by Raman and 1H-nuclear magnetic resonance. Results show that intermolecular hydrogen bonds are adjusted by graphite or graphene. The rheology of glycerol is reduced to varying degrees. Transmission electron microscopes and computer simulation show that the spatial limiting action of graphite or graphene is the main cause of breaking the intermolecular hydrogen bond network structure. We hope this work reveals the potential interplay between nanomaterials and hydroxyl liquids, which will contribute to the field of solid–liquid coupling lubrication.

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Synthesis, crystal structure and Hirshfeld surface analysis of 2-(4-fluorophenyl)-2,3–dihydroquinazolin-4(1H)-one

Cited by 2 publications

References 20 publications

Antitubercular, Cytotoxicity, and Computational Target Validation of Dihydroquinazolinone Derivatives

Antitubercular, Cytotoxicity, and Computational Target Validation of Dihydroquinazolinone Derivatives

Intermolecular hydrogen bond ruptured by graphite with different lamellar number

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