2011
DOI: 10.3390/ph4071032
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The Uses of 2-Ethoxy-(4H)-3,1-benzoxazin-4-one in the Synthesis of Some Quinazolinone Derivatives of Antimicrobial Activity

Abstract: The behavior of 2-ethoxy-(4H)-3,1-benzoxazin-4-one (1) towards nitrogen nucleophiles, e.g. ethanolamine, aromatic amines (namely: p-toluidine, p-anisidine, p-hydroxyaniline, o-hydroxyaniline, o-bromoaniline, o-phenylenediamine, p-phenylenediamine, o-tolidinediamine) p-aminobenzoic acid, glucosamine hydrochloride, 2-aminonicotinic acid, 1-naphthalenesulfonic acid hydrazide, n-decanoic acid hydrazide, benzoic acid hydrazide, semicarbazide, aminoacids (e.g. D,L-alanine, L-asparagine, L-arginine) and derivatives o… Show more

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Cited by 20 publications
(10 citation statements)
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“…They were indicating the relation between the synthesized different isoindolinones and quinazolinone that confirmed the higher stability of the products. The low values of the energy gap (ΔE = E LUMO -E HOMO ) will render the stability of the synthesized compounds that confirmed by microanalytical and spectral data [28][29][30][31].…”
Section: Dft Studymentioning
confidence: 73%
“…They were indicating the relation between the synthesized different isoindolinones and quinazolinone that confirmed the higher stability of the products. The low values of the energy gap (ΔE = E LUMO -E HOMO ) will render the stability of the synthesized compounds that confirmed by microanalytical and spectral data [28][29][30][31].…”
Section: Dft Studymentioning
confidence: 73%
“…lower the entropy ΔS and spontaneous free energy ΔG pushing toward the phthalazine-1-ol product. The reconstructed structure of the phalazin-1-ol using plasma process afforded a more stable isomer (5) than isomer (4) [ 36 , 37 , 38 ]. Using the exact model of Arrhenius model can be confirmed by the DFT simulation.…”
Section: Resultsmentioning
confidence: 99%
“…Benz‐fused pyridazines have gained extensive interest because of their exciting biological properties and have been proven to display appreciable broad spectrum in natural compounds . It also acts as a center structure for different bioactive molecules because of its easy fictionalization at different substitution patterns and their roles as pharmacophore . Some of O ‐alkyl‐phthalazine derivatives were monitored in vitro for their antimicrobial effect, and the energy variance between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) plays a significant role in the electronic studies of these molecules by quantum chemical calculations that reflects the relation between delocalization, electron distribution, and chemical reactivity with kinetic stability of the compound .…”
Section: Introductionmentioning
confidence: 99%