Quantum Chemical-Based Investigations and Lipophilicity Evaluations on Some Structurally Related Quinazoline Derivatives

Basit Öğe Kaydı
dc.contributor.authorSerin, Suemeyya
dc.date.accessioned2024-08-04T20:56:05Z
dc.date.available2024-08-04T20:56:05Z
dc.date.issued2024
dc.departmentİnönü Üniversitesien_US
dc.description.abstractThis work was chiefly conceived to explore the substituent effects on thermodynamic, electronic and lipophilic characteristics of some quinazoline derivatives (Q1 -Q4) from theoretical aspects. The variations caused by methyl, ethyl, chlorine and bromine substituents on the same carbon of the aromatic ring were evaluated with a computational approach. In accordance with this purpose, simultaneously, DFT-based calculations were performed for vacuum and two different surroundings (DMSO and water) on methaqualone (Q1), etaqualone (Q2), mecloqualone (Q3), and mebroqualone (Q4) compounds by using the B3LYP functional and 6-311++G (d, p) split valence triple zeta basis set. The computed thermodynamic quantities revealed that the halogen substitution was more preferable. The effect of substituent modification on electrostatic surface features was evaluated visually by molecular electrostatic potential (MEP) mapping technique. To shed light on the chemical reactivity behaviors of the Q1 -Q4, DFT-based reactivity identifiers were computed. Also, the intramolecular interactions affected by substitution were evaluated on the basis of the Natural Bond Orbital (NBO) theory. The NBO results revealed that pi-pi* interactions predominate for each compound. The lipophilic character analyzes of the mentioned compounds were evaluated both numerically and visually. The data of both methods support each other. [GRAPHICS] .en_US
dc.identifier.doi10.17807/orbital.v15i1.18934
dc.identifier.endpage40en_US
dc.identifier.issn1984-6428
dc.identifier.issue1en_US
dc.identifier.scopus2-s2.0-85195273360en_US
dc.identifier.scopusqualityQ4en_US
dc.identifier.startpage30en_US
dc.identifier.urihttps://doi.org/10.17807/orbital.v15i1.18934
dc.identifier.urihttps://hdl.handle.net/11616/102040
dc.identifier.volume16en_US
dc.identifier.wosWOS:001229237200007en_US
dc.identifier.wosqualityN/Aen_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherUniv Federal Mato Grosso Sul, Dept Quimicaen_US
dc.relation.ispartofOrbital-The Electronic Journal of Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectDFT studyen_US
dc.subjectLipophilicityen_US
dc.subjectNBOen_US
dc.subjectQuinazolineen_US
dc.titleQuantum Chemical-Based Investigations and Lipophilicity Evaluations on Some Structurally Related Quinazoline Derivativesen_US
dc.typeArticleen_US

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu