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Journal articles on the topic 'Quinazoline-4(3H)one'

Author: Grafiati

Published: 3 June 2025

Last updated: 31 July 2025

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1

Widiyana, Anita Puspa. "COMPUTATION DESIGN OF QUINAZOLINE-4(3H)-ON DERIVATIVES AS CYCLOOXYGENASE-2 (COX-2) INHIBITOR." Jurnal Farmasi Sains dan Praktis 7, no. 2 (2021): 163–70. http://dx.doi.org/10.31603/pharmacy.v7i2.4827.

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    The 3-(benzylideneamino)-2-(2,4-dichlorophenyl)-quinazoline-4(3H)-ones (BDCQ) are compounds developed as anticancer drugs and quinazolines. The activity and bioavailability of BDCQ derivatives as anticancer compounds that inhibit COX-2 can be predicted by computer programs and online servers. Substituents are added at positions 2 and 3 to the quinazoline-4(3H)-on ring, such as -H, -NO2, -OCH3, -N(CH3)2, -SO2NH2, -OH, and –OCH3. QSAR as COX-2 inhibitor analysis was performed by SPSS Ver. 21 software. Lipinski’s rule of five for determining bioavailability is performe

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2

Markosyan, A. I., A. S. Ayvazyan, S. А. Gabrielyan, M. Yu Danghyan, J. A. Avakimyan, and F. H. Arsenyan. "Synthesis and Some Regularities of Transformations of 5,5-Dimethyl-3-(2-methylalyl)-2-thioxo-2,3,5,6-tetrahydrobenzo[h]quinazoline-4(1H)-one. Antibacterial Activity of the Obtained Compounds." Журнал общей химии 94, no. 3 (2024): 376–84. http://dx.doi.org/10.31857/s0044460x24030083.

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Based on ethyl 1-amino-3,3-dimethyl-3,4-dihydronaphthalene-2-carboxylate (amino ester), a method for the synthesis of 5,5-dimethyl-3-(2-methylallyl)-2-thioxo-2,3,5,6-tetrahydrobenzo[h]quinazoline-4(1H)-one was developed. The latter was alkylated with halides of various structures, resulting in the production of 2-alkylsulfanyl-5,5-dimethyl-3-(2-methylallyl)-5, 6-dihydrobenzo[h]quinazoline-4(3H)-ones. By condensation of thioxobenzoquinazoline with hydrazine hydrate, 2-hydrazinyl-5,5-dimethyl-3-(2-methylallyl)-5,6-dihydrobenzo[h]quinazoline-4(3H)-one was synthesized, but similar reactions with 2

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3

Patel, Harun, Rahul Pawara, and Sanjay Surana. "Resolving the Mystery of Ring Opening in the Synthesis of Benzo[d][1, 3]oxazin-4-one and Quinazolin-4(3H)-one." Letters in Organic Chemistry 16, no. 11 (2019): 898–905. http://dx.doi.org/10.2174/1570178616666181217114030.

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Quinazoline is the six-membered heterocyclic ring system reported for its versatile biological activities. This characteristic feature of quinazoline makes it a good template for a lead generation library. Ring opening is one of the major concerns in the synthesis of quinazolin-4(3H)-one that results in diamide formation. Here, alternative fusion strategy is reported, which is a time-saving and costeffective method to overcome the ring opening problem associated with the synthesis of benzo[ d][1,3]oxazin-4-one and quinazolin-4(3H)-one.

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4

Mistry, Ketan, and K. R. Desai. "Studies on Synthesis of Some New Chalcone and Pyrimidines and their Antibacterial Activity." E-Journal of Chemistry 2, no. 2 (2005): 152–56. http://dx.doi.org/10.1155/2005/690296.

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Pyrimidine-2-one derivatives, 2-[2-{1ʹ-(p-nitrophenyl)-6ʹ-(substituted-phenyl)-pyrimidine-2ʹ-one-4ʹ-yl}-hydrazinomethyl]-3-(p-methoxy phenyl)-quina-zoline-4(3H)-one [4a-j] have been synthesised by the condensation ofp-nitro phenylurea and various chalcones, 2-(substituted phenylchalconylhydrazinomethyl)-3-(p-methoxyphenyl)-quinazoline-4(3H)-one [3a-j] in the presence of catalytic amount of conc. HCl. And this series of chalcones have been synthesised by the reaction of 2-acetylhydrazinomethyl-3-(substitutedphenyl)-quinazoline-4(3H)-one [2] with different substituted aldehydes in presence of a

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5

Spasov, Alexander, Alexander Ozerov, Vadim Kosolapov, et al. "Guanidine Derivatives of Quinazoline-2,4(1H,3H)-Dione as NHE-1 Inhibitors and Anti-Inflammatory Agents." Life 12, no. 10 (2022): 1647. http://dx.doi.org/10.3390/life12101647.

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Quinazolines are a rich source of bioactive compounds. Previously, we showed NHE-1 inhibitory, anti-inflammatory, antiplatelet, intraocular pressure lowering, and antiglycating activity for a series of quinazoline-2,4(1H,3H)-diones and quinazoline-4(3H)-one guanidine derivatives. In the present work, novel N1,N3-bis-substituted quinazoline-2,4(1H,3H)-dione derivatives bearing two guanidine moieties were synthesized and pharmacologically profiled. The most potent NHE-1 inhibitor 3a also possesses antiplatelet and intraocular-pressure-reducing activity. Compound 4a inhibits NO synthesis and IL-6

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6

Brahman, Dhiraj, and Biswajit Sinha. "Synthesis, characterization and antibacterial activities of Zn(II) and Cd(II) complexes of a quinazoline-4(3H)-one Schiff base." Journal of the Serbian Chemical Society 79, no. 12 (2014): 1505–13. http://dx.doi.org/10.2298/jsc140130093b.

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Zn(II) and Cd(II) complexes of a Schiff base derived from quinazoline-4(3H) one and 2-formylphenoxy acetic acid were prepared and characterized by elemental and different spectroscopic (IR, UV-Visible and NMR) analyses. The elemental analysis indicated the formation of the complexes: [ML(AcO)].H2O, where M stands for Zn(II) and Cd(II) and L stands for quinazoline-4(3H)-one Schiff base. The molar conductivities of the prepared complexes revealed their non-electrolytic nature. The complexes were also investigated for their antimicrobial activities by using turbidometric assay method.

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7

Peter Osarodion Osarumwense, Mary Olire Edema, and Cyril Odianosen Usifoh. "Synthesis and antibacterial activities of quinazolin-4(3h)-one, 2-methyl-4(3h)-quinazolinone and 2–phenyl-4(3h)-quinazolinone." International Journal of Biological and Pharmaceutical Sciences Archive 1, no. 2 (2021): 077–84. http://dx.doi.org/10.30574/ijbpsa.2021.1.2.0027.

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Background: Quinazoline and quinazolinone scaffolds represent an important class of biologically active nitrogen heterocyclic compounds. Many marketed drugs are based on these moieties. A diverse range of molecules with quinazoline/quinazolinone moieties have been reported to exhibit broad spectrum of biological activities Objective: This study is aimed at the synthesis of these quinazolinone derivatives, quinazolin-4(3H)-One, 2-Methyl-4(3H)-quinazolinone and 2–Phenyl-4(3H)-quinazolin-4(3H)–one and evaluate them for their antibacterial activities. Method: The consolidation of 2-amino-methyl-4-

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8

Nguyen, Thi Ngoc, Thi Phuong Thuy Tran, Thi Hoang Mai Vu, et al. "6-Nitro-7-tosylquinazolin-4(3H)-one." Molbank 2020, no. 4 (2020): M1168. http://dx.doi.org/10.3390/m1168.

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Sulfones are important building blocks in the construction of biologically active molecules or functional materials. The sulfonyl functional group in sulfones is so versatile that it can act as either a nucleophile, an electrophile, or a radical in different organic reactions. Recently, quinazoline sulfones have been used to build asymmetrical ether derivatives as inhibitors of signaling pathways governed by tyrosine kinases and the epidermal growth factor-receptor. In this paper, we report a facile synthesis of a novel quinazoline sulfone, 6-nitro-7-tosylquinazolin-4(3H)-one (III), using the

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9

Gabitova, N. M., A. A. Tsibizova, A. A. Ozerov, and M. A. Samotrueva. "Assessment of Acute Toxicity of Quinazoline Derivative 3-[2-oxo-2-(4-Phenylpiperazine-1-yl)Ethyl]quinazoline-4(3h)-oh Active against Opportunistic Microorganisms." Antibiotics and Chemotherapy 68, no. 3-4 (2023): 30–34. http://dx.doi.org/10.37489/0235-2990-2023-68-3-4-30-34.

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The study is devoted to the study of acute toxicity of a new quinazoline compound — 3-[2-Oxo-2-(4-phenylpiperazine-1-yl)ethyl]quinazoline-4(3H)-one (VMA-10-21), promising as an antimicrobial agent active against opportunistic microorganisms. Purpose. Assessment of acute toxicity of the quinazoline derivative 3-[2-oxo-2-(4-phenylpiperazine-1yl)ethyl] quinazoline-4(3h)-oh, exhibiting antimicrobial activity. Material and methods. All experiments were carried out on non-linear mature female rats with a body weight of 180–190 g. Female individuals were in the diestrus stage. The rats were divided i

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Kompantseva, Evgeniya V., Darya N. Lutsenko, Ekaterina R. Garcia, Alexander A. Ozerov, and Tatiana M. Dementieva. "Development of a method for determining related impurities in a new biologically active compound of cardioprotective action by capillary electrophoresis." Человек и его здоровье 26, no. 2 (2023): 73–79. http://dx.doi.org/10.21626/vestnik/2023-2/09.

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The original biologically active compound (BAS) N-[2-[4-oxo-3(4H)-quinazolinyl]propionyl]-guanidine (VMA-13-15), which has cardioprotective and neuroprotective activity, was synthesized on the basis of the FSUE at VolgSMU of the Ministry of Health of the Russian Federation. In accordance with the XIV State Pharmacopoeia of the Russian Federation, one of the criteria for quality control of pharmaceutical substances is the indicator "Related Impurities". Based on the synthesis scheme and the structure of the analyzed BAS as a technological impurity, we can assume the presence of the initial comp

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11

Nguyen, Le Thanh Hang, Dinh Hoang Vu, Minh Quan Pham, Quoc Anh Ngo, and Ngoc Binh Vo. "Design, synthesis, anti-inflammatory evaluation, and molecular docking studies of novel quinazoline-4(3H)-one-2-carbothioamide derivatives." RSC Advances 15, no. 4 (2025): 2850–61. https://doi.org/10.1039/d4ra09094b.

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12

Kut, D. Zh, M. M. Kut, E. M. Ostapchuk, and M. Yu Onysko. "Regio- and stereo-selective halogen-induced cyclization of terminal alkynyl thioethers of 3-phenylquinazoline-4-one." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 6 (December 2023): 124–28. http://dx.doi.org/10.32434/0321-4095-2023-151-6-124-128.

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The present work reports the results of the study of the electrophilic heterocyclization of terminal alkynyl thioethers of quinazoline-4-one under the action of halogens. Starting 2-(but-3-in-1-ylthio)-3-phenylquinazolin-4(3H)-one and 2-(pent-4-in-1-ylthio)-3-phenylquinazolin-4(3H)-one were prepared by alkylation of 2-thioxoquinazolin-4-one with butynyl and pentynyl bromide in an alcoholic-alkaline medium, respectively. It was determined that the interaction of 2-(but-3-in-1-ylthio)-3-phenylquinazoline-4(3H)-one with bromine, iodine and iodine bromide is regio- and stereo-selective and leads t

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13

Alla, Manjula, Gal Potuganti, and Divakar Indukuri. "An Efficient One-Pot Multicomponent Synthesis of Tetracyclic Quinazolino[4,3-b]quinazolines by Sequential C–N Bond Formation and Copper-Mediated Aerobic Oxidative Cyclization." Synlett 29, no. 13 (2018): 1717–22. http://dx.doi.org/10.1055/s-0036-1591578.

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An efficient one-pot synthesis of quinazolino[4,3-b]quinazoline derivatives has been accomplished, starting from 2-(2-bromophenyl)quinazolin-4(3H)-one, aldehydes, and various nitrogen sources under aerobic conditions. The multicomponent protocol is mediated by copper(I) salts and involves amination of 2-(2-bromophenyl)quinazolin-4(3H)-one, followed by condensation with the aldehyde and an oxidative cyclization to give the target compounds in moderate to good yields.

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14

Appani, Ramgopal, Baburao Bhukya, and Kiran Gangarapu. "Synthesis and Antibacterial Activity of 3-(Substituted)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one." Scientifica 2016 (2016): 1–5. http://dx.doi.org/10.1155/2016/1249201.

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A series of novel 3-(substituted)-2-(substituted quinazolinylamino)quinazolin-4(3H)-ones were synthesized by the reaction of 3-(substituted)-2-hydrazino-quinazoline-4(3H)-ones with 2-phenyl-3,1-benzoxazin-4-one. The starting materials 3-(substituted)-2-hydrazino-quinazolin-4(3H)-ones were synthesized from various primary amines by a multistep synthesis. All the title compounds were tested for their antibacterial activity using ciprofloxacin as reference standard. Compounds 3-(4-fluorophenyl)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one (9a) and 3-(4-chlorophenyl)-2-(4-oxo-2-p

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15

Khetmalis, Yogesh Mahadu, Ashna Fathima, Markus Schweipert, et al. "Design, Synthesis, and Biological Evaluation of Novel Quinazolin-4(3H)-one-Based Histone Deacetylase 6 (HDAC6) Inhibitors for Anticancer Activity." International Journal of Molecular Sciences 24, no. 13 (2023): 11044. http://dx.doi.org/10.3390/ijms241311044.

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A series of novel quinazoline-4-(3H)-one derivatives were designed and synthesized as histone deacetylase 6 (HDAC6) inhibitors based on novel quinazoline-4-(3H)-one as the cap group and benzhydroxamic acid as the linker and metal-binding group. A total of 19 novel quinazoline-4-(3H)-one analogues (5a–5s) were obtained. The structures of the target compounds were characterized using 1H-NMR, 13C-NMR, LC–MS, and elemental analyses. Characterized compounds were screened for inhibition against HDAC8 class I, HDAC4 class IIa, and HDAC6 class IIb. Among the compounds tested, 5b proved to be the most

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16

Srivastav, Manish, MD Salahuddin, and S. M. Shantakumar. "Synthesis and Anti-inflammatory Activity of Some Novel 3-(6-Substituted-1, 3-benzothiazole-2-yl)-2-[{(4-substituted phenyl) amino} methyl] quinazolines-4 (3H)-ones." E-Journal of Chemistry 6, no. 4 (2009): 1055–62. http://dx.doi.org/10.1155/2009/507052.

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A series of novel 3-(6-substituted-1, 3-benzothiazole-2-yl)-2-[{(4-substituted phenyl) amino} methyl] quinazolines-4(3H)-ones were synthesized by treating 2-(chloromethyl)-3-(6-substituted-1, 3-benzothiazole-2-yl) quinazoline-4-(3H)-one (IIa-d) with various substituted amine. The compounds (IIa-d) prepared by treating 2-[(chloroacetyl) amino] benzoic acid with different 2-amino-6-substituted benzothiazole. Elemental analysis, IR,1HNMR and mass spectral data confirmed the structure of the newly synthesized compounds. Synthesized quinazolines-4-one derivative were investigated for their anti-inf

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17

Vijayakumar, K., A. Jafar Ahamed, and G. Thiruneelakandan. "Synthesis, Antimicrobial, and Anti-HIV1 Activity of Quinazoline-4(3H)-one Derivatives." Journal of Applied Chemistry 2013 (September 12, 2013): 1–5. http://dx.doi.org/10.1155/2013/387191.

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The present investigation aims to synthesize 11 compounds of quinazoline-1 derivatives and to test their antimicrobial and anti-HIV1 activities. A quick-witted method was developed for the synthesis of novel substituted quinazolinone derivatives by summarizing diverse diamines with benzoxazine reactions, and it demonstrated the benefits of typical reactions, handy operation, and outstanding product yields. These compounds were confirmed by elemental analysis, I R, 1H NMR, 13C NMR, and mass spectra. Then antimicrobial and anti-HIV1 activities of the compounds were tested in-vitro. It was found

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Kulya, D., D. Kut, M. Kut, and M. Onysko. "SYNTHESIS OF 2,3-DIALKENYL DERIVATIVES OF QUINAZOLIN-4-ONE." Scientific Bulletin of the Uzhhorod University. Series «Chemistry» 53, no. 1 (2025): 40–44. https://doi.org/10.24144/2414-0260.2025.1.40-44.

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In the course of this study, alkylation of two starting thiols — 3-allyl-2-mercaptoquinazolin-4-one and 3-methallyl-2-mercaptoquinazolin-4-one — was carried out using allyl bromide and metallyl chloride in an alcoholic-alkaline medium. As a result of these reactions, new 2,3-dialkenyl derivatives of quinazolin-4-one were obtained, which have not been previously reported in the literature. The structures of the newly synthesized compounds were confirmed by NMR spectroscopy (¹H and ¹³C), as well as elemental analysis. The absence of thioamide proton signals in the ¹H NMR spectra indicates that a

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19

Zvarych, Viktor, Maryna Stasevych, Eduard Rusanov, and Mykhailo Vovk. "A Ring Opening–Annulation Reaction of Anthra[1,2-d][1,2,3]triazine-4,7,12(3H)-trione in the Presence of Pyridines as an Efficient Approach to the Construction of Naphtho[2,3-H]pyrido(quinolino)[2,1-b]quinazoline System." Molecules 27, no. 18 (2022): 5927. http://dx.doi.org/10.3390/molecules27185927.

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The [1,2,3]triazin-4(3H)-one ring is a synthetically important molecular platform for a variety of chemical transformations. Despite this, currently, there has been little research on the reaction of the thermal opening of the [1,2,3]triazin-4(3H)-one nucleus. In this work, we describe the synthetic potential of anthra[1,2-d][1,2,3]triazine-4,7,12(3H)-trione in the reaction of the thermal opening of a cycle following the [4+2]-cycloaddition reaction with a number of pyridine derivatives and quinoline. It is shown that this method is effective for the synthesis of the 6H-naphtho[2,3-H]pyrido(qu

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20

Jianghong, Man, Qi Jianbin, Jiang Jie, and Li Sha. "Microwave Reaction Improved Heterocyclization of Quinazolinone Ring in Synthesis of Erlotinib Analogues." Journal of Pharmaceutical and Biomedical Sciences 10, no. 05 (2020): 99–105. https://doi.org/10.1234/zenodo.3876.

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Background Tinibs were a kind of important epidermal growth factor receptor (EGFR) inhibitors used as potential therapeutic agents in treating non-small cell lung cancer (NSCLC) in clinic. The drug resistance of clinical used tinibs made the development of more active tinib analogues an attractive field in research. Quinazoline ring was regarded as the key fragment in tinibs and quinazolinone was indispensible intermediate in the synthesis of quinazoline. Thus, synthesis of quinazolinone intermediates was a key step which would further limit the overall yield of final product of tinib analogue

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21

Pan, Wan-Chen, Mei-Mei Zhang, Jian-Quan Liu, and Xiang-Shan Wang. "Silver Triflate Catalyzed Synthesis of Isoquinolino[2,1-a]quinazolino[3,2-c]quinazoline Derivatives via Alkyne Hydroamination." Synthesis 51, no. 16 (2019): 3101–8. http://dx.doi.org/10.1055/s-0037-1611808.

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Using 2-(2-aminophenyl)quinazolin-4(3H)-one and 2-(2-phenylethynyl)benzaldehyde as the reactants, silver triflate (AgOTf) was proved to be an efficient catalyst to promote not only quinazoline cyclization, but also the intramolecular hydroamination of alkyne for the synthesis of 6-aryl-17H,18aH-isoquinolino[2,1-a]quinazolino[3,2-c]quinazolin-17-one derivatives in high yields.

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22

Nerdinger, Sven, Marijan Stefinovic, Frank Richter, et al. "Crystal structure of idelalisib tert-butanol monosolvate dihydrate." Acta Crystallographica Section E Crystallographic Communications 75, no. 3 (2019): 414–17. http://dx.doi.org/10.1107/s2056989019002743.

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In the title structure, 5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]quinazolin-4(3H)-one (= idelalisib) tert-butanol monosolvate dihydrate, C22H18FN7O·C4H10O·2H2O, the idelalisib molecule displays planar quinazoline and purine systems which are nearly perpendicular to one another. Seven distinct hydrogen-bonding interactions link the idelalisib, t-BuOH and water molecules into a complex chain structure with the topology of a 2,3,4,5-connected 4-nodal net having the point symbol (3.4.52.62)(3.4.52.64.72)(3.5.6)(5).

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23

Dhar, Susmita, Samaresh Datta, and Soumya Ranjan Pradhan. "DESIGNING AND VIRTUAL SCREENING OF QUINAZOLINONE ANALOGUES AS POTENTIAL PHARMACOPHORES FOR ANTITUBERCULAR ACTIVITY." RASAYAN Journal of Chemistry 15, no. 02 (2022): 1265–79. http://dx.doi.org/10.31788/rjc.2022.1526712.

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Drug-resistant infections, particularly Mycobacterium tuberculosis, have increased dramatically in recent years, necessitating the discovery and development of novel antimycobacterial drugs. Quinazolinone derivatives are widely utilized in the pharmaceutical industry and medicine for a variety of biological activities including antiinflammatory, antibacterial, antioxidant, anticancer, and antihypertensive effects. The goal of this study is to use the VLife MDS software package, version 3.0, to conduct G-QSAR and docking investigations on a series of 2, 3- substituted quinazoline-4(3H)-one for

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Kumar, Krishnan Suresh, Swastika Ganguly, VijaiPandi P., Ravichandran Veerasamy, and John Balzarini. "Synthesis, Antiviral and Cytotoxic Investigations of 2-(4-chlorophenyl)-3- substituted quinazolin-4(3H) ones." International Journal of Drug Design and Discovery 3, no. 1 (2025): 702–12. https://doi.org/10.37285/ijddd.3.1.5.

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Derivatives of 2-(4-chlorophenyl)-3-substituted quinazolin-4(3H) one were designed, synthesized and characterized by spectral studies. The compounds were also investigated for their antiviral and cytotoxicity against a panel of human pathogenic viruses in four cell cultures including Hel, HeLa, Vero and MDCK cell cultures. The results indicated that new 3-(2-hydroxybenzylideneamino)-2-(4-chlorophenyl)-quinazoline-4(3H)-one (C25) was found to inhibit the replication of herpes simplex virus-1 (KOS), herpes simplex virus-2 (G), vaccinia virus and herpes simplex virus-1 TK- KOS ACVr with a selecti

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Marzaro, Giovanni, Adriano Guiotto, Giovanni Pastorini, and Adriana Chilin. "A novel approach to quinazolin-4(3H)-one via quinazoline oxidation: an improved synthesis of 4-anilinoquinazolines." Tetrahedron 66, no. 4 (2010): 962–68. http://dx.doi.org/10.1016/j.tet.2009.11.091.

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EL-BADRY, Y. A., and S. N. ABDOU. "CONSTRUCTION OF SOME NOVEL BIOCIDAL N-ALKYLATED QUINAZOLINE-4(3H)- ONE DERIVATIVES USING MICROWAVE ACTIVATION." Periódico Tchê Química 15, no. 30 (2018): 463–72. http://dx.doi.org/10.52571/ptq.v15.n30.2018.466_periodico30_pgs_463_472.pdf.

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Microwave-assisted construction of 2-propylquinazolinone1 has been achieved, followed by its subsequent utilities in constructing an attractive series of 2,3-disubstituted functional quinazolinones 2-10. The use of microwave irradiation in performing N-alkylation for the titled quinazolinone 1 was applied as a simple, efficient and eco-friendly green technique. Furthermore, the in vitro antimicrobial screening of the obtained compounds 3-10 has been investigated against four bacterial strains and two fungal strains. The structure of the synthesized molecules was affirmed using analytical and s

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27

Eweas, Ahmad Farouk, Qasem Mahmoud Aref Abdallah, and Mohamed Fouad Elbadawy. "Synthesis and biological evaluation of some new 2-pyridylquinazoline derivatives." Current Chemistry Letters 10, no. 4 (2021): 459–70. http://dx.doi.org/10.5267/j.ccl.2021.4.005.

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2-pyridyl [3H]-quinazolin-4-one derivatives fused or substituted with different oxygen or nitrogen heterocycle moieties as potential anti-tumor and anti-microbial agents were prepared, characterized and biologically screened. The synthesis process started from 5-bromo-2-[pyridin-4-ylcarbonyl]amino]benzoic acid which was converted to the crucial building block 6-Bromo-2-(pyridin-4-yl)quinazolin-4(3H)-one via two alternative routes. Compound 3 underwent halogenation reaction POCl3 and PCl5 to afford compound 6-Bromo-4-chloro-2-(pyridin-4-yl)quinazoline 4. The novel cyclized products 5a,b-10 were

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Bireddy, Srinivasa Reddy, Mohammad Rafeeq, and Venkata Ramana Reddy Chittireddy. "Synthesis of 2‐(3‐methyl‐5‐oxo‐4,5‐dihydro‐1H‐pyrazol‐1‐yl) quinazolin‐4(3H)‐one derivatives." Vietnam Journal of Chemistry 59, no. 1 (2021): 73–78. http://dx.doi.org/10.1002/vjch.202000122.

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AbstractA simple, synthesis of 2‐(3‐methyl‐5‐oxo‐4, 5‐dihydro‐1h‐pyrazol‐1‐yl) quinazolin‐4(3H)‐one 6(a‐d) derivatives, an easy, clean, and economical methodology has been defined. The development of a new pathway for the preparation of substituted derivatives of Quinazoline Pyrazole is highlighted in this report. The mild, inexpensive polyphosphoric acid has proven to be an effective catalyst for excellent yields in the above multi‐component reaction. Widely available and mostly benign catalyst and easy purification are among the several attractive features.

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Debnath, Subal, and S. Y. Manjunath. "Conventional and Microwave Assisted Synthesis of 3-(Substituted)-2-phenyl quinazolin-4(3H)-one and their Antibacterial and Anthelmintic Activity." International Journal of Pharmaceutical Sciences and Nanotechnology 4, no. 2 (2011): 1408–11. http://dx.doi.org/10.37285/ijpsn.2011.4.2.6.

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The present research work was aimed to synthesize a series of various substituted quinazolinone containing 3-(substituted)-2-phenylquinazolin-4(3H)-one. The compound 3-[(2-oxo-4-phenylazetidin-1-yl)-carbonyl]-2-phenylquinazolin-4(3H)-one, II was prepared by treating 4-oxo-2-phenyl-N-[(E)-phenylmethylidene]quinazoline-3(4H)-carboxamide, I with acetyl chloride and triethylamine (TEA) in benzene by conventional and microwave irradiation method. Synthesis of 3-[{2-oxo-3-(2,4-dichlorophenoxy)-4-phenylazetidin-carbonyl]-2-phenylquinazolin-4(3H)-one, III was carried out by reacting, I with 2,4-dichlo

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Patel, Divyesh, and Keshav Patel. "Novel 2-phenyl-3-{4'-[n-(4''-aminophenyl)carbamoyl]-phenyl}-quinazoline-4(3H)one-6-sulphonic acid based mono azo reactive dyes." Journal of the Serbian Chemical Society 76, no. 2 (2011): 177–88. http://dx.doi.org/10.2298/jsc090225021p.

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A series of new heterocyclic mono azo reactive dyes (7a-m) were prepared by diazotization of 2-phenyl-3-{4'-[N-(4''- aminophenyl)carbamoyl]-phenyl}-quinazoline-4(3H)-one-6-sulphonic acid (3) and coupling with various cyanurated coupling components (6a-m) and their dyeing performance on silk, wool and cotton fibres was assessed. These dyes were found to give a variety of colour shades with very good depth and levelness on the fibres. All the compounds were identified by conventional method (IR, 1H-NMR) and elemental analyses. The percentage dye bath exhaustion on different fibres was reasonably

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31

Gendugov, T. A., A. A. Glushko, A. A. Ozerov та L. I. Shcherbakova. "STUDY OF THE STABILITY OF THE SUBSTANCE 3-[2-(4-PHENYL-1-PIPERAZINO)-2-OXOETHYL]QUINAZOLINE-4(3Н)-ONE UNDER STRESSFUL CONDITIONS". Pharmacy & Pharmacology 8, № 4 (2021): 242–54. http://dx.doi.org/10.19163/2307-9266-2020-8-4-242-254.

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The aim of the research was to study the stability of a new pharmaceutical substance 3-[2-(4-phenyl-1-piperazino)-2-oxoethyl]quinazoline-4(3Н)-one under stress conditions.Materials and methods. The study was conducted in accordance with the recommendations of the ICH guidelines. The object of the study was a previously unknown derivative of quinazoline-4(3H)-one: 3-[2-(4-phenyl-1-piperazino)-2-oxoethyl] quinazoline-4(3Н)-one synthesized in Volgograd state medical university. The following laboratory equipment was used: HPLC chromatograph, HPLC-MS, centrifuge, electronic scales, pH meter, therm

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Matus-Meza, Audifás S., Marco A. Velasco-Velázquez, and Francisco Hernández-Luis. "Design, synthesis and cytotoxic evaluation of quinazoline-2,4,6-triamine and 2,6-diaminoquinazolin-4(3H)-one derivatives." Medicinal Chemistry Research 27, no. 7 (2018): 1748–56. http://dx.doi.org/10.1007/s00044-018-2188-7.

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Kusuma, Praveen Kumar. "In vitro and In vivo Antioxidant Property of Novel 2-phenyl Quinazoline 4-(3H)-one Derivatives." Biosciences, Biotechnology Research Asia 13, no. 2 (2016): 1121–32. http://dx.doi.org/10.13005/bbra/2141.

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Jianghong, Man, Qi Jianbin, Jiang Jie, and Li Sha. "Microwave Reaction Improved Heterocyclization of Quinazolinone Ring in the Synthesis of Erlotinib Analogues." Journal of Pharmaceutical and Biomedical Sciences 10, no. 05 (2020): 99–105. https://doi.org/10.5281/zenodo.3903346.

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Core tip: Drug resistance caused by point mutations in epidermal growth factor receptor (EGFR) weakened therapeutic efficacy of EGFR inhibitors of tinibs. Thus, the discovery of new tinib analogues of greater efficacy was an attractive focus. As an important intermediate of nitrogen-containing heterocyclic compounds with diverse chemical reactivity and a wide range of biological activity, quinazoline was regarded as an important fragment of tinib analogues. Thus, the synthesis of quinazolinone intermediates was a key step which would limit the overall yield of tinib analogues. Based on this si

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Amrutkar, Rakesh D., Sunil V. Amrutkar, and Mahendrasing S. Ranawat. "Quinazolin-4-One: A Varsatile Molecule." Current Bioactive Compounds 16, no. 4 (2020): 370–82. http://dx.doi.org/10.2174/1573407215666181120115313.

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Background:Quinazolines and quinazolinones constitute a major class of biologically active molecules both from natural and synthetic sources. We will limit this review to compounds possessing the 4(3H)-quinazolinone skeleton, which is found in compounds displaying significant biological and pharmacological properties. The molecular design of potential lead compound is still a key line of approach for the discovery and development of new chemical entities. A combination of two or more chemical moieties into one is a common approach of operation and this can most likely result in the improvement

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36

Wu, Wei-Yao, Sheng-Li Cao, Bei-Bei Mao, et al. "Synthesis and Antiproliferative Evaluation of Hybrids of Indolin-2-one and Quinazoline-4(3H)-one Linked via Imine Bond." Letters in Drug Design & Discovery 10, no. 1 (2013): 61–66. http://dx.doi.org/10.2174/157018013804142447.

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37

Wu, Wei-Yao, Sheng-Li Cao, Bei-Bei Mao, et al. "Synthesis and Antiproliferative Evaluation of Hybrids of Indolin-2-one and Quinazoline-4(3H)-one Linked via Imine Bond." Letters in Drug Design & Discovery 10, no. 1 (2012): 61–66. http://dx.doi.org/10.2174/1570180811309010061.

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38

Patel, Tarosh S., Satish F. Vanparia, Sahaj A. Gandhi, et al. "Novel stereoselective 2,3-disubstituted quinazoline-4(3H)-one derivatives derived from glycine as a potent antimalarial lead." New Journal of Chemistry 39, no. 11 (2015): 8638–49. http://dx.doi.org/10.1039/c5nj01408e.

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Andronati, S. A., A. Yu Kornylov, P. G. Polishchuk та ін. "Synthesis and antiaggregative acti vity of αIIbβ3-receptor antagonist based on 2-(4-piperazine- 1-yl)-3H-quinazoline-4-one". Reports of the National Academy of Sciences of Ukraine 9 (вересень 2019): 60–67. http://dx.doi.org/10.15407/dopovidi2019.09.060.

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40

Fedotov, Alexander N., Elena V. Trofimova, Victor A. Tafeenko, Igor P. Gloriozov, Andrey V. Mironov, and Alexandre N. Zakharov. "Preparation and Antifungal Properties of Cyclopropyl Derivatives of 3-Aminoquinazolin-4(3H)-one and Salicylal Schiff Base Nickel(II) Chelate Complex." Inorganics 12, no. 12 (2024): 304. http://dx.doi.org/10.3390/inorganics12120304.

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N-substituted 2-cyclopropyl-3-R-quinazoline-4()-ones [R: NH2 (1), N=CH(2-hydroxyphenyl) (2)] and Ni(II) chelate compound of 2-cyclopropyl-3-[(Z)-(2-hydroxybenzylidene)amino]quinazoline-4(3H)-one (3) were synthesized and their structures and properties were characterized using X-ray diffraction data, computational optimization, 1H and 13C NMR, IR spectroscopy, and diffuse reflectance spectra. Compounds 1 and 2 are monoclinic (space group P21/n). Unit cell parameters (a, b, c) are 9.2529; 4.7246; 22.3460 Å and 10.2811; 4.6959; 30.972 Å for 1 and 2, respectively. Nickel(II) chelate compound cryst

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41

Prasad, Malavattu G., C. Vijaya Lakshmi, Naresh K. Katari, Sreekantha B. Jonnalagadda, and Manojit Pal. "Lemon Juice Mediated Synthesis of 3-Substituted Quinazolin-4(3H)-Ones and their Pharmacological Evaluation." Anti-Cancer Agents in Medicinal Chemistry 19, no. 16 (2020): 2001–9. http://dx.doi.org/10.2174/1871520619666190723151909.

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Background: Compounds containing the quinazoline-4(3H)-one framework constitute an important class of fused N-heterocycles that are found in more than 200 naturally occurring alkaloids. These compounds also show a diverse range of pharmacological activities including antitumor properties. This prompted us to explore a series of quinazolin-4-(3H)-one derivatives having no substituent at C-2 as potential cytotoxic agents. Objective: The objective of this study was to synthesize and evaluate 3-substituted quinazolin-4(3H)-one derivatives for their potential cytotoxic properties. Methods: A conven

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Kavitha, K* Srinivasan N. Hari Babu Y. Suresh R. "SYNTHESIS AND MOLECUAR DOCKING STUDY OF NOVEL 2- PHENYL QUINAZOLINE -4(-3H-)-ONE DERIVATIVE AS COX-2 INHIBITOR." INDO AMERICAN JOURNAL OF PHARMACEUTICAL SCIENCES o6, no. 02 (2019): 4032–37. https://doi.org/10.5281/zenodo.2566371.

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<em>A new class of cox-2 inhibitors of novel 2 phenyl 3 substituted aniline derivatives were synthesized using anthranillic acid as starting material in three step reaction. The purity of the newly synthesized compounds were tested by TLC and melting point and recrystalisation by ethanol, structures were confirmed by using UV, IR, 1H-NMR spectra. Assortment of literature cancer is one of the leading cause of death worldwide ,also one of the mechanism of action ,cancer drugs has to inhibit COX-2.furthermore quinazolinone class of drugs or compounds have anticancer activity which possess epiderm

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Neganova, M. E., Yu R. Aleksandrova, S. A. Pukhov, S. G. Klochkov, and V. N. Osipov. "Mechanisms of cytotoxic action of a series of directionally synthesized heterocyclic hydroxamic acids." Biomeditsinskaya Khimiya 66, no. 4 (2020): 332–38. http://dx.doi.org/10.18097/pbmc20206604332.

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Cyclic hydroxamic acids based on quinazoline-4(3H)-one and dihydroquinazoline-4(1H)-one have been synthesized. The antioxidant and iron-chelating properties of these compounds, their effect on the activity of the histone deacetylase enzyme, and their cytotoxic effect on cells of various tumor lines have been investigated. We have identified two compounds-hits, which exhibit the multipharmacological type of the antineoplastic activity. Their cytotoxic effect on cells of human lung carcinoma A549 and breast adenocarcinoma MCF-7 is obviously associated with their ability to modulate the level of

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Osarumwense, P. O. "Synthesis and Analgesic Activity of 3-Amino-6-Bromo-2-Methyl Quinazolin-4(3H) –One and 6-Bromo-2-Methyl-4H-Benzo[D] [1,3]- Oxazin-4-One." Continental J. Applied Sciences 12, no. 3 (2017): 29–39. https://doi.org/10.5281/zenodo.995719.

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<em>The current study is aimed at the synthesis and Analgesic evaluation of quinazolinone derivatives. The condensation of Methyl-2-amino-5-bromobenzoate with acetic anhydride yielded the cyclic compound 2-methyl 6-bromo-1, 3-benzo-oxazine-4-one which further produce 3-Amino-2-Methyl 6-bromoquinazolin4(3H)-ones via the reaction with hydrazine hydrate. The compounds synthesized were unequivocally confirmed by means of Chromatography Mass Spectrophotometer and Elemental analysis. The quinazolonones were evaluated pharmacologically for their in-vivo analgesic activities by acetic acid induced wri

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45

Nguyen Tien, Cong, Quang Nguyen Tan, Dung Pham Duc, et al. "Synthesis and structure of ethyl 2-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]acetate." Acta Crystallographica Section E Crystallographic Communications 76, no. 5 (2020): 668–72. http://dx.doi.org/10.1107/s2056989020005071.

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The title compound, C18H16N2O3S, was synthesized by reaction of 2-mercapto-3-phenylquinazolin-4(3H)-one with ethyl chloroacetate. The quinazoline ring forms a dihedral angle of 86.83 (5)° with the phenyl ring. The terminal methyl group is disordered by a rotation of about 60° in a 0.531 (13): 0.469 (13) ratio. In the crystal, C—H...O hydrogen-bonding interactions result in the formation of columns running in the [010] direction. Two parallel columns further interact by C—H...O hydrogen bonds. The most important contributions to the surface contacts are from H...H (48.4%), C...H/H...C (21.5%) a

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46

Thuy, Linh Bui Thi, Phuoc Le Thien, Hien Dang Chi, Hai Ha Pham Thi, and Cong Nguyen Tien. "Synthesis and antibacterial activities of some novel hybrid compounds based on 2‐mercapto‐3‐arylquinazolin‐4(3H)‐one scaffold bearing specific coumarin." Vietnam Journal of Chemistry 61, S2 (2023): 131–36. http://dx.doi.org/10.1002/vjch.202300093.

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AbstractTwo series of novel hybrid compounds, in which a variety of 2‐mercapto‐3‐arylquinazolin‐4(3H)‐ones (3a‐d)/6‐bromo‐2‐mercapto‐3‐phenylquinazolin‐4(3H)‐one (9) act as fundamental moieties are incorporated in particular 3‐(2‐bromoacetyl)‐2H‐chromen‐2‐one (4) or 2‐chloro‐N‐(2‐oxo‐2H‐chromen‐3‐yl)acetamide (5) via alkylation of the thiol group in quinazolin‐4(3H)‐one ring, were synthesized. The key intermediates (3a‐d) and (9) were prepared by the reaction of anthranilic acid (1)/2‐amino‐5‐bromobenzoic acid (8) with carbon disulfide and appropriate aromatic amines in an alkaline medium. The

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47

Moustafa, Moustafa Sherief, Saleh Mohammed Al-Mousawi, Maghraby Ali Selim, Ahmed Mohamed Mosallam, and Mohamed Hilmy Elnagdi. "Organobase-catalyzed three-component reactions for the synthesis of 4H-2-aminopyrans, condensed pyrans and polysubstituted benzenes." Beilstein Journal of Organic Chemistry 10 (January 14, 2014): 141–49. http://dx.doi.org/10.3762/bjoc.10.11.

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Novel routes for the preparation of 2-amino-4H-pyran-3-carbonitrile 9, amino-arylbenzoic acid ester derivatives 13a,b, 2-aminotetrahydro-4H-chromene-3-carbonitrile 18, 3-amino-4-cyanotetrahydronaphthalene-2-carboxylic acid ester 26 and 4-amino-3,5-dicyanophthalic acid ester derivatives 37a–c were developed. The synthetic methods utilize one-pot reactions of acetylene carboxylic acid esters, α,β-unsaturated nitriles and/or active methylenenitriles in the presence of L-proline or DABCO. Plausible mechanisms are suggested for the formation of the products. Finally, these compounds were used for t

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48

Dash, Biswajit, Suvakanta Dash, and Damiki Laloo. "DESIGN AND SYNTHESIS OF 4-SUBSTITUTED QUINAZOLINE DERIVATIVES FOR THEIR ANTICONVULSANT AND CNS DEPRESSANT ACTIVITIES." International Journal of Pharmacy and Pharmaceutical Sciences 9, no. 1 (2016): 165. http://dx.doi.org/10.22159/ijpps.2017v9i1.15492.

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<p><strong>Objective: </strong>The present work is designed to synthesise some isomeric new series of Quinazoline-4-one/4-thione derivatives, based on the pharmacophoric model of central nervous system (CNS) activity by structural modifications retaining the essential structural features for the activity and evaluated for their anticonvulsant and CNS depressant properties.</p><p><strong>Methods: </strong>A series of 7-chloro-3-[substituted (amino/phenylamino)]-2-phenyl quinazolin-4 (3H)-one/thione derivatives and 1-(7-chloro-4-oxo/-2-phenylquinazoline-

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Mahmoud, Mahmoud R., and Hamed A. Y. Derbala. "Heteroannulated Quinazoline and Quinazolinone Derivatives from (Z)-2-[1-Benzamido-2-(3,4,5-trimethoxyphenyl)]vinyl-3,1-benzoxazin-4(3H)-one." Synthetic Communications 40, no. 10 (2010): 1516–29. http://dx.doi.org/10.1080/00397910903098722.

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Hejazi, Leila, Elham Rezaee, and Sayyed Abbas Tabatabai. "Quinazoline-4(3H)-one derivatives as novel and potent inhibitors of soluble epoxide hydrolase: Design, synthesis and biological evaluation." Bioorganic Chemistry 99 (June 2020): 103736. http://dx.doi.org/10.1016/j.bioorg.2020.103736.

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