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1

Osarumwense, P. O., M. O. Edema, and C. O. Usifoh. "Synthesis And Anagesic activities of Quinazolin-4(3H)-One, 2-Methyl-4(3H)-Quinazolinone and 2–Phenyl-4(3H)-quinazolin-4(3H)–one." Journal of Drug Delivery and Therapeutics 10, no. 4-s (2020): 87–91. http://dx.doi.org/10.22270/jddt.v10i4-s.4209.

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Background: Objective: The current 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 analgesic activity. Method: The condensation of 2-amino-methyl-4-methoxybenzoate with acetic anhydride yielded the cyclic compound 2-methyl-4, 5-disubstituted-1, 3-benzo-oxazine-4-one which further produce a novel 2,3-disubstituted quinazolin-4 ones via the reaction with hydrazine hydrate The quinazolinone derivatives quinazolin-4(3H)-One, 2-Methyl-4(3H)-quinazolinone and 2–Ph
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2

Srinivasan, T., S. Suhitha, M. Gnana Ruba Priya, K. Girija, N. Ravi Chandran, and D. Velmurugan. "3-(4-Bromophenyl)quinazolin-4(3H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 11 (2011): o2928. http://dx.doi.org/10.1107/s1600536811040736.

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3

Priya, M. Gnana Ruba, T. Srinivasan, K. Girija, N. Ravi Chandran, and D. Velmurugan. "3-(4-Chlorophenyl)quinazolin-4(3H)-one." Acta Crystallographica Section E Structure Reports Online 67, no. 9 (2011): o2310. http://dx.doi.org/10.1107/s1600536811030935.

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4

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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5

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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6

Chatterjee, Tapasi, Subhagata Chattopadhyay, Ranjan Mukhopadhyay, Basudeb Achari, Santu Chakraborty, and Alok K. Mukherjee. "Reaction of 2-[(E)-styryl]Quinazolin-4(3H)-one with Acetylenic Esters: Formation of Unexpected N-3 Alkenylation Products." Journal of Chemical Research 2005, no. 7 (2005): 429–31. http://dx.doi.org/10.3184/030823405774309212.

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Attempted hetero Diels–Alder reaction with 2-[(E)-styryl]quinazolin-4(3H)-one (1) and dimethyl acetylenedicarboxylate (2) resulted in unexpected N-3 alkenylation products, 2-[(E)-styryl]-3-[(Z)-1,2-bis(methoxycarbonyl)vinyl]quinazolin-4(3H)-one (4a) and 3-[(E)-1,2-bis(methoxycarbonyl) vinyl] 2-[(E)-styryl]-quinazolin-4(3H)-one (4b) in low yield. Treating 1 and 2-methylquinazolin-4(3H)-one (9) with methyl propiolate (7) also furnished N-3 alkenylation products in low yield. The structure of 4b has been established by X-ray analysis. The molecules of 4b are linked by intermolecular C-H. … N hydr
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7

Danylchenko, Svitlana Yuriyivna, Oleksandr Grygorovych Drushlyak, Svitlana Sergiyivna Kovalenko, and Sergiy Mykolayovych Kovalenko. "Formation of 1-methyl[1,2,4]triazolo[4,3-a] quinazolin-5(4H)-ones by reaction of 2-hydrazinoquinazolin-4(3H)-ones with acetylacetone." Heterocyclic Communications 21, no. 4 (2015): 195–97. http://dx.doi.org/10.1515/hc-2015-0104.

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AbstractReaction of 2-hydrazinoquinazolin-4(3H)-ones with acetylacetone results in the formation of 1-methyl[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-ones instead of 2-(3,5-dimethyl-1H-pyrazol-1-yl)quinazolin-4(3H)-ones. Under similar conditions, the 7-hydrazinocarbonyl group in quinazolin-4(3H)-one moiety is transformed into a pyrazole derivative, which can be replaced by amine with the amide formation.
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8

Wang, Ke, Hao Chen, Xinyan Dai, Xupeng Huang, and Zhiqiang Feng. "Palladium-catalyzed one-pot synthesis of 2-substituted quinazolin-4(3H)-ones from o-nitrobenzamide and alcohols." RSC Advances 11, no. 22 (2021): 13119–23. http://dx.doi.org/10.1039/d1ra01755a.

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Palladium-catalyzed 2-substituted quinazolin-4(3H)-one formation from readily available o-nitrobenzamides and alcohols using hydrogen transfer is described. Various quinazolin-4(3H)-ones were obtained in good to high yields.
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9

Kumar, Dinesh, Pradeep S. Jadhavar, Manesh Nautiyal, et al. "Convenient synthesis of 2,3-disubstituted quinazolin-4(3H)-ones and 2-styryl-3-substituted quinazolin-4(3H)-ones: applications towards the synthesis of drugs." RSC Advances 5, no. 39 (2015): 30819–25. http://dx.doi.org/10.1039/c5ra03888j.

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Simple, convenient, and green synthetic protocols have been developed for the one pot synthesis of 2,3-disubstituted quinazolin-4(3H)-ones and 2-styryl-3-substituted quinazolin-4(3H)-ones under catalyst and solvent free conditions.
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10

Rahman, Mujeeb Ur, Ankita Rathore, Anees A. Siddiqui, Gazala Parveen, and M. Shahar Yar. "Synthesis and Antihypertensive Screening of New Derivatives of Quinazolines Linked with Isoxazole." BioMed Research International 2014 (2014): 1–13. http://dx.doi.org/10.1155/2014/739056.

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A series of 7-substituted-3-(4-(3-(4-substitutedphenyl)-4,5-dihydroisoxazol-5-yl)phenyl)-2-substituted quinazolin-4(3H)-one(1–30)have been synthesized by the cyclization of (E)-3-(4-(3-substitutedphenyl)acrylolyl)phenyl)-2-(substitutedphenyl)-7-substituted quinazolin-4-(3H)-one with hydroxylamine hydrochloride. The synthesized compounds were examined for theirin vivoantihypertensive activity using albino rats. All the titled compounds exhibited good to moderate antihypertensive activity. Compounds 7-Chloro-3-(4-(3-(4-chlorophenyl)-4,5- dihydroisoxazol-5-yl)phenyl)-2-p-tolylquinazolin-4(3H)-one
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11

Moshkina, Tatyana N., Emiliya V. Nosova, Julia V. Permyakova, et al. "Push-Pull Structures Based on 2-Aryl/thienyl Substituted Quinazolin-4(3H)-ones and 4-Cyanoquinazolines." Molecules 27, no. 21 (2022): 7156. http://dx.doi.org/10.3390/molecules27217156.

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Design and synthesis of 2-(aryl/thiophen-2-yl)quinazolin-4(3H)-ones and 4-cyano-2-arylquinazolines with Et2N-, Ph2N- or carbazol-9-yl- electron donating fragment are described. The key photophysical properties of these compounds have been studied by UV/Vis absorption and fluorescence spectroscopy in solvents of different polarity (toluene and MeCN). 2-(Aryl/thiophen-2-yl)quinazolin-4(3H)-ones show fluorescence in blue-green region in toluene solution with quantum yields up to 89% in the case of 2-(4’-N,N-diphenylamino[1,1’-biphenyl]-4-yl)-quinazolin-4(3H)-one. Moreover, triphenylamino derivati
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12

Muchlashi, Luthfi Ahmad. "Synthesis of 3-amino-2-(2-chlorophenyl)quinazolin-4(3H)-one by Conventional heating and Microwave Irradiation." Journal of Islamic Pharmacy 6, no. 2 (2022): 84–87. http://dx.doi.org/10.18860/jip.v6i2.14134.

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This study aims to compare conventional heating with microwave irradiation in order to obtain the optimal method for 3-amino-2-(2-chlorophenyl)quinazolin-4(3H)-one synthesis. For the compound to be completely synthesised, one needs to carry out much heating for a long period of time. 10 hours are required for the reaction using conventional heating; yet it takes only 5 minutes using microwave with 800 watts of power. It was found in this study that there was an improvement in percent yields of 3-amino-2-(2-chlorophenyl)quinazolin-4(3H)-one, 87 % using microwave irradiation compared to 79 % usi
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13

Thapa, Susila, and Jeanne L. Bolliger. "6-Amino-7-((4-methoxybenzyl)thio)quinazolin-4(3H)-one." Molbank 2024, no. 4 (2024): M1942. https://doi.org/10.3390/m1942.

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The titular compound, 6-amino-7-((4-methoxybenzyl)thio)quinazolin-4(3H)-one, was prepared from 7-fluoro-6-nitroquinazolin-4(3H)-one via a nucleophilic aromatic substitution reaction followed by a reduction of the nitro group. Characterization of the target compound via 1H NMR, 13C NMR, and HRMS confirmed its structure.
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14

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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15

Suresh, Patil, D. Jadhav S., M. Patil B., and B. Deshmukh M. "Synthesis and antimicrobial screening of some new N3-substituted derivatives of quinazolin-4(3H)-one." Journal of Indian Chemical Society Vol. 91, Jan 2014 (2014): 113–16. https://doi.org/10.5281/zenodo.5623967.

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Padmabhushan Dr. Vasantraodada Patil Mahavidyalaya, Tasgaon-416 312, Dist. Sangli, Maharashtra, India <em>E-mail</em> : sanyujapatil@yahoo.com Department of Chemistry, Shivaji University, Kolhapur-416 004, Maharashtra, India <em>Manuscript received online 31 December 2012, revised 15 February 2013, accepted 05 March 2013</em> 3-(2-Oxopropyl)quinazolin-4(3<em>H</em>)-one (1) when reacts with phenyl hydrazine, 2,4-dinitro phenyl hydrazine gave the corresponding hydrazones (<strong>2a,b</strong>). Also 1 on treatment with malononitrile forms intermediate dicyano compound 3 which again on reaction
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16

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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17

He, Yueling, Zhongtao Yang, Danyang Luo, Xiai Luo, Xiaodong Chen, and Weiguang Yang. "An Oxidant-Free and Mild Strategy for Quinazolin-4(3H)-One Synthesis via CuAAC/Ring Cleavage Reaction." Molecules 28, no. 15 (2023): 5734. http://dx.doi.org/10.3390/molecules28155734.

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An oxidant-free and highly efficient synthesis of phenolic quinazolin-4(3H)-ones was achieved by simply stirring a mixture of 2-aminobenzamides, sulfonyl azides, and terminal alkynes. The intermediate N-sulfonylketenimine underwent two nucleophilic additions and the sulfonyl group eliminated through the power of aromatization. The natural product 2-(4-hydroxybenzyl)quinazolin-4(3H)-one can be synthesized on a large scale under mild conditions with this method.
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18

Gaman, Barat*. "NOVEL 6-IODO-3H-QUINAZOLIN-4-ONE DERIVATIVES: CLASS OF PHARMACEUTICAL ACTIVE SCAFFOLD." INTERNATIONAL JOURNAL OF ENGINEERING SCIENCES & RESEARCH TECHNOLOGY 6, no. 2 (2017): 371–78. https://doi.org/10.5281/zenodo.291844.

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Quinazolinone, a hetetocyclic compound, has been extensively studied and used in certain specific biological activities. 3H-quinazolin-4 one and its derivative constitute an important class of fused heterocycles that are found in more than 200 naturally occurring alkaloids. With passage of time newer and more complex variants of quinazolinone structure are being discovered. Novel scaffold of 3H-quinazolin-4 one was synthesized by the base catalysed cyclisation of cromenamodo with 3:5-dinitrophenyl hydrazine hydrate. The overall reaction was conventional multistep process. The structure of synt
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19

Sulthana, M. T., K. Chitra, and V. Alagarsamy. "Anti-HIV, Antitubercular and Antibacterial Activities of Novel 3-(Substituted Quinazolinylamino)-2-phenyl quinazolin-4(3H)ones." Asian Journal of Chemistry 32, no. 2 (2019): 281–86. http://dx.doi.org/10.14233/ajchem.2020.22280.

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In the present study, we have synthesized a series of novel 2-phenyl-3-(substituted quinazolinylamino)quinazolin-4(3H)-ones by the reaction of 3-(substituted)-2-hydrazinoquinazoline-4(3H)-ones with 2-phenyl-3,1-benzoxazin-4-one. The starting material 3-(substituted)-2-hydrazinoquinazolin-4(3H)-ones were synthesized from various primary amines. All the synthesized compounds were screened for their antitubercular, anti-HIV and antibacterial activity against different Grampositive and Gram-negative strains by agar dilution method. Among the test compounds, 3-(4-nitrophenyl)-2-(4-oxo-2-phenylquina
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20

Zhang, Qian, Yuan-Hong Jiao, Bin Liu, Xue-Mei Chen, Min Ruan, and Ling-Hua Xu. "2-(4-Fluoroanilino)-3-(2-hydroxyethyl)quinazolin-4(3H)-one." Acta Crystallographica Section E Structure Reports Online 65, no. 3 (2009): o638. http://dx.doi.org/10.1107/s1600536809006254.

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21

Yang, Xu-Hong, and Ming-Hu Wu. "3-(2-Aminoethyl)-2-(4-fluoroanilino)quinazolin-4(3H)-one." Acta Crystallographica Section E Structure Reports Online 64, no. 11 (2008): o2240. http://dx.doi.org/10.1107/s1600536808035058.

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22

Wang, Hong-Ling, Xu-Hong Yang, and Ming-Hu Wu. "2-(4-Chloroanilino)-3-(2-hydroxyethyl)quinazolin-4(3H)-one." Acta Crystallographica Section E Structure Reports Online 64, no. 12 (2008): o2325. http://dx.doi.org/10.1107/s1600536808036623.

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23

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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24

Alagarsamy, Veerachamy, Viswas Solomon, G. Krishnamoorthy, M. T. Sulthana, and B. Narendar. "Synthesis and antimicrobial activities of 1-(3-benzyl-4-oxo-3H-quinazolin-2-yl)-4-(substituted)thiosemicarbazide derivatives." Journal of the Serbian Chemical Society 80, no. 12 (2015): 1471–79. http://dx.doi.org/10.2298/jsc150103053a.

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A series of 1-(3-benzyl-4-oxo-3H-quinazolin-2-yl)-4-(substituted) thiosemicarbazides (AS1-AS10) were obtained by the reaction of 2-hydrazino- 3-benzyl quinazolin-4(3H)-one (6) with different dithiocarbamic acid methyl ester derivatives. The key intermediate 3-benzyl-2-thioxo-2,3-dihydro-1Hquinazolin-4-one (4) was obtained by reacting benzyl amine (1) with carbon disulphide and sodium hydroxide in dimethyl sulphoxide to give sodium dithiocarbamate, which was methylated with dimethyl sulfate to yield the dithiocarbamic acid methyl ester (2) and condensed with methyl anthranilate (3) in ethanol y
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25

Mishra, Shweta, Debashree Das, Adarsh Sahu, Shailendra Patil, Ram Kishor Agarwal, and Asmita Gajbhiye. "Transition Metal-free Approach for the Synthesis of 2-substituted Quinazolin-4(3H)-one via Anhydrous Magnesium Perchlorate." Current Organocatalysis 7, no. 2 (2020): 118–23. http://dx.doi.org/10.2174/2213337207666200220101535.

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Background: A convenient and efficient methodology for the synthesis of quinazolin- 4(3H)-ones from simple and readily available 2-amino benzamides and aromatic aldehydes in ethanol using Magnesium perchlorate are being reported in the present study. Good to excellent isolated yields (68-95%) of the corresponding 2-substituted quinazolinones were obtained under mild reaction conditions with excellent functional group tolerance. The affordability of the catalyst, the wide availability of the starting materials, transition metal free synthesis and the simplicity of the procedure renders the pres
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26

Saleh, Mohamed A., Yehia A. Hafez, Foad E. Abdel-Hay, and Wagdy I. Gad. "SYNTHESIS AND BIOLOGICAL ACTIVITIES OF SOME NEW 3H-QUINAZOLIN-4-ONE DERIVATIVES DERIVED FROM 3-PHENYLAMINO- 2-THIOXO-3H-QUINAZOLIN-4-ONE." Phosphorus, Sulfur, and Silicon and the Related Elements 179, no. 2 (2004): 411–26. http://dx.doi.org/10.1080/10426500490262559.

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27

Bera, Shyamal Kanti, Rosalin Bhanja, and Prasenjit Mal. "DDQ in mechanochemical C–N coupling reactions." Beilstein Journal of Organic Chemistry 18 (June 1, 2022): 639–46. http://dx.doi.org/10.3762/bjoc.18.64.

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2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) is a commonly known oxidant. Herein, we report that DDQ can be used to synthesize 1,2-disubstituted benzimidazoles and quinazolin-4(3H)-ones via the intra- and intermolecular C–N coupling reaction under solvent-free mechanochemical (ball milling) conditions. In the presence of DDQ, the intramolecular C(sp2)–H amidation of N-(2-(arylideneamino)phenyl)-p-toluenesulfonamides leads to 1,2-disubstituted benzimidazoles and the one-pot coupling of 2-aminobenzamides with aryl/alkyl aldehydes resulted in substituted quinazolin-4(3H)-one derivatives in hig
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28

Cai, Zhao-Hui, Xiao-Bao Chen, Xu-Hong Yang, and Xiang Wang. "3-(2-Aminoethyl)-2-[4-(trifluoromethoxy)anilino]quinazolin-4(3H)-one." Acta Crystallographica Section E Structure Reports Online 66, no. 7 (2010): o1854—o1855. http://dx.doi.org/10.1107/s1600536810024645.

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29

Szczepankiewicz, W., and J. Suwinski. "One-pot synthesis of 3-(2-cyanophenyl)quinazolin-4(3H)-one." Chemistry of Heterocyclic Compounds 36, no. 7 (2000): 809–10. http://dx.doi.org/10.1007/bf02256914.

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30

El-Sharief, A. M. Sh, Y. A. Ammar, M. A. Zahran, and A. H. Ali. "Oxidation of 3-Aminoquinazolinones with Lead Tetraacetate. A Novel Synthesis of Naphtho-Fused Azirino-Pyrazolo- and 1,4,5-Oxadiazepino-Quinazolinones." Journal of Chemical Research 2002, no. 5 (2002): 205–8. http://dx.doi.org/10.3184/030823402103171870.

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Oxidation of 3-aminoquinazolin-4(3H)-one derivative 3c using lead tetraacetate in methylene chloride at −20°C gave aziridine 4, while reaction of 7b and 7c under similar conditions gave the oxadiazepine derivatives 7H-naphtho[2′,1′:6,7][1,4,5]oxadiazepino[3,4-b]quinazolin-9(15H)-one (9) and 16H-naphtho[1′,2′:6,7][1,4,5]oxadiazepino[3,4-b]quinazolin-14(8H)-one (11), respectively.
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31

M., B. Deshmukh, and Patil Suresh. "Synthesis of new N3-substituted quinazolin-4(3H)one derivatives." Journal of Indian Chemical Society Vol. 83, Apr 2006 (2006): 393–96. https://doi.org/10.5281/zenodo.5836850.

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Department of Chemistry, Shivaji University, Kolhapur-4Jf, U04, Maharashtra. India Padmabuhshan Dr. Vasantraodada Patil Mahavidyalaya, Tasgaon, Sangli-416 311, Maharashtra, India E-mail: m_deshmukhl@rediffmail.com <em>Manuscript received 20 June 2005, revised 16 December 2005, accepted 22 December 2005</em> Quinazolin-4-one (1) was synthesized by reacting anthranilic acid with excess of formamide, which was N-alkylated with chloroncetone to form quinazolin-4-one-3-yl propan-2-one (2). The interaction of 2 with phenylhydrazine, 2,4-dinitropheny lhydrazine and semicarbazide gave the correspondin
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32

Molnar, Maja, Mario Komar, and Igor Jerković. "Methyl 2-((3-(3-methoxyphenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)thio)acetate." Molbank 2022, no. 3 (2022): M1434. http://dx.doi.org/10.3390/m1434.

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A green synthetic procedure was developed for the two-step synthesis of methyl 2-((3-(3-methoxyphenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)thio)acetate from anthranilic acid, using two green chemistry approaches: utilization of the DES and microwave-induced synthesis. The first step includes a synthesis of 2-mercapto-3-(3-methoxyphenyl)quinazolin-4(3H)-one which was performed in choline chloride:urea DES. In the second step S-alkylation of 2-mercapto-3-(3-methoxyphenyl)quinazolin-4(3H)-one was performed in a microwave-induced reaction. The desired compound was successfully obtained in a yield of
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33

Peng, Fei, Hua Tian, Pengxiang Zhang, Haijun Yang, and Hua Fu. "Iridium-catalyzed intramolecular enantioselective allylation of quinazolin-4(3H)-one derivatives." Organic & Biomolecular Chemistry 17, no. 26 (2019): 6461–64. http://dx.doi.org/10.1039/c9ob01057b.

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An efficient chiral cyclic phosphoramidite ligand-enabled iridium-catalyzed intramolecular allylation of quinazolin-4(3H)-one derivatives has been developed with high reactivity and high to excellent enantioselectivity.
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34

A. El-Hiti, Gamal, and Mohamed F. Abdel-Megeed. "Synthesis of Glycosides Containing Quinazolin-4(3H)-one Ring System." HETEROCYCLES 65, no. 12 (2005): 3007. http://dx.doi.org/10.3987/rev-05-602.

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35

Zhang, Gui-Fu, Zuan Ma, and Xu-Hong Yang. "3-(2-Hydroxyethyl)-2-(p-tolylamino)quinazolin-4(3H)-one." Acta Crystallographica Section E Structure Reports Online 65, no. 1 (2008): o34—o35. http://dx.doi.org/10.1107/s1600536808040440.

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36

Shankaraiah, P., A. K. D. Bhavani, A. Kishore Kumar, and K. Ramakrishna. "Synthesis and Cytotoxicity of Quinazolin-4(3H)-one Based Peptides." Russian Journal of General Chemistry 90, no. 4 (2020): 720–24. http://dx.doi.org/10.1134/s1070363220040246.

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37

Kesternich, Victor, Marcia Pérez-Fehrmann, Arturo Puelles, et al. "Crystal structure of 3-(phenylamino)quinazolin-4(3H)-one, C14H11N3O." Zeitschrift für Kristallographie - New Crystal Structures 228, no. 3 (2013): 383–84. http://dx.doi.org/10.1524/ncrs.2013.0191.

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Abstract C14H11N3O, triclinic, P1̅ (no. 2), a = 9.0506(8) Å, b = 11.362(1) Å, c = 11.486(1) Å, α = 88.137(7)°, β = 87.526(7)°, γ = 89.659(7)°, V = 1179.4 Å3, Z = 4, Rgt(F) = 0.0581, wRref(F2) = 0.1489, T = 173 K.
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38

Xiong, Hao, Shengbo Xu, Song Sun, and Jiang Cheng. "Cp*Rh(iii)-catalyzed annulation of N-methoxybenzamide with 1,4,2-bisoxazol-5-one toward 2-aryl quinazolin-4(3H)-one derivatives." Organic Chemistry Frontiers 5, no. 19 (2018): 2880–84. http://dx.doi.org/10.1039/c8qo00800k.

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39

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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40

Rao, K. Raghavendra, Ramamohan Mekala, Akula Raghunadh, et al. "A catalyst-free rapid, practical and general synthesis of 2-substituted quinazolin-4(3H)-ones leading to luotonin B and E, bouchardatine and 8-norrutaecarpine." RSC Advances 5, no. 76 (2015): 61575–79. http://dx.doi.org/10.1039/c5ra10928k.

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41

Sonkamble, Sneh D., Dinesh D. Rishipathak, Laxman A. Kawale, and Vandana S. Nade. "DESIGN, SYNTHESIS AND EVALUATION OF CNS DEPRESSANT ACTIVITY OF 2-(SUBSTITUTED ARYL)-PIPERAZINE-3-PHENYL-4(3H)-QUINAZOLINONE." International Journal of Pharmaceutical Sciences and Drug Research 15, no. 02 (2023): 209–13. http://dx.doi.org/10.25004/ijpsdr.2023.150213.

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Anxiety is characterized by excessive fear that persists and interferes with a person's daily activities. In this study, a new class of 16 derivatives of 2-(Substituted Aryl)-piperazine-3-phenyl-4(3H)-quinazolinones were synthesized, and all of the derivatives were tested for their ability to reduce anxiety using the holeboard test and the elevated plus maize test, administered intraperitoneally to mice at doses of 10 mg/kg body weight. Test compounds 3-phenyl-2-(4-(3-methylphenyl) piperazin-1-yl)quinazolin-4(3H)-one (SD-05), 2-(4-(2-fluorophenyl) piperazin-1-yl)-3-phenylquinazolin-4(3H)-one (
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42

Havaldar, Freddy H., and Abhay R. Patil. "Syntheses of 1, 2, 4 Triazole Derivatives and their Biological Activity." E-Journal of Chemistry 5, no. 2 (2008): 347–54. http://dx.doi.org/10.1155/2008/394737.

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Cyclisation of [4-(4-oxo-2-phenyl-4H-quinazolin-3-yl)-phenoxy]-acetic acid-N'-(substituted phenyl)-thiosemicarbazides with sodium metal in 99.0 % ethanol gave 3-[4-(4-substituted phenyl-5-thioxo-4,5-dihydro-1H-1,2,4 triazol-3-ylmethoxy)- phenyl]-2-phenyl-3H-quinazolin-4-one . The structures of the newly synthesized compounds have confirmed by IR,1H NMR and Mass spectra. The compounds have also been screened for their biological activity.
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43

Dong, Yibo, Jinli Zhang, Jinchen Yang, Congcong Yan, and Yangjie Wu. "An efficient transition-metal-free route to quinazolin-4(3H)-ones via 2-aminobenzamides and thiols." New Journal of Chemistry 45, no. 34 (2021): 15344–49. http://dx.doi.org/10.1039/d1nj03179a.

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44

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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45

Patel, J. A., B. D. Mistry, and K. R. Desai. "Synthesis and Antimicrobial Activity of Newer Quinazolinones." E-Journal of Chemistry 3, no. 2 (2006): 97–102. http://dx.doi.org/10.1155/2006/586512.

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2–alkyl–6–bromo–3,1–benzoxazine–4–one (2) is synthesized by treatingp–Bromoanthranilic acid and Acetylechoride or Benzoylchloride. Reaction of 2–alkyl–6–bromo–3,1–benzoxazine–4–one (2). with hydrazinehydrate furnish the corresponding 3–Amino–2–methyl–6–bromoquinazoline–4(3H)–one (3) which on reaction with benzaldehyde affordN,N– arylidene derivative (4). Reaction of 4 with various diazonium salts yields 6–bromo–2–alkyl/aryl–3{[phenyl(phenyldiazenyl)methylene]amino}quinazolin–4(3H)–one .
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46

Al-iraqi, Mohammed, and Rand Saad-Aldeen. "Synthesis of New 3-Substituted Quinazolin-4(3H)-one Compounds Via Linking of Some Five-Membered Ring Heterocyclic Moieties With Quinazolin-4(3H)-one Nucleus." JOURNAL OF EDUCATION AND SCIENCE 30, no. 1 (2021): 158–72. http://dx.doi.org/10.33899/edusj.2020.127904.1101.

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47

Chai, Hongxin, Jiarong Li, Liupan Yang, Hongyan Lu, Zhang Qi, and Daxin Shi. "Copper-catalyzed tandem N-arylation/condensation: synthesis of quinazolin-4(3H)-ones from 2-halobenzonitriles and amides." RSC Adv. 4, no. 84 (2014): 44811–14. http://dx.doi.org/10.1039/c4ra08031a.

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A novel, straightforward and practical copper-catalyzed domino protocol for synthesis of quinazolin-4(3H)-one derivatives from commercially available 2-halobenzonitriles and amides was successfully developed.
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48

Tsibizova, A. A., A. L. Yasenyavskaya, I. N. Tyurenkov, А. А. Ozerov, and M. А. Samotrueva. "Determination of the Anti-Escherichial Activity of the Pyrimidine Derivative 3-[2-[(4,6-dimethylpyrimidin-2- yl)amino]-2-oxoethyl]quinazolin-4(3H)-one." Antibiotics and Chemotherapy 68, no. 7-8 (2023): 4–10. http://dx.doi.org/10.37489/0235-2990-2023-68-7-8-4-10.

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The aim of this study was to investigate the antimicrobial activity of the pyrimidine derivative 3-[2-[(4,6-dimethylpyrimidin-2-yl)amino]-2-oxoethyl]quinazolin-4(3H)-one against Escherichia coli. The study of antimicrobial activity was carried out in vitro by serial dilutions of the pyrimidine compound, followed by determination of the minimum inhibitory concentration of 3-[2-[(4,6-dimethylpyrimidin-2-yl)amino]-2-oxoethyl]quinazolin-4(3n)-one (VMA-13-14) and in vivo on the model of generalized E.coli infection. The study of antimicrobial activity in vivo was carried out on 40 CBA mice weighing
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49

Norouzi, Fateme Haji, Naser Foroughifar, Alireza Khajeh-Amiri та Hoda Pasdar. "A novel superparamagnetic powerful guanidine-functionalized γ-Fe2O3 based sulfonic acid recyclable and efficient heterogeneous catalyst for microwave-assisted rapid synthesis of quinazolin-4(3H)-one derivatives in Green media". RSC Advances 11, № 48 (2021): 29948–59. http://dx.doi.org/10.1039/d1ra05560g.

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A novel organic–inorganic nanohybrid superparamagnetic nanocatalyst (γ-Fe2O3@CPTMS–guanidine@SO3H) represents an efficient and green catalyst for the one-pot synthesis of quinazolin-4(3H)-one derivatives via a three-component condensation reaction.
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50

Pathak, Seema, Vineet Malhotra, Rajendra Nath, and Kripa Shanker. "Synthesis and Antihypertensive Activity of Novel Quinazolin-4(3H)-one Derivatives." Central Nervous System Agents in Medicinal Chemistry 14, no. 1 (2014): 34–38. http://dx.doi.org/10.2174/1871524914666140825144729.

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