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Journal articles on the topic 'Quinazolin'

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1

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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2

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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3

Kut, D., M. M. Kut, M. Yu Onysko, V. V. Pantyo, E. M. Danko, and G. M. Koval. "ANTIMICROBIAL ACTIVITY OF LINEAR CHALCOGEN-FUNCTIONALIZED DERIVATIVES OF THIAZOLO[2,3-b]QUINAZOLINIUM." Scientific Bulletin of the Uzhhorod University. Series «Chemistry» 52, no. 2 (2024): 59–66. https://doi.org/10.24144/2414-0260.2024.2.59-66.

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The study examines the antimicrobial activity of linear chalcogen-functionalized derivatives in the thiazoloquinazoline series against the pathogen Staphylococcus aureus and investigates the influence of low-intensity laser radiation on the sensitivity of thiazolo[2,3-b]quinazoline chlorides. The research involved synthesizing the investigated thiazolo[2,3-b]quinazoline chlorides via chalcogen-induced cyclization. For the first time, 2,3-dihydro-2-((trichloro-λ4-selanyl)methyl)-5-oxo-8-(trifluoromethyl)-5H-thiazolo[2,3-b]quinazolin-10-ium chloride was obtained, and its structure was confirmed
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4

Aly, A. A. "Synthesis And Antimicrobial Activity Of Some Annelated Quinazoline Derivatives." Zeitschrift für Naturforschung B 61, no. 8 (2006): 1012–20. http://dx.doi.org/10.1515/znb-2006-0814.

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A highly efficient and versatile synthetic approach to the synthesis of annelated quinazoline derivatives viz. 3,4,9,10a-tetraazaphenanthrenes 5 - 7, thiazolidinylquinazoline 9, 2,4,9,10a-tetraazaphenanthrene 11, quinazolino[4,3-b]quinazolin-8-one 12 and imidazoquinazolines 14a,b, 15. Also, a variety of pyrazolylquinazolines 19 - 21, pyrimidinylquinazolines 22a,b were obtained via a sequence of heterocyclization reactions of 4-methyl-N-[4-(4-oxo-3,4-dihydroquinazolin-2-yl)phenyl]benzenesulfonamide (2) with different reagents. The new compounds were synthesized with the objective of study their
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5

Krasovska, Nataliia, Viktor Stavytskyi, Inna Nosulenko, Oleksandr Karpenko, Oleksii Voskoboinik, and Serhii Kovalenko. "Quinazoline-containing Hydrazydes of Dicarboxylic Acids and Products of Their Structural Modification: A Novel Class of Anti-inflammatory Agents." Acta Chimica Slovenica 68, no. 2 (2021): 395–403. http://dx.doi.org/10.17344/acsi.2020.6440.

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The synthesis of hydrazides formed by quinazolin-4(3H)-ylidenehydrazine and dicarboxylic acids, as well as their further modification are described in the present manuscript. It was shown that above-mentioned hydrazides may be obtained via acylation of initial quinazolin-4(3H)-ylidenehydrazine by corresponding acylhalides, cyclic anhydrides and imidazolides of dicarboxylic acids monoesters. Obtained hydrazides were converted into [1,2,4]triazolo[1,5-с]quinazolines that were used as initial compounds for chemical modification aimed to the introduction of amide fragment to the molecule. The IR,
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6

Špirková, Katarína, and Štefan Stankovský. "Annelation to the Quinazoline Ring. Preparation of Some Substituted 2H-Imidazo- and 2,3-Dihydropyrimido[1,2-c]quinazolines." Collection of Czechoslovak Chemical Communications 61, no. 6 (1996): 957–61. http://dx.doi.org/10.1135/cccc19960957.

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Preparation of some substituted 2H-imidazo[1,2-c]quinazolin-3-ones (2a-2f) and 2,3-dihydropyrimido[1,2-c]quinazolin-4-ones (3a-3c) by reaction of corresponding 3H-quinazoline-4-thiones (1a-1d) with amino acid esters is described. IR, 1H NMR and 13C NMR spectra of the compounds synthesized are presented.
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7

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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8

Abu-Hashem, Ameen. "Synthesis of New Furothiazolo Pyrimido Quinazolinones from Visnagenone or Khellinone and Antimicrobial Activity." Molecules 23, no. 11 (2018): 2793. http://dx.doi.org/10.3390/molecules23112793.

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Substituted-6-methyl-1-thioxo-1,2-dihydro-3H-furo[3,2-g]pyrimido[1,6-a]quinazolin-3-ones (5a,b) were synthesized from condensation of visnagenone (2a) or khellinone (2b) with 6-amino-thiouracil (3) in dimethylformamide or refluxing of (4a) or (4b) in dimethylformamide. Hence, compounds (5a,b) were used as the starting materials for preparing many new heterocyclic compounds such as; furo[3,2-g]pyrimido[1,6-a]quinazoline (6a,b), furo[3,2-g]thiazolo[2′,3′:2,3]pyrimido[1,6-a]quinazolinone (7a,b), substituted-benzylidene-furo[3,2-g]thiazolo[2′,3′:2,3]pyrimido[1,6-a]quinazoline-3,5-dione (8a–f), 3-o
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9

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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10

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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11

Lou, Minhao, Zhihong Deng, Xuechun Mao, Yang Fu, Qin Yang, and Yiyuan Peng. "Rhodium-catalyzed C–H bond activation alkylation and cyclization of 2-arylquinazolin-4-ones." Organic & Biomolecular Chemistry 16, no. 11 (2018): 1851–59. http://dx.doi.org/10.1039/c8ob00147b.

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12

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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13

Robinson, Jenifer, Chandra Mohan, and Pooja Gulati. "Synthesis and antibacterial screening of new quinazoline derivatives from 8-bromo-2- chloroquinazoline scaffold." INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 35, no. 02 (2025): 569. https://doi.org/10.59467/ijhc.2025.35.569.

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In the present study, four new quinazoline derivatives, namely, N-(4-(4-(2-(dimethylamino)ethyl)piperazin- 1-yl)phenyl)-8-(thiophen-2-yl)quinazolin-2-amine (4a), N-(4-(4-(2-(dimethylamino)ethyl)piperazin-1-yl)phenyl)-8-(1- methyl-1H-pyrazol-4-yl)quinazolin-2-amine (4b), N-(4-(4-(2-(dimethylamino)ethyl)piperazin-1-yl)phenyl)-8-benzo[b] thien-2-ylquinazolin-2-amine (4c) and N-(4-(4-(2-(dimethylamino)ethyl)piperazin-1-yl)phenyl)-8-phenylquinazolin- 2-amine (4d) were synthesized using palladium-catalyzed cross-coupling reactions. The structures of the synthesized compounds were confirmed by absorp
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14

Grytsak, O. A., O. S. Moskalenko, O. Yu Voskoboinik, and S. I. Kovalenko. "Synthesis of 6-chloro(dichloro-, trichloro-)-methyl-3-R-6,7-dihydro-2H-[1,2,4]triazino[2,3-c]- quinazolin-2-ones and their modification in reactions with nucleophilic and non-nucleophilic bases." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 6 (December 2021): 3–10. http://dx.doi.org/10.32434/0321-4095-2021-139-6-3-10.

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The synthesis of 6-chloro-(dichloro-, trichloro)methyl-3-R-6,7-dihydro-2H-[1,2,4]triazino[2,3-c]quinazolin-2-ones and their modification under the action of nucleophilic and/or basic reagents are described in this article. It was shown that 6-chloro-(dichloro-, trichloro)methyl-3-R-6,7-dihydro-2H-[1,2,4]triazino[2,3-c]quinazolin-2-ones can be prepared by cyclocondensation of 3-(aminophenyl)-6-R-1,2;4-triazine-5(2Н)-ones with chloro-(dichloro-)acetaldehyde or chloral hydrate. The reactivity of the synthesized compounds toward nucleophilic base morpholine and non-nucleophilic base diisopropyleth
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15

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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16

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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17

Красовська, Н. І. "Approaches to synthesis of ([1,2,4]triazolo[1,5-c]quinazolin-2-yl)benzoic acids as potential anti-inflammators." Farmatsevtychnyi zhurnal, no. 3 (June 29, 2022): 44–54. http://dx.doi.org/10.32352/0367-3057.3.22.05.

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Despite their high efficacy NSAIDs have significant side effects due to non-selective inhibition of COX-1 and COX-2. Due to this, medical chemists still pay considerable attention to their design and synthesis, in particular the creation of hybrid molecules that combine in their structure a fragment with anti-inflammatory activity and the quinazoline heterocycle.
 The aim of the present study is to develop methods for the synthesis of [1,2,4]triazolo[1,5-c]quinazolin-2-yl)benzoic acids as potential anti-inflammatory agents.
 Quinazolin-4(3H)-ylidene)hydrazides (hydrazones) of benzene
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18

Saitkulov, Foziljon, Zoid Mirvaliev, Diloram Sabirova, Hikoyat Ergasheva, and Isroil Okhunov. "Synthesis of quinazolin-4-one and its application in some areas of bioengineering." BIO Web of Conferences 105 (2024): 02007. http://dx.doi.org/10.1051/bioconf/202410502007.

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Until this research, many studies have been conducted with benzimidazoles and quinazolones, but there is almost no comparative information in the literature about the synthesis of 2- placed quinazolone and quinazolintion and their selective methylation under different conditions, as well as their biological activity. Therefore, among these compounds, 2-substituted It is desirable to systematically study the synthesis of quinazolin- 4-one and -thiones, to determine the factors affecting the course of reactions, to carry out some chemical changes of the obtained 2-substituted quinazolin- 4-one a
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19

Broudic, Nathan, Alexandra Pacheco-Benichou, Cécile Corbière, et al. "Novel Thiazole-Fused [4,5-g] or [5,4-g]Quinazolin-8-ones and Their Quinazoline Analogues: Synthesis and Biological Evaluation." Pharmaceuticals 17, no. 11 (2024): 1452. http://dx.doi.org/10.3390/ph17111452.

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Background/Objectives: In connection with previous work on V-shaped polycyclic thiazolo[5,4-f]quinazolin-9-one and [5,4-f]quinazoline derivatives that can modulate the activity of various kinases, the synthesis of straight thiazole-fused [4,5-g] or [5,4-g]quinazolin-8-ones and quinazoline derivatives hitherto undescribed was envisioned. Methods: An innovative protocol allowed to obtain the target structures. The synthesis of inverted thiazolo[4,5-h] and [5,4-h]quinazolin-8-one derivatives was also explored with the aim of comparing biological results. The compounds obtained were tested against
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20

Tang, Bikui, Meili Wei, Qun Niu, et al. "Antimicrobial Activity of Quinazolin Derivatives of 1,2-Di(quinazolin-4-yl)diselane against Mycobacteria." BioMed Research International 2017 (2017): 1–7. http://dx.doi.org/10.1155/2017/5791781.

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Mycobacterium tuberculosis (M. tuberculosis) is one of the leading causes of morbidity and mortality. Currently, the emergence of drug resistance has an urgent need for new drugs. In previous study, we found that 1,2-di(quinazolin-4-yl)diselane (DQYD), a quinazoline derivative, has anticancer activities against many cancers. However, whether DQYD has the activity of antimycobacterium is still little known. Here our results show that DQYD has a similar value of the minimum inhibitory concentration with clinical drugs against mycobacteria and also has the ability of bacteriostatic activity with
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21

Gao, Wei, Dongbo Yu, Deming Liu, Linchu Xu, Qiuping Ding, and Yiyuan Peng. "Rhodium-catalyzed regioselective ortho-allylation of 2,4-diarylquinazolines with allylic acetate." Canadian Journal of Chemistry 97, no. 7 (2019): 513–19. http://dx.doi.org/10.1139/cjc-2018-0034.

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In this paper, a rhodium-catalyzed regioselective reaction of 2,4-diarylquinazolines with allylic acetate is described, leading to allylated quinazoline derivatives with high efficiency and good tolerance of functional groups. By switching to 2-arylquinazolin-4-ones, tandem C–H activation and aza-Michael addition are involved, leading to 1,6-dimethyl-5H-isoquinolino[1,2-b]quinazolin-8(6H)-one derivatives with high efficiency.
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22

M. Mohareb, Rafat, Maher H.E. Helal, Amany E. Mayhoub, and Amira E.M. Abdallah. "Multi-component reactions for the synthesis of pyrazolo [1,5-a]quinoline derivatives together with their cytotoxic evaluations." Bulletin of the Chemical Society of Ethiopia 37, no. 3 (2023): 717–34. http://dx.doi.org/10.4314/bcse.v37i3.14.

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ABSTRACT. A new approaches for the synthesis of novel pyrazolo[1,5-a]quinazoline 8a-f and pyrazolo[1,5-a]quinazolin-6-one 10a-s and 12a-s derivatives were obtained using 4-(2-phenylhydrazono)-4H-pyrazol-3-amine derivatives 5a-f via their multi-component reactions. The later pyrazole derivatives were prepared via arylhydrazone derivatives 3a-f. The structures of the synthesized compounds were established based on their respective analytical data. On the other hand, the cytotoxic effects of the synthesized compounds were obtained against the six cancer cell lines, namely A549, HT-29, MKN-45, U87
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23

H., D. Navadiya, K. Undavia N., and S. Patwa B. "Studies on synthesis of 2-methyl-3,1-benzoxazine-4(4H)-one dyes and their application on nylon and polyester fibres." Journal of Indian Chemical Society Vol. 86, Oct 2009 (2009): 1118–20. https://doi.org/10.5281/zenodo.5820642.

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Department of Chemistry, Department of Industrial Chemistry, Sir P. P. Institute of Science, Bhavnagar University, Bhavnagar-364 002, Gujarat, India <em>E-mail </em>: dr.navadiya@yahoo.com <em>Manuscript received 15 December 2008, accepted 3 July 2009</em> A series of 3-{4-[4-(4-arylazo)-benzenesulfonyl]phenyl}-2-methyl-3H-quinazolin-4-one derivatives (3) have been obtained by a reaction of a various coupling agent (a-g) with diazonium salt containing 4-oxo-quinazolin moiety (2). The diazonium salt 2 is obtained by the reaction of 4-(2-methyl-4-oxo-3-quinazolinyl)-4<em>&#39;</em>-aminodiphenyl
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24

Kut, D. Zh, M. M. Kut, M. Yг Onysko, and V. G. Lendel. "Electrophilic cyclization of propargyl thioethers of 3-methyl(phenyl)-2-(prop-2-yn-1-ylthio)-7-(trifluoromethyl)quinazolin-4(3H)-ones by tellurium tetrahalides." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 6 (December 2021): 40–44. http://dx.doi.org/10.32434/0321-4095-2021-139-6-40-44.

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The paper presents the results of the study of the process of electrophilic intramolecular cyclization of 3-methyl(phenyl)-2-(prop-2-yn-1-ylthio)-7-(trifluoromethyl)quinazolin-4(3H)-ones by tellurium tetrahalides. 3-Methyl(phenyl)-2-(prop-2-yn-1-ylthio)-7-(trifluoromethyl)quinazolin-4(3H)-ones were prepared by the alkylation of the corresponding thions with propargyl bromide in an alkaline alcohol medium. It is found that the interaction of propargyl thioethers of 3-substituted 2-thioxo-7-(trifluoromethyl)-2,3-dihydroquinazolin-4(1H)-ones with tellurium tetrahalides, which were obtained in sit
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25

Bagal, Sharan K., Michael S. Bodnarchuk, Thomas A. King, et al. "Intramolecular Ring-Opening of Oxetanes: Access to Functionalised Hydroxymethyl 2,3-Dihydroimidazo[1,2-c]quinazolines." Synlett 31, no. 05 (2020): 502–6. http://dx.doi.org/10.1055/s-0039-1691578.

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An intramolecular oxetane ring-opening was developed, affording novel 2-(hydroxymethyl)-2,3-dihydroimidazo[1,2-c]quinazolines from N-(3-methyloxetan-3-yl)quinazolin-4-amines under mild conditions. The resulting medicinally relevant tricyclic scaffolds were synthesised in good yields with diverse substituents. Moreover, reaction optimisation led to the development of a one-pot procedure.
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26

Sabo, T., D. Kut, M. Kut, M. Onysko, and V. Lendel. "TELLURO-INDUCED CYCLISATION 2-(BUT-2-ENYLTHIO)QUINOLINECARBALDEHYDE AND QUINOLINE-4-ONE." Scientific Bulletin of the Uzhhorod University. Series «Chemistry» 48, no. 2 (2023): 73–78. http://dx.doi.org/10.24144/2414-0260.2022.2.73-78.

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Aryltellurium trichlorides have proven themselves as good cyclizing reagents in electrophilic intramolecular cyclization reactions, mainly of propenyl derivatives of heterocycles. On the other hand, information on the use of butenyl derivatives in reactions with p-alkoxyphenyltellurtrichlorides is limited. In this work, the regioselectivity of the process of electrophilic intramolecular cyclization of but-2-enyl thioethers of quinoline-3carbaldehyde and quinazolin-4-one with p-methoxyphenyltellurium trichloride was investigated.&#x0D; It was established that, as a result of the tellurium-induc
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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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28

Hanusek, Jiří, Miloš Sedlák, Roman Keder, and Vojeslav Štěrba. "Kinetics and Mechanism of Desulfurization Reaction of 1-Methyl-2-phenylquinazoline-4(1H)-thiones." Collection of Czechoslovak Chemical Communications 69, no. 12 (2004): 2212–22. http://dx.doi.org/10.1135/cccc20042212.

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Kinetics and mechanism of desulfurization reaction of 1-methyl-2-(substituted phenyl)-quinazoline-4(1H)-thiones in sodium methoxide solutions have been studied, giving the corresponding 1-methyl-2-(substituted phenyl)quinazolin-4(1H)-ones. The reaction proceeds in two steps. The first step involves splitting off of sulfur in the form of SH- and is much faster than the second step, whose rate is almost independent of the concentration of water in methanol. At lowest concentrations of methoxide, the rate of the first step increases linearly, but at higher concentrations a gradual decrease in the
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29

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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30

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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31

Grytsak, Oleksandr, Kostiantyn Shabelnyk, Hanna Severina, et al. "Bioisosteric Replacement in the Search for Biologically Active Compounds: Design, Synthesis and Anti-Inflammatory Activity of Novel [1,2,4]triazino[2,3-c]quinazolines." Pharmaceuticals 17, no. 11 (2024): 1437. http://dx.doi.org/10.3390/ph17111437.

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Background: Designing novel biologically active compounds with anti-inflammatory properties based on condensed quinazolines is a significant area of interest in modern medicinal chemistry. In the present study, we describe the development of promising new bioactive molecules through the bioisosteric replacement of a carbon atom with a sulfur atom in anti-inflammatory agents, specifically 3-methyl-2-oxo-2H-[1,2,4]triazino[2,3-c]quinazolin-6-yl)butanoate. Methods: Design and synthetic studies have led to the series of previously unknown substituted 2-[((3-R-2-oxo-2H-[1,2,4]triazino[2,3-c]quinazo
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32

Javzan, S., D. Selenge, Y. Jamyansan, J. Nadmid, and Yu Ouynbileg. "Alkaloids from cultivated plant of Peganum harmala L." Mongolian Journal of Chemistry 12 (September 24, 2014): 113–16. http://dx.doi.org/10.5564/mjc.v12i0.184.

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Alkaloids such as 1H-cyclopenta(b) quinoline, 2.3.5.6.7.8-hexahydro-9-amino-; Vasicinone(1H-Pyrrоlo[2.1-b]quinazolin-9-one,3-hydroxy-2.3-dihydro) and harmine were isolated from cultivated plant of P. harmala. Four unknown alkaloids were isolated from P. harmala for the first time: 2.2.6.6-Tetramethyl-4-piperidone., Quinoline, 2.3.4-trimethyl-., Pyridine, 2-phenoxy-4- amino- and 4-(3-Propynyloxy)- quinazoline. Their structures were determined by GC-MS.DOI: http://dx.doi.org/10.5564/mjc.v12i0.184 Mongolian Journal of Chemistry Vol.12 2011: 113-116
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33

Abdel-Megeed, Mohamed F., Salah M. Yassin, and Mohamed A. Saleh. "Synthesis of Some New Chloro Derivatives of Quinazolino[4,3-b]quinazolin-5-one and Tetrazolo[5,4-c]quinazoline." Collection of Czechoslovak Chemical Communications 57, no. 7 (1992): 1559–64. http://dx.doi.org/10.1135/cccc19921559.

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Introducing of chlorine into biologically versatile heterocyclic rings might led to the improvement of their pharmacological activity. Therefore compounds IIa-IIr and IIIa-IIIf were prepared with the aim to combine the pesticidal qualities of heterocyclic nuclei.
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34

Mood, Shilpa, Uma Boda, and Hanmanthu Guguloth. "Synthesis of Substituted 5-Phenyltriazolylquinazolinylamino Nicotinic Acid Esters, Screened their Antibacterial Activity and Molecular Docking Studies." Asian Journal of Chemistry 34, no. 7 (2022): 1799–803. http://dx.doi.org/10.14233/ajchem.2022.23740.

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Quinazolines and imidazoles are substantial attention because of the several varieties of their biological activities. Substituted 5-phenyl-[1,2,4]triazolo[4,3-c]quinazolin-3-yl)amino)nicotinates were synthesized from anthranilamide as starting material by cyclization with benzaldehyde gave 2-phenyl-2,3-dihydroquinazolin-4(1H)-one, then followed by treated with Lawesson’s reagent and hydrazine hydrate to produce hydrazine by replaced the sulfur atom. 5-Phenyl-[1,2,4]triazolo[4,3- c]quinazolin-3-amine obtained by cyclization of hydrazine compound with cyanogen bromide, followed by amidation wit
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35

Ankireddy, Ashok Reddy, Rambabu Gundla, Tuniki Balaraju, et al. "Quinazolin derivatives as emerging alpha-glucosidase inhibitors." European Journal of Chemistry 9, no. 4 (2018): 322–30. http://dx.doi.org/10.5155/eurjchem.9.4.322-330.1748.

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A series of C-7 substituted-2-morpholino-N-(pyridin-2-ylmethyl)quinazolin-4-amine have been synthesized and biochemical assay was examined against α-glucosidase function inhibition activity. A structure activity and structure property relationship study was experimented to surface the new hit compound. This study led to the identification of C-7substituted quinazolines with minimum inhibitory concentrations (MICs) in the preffered micromolar range in addition with interesting physicochemical properties. Biological evaluation yielded eight analogs which rose with significant α-glucosidase inhib
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36

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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37

De, Arun Kumar, Ramachandran Muthiyan, Samiran Mondal, et al. "A Natural Quinazoline Derivative from Marine Sponge Hyrtios erectus Induces Apoptosis of Breast Cancer Cells via ROS Production and Intrinsic or Extrinsic Apoptosis Pathways." Marine Drugs 17, no. 12 (2019): 658. http://dx.doi.org/10.3390/md17120658.

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Here, we report the therapeutic potential of a natural quinazoline derivative (2-chloro-6-phenyl-8H-quinazolino[4,3-b]quinazolin-8-one) isolated from marine sponge Hyrtios erectus against human breast cancer. The cytotoxicity of the compound was investigated on a human breast carcinoma cell line (MCF-7). Antiproliferative activity of the compound was estimated by 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. MTT assay showed significant inhibition of MCF-7 cells viability with the IC50 value of 13.04 ± 1.03 µg/mL after 48 h. The compound induced down-regulation of a
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38

Abuelizz, Hatem A., Saied M. Soliman, Hazem A. Ghabbour, Mohamed Marzouk, Mohamed M. Abdellatif, and Rashad Al-Salahi. "DFT Calculation, Hirshfeld Analysis and X-Ray Crystal Structure of Some Synthesized N-alkylated(S-alkylated)-[1,2,4]triazolo[1,5-a]quinazolines." Crystals 11, no. 10 (2021): 1195. http://dx.doi.org/10.3390/cryst11101195.

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The present work aimed to synthesize 2-methylthio-triazoloquinazoline derivatives and study their X-ray, NMR, DFT and Hirshfeld characteristics. The cyclocondensation of dimethyl-N-cyanodithiocarbonate with 2-hydrazinobenzoic acid hydrochloride resulted in an intermediate, 2-methylthio-[1,2,4]triazolo[1,5-a]quinazolin-5-one (A), which upon treatment with phosphorus pentasulfide, transformed into the 2-methylthio-[1,2,4]triazolo[1,5-a]quinazolin-5-thione (B). Reaction of 2-methylthio-triazoloquinazolines (A&amp;B) with alkyl halides (allyl bromide and ethyl iodide) in basic medium afforded 4-al
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39

Arcadi, Antonio, Sandro Cacchi, Giancarlo Fabrizi, et al. "Synthesis of indolo[1,2-c]quinazolines from 2-alkynylaniline derivatives through Pd-catalyzed indole formation/cyclization withN,N-dimethylformamide dimethyl acetal." Beilstein Journal of Organic Chemistry 14 (September 14, 2018): 2411–17. http://dx.doi.org/10.3762/bjoc.14.218.

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An efficient strategy for the synthesis of 6-unsubstituted indolo[1,2-c]quinazolines is described. The Pd-catalyzed reaction ofo-(o-aminophenylethynyl) trifluoroacetanilides with Ar–B(OH)2afforded 2-(o-aminophenyl)-3-arylindoles, that were converted to 12-arylindolo[1,2-c]quinazolines by adding dimethylformamide dimethyl acetal (DMFDMA) to the reaction mixture after extractive work-up. This reaction outcome is different from the previously reported Pd-catalyzed sequential reaction of the same substrates with Ar–I, Ar–Br and ArN2+BF4−, that afforded 12-arylindolo[1,2-c]quinazolin-6(5H)-ones. Mo
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40

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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41

Mierina, Inese, Dmitrijs Stepanovs, Jolita Kuginyte, Artur Janichev, and Mara Jure. "Crystal structure of 3-(4-hydroxyphenyl)-2-[(E)-2-phenylethenyl]quinazolin-4(3H)-one." Acta Crystallographica Section E Crystallographic Communications 72, no. 4 (2016): 522–25. http://dx.doi.org/10.1107/s2056989016004473.

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The title compound, C22H16N2O2{systematic name: 3-(4-hydroxyphenyl)-2-[(E)-2-phenylethenyl]quinazolin-4(3H)-one}, consists of a substituted 2-[(E)-2-arylethenyl]-3-arylquinazolin-4(3H)-one skeleton. The substituents at the ethylene fragment are located intranspositions. The phenyl ring is inclined to the quinazolone ring by 26.44 (19)°, while the 4-hydroxyphenyl ring is inclined to the quinazolone ring by 81.25 (8)°. The phenyl ring and the 4-hydroxyphenyl ring are inclined to one another by 78.28 (2)°. In the crystal, molecules are connectedviaO—H...O hydrogen bonds, forming a helix along the
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42

Dahikar, Girish D., and Rajendra O. Ganjiwale. "Synthesis and molecular docking of some new quinazoline analogues as anticonvulsants." INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 35, no. 02 (2025): 487. https://doi.org/10.59467/ijhc.2025.35.487.

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Two series of new compounds, namely, 6-substituted-2-ethyl-3-(6-substituted-benzothiazol-2-yl)-3H-quinazolin-4-ones (De1-De10) and 6-substituted-2-ethyl-3-(pyridin-4-yl-formamide)-3H-quinazolin-4-ones (Ee1-Ee2) were prepared by condensing 6-substituted-2-ethyl-4-oxo-4H-3,1-benzoxazines (A1-2) with 6-substituted-2-aminobenzothiazoles (B1-5) and hydrazide of isonicotinic acid (C), respectively. The anticonvulsant activity of six derivatives was assessed against the Maximal Electroshock induced convulsions model in albino mice. All compounds were administered by the intraperitoneal route at a dos
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43

Antypenko, Oleksii, Lyudmyla Antypenko, Dar’ya Kalnysh, and Sergiy Kovalenko. "MOLECULAR DOCKING OF 5-PHENYL-5,6-DIHYDROTETRAZOLO-[1,5-c]QUINAZOLINES TO RIBOSOMAL 50S PROTEIN L2P (2QEX)." Grail of Science, no. 12-13 (June 2, 2022): 693–98. http://dx.doi.org/10.36074/grail-of-science.29.04.2022.125.

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Given the presence of antimicrobial activity for various tetrazole derivatives and its condensed analogues, it was proposed to analyze 13 novel 5-phenyl-5,6-dihydrotetrazolo[1,5-c]quinazolines for molecular docking to ribosomal 50S protein L2P (2QEX) in comparison with Tedizolid, tetrazole-oxazolidinone antibiotic. Hence, 4-(5-methyl-5,6-dihydrotetrazolo[1,5-c]-quinazolin-5-yl)benzoic acid 12 proved to be the most probable in terms of antimicrobial activity in vitro as a result of in silico molecular docking to antimicrobial 2QEX target.
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44

Raghavendra, N. M., P. P. Thampi, and P. M. Gurubasavarajaswamy. "Synthesis and Antimicrobial Activity of Some Novel Substituted Piperazinyl-quinazolin-3(4H)-ones." E-Journal of Chemistry 5, no. 1 (2008): 23–33. http://dx.doi.org/10.1155/2008/410157.

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Several substituted-quinazolin-3(4H)-ones were synthesized by condensation of 2-chloro-N-(4-oxo-substituted-quinazolin-3(4H)-yl)-acetamides with various substituted piperazines through single step reaction. Elemental analysis, IR,1HNMR and mass spectral data confirmed the structure of the newly synthesized compounds. Synthesized quinazolin-4-one derivatives were investigated for their antibacterial and antifungal activities.
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45

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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46

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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47

Saitkulov, Foziljon, Bairamdurdi Sapaev, Khasan Nasimov, Dilorom Kurbanova, and Nargiza Tursunova. "Structure, aromatic properties and preparation of the quinazolin-4-one molecule." E3S Web of Conferences 389 (2023): 03075. http://dx.doi.org/10.1051/e3sconf/202338903075.

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The government has emphasized the significance of making significant investments in scientific research to develop herbicides, fungicides, bactericides, anthelmintic agents, weed and pest control agents, and alternative pesticides that are eco-friendly and can be exported. In this research, the aromaticity of quinazolin-4-one a and p was studied. A one-stage method for obtaining quinazolin-4-one a was developed by condensation of anthranilic acid and formamide when heated to Wood's alloy. Quinazolin-4-one exhibits conformity with Hückel's rules upon undergoing a reaction with alkali metals, hy
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48

Rajini Kanth, K. N., Ch Jaswanth Kumar, D. Eswar Tony, Sk Munwar, Rama Rao Nadendla, and Chandragiri Siva Sai. "Molecular Docking Studies, Analgesic and Anti-inflammatory Screening of Some Novel Quinazolin-4-one Derivatives." Asian Journal of Chemistry 33, no. 5 (2021): 1058–62. http://dx.doi.org/10.14233/ajchem.2021.23143.

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Molecular docking studies was performed on 20 analogous novel quinazolin-4-one derivatives as cox-2 inhibitors using glide tool of maestro 11.4 application of Schrodinger software. Anti-inflammatory and analgesic activities were further evaluated for the compounds. Based on docking studies, the binding affinity of QZN-16 was found to be -10.32 kcal/mol. In order to understand the significance of R-substituents on the quinazoline-4-one nucleus, the findings of hydrogen bonding interactions between designated ligands with binding site region of 4cox were studied. The ligands which are having hig
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49

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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50

Špirková, Katarína, Štefan Stankovský, and Miloslava Dandárová. "Synthesis of Some 1,2,4-Triazolo[4,3-c]quinazolines Based on 4-Quinazolylthiosemicarbazides." Collection of Czechoslovak Chemical Communications 59, no. 1 (1994): 222–26. http://dx.doi.org/10.1135/cccc19940222.

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The paper describes the cyclization reactions of substituted 1-(4'-quinazolyl)-4-phenylthiosemicarbazides (Ia - Ie). The thermal intramolecular cyclization gives 2H-1,2,4-triazolo[4,3-c]quinazoline-3-thiones (IIa - IId). Heating of I with HgO gives 3-anilino-1,2,4-triazolo[4,3-c]quinazolines (IIIa - IIIe). The IR and 1H NMR spectra of the compounds synthesized are presented.
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