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Journal articles on the topic 'Quinazoline compounds'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

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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2

Vishwakarma, Lav Kush Kumar, and Varsha Kashaw. "Nanocatalyzed Synthetic Approach for the Quinazolinone and Quinazoline Derivatives: A Review (2015 – Present)." Journal of Drug Delivery and Therapeutics 13, no. 3 (2023): 171–83. http://dx.doi.org/10.22270/jddt.v13i3.5765.

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Due to their diverse chemical reactivities and essential range of biological action, quinazolines and their derivatives rank among the most significant heterocyclic compounds. Quinazoline and quinazolinone scaffolds pharmacological properties have sparked medicinal chemists' interest in creating original medications or drug candidates. The growth of quinazoline hybrid lead compounds and the related heterocycles is summarised in the current review of medicinal chemistry. Additionally, by shedding light on the potential significance of these hybridised pharmacophoric characteristics in the demon

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3

Asif, Mohammad. "Chemical Characteristics, Synthetic Methods, and Biological Potential of Quinazoline and Quinazolinone Derivatives." International Journal of Medicinal Chemistry 2014 (November 13, 2014): 1–27. http://dx.doi.org/10.1155/2014/395637.

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The heterocyclic fused rings quinazoline and quinazolinone have drawn a huge consideration owing to their expanded applications in the field of pharmaceutical chemistry. Quinazoline and quinazolinone are reported for their diversified biological activities and compounds with different substitutions bring together to knowledge of a target with understanding of the molecule types that might interact with the target receptors. Quinazolines and quinazolinones are considered as an important chemical for the synthesis of various physiological significance and pharmacological utilized molecules. Quin

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4

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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5

Starikova, Alla Andreevna, Alexandra Aleksandrovna Tsibizova, and Marina Aleksandrovna Samotrueva. "BIOLOGICAL ACTIVITY OF NATURAL QUINAZOLINE ALKALOIDS." Chemistry of plant raw material, no. 2 (May 4, 2025): 47–73. https://doi.org/10.14258/jcprm.20250214908.

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To date, quinazoline alkaloids of natural origin, as well as synthetic derivatives based on them, whose structure contains an aromatic heterocyclic system including a pyrimidine cycle and a benzoin ring connected to it, are promising according to the criterion of the optimal profile of pharmacological activity. Currently, several hundred compounds of the quinazoline nature have been identified with a wide range of biological activities, including psychotropic (antidepressant, antipsychotic, sedative, hypnotic, anticonvulsant, etc.), antiplatelet, hypotensive, anti-inflammatory, antioxidant and

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6

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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7

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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8

Martynenko, Yulya, Oleksii Antypenko, Inna Nosulenko, Galina Berest, and Sergii Kovalenko. "Directed Search of Anti-inflammatory Agents Among (3HQuinazoline- 4-ylidene)hydrazides of N-protected Amino acids and their Heterocyclization Products." Anti-Inflammatory & Anti-Allergy Agents in Medicinal Chemistry 19, no. 1 (2020): 61–73. http://dx.doi.org/10.2174/1871523018666190115092215.

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Background: (Quinazoline-4-ylidene)hydrazides are valued intermediates in modern organic chemistry, as they are commonly used for the synthesis of substituted [1,2,4]triazolo[1,5-c]quinazolines. Objective: Unknown N-acyl-2-([1,2,4]triazolo[1,5-c]quinazoline-2-yl)-alkyl-(alkaryl-, aryl-) amines were synthesized and evaluated for anti-inflammatory potential. Methods: The peculiarities of the synthesized compounds structures were studied by IR-, NMR spectroscopy and chromatography-mass spectrometry and were discussed in detail. Probable molecular mechanisms of activity (inhibition of COX-1 and CO

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9

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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10

Alkhathlan, H. Z., M. A. Al-Saad, H. M. Al-Hazimi, K. A. Al-Farhan, and A. A. Mousa. "Quinazoline, Pyrazolo[1,5-c]Quinazoline and Spiro Quinazoline Dimers from the Reaction of 2-Aminoacetophenone Hydrazones with Triphosgene." Journal of Chemical Research 2002, no. 12 (2002): 587–88. http://dx.doi.org/10.3184/030823402103170952.

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The reaction of hydrazones of 2-aminoacetophenone with triphosgene in dichloromethane or benzene in the presence of triethylamine gave quinazolines, pyrazolo[1,5-c]quinazoline and spiro quinazoline dimers. The latter compounds are being reported for the first time. In addition, a 4,4-disubstituted quinazoline derivative is prepared and its x-ray crystal structure is reported.

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11

Paduri Karunakar, Swetha Gujjewar, Somesh Sharma, et al. "Design, Synthesis and Anticancer activity of novel Triazole substituted Quinazoline Hybrids." International Journal of Research in Pharmaceutical Sciences 11, no. 3 (2020): 3569–79. http://dx.doi.org/10.26452/ijrps.v11i3.2513.

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Quinazolines and 1,2,4-triazoles are important class of nitrogen containing heterocyclic compounds having immense biological importance. From the literature review, pharmacokinetic properties of a drug can be modified or enhanced by building a triazole moiety into a compound like quinazoline. Therefore, the study of new hybrid systems which combines triazole system with quinazoline is still seemed warranted. In the present study, a sequence of novel 1,2,4-triazole derivatives containing quinazolinyl moiety were designed, synthesized and screened for their in vitro anticancer activity. Thirteen

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12

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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13

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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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

Tsibizova, A. A., A. L. Yasenyavskaya, G. N. Genatullina, A. A. Ozerov, and M. A. Samotrueva. "Study of the Anti-klebsiella Activity of Quinazoline Compounds Containing a Piperazine Ring." Antibiot Khimioter = Antibiotics and Chemotherapy 69, no. 7-8 (2024): 4–8. http://dx.doi.org/10.37489/0235-2990-2024-69-7-8-4-8.

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The aim of this study was to investigate the antimicrobial activity of piperazine ring-containing quinazoline compounds against Klebsiella pneumoniae. The study of antimicrobial activity was carried out in vitro via serial dilutions of the pyrimidine compound, with subsequent determination of the minimum inhibitory concentration. Screening for anti-Klebsiella activity was performed against pyrimidine derivatives of quinazolinone with a piperazine ring 1-methyl-3-[2-(4-methylpiperazino)-2-oxoethyl]quinazoline-2,4(1H,3H)-dione (VMA–20–26), 1-methyl-3-[2-(4-phenylpiperazino)-2-oxoethyl]quinazolin

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16

Soheila, Azim Patrawala*1 Dr. Bhavini Gharia1 Amankumar Vaghasiya2. "Insilico Studies and Synthesis of New 2-Cycloproply Quinazoline Derivatives as Potential Anticancer Agents." International Journal of Scientific Research and Technology 2, no. 4 (2025): 306–20. https://doi.org/10.5281/zenodo.15212322.

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The quinazoline scaffold is of significant importance in medicinal chemistry due to the diverse pharmacological activities of its derivatives, particularly their prominent role in cancer chemotherapy. In our continuous pursuit of novel anticancer pharmacophores, we aimed to synthesize a series of substituted quinazolines fused with substituted benzothiazoles and assess their in vitro anticancer potential. We commenced this endeavor by reacting anthranilic acid with cyclopropyl carbonyl chloride in the presence of 2,6-lutidine to yield an oxazine intermediate, which was subsequently converted i

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17

Nandwana, Nitesh K., Om P. S. Patel, Manish K. Mehra, Anil Kumar, and Joseph M. Salvino. "Recent Advances in Metal-Catalyzed Approaches for the Synthesis of Quinazoline Derivatives." Molecules 29, no. 10 (2024): 2353. http://dx.doi.org/10.3390/molecules29102353.

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Quinazolines are an important class of heterocyclic compounds that have proven their significance, especially in the field of organic synthesis and medicinal chemistry because of their wide range of biological and pharmacological properties. Thus, numerous synthetic methods have been developed for the synthesis of quinazolines and their derivatives. This review article briefly outlines the new synthetic methods for compounds containing the quinazoline scaffold employing transition metal-catalyzed reactions.

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18

Lipunova, Galina N., Emiliya V. Nosova, Valery N. Charushin, and Oleg N. Chupakhin. "Functionalized Quinazolines and Pyrimidines for Optoelectronic Materials." Current Organic Synthesis 15, no. 6 (2018): 793–814. http://dx.doi.org/10.2174/1570179415666180622123434.

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Background: Quinazolines, the important group of benzodiazines, are widely known in medicinal chemistry due to their broad spectrum of biological activities. Notably, extensive research on the synthesis and application of quinazoline derivatives for electronic devices, luminescent elements, photoelectric conversion elements, and image sensors has been published recently. Objective: This review reports luminescent small molecules and chelate compounds including a quinazoline or pyrimidine ring in their scaffold highlighting their applications related to photo- and electroluminescence. Conclusio

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19

Kassem, Asmaa F., Fatimah Alshehrei, Eman M. H. Abbas, and Thoraya A. Farghaly. "Synthesis of Azoloquinazolines and Substituted Benzothiazepine as Antimicrobial Agents." Mini-Reviews in Medicinal Chemistry 20, no. 5 (2020): 418–29. http://dx.doi.org/10.2174/1389557519666190603091101.

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Background & Objective:Quinazolines and their fused systems are noteworthy in pharmaceutical chemistry due to their wide range of biological activities.Methods:A direct and efficient approach for the synthesis of new series of fused quinazolines with triazole, thiazole, benzimidazole and tetrazole has been preceded via the reaction of quinazoline thione derivative with halogenated compounds or cyclocondensation of arylidene of quinazoline derivative with heterocyclic amines. Also, dibenzo[b,e][1,4]thiazepine derivatives was synthesized through the reaction of 2,6-bis-(2-chloro-benzylidene)

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20

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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21

Deharkar, Pravin, Shridhar Satpute, and Deepa Panhekar. "Review on Synthesis Route of Quinazoline Based Hybrid Derivatives." Asian Journal of Chemistry 33, no. 11 (2021): 2525–47. http://dx.doi.org/10.14233/ajchem.2021.23373.

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Quinazolines are amidst the most significant pharmacological compounds in natural and medicinal chemistry, with a wide variety of pharmacological things, including antifungal, antibacterial, anti-inflammatory, anti-HIV, anticancer and analgesic activity. Designing innovative quinazolines, studying possible techniques to synthesize quinazolines, examining diverse features of quinazolines and looking for prospective uses of quinazolines have all become more important in the last two decades due to their multiple possible applications. The current review paper discusses the synthesis of quinazoli

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22

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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23

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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24

Grover, Parul, Monika Bhardwaj, Garima Kapoor, Lovekesh Mehta, Roma Ghai, and K. Nagarajan. "Advances on Quinazoline Based Congeners for Anticancer Potential." Current Organic Chemistry 25, no. 6 (2021): 695–723. http://dx.doi.org/10.2174/1385272825666210212121056.

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The heterocyclic compounds have a great significance in medicinal chemistry because they have extensive biological activities. Cancer is globally the leading cause of death and it is a challenge to develop appropriate treatment for the management of cancer. Continuous efforts are being made to find a suitable medicinal agent for cancer therapy. Nitrogencontaining heterocycles have received noteworthy attention due to their wide and distinctive pharmacological activities. One of the most important nitrogen-containing heterocycles in medicinal chemistry is ‘quinazoline’ that possesses a wide spe

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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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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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27

Chandrappa, M., Korrapati Swathi, Uthirapathy Vijayalakshmi, Phani Kumar Pullela, and S. Girish Kumar. "Magnetic Nanoparticle Assisted Bulk Scale Synthesis of Quinazoline Synthon." Advanced Science Letters 24, no. 8 (2018): 5936–41. http://dx.doi.org/10.1166/asl.2018.12223.

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Quinazolines are unique class of compounds possessing exceptional antibacterial activity. Quinazolines class obtains its typical antibacterial activity due to its toxicity from‘hetero’ ring. Known to be the last line of protection against deadly TB bacteria, there are about twenty different quinazoline compounds used in pharma industry. One of the widely used precursors for synthesis of these drugs is 4-chloro-2-phenylquinazoline. In the present research, aminobenzamide and benzoyl chloride are reacted to obtain the cyclized intermediate, 2-phenylquinazoline, which on subsequent treatment with

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El-Shaieb, Kamal M., Mohamed A. Ameen, Fathy F. Abdel-Latif, and Asmaa H. Mohamed. "Condensation Reactions of 2-Aminobenzohydrazide with Various Carbonyl Compounds." Zeitschrift für Naturforschung B 67, no. 11 (2012): 1144–50. http://dx.doi.org/10.5560/znb.2012-0202.

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Technical iodine was found to catalyze the condensation between 2-aminobenzohydrazide (1) and some aldehydes and ketones in absolute ethanol under mild conditions to afford hydrazone and quinazoline derivatives, respectively. Condensation of 1with terephthalaldehyde (2) in 1 : 1 molar ratios afforded the hydrazone 3, while hydrazone 4was formed on using a double molar ratio of 1. On the other hand, compound 1condensed with 4-formyl [2.2]paracyclophane (5) to give the hydrazone 6. However, spiro-quinazolines 8, 10, 12, and 14 were formed when compound 1reacted with ketones such as N-benzylpiper

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29

Zayed, Mohamed F. "Medicinal Chemistry of Quinazolines as Analgesic and Anti-Inflammatory Agents." ChemEngineering 6, no. 6 (2022): 94. http://dx.doi.org/10.3390/chemengineering6060094.

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Quinazoline is an essential scaffold, known to be linked with various biological activities. Some of the prominent biological activities of this system are analgesic, anti-inflammatory, anti-hypertensive, anti-bacterial, anti-diabetic, anti-malarial, sedative–hypnotic, anti-histaminic, anti-cancer, anti-convulsant, anti-tubercular, and anti-viral activities. This diversity in the pharmacological response of the quinazoline system has encouraged medicinal chemists to study and discover this system and its multitude of potential against several biological activities. Many of these studies have s

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Bollini, Mariela, Ana M. Bruno, María E. Niño, et al. "Synthesis, 2D-QSAR Studies and Biological Evaluation of Quinazoline Derivatives as Potent Anti-Trypanosoma cruzi Agents." Medicinal Chemistry 15, no. 3 (2019): 265–76. http://dx.doi.org/10.2174/1573406414666181005145042.

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Background: Chagas disease affects about 7 million people worldwide. Only two drugs are currently available for the treatment for this parasite disease, namely, benznidazol (Bzn) and nifurtimox (Nfx). Both drugs have limited curative power in the chronic phase of the disease. Therefore, continuous research is an urgent need so as to discover novel therapeutic alternatives. Objective: The development of safer and more efficient therapeutic anti-T. cruzi drugs continues to be a major goal in trypanocidal chemotherapy. Method: Synthesis, 2D-QSAR and drug-like physicochemical properties of a set o

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Medina-Franco, José L., Edgar López-López, and Liliam P. Martínez-Fernández. "7-Aminoalkoxy-Quinazolines from Epigenetic Focused Libraries Are Potent and Selective Inhibitors of DNA Methyltransferase 1." Molecules 27, no. 9 (2022): 2892. http://dx.doi.org/10.3390/molecules27092892.

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Inhibitors of epigenetic writers such as DNA methyltransferases (DNMTs) are attractive compounds for epigenetic drug and probe discovery. To advance epigenetic probes and drug discovery, chemical companies are developing focused libraries for epigenetic targets. Based on a knowledge-based approach, herein we report the identification of two quinazoline-based derivatives identified in focused libraries with sub-micromolar inhibition of DNMT1 (30 and 81 nM), more potent than S-adenosylhomocysteine. Also, both compounds had a low micromolar affinity of DNMT3A and did not inhibit DNMT3B. The enzym

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Herget, Thomas, Martina Freitag, Monika Morbitzer, Regina Kupfer, Thomas Stamminger, and Manfred Marschall. "Novel Chemical Class of pUL97 Protein Kinase-Specific Inhibitors with Strong Anticytomegaloviral Activity." Antimicrobial Agents and Chemotherapy 48, no. 11 (2004): 4154–62. http://dx.doi.org/10.1128/aac.48.11.4154-4162.2004.

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ABSTRACT Human cytomegalovirus (HCMV) is a major human pathogen frequently associated with life-threatening disease in immunosuppressed patients and newborns. The HCMV UL97-encoded protein kinase (pUL97) represents an important determinant of viral replication. Recent studies demonstrated that pUL97-specific kinase inhibitors are powerful tools for the control of HCMV replication. We present evidence that three related quinazoline compounds are potent inhibitors of the pUL97 kinase activity and block in vitro substrate phosphorylation, with 50% inhibitory concentrations (IC50s) between 30 and

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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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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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Schabelnyk, K. P., S. V. Kholodnyak, N. M. Polishchuk та S. І. Kоvalenko. "2-Сycloalkyl-(hetaryl-)-[1,2,4]triazol[1,5-с]quinazolines: synthesis, physical and chemical properties and antibacterial activity". Farmatsevtychnyi zhurnal, № 6 (9 грудня 2020): 65–77. http://dx.doi.org/10.32352/0367-3057.6.20.07.

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In spite of the achievements in the chemistry of triazoloquinazolines, the synthetic possibilities of this class of compounds are not exhausted, some problems remain unresolved and require further study. 2-R-[1,2,4]triazolo[1,5-с]quinazolines are among them due to insufficiently explored but at the same time interesting in both chemical and biological aspects. Undoubtedly «pharmacophore» has the crucial role in the response of a biological action. It is contained in this heterocycle namely the substitute position 2. In view of the above, we attempted to modify triazolo[1,5-с]quinaz

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36

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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Nagrale, Sudarshan, Amit Pondkule, and Vishal Babar. "Recent advances in the biological activity of quinazoline." International Journal of Pharmaceutical Chemistry and Analysis 9, no. 4 (2023): 169–73. http://dx.doi.org/10.18231/j.ijpca.2022.031.

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The aim of this review is to produce an outline of numerous pharmacologic activities of quinazoline moiety. Quinazoline has become a famous topic up of two fused six-membered simple aromatic rings, a benzene ring and a pyrimidine ring because of its manifold uses. various quinazoline derivatives have been found to gives a broad spectrum of biological activities, which stimulated the research activity in this field. Quinazolines and its derivatives represent one in all the foremost active categories of compounds, that possess wide selection of biological activities like anti-bacterial, analgesi

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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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Zou, Min, Bo Jin, Yanrong Liu, et al. "Synthesis and Biological Evaluation of Some Novel Thiophene-bearing Quinazoline Derivatives as EGFR Inhibitors." Letters in Drug Design & Discovery 16, no. 2 (2018): 102–10. http://dx.doi.org/10.2174/1570180815666180803125935.

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Background:With the approval of gefitinib, erlotinib, afatinib, and osimertinib for clinical use, targeting Epidermal Growth Factor Receptor (EGFR) has been intensively pursued. Similar to most therapies, challenges related to the treatment resistance against these drugs have emerged over time, so new EGFR Tyrosine Kinase Inhibitors (TKIs) need to be developed. This study aimed to investigate the potential use of a series of thiophene-bearing quinazoline derivatives as EGFR inhibitors. We designed and synthesized nine quinazolin derivatives, among which five compounds (5e, 5f, 5g, 5h, and 5i)

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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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Udrea, Ana-Maria, Andra Dinache, Jean-Marie Pagès, and Ruxandra Angela Pirvulescu. "Quinazoline Derivatives Designed as Efflux Pump Inhibitors: Molecular Modeling and Spectroscopic Studies." Molecules 26, no. 8 (2021): 2374. http://dx.doi.org/10.3390/molecules26082374.

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Multidrug resistance of bacteria is a worrying concern in the therapeutic field and an alternative method to combat it is designing new efflux pump inhibitors (EPIs). This article presents a molecular study of two quinazoline derivatives, labelled BG1189 and BG1190, proposed as EPIs. In silico approach investigates the pharmacodynamic and pharmacokinetic profile of BG1189 and BG1190 quinazolines. Molecular docking and predicted ADMET features suggest that BG1189 and BG1190 may represent attractive candidates as antimicrobial drugs. UV-Vis absorption spectroscopy was employed to study the time

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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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BALUJA, S., D. MENPARA, S. CHANDA, and K. NANDHA. "SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME NEW PYRAZOLO QUINAZOLINE DERIVATIVES." Latin American Applied Research - An international journal 45, no. 3 (2015): 157–63. http://dx.doi.org/10.52292/j.laar.2015.391.

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Pyrazolo[5,1-b]quinazolines are known to be versatile heterocyclic compounds with different biological properties because of a large number of derivatives with different structural modifications. Therefore, some new Pyrazolo quinazoline heterocycles were synthesized from chalcones and their structures were confirmed by IR, 1H NMR, 13C NMR and Mass spectral data. All these synthesized compounds were tested in vitro for their antimicrobial potential against Gram positive, Gram negative strains of bacteria as well as fungal strains in dimethylsulfoxide. Among the screened compounds, KC-10 showed

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Guerrini, Gabriella, Claudia Vergelli, Niccolò Cantini, et al. "Synthesis of New GABAA Receptor Modulator with Pyrazolo[1,5-a]quinazoline (PQ) Scaffold." International Journal of Molecular Sciences 20, no. 6 (2019): 1438. http://dx.doi.org/10.3390/ijms20061438.

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We previously published a series of 8-methoxypirazolo[1,5-a]quinazolines (PQs) and their 4,5-dihydro derivatives (4,5(H)PQ) bearing the (hetero)arylalkylester group at position 3 as ligands at the γ-aminobutyric type A (GABAA) subtype receptor. Continuing the study in this field, we report here the design and synthesis of 3-(hetero)arylpyrazolo[1,5-a]quinazoline and 3-(hetero)aroylpyrazolo[1,5-a]quinazoline 8-methoxy substituted as interesting analogs of the above (hetero)arylalkylester, in which the shortening or the removal of the linker between the 3-(hetero)aryl ring and the PQ was perform

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45

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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46

Kaliraj, S., R. Jeyalakshmi, M. K. Kathiravan, T. Madhavan, and Arikketh Devi. "Design, Molecular Docking and Biological Evaluation of Fused Thienopyrimidines and Quinazoline." Asian Journal of Chemistry 33, no. 3 (2021): 537–44. http://dx.doi.org/10.14233/ajchem.2021.23062.

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The anticancer activity of the condensed pyrimidine and quinazoline moieties are pronounced with a different pathway. Thienopyrimidine is considered as ring equivalent bioisosteres of quinazolines and present in other heterocyclic compounds including thienopyrimidine. The present investigation focused on the synthesis of thienopyrimidine and quinazoline derivatives for their anticancer activity against the human oral squamous carcinoma-3 (HSC-3) cell line. The synthesized compound confirmed for their structural characteristics from spectral analysis and tested for anti-proliferative activity f

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47

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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48

Liu, Ya-Ping, Sheng-Tao Fang, Zhen-Zhen Shi, Bin-Gui Wang, Xiao-Nian Li, and Nai-Yun Ji. "Phenylhydrazone and Quinazoline Derivatives from the Cold-Seep-Derived Fungus Penicillium oxalicum." Marine Drugs 19, no. 1 (2020): 9. http://dx.doi.org/10.3390/md19010009.

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Three new phenylhydrazones, penoxahydrazones A–C (compounds 1–3), and two new quinazolines, penoxazolones A (compound 4) and B (compound 5), with unique linkages were isolated from the fungus Penicillium oxalicum obtained from the deep sea cold seep. Their structures and relative configurations were assigned by analysis of 1D/2D NMR and mass spectroscopic data, and the absolute configurations of 1, 4, and 5 were established on the basis of X-ray crystallography or ECD calculations. Compound 1 represents the first natural phenylhydrazone-bearing steroid, while compounds 2 and 3 are rarely occur

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Taran, A. S., L. V. Naumenko, Ju A. Govorova, et al. "Effect of Guanidine Derivatives of Quinazoline on Na<sup>+</sup>/H<sup>+</sup>-Exchanger and Intraocular Pressure." Биоорганическая химия 49, no. 2 (2023): 207–15. http://dx.doi.org/10.31857/s0132342323020215.

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Based on the data of the role of Na+/H+-exchanger (NHE) in the modulation of intraocular pressure, which is the main factor in the development of glaucoma, and previously conducted studies by various authors proving the presence of inhibitory NHE-1 activity in quinazoline derivatives, nine new compounds belonging to this class were synthesized. The effect of the obtained quinazoline derivatives on the inhibition of Na+/H+-exchanger and their on intraocular pressure (IOP) in comparison with zoniporide (NHE inhibitor) and timolol (a drug for lowering IOP used in clinical practice) was studied. A

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Kulkarni, RS, NK Sathish, AA Kempwade, and SA Kavatagimath. "Synthesis and Evaluation of Novel Quinazolin-4-(3h)-one Analogues for their Anti-Inflammatory Activity." INTERNATIONAL JOURNAL OF PHARMACEUTICAL QUALITY ASSURANCE 14, no. 04 (2023): 933–41. http://dx.doi.org/10.25258/ijpqa.14.4.20.

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New 2, 3-disubstituted quinazolin-4-(3H)ones was conceived and synthesized through the substitution of various primary amines at the 3-position and a range of aldehydes at the 2-position. These compounds were characterized using elemental analysis, IR spectroscopy, 1H NMR spectroscopy and MS. Subsequently, the anti-inflammatory activity of these newly developed quinazoline derivatives was investigated by in-vitro protein denaturation method. In-vitro studies revealed that compounds QB1, QB2, QB4, QB8, QB9, QF1, QF3, QF4, QF8 and QF10 have significant anti-inflammatory potential. In-vivo anti-i

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