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Journal articles on the topic '4-Amino Quinazoline'

Author: Grafiati

Published: 9 March 2023

Last updated: 31 July 2025

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1

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

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

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2

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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3

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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4

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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5

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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6

Bhavesh, Amrute B., Amrutkar D. Rakesh, and Tambe R. Santosh. "Design and Molecular Docking Studies of Some 2,3 Di-Substituted Quinazolin-4-One Analogues Against Staphylococcus aureus UDG." Current Computer-Aided Drug Design 16, no. 4 (2020): 402–6. http://dx.doi.org/10.2174/1573409915666190916100437.

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Background: In this present investigation, some 2, 3 disubstituted-quinazolin-4-one derivatives are designed and docked against chain A and chain B of (3WDF) receptor. Methods: The heterocyclic fused rings quinazolinone have drawn a great attention owing to their expanded applications in the field of pharmaceutical chemistry. The diverse range of molecules with quinazoline/quinazolinone moieties have been reported to exhibit a broad spectrum of biological activities. Results: The results designate that the quinazolinone ring forms hydrophobic and hydrogen bond contacts with ASN 127 A, ALA 126

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7

Abdel-Megeed, Mohamed Farghali, and Abderrahman Teniou. "Synthesis of some 3-substituted 4(3H)-quinazolinone and 4(3H)-quinazolinethione derivatives and related fused biheterocyclic ring systems." Collection of Czechoslovak Chemical Communications 53, no. 2 (1988): 329–35. http://dx.doi.org/10.1135/cccc19880329.

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The reactions of 2-phenyl-4(3H)-quinazoline, 2-phenyl-3-amino-4(3H)-quinazolinone, and corresponding thiones with phenyl isocyanate or phenyl isothiocyanate were investigated. The resulting urea and thiourea quinazolinone or quinazolinethione derivatives reacted with hydrazine hydrate, phenylhydrazine, and urea or thiourea to form fused biheterocyclic ring systems with potential biological activities. The products were identified by IR, 1H NMR, and mass spectroscopy.

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8

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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9

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

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

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10

Sulthana M.T, Chitra K, and Alagarsamy V. "Synthesis of novel 4-oxo-N-(4-oxo-3-substituted-3,4-dihydroquinazolin-2-yl amino)-2-phenylquinazoline-3(4H)-carboxamidines as AntiHIV, antitubercular and antibacterial agents." International Journal of Research in Pharmaceutical Sciences 10, no. 3 (2019): 2186–92. http://dx.doi.org/10.26452/ijrps.v10i3.1449.

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A series of novel 4-oxo-N-(4-oxo-3-substituted-3,4-dihydroquinazolin-2-yl amino)-2-phenylquinazoline-3(4H)-carboxamidines are prepared from methyl 4-oxo-2-phenylquinazoline-3(4H)-carbthioimidate & 3-(substituted)-2-hydrazino-quinazoline-4(3H)-ones. The starting material 4-oxo-2-phenylquinazoline-3(4H)-carbthioimidates were prepared from anthranilic acid while the 3-(substituted)-2-hydrazino-quinazolin-4(3H)-one was prepared from a range of 1° amines using multistep preparation. Entire synthesized analogues were screened for their antitubercular, anti-HIV and antibacterial activity. Among t

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11

Vashi, R. T., and S. B. Patel. "Synthesis, Characterization and Antifungal Activity of Novel Quinazolin-4-one Derivatives Containing 8-Hydroxyquinazoline Ligand and its Various Metal Complexes." E-Journal of Chemistry 6, s1 (2009): S445—S451. http://dx.doi.org/10.1155/2009/624150.

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Novel ligands containing quinazoline-4-one-8-hydroxyquinoline (QQ) merged moieties were prepared and characterized. For this anthranilic acid and 5-bromoanthranilic acid were converted respectively into 2-chloromethyl–3-(4-methyl phenyl)-3(H)-quinazoline-4-one and 2-chloromethyl–3-(methyl phenyl)-6-bromo-3(H)-quinazoline-4-one. Both these compounds were condensed with 5-amino-8-hydroxyquinoline. The so called resulted compounds were named respectively as 2-[(8-hydroxy-quinolinyl) –5- amino methyl] -3-(4-methylphenyl)- 3(H)- quinazoline -4- one and 2-[(8-hydroxyquinolinyl)-5-aminomethyl] -3(met

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12

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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13

Huang, Wei, and Aimin Tan. "4-(4-Amino-2-fluorophenoxy)-7-methoxyquinazolin-6-ol methanol monosolvate." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (2012): o1149. http://dx.doi.org/10.1107/s1600536812011725.

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In the title compound, C15H12FN3O3·CH3OH, the dihedral angle between the quinazoline ring system and the benzene ring is 81.18 (9)°. In the crystal, molecules are linked by N—H...O and O—H...N hydrogen bonds, generating [10-1] chains of alternating main molecules and solvent molecules. Weak C—H...O interactions are also observed.

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14

Yan, He-Ping, Bo Zhou, Gao-Zhang Gou, Ju-Cheng Zhang, Shi-Juan Xu, and Wei Liu. "Synthesis and Characterization of 4-Amino-quinazoline Derivatives." Asian Journal of Chemistry 27, no. 7 (2015): 2460–62. http://dx.doi.org/10.14233/ajchem.2015.17919.

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15

Wang, Xiangshan, Daqing Shi, Shujiang Tu, and Kaibei Yu. "2-Amino-4-phenyl-5,6-dihydrobenzo[h]quinazoline." Acta Crystallographica Section E Structure Reports Online 59, no. 4 (2003): o423—o424. http://dx.doi.org/10.1107/s1600536803004616.

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16

Shi, Qiu-Zhong, Yong-Nan Cao, Shi-Bing Ma, Guo-Xi Wang, Guang-Fan Han, and Zheng Xing. "Synthesis of Novel Ethyl 1-aryl-3-methyl-8-oxo-1,8-dihydropyrano[2′,3′:4,5] Pyrimido[6,1-b]Quinazoline-2-carboxylate Derivatives." Journal of Chemical Research 40, no. 12 (2016): 767–71. http://dx.doi.org/10.3184/174751916x14798109099372.

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In this paper, a new series of ethyl 1-aryl-3-methyl-8-oxo-1,8-dihydropyrano[2′,3′:4,5]pyrimido[6,1-b]quinazoline-2-carboxylate derivatives was synthesised by the cyclisation of methyl anthranilate with ethyl 5-cyano-6-[(ethoxymethylene)amino]-2-methyl-4-aryl-4H-pyran-3-carboxylate derivatives, which were obtained from reaction of triethyl orthoformate with 6-amino-5-cyano-2-methyl-4-aryl-4H- pyran-3-carboxylate derivatives. The title compounds possessed good fluorescence properties. In addition, ethyl 5-cyano-6-[(ethoxymethylene) amino]-2-methyl-4-(p-tolyl)-4H-pyran-3-carboxylate and ethyl 3-

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17

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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18

Sreelakshmi S, Sreelakshmi S., Dr A. Sumathy Dr. A Sumathy, Greeshma S. Greeshma S, and Dr N. L. Gowrishankar Dr. N L Gowrishankar. "Synthesis and Anti-Tubercular Activity of Quinazoline Derivatives." International Journal of Pharmaceutical Research and Applications 09, no. 05 (2024): 435–39. https://doi.org/10.35629/4494-0905435439.

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A series of [2-phenyl-3-[(E)-(1- phenyl ethylidene)amino]quinazolin-4(3H)-one] derivatives have been synthesized with the starting material as 2-amino benzoic acid. The final compounds were synthesized using different ketones like acetophenone, p-methyl acetophenone, 4-methoxy acetophenone, m-hydroxy acetophenone, 3-amino acetophenone. The compounds were tested for Antitubercular activity and shows comparable activity with the standard drugs.

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19

Asquith, Christopher R. M., Tuomo Laitinen, Carrow I. Wells, Graham J. Tizzard, and William J. Zuercher. "New Insights into 4-Anilinoquinazolines as Inhibitors of Cardiac Troponin I–Interacting Kinase (TNNi3K)." Molecules 25, no. 7 (2020): 1697. http://dx.doi.org/10.3390/molecules25071697.

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We report the synthesis of several related 4-anilinoquinazolines as inhibitors of cardiac troponin I–interacting kinase (TNNi3K). These close structural analogs of 3-((6,7-dimethoxyquinazolin-4-yl)amino)-4-(dimethylamino)-N-methylbenzenesulfonamide (GSK114) provide new understanding of structure–activity relationships between the 4-anilinoquinazoline scaffold and TNNi3K inhibition. Through a small focused library of inhibitors, we observed that the N-methylbenzenesulfonamide was driving the potency in addition to the more traditional quinazoline hinge-binding motif. We also identified a compou

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20

Borik, Rita M., and Mohammed A. Hussein. "Synthesis, Molecular Docking, Biological Potentials and Structure Activity Relationship of New Quinazoline and Quinazoline-4-one Derivatives." Asian Journal of Chemistry 33, no. 2 (2021): 423–38. http://dx.doi.org/10.14233/ajchem.2021.23036.

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In this work, a new derivative of ethyl 5-chloro-2-(3-(4-hydroxyphenyl)propanamido)benzoate (1) was synthesized by reacting the amino group of 3-(4-hydroxyphenyl)propanoic acid (0.01 mol) and methyl 2-amino-5-chlorobenzoate in presence of PCl3. Cyclcondensation of 1 with hydrazine hydrate afforded the corresponding 2-(4-hydroxyphenethyl)-3-amino-6-chloroquinazolin-4(3H)-one (2). Also, new Schiff base 3 was prepared via reaction of 2-(4-hydroxyphenethyl)-3-amino-6-chloroquinazolin- 4(3H)-one (2) with 4-hydroxy-3-methoxybenzaldehyde. The synthesized compounds were characterized by elemental anal

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21

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

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

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22

Rani, Poonam, Manoj Kumar, Sonali S, and Bhupender Nehra. "Synthesis and Anti-inflammatory Activity of Novel 2-Chloro-4-(Aryl Amino)-6, 7- Dimethoxy Quinazoline Derivatives." Der Pharma Chemica 15, no. 6 (2023): 3. https://doi.org/10.5281/zenodo.13353070.

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To explore the anti-inflammatory potential of novel quinazoline consisted heterocyclic derivatives, a new series of 2-chloro-4-(aryl amino)-6, 7- dimethoxy quinazoline derivatives (1-4) were design and synthesized using multistep synthetic methodology. Structural elucidation of all synthesized molecules was performed by using FT-IR and 1H NMR spectral reports. All molecules were accessed for their anti-inflammatory potential against while taking diclofenac sodium as reference anti-inflammatory agent. Many compounds exhibited good anti-inflammatory activity in which compound 4 possessed the hig

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23

Poonam, Rani, and Kumar Manoj. "Synthesis and Anti-inflammatory Activity of Novel 2-Chloro-4-(Aryl Amino)-6, 7- Dimethoxy Quinazoline Derivatives." DER PHARMA CHEMICA 15, no. 6 (2023): 3. https://doi.org/10.4172/0975-413X.15.6.115-118.

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To explore the anti-inflammatory potential of novel quinazoline consisted heterocyclic derivatives, a new series of 2-chloro-4-(aryl amino)-6, 7- dimethoxy quinazoline derivatives (1-4) were design and synthesized using multistep synthetic methodology. Structural elucidation of all synthesized molecules was performed by using FT-IR and 1H NMR spectral reports. All molecules were accessed for their anti-inflammatory potential against while taking diclofenac sodium as reference anti-inflammatory agent. Many compounds exhibited good anti-inflammatory activity in which compound 4 possessed the hig

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24

Brijmohan, Sahu1* Tapas Kumar Panigrahi2. "In Silico Design of Dpp-4 Inhibitory Quinazolines: A Novel Expedition in Heterocyclic Compound Research for Antidiabetic Drug Innovation." International Journal in Pharmaceutical Sciences 2, no. 8 (2024): 2999–3014. https://doi.org/10.5281/zenodo.13294557.

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A series of novel 3-(benzylidene amino)-2-phenylquinazoline-4(3H)-ones were synthesized through the reaction of 2-phenyle-3-amino-3 (H) with benzoyl chloride and compounds containing different substituted aromatic aldehydes, yielding 2,3-disubstituted quinazolines. IR and NMR spectroscopy were performed for characterization of the compounds. Molecular docking studies were conducted using a sophisticated kit that integrates AutoDock Vina software with the structural insights from the sitagliptin crystallographic ligand (PDB ID: 1X70). Detailed analysis of binding energies and interactions with

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25

El-Shanawany, Mohamed A., Hanaa M. Sayed, Sabrin R. M. Ibrahim, and Marwa A. A. Fayed. "New Nitrogenous Compounds from Anisotes trisulcus." Zeitschrift für Naturforschung C 69, no. 5-6 (2014): 209–18. http://dx.doi.org/10.5560/znc.2013-0116.

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Re-investigation of the methanolic extract of Anisotes trisulcus (Forssk.) Nees aerial parts led to the isolation of two new tricyclic quinazoline alkaloids, 8-amino-7,8,9,11-tetrahydro-6H-pyrido[2,1-b]- quinazoline-2,6-diol (4) and 8-amino-3,6-dihydroxy-7,8,9-trihydro-6H-pyrido[2,1-b]quinazoline- 11-one (5), and two quaternary ammonium compounds, (dimethylamino)-N-(hydroxymethyl)-N,Ndimethyl methanaminium chloride (6) and N-[(carboxyamino)methyl]-N,N-dimethyl ethanaminium chloride (7), together with three known compounds, peganine (1), vasicinone (2), and anisotine (3). The structures of thes

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26

Kopotilova, Alexandra E., Tatyana N. Moshkina, Emiliya V. Nosova, et al. "3-Aryl-5-aminobiphenyl Substituted [1,2,4]triazolo[4,3-c]quinazolines: Synthesis and Photophysical Properties." Molecules 28, no. 4 (2023): 1937. http://dx.doi.org/10.3390/molecules28041937.

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Amino-[1,1′]-biphenyl-containing 3-aryl-[1,2,4]triazolo[4,3-c]quinazoline derivatives with fluorescent properties have been designed and synthesized. The type of annelation of the triazole ring to the pyrimidine one has been unambiguously confirmed by means of an X-ray diffraction (XRD) method; the molecules are non-planar, and the aryl substituents form the pincer-like conformation. The UV/Vis and photoluminescent properties of target compounds were investigated in two solvents of different polarities and in a solid state. The samples emit a broad range of wavelengths and display fluorescent

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27

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

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

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28

M., B. Deshmukh, Patil Suresh, D. Jadhav S., and Y. Mane S. "Synthesis of some new 2-substituted quinazoline derivatives." Journal of Indian Chemical Society Vol. 88, Mar 2011 (2011): 451–55. https://doi.org/10.5281/zenodo.5766087.

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Department of Chemistry, Shivaji University, Kolhapur-416 004, Maharashtra, India Padmabhushan Dr. Vasantraodada Patil Mahavidyalaya, Tasgaon, Dist. Sangli, Maharashtra, India <em>E-mail</em> : sanyujapatil@yahoo.com <em>Manuscript received 17 February 2009, revised 08 July 2010, accepted 20 July 2010</em> 2-(2' -Amino-4' -methylpyrimidine-5-yl sulfanyl)·3-arylquinazolin-4(3H)ones (4) have been obtained by reaction of compound 3 with guanidine. Condensation of hydrazino derivatives (6) with variously substituted aryl aldehydes gave 2-(arylidenehydrazinomethyloxoethylthio)&middot

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29

Geffken, Detlef, and Maria Anna Köllner. "Cyclisierung von N′,N′-disubstituierten Anthranilsäurehydraziden mit 1,1′-Oxalyldiimidazol zu 4-Amino-2,3,4,5-tetrahydro-1H-1,4-benzodiaz- epin-2,3,5-trionen / Cyclization of N’,N’-Disubstituted Anthranilic Hydrazides with 1,1’-Oxalyldiimidazole to 4-Amino-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2,3,5-triones." Zeitschrift für Naturforschung B 60, no. 11 (2005): 1207–11. http://dx.doi.org/10.1515/znb-2005-1115.

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N’,N’-Disubstituted (2-phenylamino)-, (2-methylamino)- and (2-benzylamino)benzohydrazides (1) are cyclized by in situ prepared 1,1’-oxalyldiimidazole to give 3-amino-2,3,4,5-tetrahydro-1H- 1,4-benzodiazepine-2,3,5-triones 2 as the major product. Depending on the substituents of 1 competitive formation of quinazoline-2,4-diones 3 and 1,3,4-oxadiazoline-2-one 4 is observed. The formation of heterocycles 2, 3, 4 is rationalized via a common primary intermediate 1A.

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30

Sunil Kumar, A., Jyothi Kudva, Manu Lahtinen, Anssi Peuronen, Rajitha Sadashiva, and Damodara Naral. "Synthesis, characterization, crystal structures and biological screening of 4-amino quinazoline sulfonamide derivatives." Journal of Molecular Structure 1190 (August 2019): 29–36. http://dx.doi.org/10.1016/j.molstruc.2019.04.050.

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31

Chernyshev, Vladimir V., Denis Machon, Andrew N. Fitch, et al. "Protonation site and hydrogen bonding in anhydrous and hydrated crystalline forms of doxazosin mesylate from powder data." Acta Crystallographica Section B Structural Science 59, no. 6 (2003): 787–93. http://dx.doi.org/10.1107/s0108768103022729.

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The three-dimensional solid-state structures of two modifications of doxazosin mesylate C23H26N5O_5^+·CH3SO_3^-, 4-amino-2-[4-[(2,3-dihydro-1,4-benzodioxin-2-yl)carbonyl]piperazin-1-yl]-6,7-dimethoxyquinazoline methanesulfonate, a commonly used antihypertensive agent, have been determined by synchrotron X-ray powder diffraction. An anhydrous form (A) and a dihydrate form (d G) crystallize in monoclinic space groups. In both forms the doxazosin molecule is protonated at the N1 atom of the quinazoline bicycle. The N1 atom, and the amino H atoms and O atoms of the mesylate moieties are involved i

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32

SHAFI, S. SYED, P. SUBASHINI, S. GAJALAKSHMI, and V. VIJAYA KUMAR. "An Efficient Suitable Synthesis for Pyrazole, Pyrimidine Derivatives and Biological Evaluation." Asian Journal of Chemistry 33, no. 4 (2021): 734–40. http://dx.doi.org/10.14233/ajchem.2021.23095.

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Novel quinazoline derivatives were synthesized by reacting isatoic anhydride and 4-amino acetanilide to synthesize N-(4-(2,4-dioxo-1,2- dihydroquinazolin-3(4H)-yl)phenyl)acetamide which in turn reacted with substituted aromatic aldehydes to synthesize novel chalcones. The chalcones were allowed to react with hydrazine hydrochloride and guanidine to form pyrazoline and pyrimidine derivatives, respectively. The newly synthesized compounds were characterized by IR, NMR (1H, 13C), mass and elemental analysis. All the newly synthesized derivatives were screened for in vitro antimicrobial and antiox

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33

Moshkina, Tatyana N., Alexandra E. Kopotilova, Marya A. Ivan’kina, et al. "Design, Synthesis, and Photophysical Properties of 5-Aminobiphenyl Substituted [1,2,4]Triazolo[4,3-c]- and [1,2,4]Triazolo[1,5-c]quinazolines." Molecules 29, no. 11 (2024): 2497. http://dx.doi.org/10.3390/molecules29112497.

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Two series of novel [1,2,4]triazolo[4,3-c]- and [1,2,4]triazolo[1,5-c]quinazoline fluorophores with 4′-amino[1,1′]-biphenyl residue at position 5 have been prepared via Pd-catalyzed cross-coupling Suzuki–Miyaura reactions. The treatment of 2-(4-bromophenyl)-4-hydrazinoquinazoline with orthoesters in solvent-free conditions or in absolute ethanol leads to the formation of [4,3-c]-annulated triazoloquinazolines, whereas [1,5-c] isomers are formed in acidic media as a result of Dimroth rearrangement. A 1D-NMR and 2D-NMR spectroscopy, as well as a single-crystal X-ray diffraction analysis, unambig

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34

Roudbaraki, Seyyed Jalal, Sadaf Janghorban, and Majid Ghashang. "Green Chemistry Preparation of thiochromeno[4,3-b]pyran and benzo[h]thiazolo[2,3-b]quinazoline Derivatives using HSBM Technique over ZnAl2O4 Nano-Powders." Combinatorial Chemistry & High Throughput Screening 22, no. 6 (2019): 421–27. http://dx.doi.org/10.2174/1386207322666190617164617.

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Aim and Objective: The aim of this paper is to introduce HSBM as a green and environmentally friendly technique for the synthesis of thiochromeno[4,3-b]pyran and benzo[h]thiazolo[2,3-b]quinazoline derivatives over ZnAl2O4 nanopowders as an efficient catalyst. Materials and Methods: ZnAl2O4 nanopowders were synthesized via a co-precipitation of Zn(NO3)2 and Al(NO3)3 salts and were characterized by XRD, FE-SEM, TEM and DLS techniques. The as-prepared ZnAl2O4 nano-powders have been used as a catalyst on the synthesis of pyran nucleus using high-speed ball milling (HSBM) technique. The structure o

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35

Patel, Rahul V., Premlata Kumari, Dhanji P. Rajani, and Kishor H. Chikhalia. "Synthesis of Potential Antimicrobial/Antitubercular s-Triazine Scaffolds Endowed with Quinoline and Quinazoline Heterocycles." International Journal of Drug Design and Discovery 3, no. 1 (2025): 739–30. https://doi.org/10.37285/ijddd.3.1.9.

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Two series of 2–(4–cyanophenyl amino)–4–quinoline (quinazoline)–4–yloxy–6–piperazinyl (piperidinyl)–1,3,5–triazines were synthesized so as to investigate their antimicrobial and antitubercular action. Newer analogues were characterized by IR, 1H NMR spectroscopy and elemental analyses. Pharmacological screening against eight bacteria (S. aureus, B. cereus, E. coli, P. aeruginosa, K. pneumoniae, S. typhi, P. vulgaris, S. flexneria), four fungi (A. niger, A. fumigatus, A. clavatus, C. albicans) and Mycobacterium tuberculosis H37Rv was examined and the effects of various substituents on biologica

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36

Keruckiene, Rasa, Simona Vekteryte, Ervinas Urbonas, et al. "Synthesis and properties of quinazoline-based versatile exciplex-forming compounds." Beilstein Journal of Organic Chemistry 16 (May 28, 2020): 1142–53. http://dx.doi.org/10.3762/bjoc.16.101.

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Three compounds, bearing a quinazoline unit as the acceptor core and carbazole, dimethyldihydroacridine, or phenothiazine donor moieties, were designed and synthesized in two steps including a facile copper-catalyzed cyclization and a nucleophilic aromatic substitution reaction. The photophysical properties of the compounds, based on theoretical calculations and experimental measurements, as well as the electrochemical and thermal properties, are discussed. The synthesized compounds form glasses with glass-transition temperatures ranging from 116 °C to 123 °C. The ionization potentials estimat

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37

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

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

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38

Rao, Akhilesh Kumar, and Umesh Yadava. "Computational insights into anti-Zika quinazoline compounds: Density functional theory analysis, spectral properties, and molecular dynamics simulations." European Journal of Chemistry 16, no. 2 (2025): 207–21. https://doi.org/10.5155/eurjchem.16.2.207-221.2654.

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Zika disease, caused by the Zika virus (ZIKV), a mosquito-borne flavivirus, is a leading factor in the emergence and reemergence of serious illnesses. The compounds N-[4-((3-bromo-4-fluorophenyl)amino]-7-methoxyquinazolin-6-yl)-2-butynamide (1), N-[4-((4'-6-difluoro-[1,1'-biphenyl]-3-yl)amino)quinazolin-6-yl]-2-butynamide (2), and N-[4-((3-fluorophenyl) amino)-7-methoxyquinazolin-6-yl]but-2-ynamide (3) have been reported to exhibit anti-ZIKV activity. In this study, we performed geometry optimizations and structural analysis of these compounds using the B3LYP/6-31G** method. On the basis of th

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39

Hussein, Mohammed Abdalla, Rita M. Borik, Mohamed S. Nafie, Heba M. Abo-Salem, Sylvia A. Boshra, and Zahraa N. Mohamed. "Structure Activity Relationship and Molecular Docking of Some Quinazolines Bearing Sulfamerazine Moiety as New 3CLpro, cPLA2, sPLA2 Inhibitors." Molecules 28, no. 16 (2023): 6052. http://dx.doi.org/10.3390/molecules28166052.

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The current work was conducted to synthesize several novel anti-inflammatory quinazolines having sulfamerazine moieties as new 3CLpro, cPLA2, and sPLA2 inhibitors. The thioureido derivative 3 was formed when compound 2 was treated with sulfamerazine. Also, compound 3 was reacted with NH2-NH2 in ethanol to produce the N-aminoquinazoline derivative. Additionally, derivative 4 was reacted with 4-hydroxy-3-methoxybenzaldehyde, ethyl chloroacetate, and/or diethyl oxalate to produce quinazoline derivatives 5, 6, and 12, respectively. The results of the pharmacological study indicated that the synthe

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40

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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41

Marinho, Elina, and M. Fernanda Proença. "Acid catalyzed synthesis of 2-(2-aminophenyl)quinazoline-4-amine and reaction with aromatic aldehydes." RSC Advances 6, no. 8 (2016): 6138–43. http://dx.doi.org/10.1039/c5ra19785f.

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The hydrochloride salt of 2-(2-aminophenyl)quinazoline-4-amine, prepared from a quinazolino[3,4-a]quinazoline, was reacted with aromatic aldehydes under conventional heating or microwave irradiation, leading to tetracyclic dihydroquinazolines.

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42

Kalniņa, A., Ē. Bizdēna, G. Kiselovs, A. Mishnev, and M. Turks. "Structural Proof of Tetrazolo[1,5-a]quinazoline Derivatives and their Application in the Synthesis of 4-Amino-2-(1,2,3-triazol-1-yl)quinazolines*." Chemistry of Heterocyclic Compounds 49, no. 11 (2014): 1667–73. http://dx.doi.org/10.1007/s10593-014-1418-2.

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43

Sunil Kumar, A., Jyothi Kudva, S. Madan Kumar, U. Vishwanatha, Vasantha Kumar, and Damodara Naral. "Synthesis, characterization, crystal structure, Hirshfeld interaction and bio-evaluation studies of 4-amino quinazoline sulfonamide derivatives." Journal of Molecular Structure 1167 (September 2018): 142–53. http://dx.doi.org/10.1016/j.molstruc.2018.04.055.

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44

Cho, Nam-Chul, Ji Hyoun Cha, Hyojin Kim, et al. "Discovery of 2-aryloxy-4-amino-quinazoline derivatives as novel protease-activated receptor 2 (PAR2) antagonists." Bioorganic & Medicinal Chemistry 23, no. 24 (2015): 7717–27. http://dx.doi.org/10.1016/j.bmc.2015.11.016.

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45

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

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

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46

Behjet, Shaimaa A., and Zahraa F. Khudair. "Synthesis and Characterization of Some New Heterocyclic Derivatives and Studying of their Biological Activity (Anti-Bacteria)." INTERNATIONAL JOURNAL OF PHARMACEUTICAL QUALITY ASSURANCE 11, no. 01 (2020): 38–44. http://dx.doi.org/10.25258/ijpqa.11.1.6.

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Introduction: In this work synthesis, many kinds of heterocyclic derivatives by many steps, the first we preparation 1-(4-((1H-imidazol_2-yl-) diazenyl) phenyl) ethan-1_one. (1) by coupling of diazonium salt of p-amino acetophenone with imidazole in alkaline alcoholic media, the second step include react (1) with 2_amino_6_methylpyrimidin _4_ol in acid medium to get Schiff base derivatives(2)the last step include react(2) with (sodium azide, thioglycolic acid, glycine, alanine, Tryptophan, (2 aminobenzoic acid), (2-mercaptobenzoic acid) to give (tetrazole(3), thiazolidine(4), imidazolidine(5-7

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47

Elsherbeny, Mohamed H., Usama M. Ammar, Magda H. Abdellattif, et al. "2-(3-Bromophenyl)-8-fluoroquinazoline-4-carboxylic Acid as a Novel and Selective Aurora A Kinase Inhibitory Lead with Apoptosis Properties: Design, Synthesis, In Vitro and In Silico Biological Evaluation." Life 12, no. 6 (2022): 876. http://dx.doi.org/10.3390/life12060876.

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New quinazoline derivatives were designed based on the structural modification of the reported inhibitors to enhance their selectivity toward Aurora A. The synthesized compounds were tested over Aurora A, and a cytotoxicity assay was performed over NCI cell lines to select the best candidate for further evaluation. Compound 6e (2-(3-bromophenyl)-8-fluoroquinazoline-4-carboxylic acid) was the most potent compound among the tested derivatives. A Kinase panel assay was conducted for compound 6e over 14 kinases to evaluate its selectivity profile. Further cell cycle and apoptosis analysis were eva

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48

Zieliński, Wojciech, and Agnieszka Kudelko. "A study concerning the synthesis, basicity and hydrolysis of 4-amino-2-(N,N-diethylamino)quinazoline derivatives." Journal of Heterocyclic Chemistry 39, no. 6 (2002): 1289–92. http://dx.doi.org/10.1002/jhet.5570390627.

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49

Kalnina, A., E. Bizdena, G. Kiselovs, A. Mishnev, and M. Turks. "ChemInform Abstract: Structural Proof of Tetrazolo[1,5-a]quinazoline Derivatives and Their Application in the Synthesis of 4-Amino-2-(1,2,3-triazol-1-yl)quinazolines." ChemInform 45, no. 24 (2014): no. http://dx.doi.org/10.1002/chin.201424179.

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50

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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