67090-21-5

Basic information

• Product Name: 4(3H)-Quinazolinone, 3-(2-hydroxyethyl)-2-phenyl-
• CAS NO: 67090-21-5
• Molecular Formula: C16H14N2O2
• Molecular Weight: 266.299
• Mol File: 67090-21-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4(3H)-Quinazolinone, 3-(2-hydroxyethyl)-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(3H)-Quinazolinone, 3-(2-hydroxyethyl)-2-phenyl-(67090-21-5)
• EPA Substance Registry System: 4(3H)-Quinazolinone, 3-(2-hydroxyethyl)-2-phenyl-(67090-21-5)

Safety Data

• Hazardous Substances Data: 67090-21-5(Hazardous Substances Data)

Upstream product

• 1022-46-4 2-phenyl-4H-3,1-benzoxazin-4-one 
• 141-43-5 ethanolamine 
• 1022-45-3 2-phenyl-4(3H)-quinazolinone 
• 540-51-2 2-bromoethanol 
• 118-92-3 anthranilic acid 
• 98-88-4 benzoyl chloride 
• 3416-93-1 2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline 
• 1570134-48-3 N-(2-(4,5-dihydrooxazol-2-yl)phenyl)benzamide 
• 1885-29-6 anthranilic acid nitrile 
• 49667-81-4 2-amino-N-(2-hydroxyethyl)benzamide 
• 100-52-7 benzaldehyde 
• 118-48-9 isatoic anhydride 

Downstream Products

• 86804-50-4 3-[2-(2,5-dihydroxy-phenyl)-ethyl]-2-phenyl-3H-quinazolin-4-one 
• 123845-83-0 3-[2-(4-oxo-2-phenyl-4H-quinazolin-3-yl)-ethyl]-benzoic acid 
• 1026156-44-4 C₃₈H₂₈N₄O₃ 
• 1026156-42-2 C₃₆H₂₆N₄O₃ 
• 1404067-26-0 C₄₃H₃₄ClN₅O 
• 1404067-27-1 C₄₃H₃₄ClN₅O₂ 
• 1404067-28-2 C₄₅H₃₆ClN₅O 
• 1404067-30-6 C₄₄H₃₆ClN₅O₂ 
• 1404067-31-7 2-phenyl-3-[4-2-(1H-benzimidazolyl)-2-chlorophenyl]4(3H)-quinazolone 
• 76315-66-7 3-(2-chloroethyl)-2-phenylquinazolin-4(3H)-one 
• 847258-03-1 3-[2-(3-hydroxy-10H-phenothiazin-2-yl)-ethyl]-2-phenyl-3H-quinazolin-4-one 
• 875557-22-5 3-[2-(4-Oxo-2-phenyl-4H-quinazolin-3-yl)-ethyl]-benzoic acid [1-phenyl-meth-(E)-ylidene]-hydrazide 
• 875557-16-7 3-[2-(4-oxo-2-phenyl-4H-quinazolin-3-yl)-ethyl]-benzoic acid hydrazide 

Relevant articles and documents

Efficient one-pot tandem synthesis and cytotoxicity evaluation of 2,3-disubstituted quinazolin-4(3H)-one derivatives

Twenty 2,3-disubstituted quinazolin-4(3H)-one derivatives 1–20 were successfully synthesized in moderate to good yields (25–82%). Their syntheses were based on a one pot tandem ring opening procedure followed by iodine-catalyzed oxidative cyclization of isatoic anhydride with aldehydes, using water as the only solvent under both classical and microwave irradiation conditions. Cytotoxicity assays of the prepared compounds against three human cancer cell lines (HeLa, MCF-7, and A549) indicated that 2, 3, and 20 possessed moderate activities against MCF-7 cells (IC50 = 47.2 μM, 43.9 μM, and 44.9 μM, respectively). Good cytotoxic activities against A549 cells were observed for 3 and 8 with IC50 values of 30.7 μM and 29.8 μM, respectively, which were comparable to the positive control, 5-fluorouracil (5-FU, IC50 = 27.9 μM). Furthermore, compound 4 exhibited slightly stronger activity (IC50 = 23.6 μM) than the positive control 5-FU against the A549 cell line.

Synthesis and antiviral activities of some 2,3-disubstituted quinazoline derivatives

In the search of new leads towards potent antiviral agents 2,3-disubstituted quinazoline derivatives were synthesized and tested for their antiviral activity. Anthranilic acid (1) on treatment with an aromatic acid chloride in pyridine gives 2-aryl-4-oxo-3H-benzoxazines (2) which in turn reacts with p-amino benzoic acid (PABA) to afford 2-aryl-3-p-carboxylatophenyl-4-oxo-3H-quinazolines (3). The compound 3 further reacts with amido alcohols in the presence of conc. H2SO4 resulting 3-[benzoic acid-(3-phthalimidomethyl/3-ethyl-3H-2-phenyl- 4-oxo-quinazolinyl/1-ethyl-7-hydroxy-4-methyl-2-oxo-quinolinyl)]-2-aryl-3H-quinazoline-4-ones (4). The resulting compounds 4a-f have been evaluated for their in vitro and in vivo antiviral activity against JEV and HSV type-I. The synthesized compounds were characterized through their physical and chemical analysis. The obtained results can be used as the key step for the building of novel chemical entities with interesting antiviral activity compare with the standard drugs.

Synthesis, characterization and biological activity of 1,3,4-substituted 2-azetidinones

Amido/imido alcohol/2-phenyl-3-hydroxyethylquinazolin-4 (3H) -one 1 on treatment with benzoic acid in the presence of cone. H2SO4 yields m-(aralkylamido/imidoalkyl/2-phenyl-3-ethyl-3H-4-oxoquinazolinyl) benzoic acids 2. The acid chloride of 2 on reaction with hydrazine hydrate affords m-(aralkylamido/imidoalkyl/2-phenyl-3-ethyl-3H-4-oxo-quinazolinyl) benzoic acid hydrazides 4 which on condensation with an aromatic aldehyde in acetic acid gives m-(aralkylamido/imidoalkyl/2-phenyl-3-ethyl-3H-4-oxo- quinazolinyl) benzoic acid hydrazones 5. Compounds 5 undergo cyclization with phenoxy acetic acid in the presence of thionyl chloride in dry benzene to furnish 1-[m-(aralkylamido/imidoalkyl/2-phenyl-3-ethyl-3H-4-oxo-quinazolinyl- benzamido)]-3-phenoxy-4-phenyl-2-azetidinones 6. The antiviral and antifungal activities of 6 have been reported.