89860-51-5

Basic information

• Product Name: 4(1H)-Quinazolinone, 2-(4-hydroxyphenyl)-
• CAS NO: 89860-51-5
• Molecular Formula: C14H10N2O2
• Molecular Weight: 238.246
• Mol File: 89860-51-5.mol
• Article Data: 38

Chemical Properties

• CAS DataBase Reference: 4(1H)-Quinazolinone, 2-(4-hydroxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(1H)-Quinazolinone, 2-(4-hydroxyphenyl)-(89860-51-5)
• EPA Substance Registry System: 4(1H)-Quinazolinone, 2-(4-hydroxyphenyl)-(89860-51-5)

Safety Data

• Hazardous Substances Data: 89860-51-5(Hazardous Substances Data)

Upstream product

• 2042-37-7 o-cyanobromobenzene 
• 123-08-0 4-hydroxy-benzaldehyde 
• 28144-70-9 anthranilic acid amide 
• 99-93-4 4-Hydroxyacetophenone 
• 156-38-7 4-hydroxyphenylacetate 
• 85094-66-2 3-benzyl-2-(4-methoxyphenyl)-4(3H)-quinazolinone 
• 696-62-8 para-iodoanisole 
• 5388-11-4 3-benzyl-3H-quinazolin-4-one 
• 40928-15-2 2-amino-N-methoxy-benzamide 
• 767-00-0 4-cyanophenol 
• 118-48-9 isatoic anhydride 
• 49787-00-0 N',4-dihydroxybenzamidine 
• 1152-07-4 2-(4-methoxyphenyl)-3H-quinazolin-4-one 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant articles and documents

An Efficient Synthesis of 2-Substituted Quinazolin-4(3H)-ones by Using Recyclable Wang Resin Supported Sulfonic Acid Catalyst

An efficient synthesis of 2-substituted Quinazolin-4(3H)-ones has been developed from isatoic anhydride with various amidoximes by using a recyclable polymer-supported sulphonic acid catalyst. Excellent functional group compatibility and high yields are the important features of this protocol.

Metal-free catalyst for the visible-light-induced photocatalytic synthesis of quinazolinones

In the present work, we have developed a novel and environmentally friendly method for the synthesis of quinazolinones using fluorescein as a photocatalyst via a condensation reaction of o-aminobenzamides and aldehydes under visible light irradiation. In this protocol, neither toxic oxidants nor transition-metal catalysts were needed, and a series of quinazolinones could be obtained in high efficiencies. In addition, this reaction can be extended to gram levels and has a large potential of wide application in future industrialization.

Synthesis and evaluation of antioxidant properties of 2-substituted quinazolin-4(3H)-ones

Quinazolinones represent an important scaffold in medicinal chemistry with diverse biological activities. Here, two series of 2-substituted quinazolin-4(3H)-ones were synthesized and evaluated for their antioxidant properties using three different methods, namely DPPH, ABTS and TEACCUPRAC, to obtain key information about the structure-antioxidant activity relationships of a diverse set of substituents at position 2 of the main quinazolinone scaffold. Regarding the antioxidant activity, ABTS and TEACCUPRAC assays were more sensitive and gave more reliable results than the DPPH assay. To obtain antioxidant activity of 2-phenylquinazolin-4(3H)-one, the presence of at least one hydroxyl group in addition to the methoxy substituent or the second hydroxyl on the phenyl ring in the ortho or para positions is required. An additional ethylene linker between quinazolinone ring and phenolic substituent, present in the second series (compounds 25a and 25b), leads to increased antioxidant activity. Furthermore, in addition to antioxidant activity, the derivatives with two hydroxyl groups in the ortho position on the phenyl ring exhibited metal-chelating properties. Our study represents a successful use of three different antioxidant activity evaluation methods to define 2-(2, 3-dihydroxyphenyl)quinazolin-4(3H)-one 21e as a potent antioxidant with promising metal-chelating properties.