22686-82-4

Basic information

• Product Name: 2,3-diphenylquinazolin-4(3H)-one
• Synonyms: 2,3-Diphenyl-4(3H)-quinazolinone; 2,3-Diphenylquinazolin-4(3H)-one; 4(3H)-Quinazolinone, 2,3-diphenyl-; Quinazolin-4(3H)-one, 2,3-diphenyl-
• CAS NO: 22686-82-4
• Molecular Formula: C₂₀H₁₄N₂O
• Molecular Weight: 298.338
• Mol File: 22686-82-4.mol
• Article Data: 63

Chemical Properties

• Boiling Point: 477.1°C at 760 mmHg
• Flash Point: 242.4°C
• Density: 1.17g/cm³
• Vapor Pressure: 2.87E-09mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: 2,3-diphenylquinazolin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-diphenylquinazolin-4(3H)-one(22686-82-4)
• EPA Substance Registry System: 2,3-diphenylquinazolin-4(3H)-one(22686-82-4)

Safety Data

• Hazardous Substances Data: 22686-82-4(Hazardous Substances Data)

Usage

General Description

2,3-diphenylquinazolin-4(3H)-one is a chemical compound with the molecular formula C20H14N2O. It is a quinazolinone derivative, and its structure consists of a quinazoline ring system with two phenyl groups attached at positions 2 and 3. 2,3-diphenylquinazolin-4(3H)-one has been studied for its potential pharmacological activities, including antimicrobial, antifungal, and anti-inflammatory properties. It has also been investigated for its potential as a scaffold for the development of new drugs. Additionally, 2,3-diphenylquinazolin-4(3H)-one has been evaluated for its potential as an antioxidant and its ability to inhibit certain enzymes. Its diverse biological activities make it an interesting target for further research and potential therapeutic applications.

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Relevant articles and documents

Direct Use of Benzylic Alcohols for Multicomponent Synthesis of 2-Aryl Quinazolinones Utilizing the π-Benzylpalladium(II) System in Water

We demonstrate the direct use of benzylic alcohols for a multicomponent reaction of readily available isatoic anhydrides with amines in water, which is a synthetic route for the direct construction of a series of 2-aryl quinazolinones. This one-pot synthetic method involves the dehydrative N-benzylation of in situ generated anthranilamides followed by an amide-directed benzylic C?H amination process utilizing the π-benzylPd(II) system. Comparison of independent rate measurements using benzyl alcohol and its deuterated form gave a kinetic isotope effect of 3.5. Therefore, the benzylic C?H bond is cleaved in the rate-determining step. We successfully carried out a gram-scale reaction in 85% yield with simplified product isolation. (Figure presented.).

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.

α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other N-heterocyclesviadecarboxylative oxidative annulation reaction

A metal-free and efficient procedure for the synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and indolo[1,2-a]quinoxaline has been developed. The key features of our method include thein situgeneration of aldehyde from α-hydroxy acid in the presence of TBHP (tert-butyl hydrogen peroxide), and further condensation with various amines, followed by intramolecular cyclization and subsequent oxidation to afford the corresponding quinoxalines, quinazolinones derivatives in moderate to high yields.