1152-07-4

Basic information

• Product Name: 2-(4-methoxyphenyl)-1H-quinazolin-4-one
• Synonyms: 2-(4-methoxyphenyl)-1H-quinazolin-4-one;2-(4-methoxyphenyl)-4(1H)-quinazolinone;2-(4-METHOXYPHENYL)QUINAZOLIN-4(3H)-ONE
• CAS NO: 1152-07-4
• Molecular Formula: C₁₅H₁₂N₂O₂
• Molecular Weight: 252.26798
• Mol File: 1152-07-4.mol
• Article Data: 216

Chemical Properties

• Melting Point: 200 °C
• Boiling Point: 431.3±47.0 °C(Predicted)
• Appearance: /
• Density: 1.25±0.1 g/cm3(Predicted)
• PKA: 6.57±0.20(Predicted)
• CAS DataBase Reference: 2-(4-methoxyphenyl)-1H-quinazolin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-1H-quinazolin-4-one(1152-07-4)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-1H-quinazolin-4-one(1152-07-4)

Safety Data

• Hazardous Substances Data: 1152-07-4(Hazardous Substances Data)

Usage

General Description

2-(4-methoxyphenyl)-1H-quinazolin-4-one, also known as metoprine, is a synthetic chemical compound that belongs to the quinazolinone class of compounds. It is a bioactive compound that has been studied for its potential pharmacological properties, including its anti-inflammatory and anti-tumor effects. Metoprine has been investigated as a potential drug candidate for the treatment of various diseases, including cancer. It is also known for its ability to inhibit the enzyme histone methyltransferase, and it has been studied for its potential role in modulating epigenetic processes. Overall, 2-(4-methoxyphenyl)-1H-quinazolin-4-one has shown promise as a bioactive compound with potential therapeutic applications, particularly in the field of oncology.

Upstream product

• 55390-89-1 2-(4-Methoxybenzamido)benzamide 
• 122022-10-0 2,3-dihydro-2-(4-methoxyphenyl)-4(1H)-quinazolinone 
• 28005-57-4 N-(2-ethoxycarbonylphenyl)-4-methoxythiobenzamide 
• 85094-68-4 N-(2-cyclohexylcarbamoylphenyl)-4-methoxythiobenzamide 
• 123-11-5 4-methoxy-benzaldehyde 
• 28144-70-9 anthranilic acid amide 
• 100-09-4 4-methoxybenzoic acid 
• 153172-71-5 N-(2-cyanophenyl)-4-methoxybenzamide 
• 85094-63-9 2-(4-methoxyphenyl)-4H-3,1-benzothiazin-4-one 
• 55390-99-3 3-amino-2-(4-methoxyphenyl)-4(3H)-quinazolinone 
• 175794-24-8 4-anthraniloylhydrazono-2,6-di-tert-butyl-2,5-cyclohexadienone 
• 118-48-9 isatoic anhydride 
• 10345-77-4 2-nitro-N,N-diethylbenzamide 
• 874-90-8 4-methoxybenzonitrile 

Downstream Products

• 55391-00-9 2-(p-methoxyphenyl)-4-chloroquinazoline 
• 1382529-60-3 C₂₂H₁₈N₂OS 
• 1448068-55-0 C₁₆H₁₃N₅O 
• 20800-41-3 2-(4-methoxyphenyl)quinazoline-4(3H)-thione 
• 450401-10-2 C₁₅H₁₄N₄O 
• 1520087-41-5 2-(4-methoxyphenyl)-4-(p-tolyl)quinazoline 
• 1520087-43-7 4-(4-chlorophenyl)-2-(4-methoxyphenyl)quinazoline 
• 84570-80-9 2-(4-methoxylphenyl)-4-phenylquinazoline 
• 89860-51-5 2-(4-hydroxyphenyl)-4(3H)-quinazolinone 
• 71622-66-7 N-(3-methoxyphenyl)-2-(4-methoxyphenyl)quinazolin-4-amine 

Relevant articles and documents

Metal-free synthesis of quinazolinones without any additives in water

Here we report that an excess amount of aldehyde, in particular, aliphatic aldehyde, without any additives, efficiently facilitates the oxidation of aminal intermediates to quinazolinones in pure water.

One pot synthesis of 4(3H)-quinazolinones

Anthranilamides undergo cyclocondensation with aldehydes in presence of iodine in a single-pot reaction to afford 2-substituted 4(3H)-quinazolinones in moderate to excellent yield (40-95%). 2,3-Substituted 4(3H)-quinazolinones are synthesized in moderate to good yield by three-component condensation of isotoic anhydride, amine, and aldehyde in presence of iodine.

A bagasse-supported magnetic manganese dioxide nanoparticle: applications in the selective aerobic oxidation of alcohols and one-pot tandem oxidative synthesis of quinazolinones

Magnetic manganese dioxide nanoparticles (MnO2-Fe3O4) were coated on sugarcane bagasse as a sugar industrial waste and bio-support (MnO2-Fe3O4@bagasse) via an in situ reduction strategy, in which potassium permanganate was used as the precursor of MnO2 and sugarcane bagasse as a bio-support and reducing agent of KMnO4. The synthesized bio-based catalyst was characterized by X-ray diffraction, thermogravimetric analysis, inductively coupled plasma optical emission spectroscopy, scanning electron microscopy, energy dispersive spectroscopy, Brunauer–Emmett–Teller surface area analysis, and vibrating sample magnetometer analysis. The catalyst was successfully utilized in the selective aerobic oxidation of primary and secondary benzylic alcohols to their corresponding carbonyl compounds and one-pot tandem oxidative synthesis of 2-(substituted)quinazoline-4(3H)-ones from the o-aminobenzamide and aromatic alcohols in the absence of oxidizing reagent or initiator. Graphical abstract: [Figure not available: see fulltext.]

Photocatalyst-free visible-light-promoted quinazolinone synthesis at room temperature utilizing aldehydes generatedin situ viaC=C bond cleavage

This is the first report on a facile tandem route for synthesizing quinazolinones at room temperature from various aminobenzamides andin situ-generated aldehydes. The latter was formedviaC=C bond cleavage, and the overall reaction proceeded using molecular oxygen as a clean oxidant in the absence of a photocatalyst. Visible light, which was indispensable for the entire course of the reaction, played multiple roles. It initially cleaved styrene to an aldehyde, then facilitated its cyclization with ano-substituted aniline, and finally promoted the dehydrogenation of the cyclized intermediate. The previous step provided the feedstock for the next step in the reaction, thereby preventing volatilization, oxidation, and polymerization of the aldehyde. Thus, the overall process is simple, environmentally benign, and economically feasible.