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

• 28144-70-9 anthranilic acid amide 
• 100-09-4 4-methoxybenzoic acid 
• 10345-77-4 2-nitro-N,N-diethylbenzamide 
• 874-90-8 4-methoxybenzonitrile 
• 107920-18-3 2-(4-hydroxyphenyl)-2,3-dihydroquinazolin-4(1H)-one 
• 3424-93-9 4-methoxyphenylacetamide 
• 118-92-3 anthranilic acid 
• 118-48-9 isatoic anhydride 
• 123-11-5 4-methoxy-benzaldehyde 
• 102-09-0 bis(phenyl) carbonate 
• 4450-64-0 N₁-phenyl-4-methoxy-1-benzenecarboximidamide 
• 3878-46-4 ethyl phenyl carbonate 
• 62-53-3 aniline 
• 104-93-8 p-methylanizole 

Downstream Products

• 55391-00-9 2-(p-methoxyphenyl)-4-chloroquinazoline 
• 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 
• 450401-10-2 C₁₅H₁₄N₄O 
• 20800-41-3 2-(4-methoxyphenyl)quinazoline-4(3H)-thione 
• 1448068-55-0 C₁₆H₁₃N₅O 
• 1382529-60-3 C₂₂H₁₈N₂OS 

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.]

A magnetically retrievable copper ionic liquid nanocatalyst for cyclooxidative synthesis of 2-phenylquinazolin-4(3: H)-ones

In the present work, we report the design and fabrication of a copper-containing ionic liquid supported magnetic nanocatalyst via a convenient and straightforward synthetic approach for the formation of 2-phenylquinazolin-4(3H)-ones using o-aminobenzamide and benzaldehydes as the reaction partners. The successful formation and properties of the as-prepared catalyst have been thoroughly investigated using diverse physico-chemical techniques including FT-IR, XRD, FE-SEM, TEM, ICP, VSM, BET and TGA. Using this nanocatalytic system, a variety of 2-phenylquinazolin-4(3H)-ones are synthesized in excellent yields with operational ease and short reaction times in an environmentally preferable solvent under open air and without using any external oxidizing agent. Besides, the catalyst possessed facile magnetic recoverability and remarkable reusability for six consecutive runs without any appreciable decrease in the catalytic efficiency.