42436-21-5

Basic information

• Product Name: 3-(3-methoxyphenyl)-2-methyl-4(3H)-quinazolinone
• Synonyms: 3-(3-methoxyphenyl)-2-methyl-4(3H)-quinazolinone
• CAS NO: 42436-21-5
• Molecular Formula: C₁₆H₁₄N₂O₂
• Molecular Weight: 266.29456
• Mol File: 42436-21-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(3-methoxyphenyl)-2-methyl-4(3H)-quinazolinone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-methoxyphenyl)-2-methyl-4(3H)-quinazolinone(42436-21-5)
• EPA Substance Registry System: 3-(3-methoxyphenyl)-2-methyl-4(3H)-quinazolinone(42436-21-5)

Safety Data

• Hazardous Substances Data: 42436-21-5(Hazardous Substances Data)

Upstream product

• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 536-90-3 m-Anisidine 
• 118-92-3 anthranilic acid 
• 616235-94-0 3-(3-methoxyphenyl)quinazolin-4(3H)-one 
• 74699-52-8 o-amino-N-(3-methoxyphenyl)-benzamide 
• 108-24-7 acetic anhydride 
• 104-94-9 4-methoxy-aniline 

Relevant articles and documents

A novel superparamagnetic powerful guanidine-functionalized γ-Fe2O3based sulfonic acid recyclable and efficient heterogeneous catalyst for microwave-assisted rapid synthesis of quinazolin-4(3H)-one derivatives in Green media

The novel organic-inorganic nanohybrid superparamagnetic (γ-Fe2O3@CPTMS-guanidine@SO3H) nanocatalyst modified with sulfonic acid represents an efficient and green catalyst for the one-pot synthesis of quinazolin-4(3H)-one derivativesviathree-component condensation reaction between anthranilic acid, acetic anhydride and different amines under microwave irradiation and solvent-free conditions (4a-q). XRD, FT-IR, FE-SEM, TGA, VSM and EDX were used to characterize this new magnetic organocatalyst. Outstanding performance, short response time (15-30 min), simple operation, easy work-up procedure, and avoidance of toxic catalysts can be regarded as its significant advantages. Moreover, it can be easily separated from the reaction solution through magnetic decantation using an external magnet, and recycled at least six times without notable reduction in its activity.

Structure-Activity Relationship for the 4(3H)-Quinazolinone Antibacterials

We recently reported on the discovery of a novel antibacterial (2) with a 4(3H)-quinazolinone core. This discovery was made by in silico screening of 1.2 million compounds for binding to a penicillin-binding protein and the subsequent demonstration of antibacterial activity against Staphylococcus aureus. The first structure-activity relationship for this antibacterial scaffold is explored in this report with evaluation of 77 variants of the structural class. Eleven promising compounds were further evaluated for in vitro toxicity, pharmacokinetics, and efficacy in a mouse peritonitis model of infection, which led to the discovery of compound 27. This new quinazolinone has potent activity against methicillin-resistant (MRSA) strains, low clearance, oral bioavailability and shows efficacy in a mouse neutropenic thigh infection model.