1624273-28-4

Basic information

• Product Name: 2-(2-{3-nitrophenyl}vinyl)-3-(3-hydroxyphenyl)-4(3H)-quinazolinone
• Synonyms: 2-(2-{3-nitrophenyl}vinyl)-3-(3-hydroxyphenyl)-4(3H)-quinazolinone
• CAS NO: 1624273-28-4
• Molecular Formula: C22H15N3O4
• Molecular Weight: 385.37
• Mol File: 1624273-28-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2-{3-nitrophenyl}vinyl)-3-(3-hydroxyphenyl)-4(3H)-quinazolinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-{3-nitrophenyl}vinyl)-3-(3-hydroxyphenyl)-4(3H)-quinazolinone(1624273-28-4)
• EPA Substance Registry System: 2-(2-{3-nitrophenyl}vinyl)-3-(3-hydroxyphenyl)-4(3H)-quinazolinone(1624273-28-4)

Safety Data

• Hazardous Substances Data: 1624273-28-4(Hazardous Substances Data)

Upstream product

• 591-27-5 m-Hydroxyaniline 
• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 118-92-3 anthranilic acid 
• 99-61-6 3-nitro-benzaldehyde 
• 40671-68-9 3-(3-hydroxyphenyl)-2-methylquinazolin-4(3H)-one 

Relevant articles and documents

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.