1613189-91-5

Basic information

• Product Name: (Z)-2-(4-(p-tolyloxy)benzylidene)benzofuran-3(2H)-one
• Synonyms: (Z)-2-(4-(p-tolyloxy)benzylidene)benzofuran-3(2H)-one
• CAS NO: 1613189-91-5
• Molecular Weight: 328.367
• Mol File: 1613189-91-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (Z)-2-(4-(p-tolyloxy)benzylidene)benzofuran-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-(4-(p-tolyloxy)benzylidene)benzofuran-3(2H)-one(1613189-91-5)
• EPA Substance Registry System: (Z)-2-(4-(p-tolyloxy)benzylidene)benzofuran-3(2H)-one(1613189-91-5)

Safety Data

• Hazardous Substances Data: 1613189-91-5(Hazardous Substances Data)

Upstream product

• 7169-34-8 3-oxo-2,3-dihydrobenzo[b]furan 
• 61343-83-7 4-(4-methylphenoxy)benzaldehyde 
• 37563-42-1 4-(4'-methylphenoxy)benzonitrile 
• 21120-65-0 4-(4-methylphenoxy)benzoic acid 
• 106-44-5 p-cresol 
• 1194-02-1 4-fluorobenzonitrile 

Relevant articles and documents

Azaaurones as Potent Antimycobacterial Agents Active against MDR- and XDR-TB

Herein we report the screening of a small library of aurones and their isosteric counterparts, azaaurones and N-acetylazaaurones, against Mycobacterium tuberculosis. Aurones were found to be inactive at 20 μm, whereas azaaurones and N-acetylazaaurones emerged as the most potent compounds, with nine derivatives displaying MIC99 values ranging from 0.4 to 2.0 μm. In addition, several N-acetylazaaurones were found to be active against multidrug-resistant (MDR) and extensively drug-resistant (XDR) clinical M. tuberculosis isolates. The antimycobacterial mechanism of action of these compounds remains to be determined; however, a preliminary mechanistic study confirmed that they do not inhibit the mycobacterial cytochrome bc1 complex. Additionally, microsomal metabolic stability and metabolite identification studies revealed that N-acetylazaaurones are deacetylated to their azaaurone counterparts. Overall, these results demonstrate that azaaurones and their N-acetyl counterparts represent a new entry in the toolbox of chemotypes capable of inhibiting M. tuberculosis growth.