139276-16-7

Basic information

• Product Name: AKOS BBS-00006129
• Synonyms: AKOS BBS-00006129;(2Z)-2-Benzylidene-6-hydroxy-1-benzofuran-3(2H)-one;2-Benzylidene-6-hydroxy-1-benzofuran-3(2H)-one;(2Z)-2-(benzylidene)-6-hydroxy-benzofuran-3-one;(2Z)-6-hydroxy-2-(phenylmethylene)-3-benzofuranone;(2Z)-6-hydroxy-2-(phenylmethylene)benzofuran-3-one;(2Z)-6-hydroxy-2-(phenylmethylidene)-1-benzofuran-3-one;2-(benzylidene)-6-hydroxy-benzofuran-3-one
• CAS NO: 139276-16-7
• Molecular Formula: C₁₅H₁₀O₃
• Molecular Weight: 238.2381
• Mol File: 139276-16-7.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: AKOS BBS-00006129(CAS DataBase Reference)
• NIST Chemistry Reference: AKOS BBS-00006129(139276-16-7)
• EPA Substance Registry System: AKOS BBS-00006129(139276-16-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 139276-16-7(Hazardous Substances Data)

Upstream product

• 90921-05-4 3-oxo-2,3-dihydrobenzofuran-6-yl acetate 
• 100-52-7 benzaldehyde 
• 25015-92-3 2-chloro-1-(2,4-dihydroxyphenyl)ethanone 
• 108-46-3 recorcinol 
• 7169-34-8 3-oxo-2,3-dihydrobenzo[b]furan 
• 6272-26-0 6-hydroxybenzofuran-3-one 
• 572916-04-2 benzofuran-3,6-diol 

Downstream Products

• 869077-13-4 (2Z)-2-benzylidene-7-[(dimethylamino)methyl]-6-hydroxy-1-benzofuran-3(2H)-one 
• 1613190-18-3 (Z)-2-benzylidene-3-oxo-2,3-dihydrobenzofuran-6-yl trifluoromethanesulfonate 
• 1613190-12-7 (Z)-6-(6-aminopyridin-3-yl)-2-benzylidenebenzofuran-3(2H)-one 
• 1613190-11-6 (Z)-2-benzylidene-6-(4-fluorophenyl)benzofuran-3(2H)-one 
• 1613190-10-5 (Z)-2-benzylidene-6-phenylbenzofuran-3(2H)-one 
• 1613190-16-1 (Z)-2-benzylidene-7-((diethylamino)methyl)-6-hydroxybenzofuran-3(2H)-one 

Relevant articles and documents

An Aurone-derived Low-molecular-weight Fluorescence Probe for the Detection of Hg2+ in Aqueous Solution and Living Cells

A low-molecular-weight fluorescent probe 1 (M.W.?=?238.24) based on aurone was synthesized, and its application in fluorescent detection of Hg2+ in aqueous solution and living cells was reported. It exhibited an “on–off” fluorescent response to

Synthesis, characterization, and anticancer effect of trifluoromethylated aurone derivatives

A series of trifluoromethylated aurone derivatives were synthesized, and the structure of 6-hydroxy- 4-trifluoromethylated aurone was determined by single crystal X-ray analysis. Their anticancer activities against leucocythemia (HL-60) and colorectal ade

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.