109586-45-0

Basic information

• Product Name: trifluoromethanesulfonic acid 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl ester
• Synonyms: trifluoromethanesulfonic acid 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl ester
• CAS NO: 109586-45-0
• Molecular Weight: 386.305
• Mol File: 109586-45-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: trifluoromethanesulfonic acid 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: trifluoromethanesulfonic acid 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl ester(109586-45-0)
• EPA Substance Registry System: trifluoromethanesulfonic acid 5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yl ester(109586-45-0)

Safety Data

• Hazardous Substances Data: 109586-45-0(Hazardous Substances Data)

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 480-40-0 5,7-dihydroxy-2-phenyl-chromen-4-one 
• 897921-88-9 trifluoro-methanesulfonic acid 4-oxo-2-phenyl-4H-chromen-7-yl ester 

Downstream Products

• 1066-45-1 trimethyltin(IV)chloride 
• 1370522-71-6 5-hydroxy-2,7-diphenyl-4H-chromen-4-one 
• 1370522-63-6 7-(3,5-dimethylphenyl)-5-hydroxy-2-phenyl-4H-chromen-4-one 
• 1370522-66-9 5-Hydroxy-7-(3,4-dimethoxyphenyl)-2-phenyl-4H-chromen-4-one 
• 1370522-65-8 7-[4-(tert-butyl)phenyl]-5-hydroxy-2-phenyl-4H-chromen-4-one 
• 1370522-67-0 5-hydroxy-2-phenyl-7-[4-(trifluoromethyl)phenyl]-4H-chromen-4-one 
• 1370522-70-5 5-hydroxy-7-(2-chlorophenyl)-2-phenyl-4H-chromen-4-one 
• 1370522-69-2 7-(4-chlorophenyl)-5-hydroxy-2-phenyl-4H-chromen-4-one 
• 1370522-61-4 5-hydroxy-2-phenyl-7-(p-tolyl)-4H-chromen-4-one 
• 1370522-62-5 5-hydroxy-2-phenyl-7-(m-tolyl)-4H-chromen-4-one 
• 1370522-64-7 5-hydroxy-2-phenyl-7-(o-tolyl)-4H-chromen-4-one 
• 1370522-68-1 7-(4-fluorophenyl)-5-hydroxy-2-phenyl-4H-chromen-4-one 
• 410078-35-2 7-trifluoromethane-sulfonyloxy-2-phenyl-5-pivaloyloxy-4-oxo-4H-chromene 
• 251913-42-5 7-(benzhydrylidene-amino)-5-hydroxy-2-phenyl-chromen-4-one 

Relevant articles and documents

Hypoxia-selective radiosensitisation by SN38023, a bioreductive prodrug of DNA-dependent protein kinase inhibitor IC87361

DNA-dependent protein kinase (DNA-PK) plays a key role in repair of radiation-induced DNA double strand breaks (DSB) by non-homologous end-joining. DNA-PK inhibitors (DNA-PKi) are therefore efficient radiosensitisers, but normal tissue radiosensitisation

Flavonoid-based inhibitors of the Phi-class glutathione transferase from black-grass to combat multiple herbicide resistance

The evolution and growth of multiple-herbicide resistance (MHR) in grass weeds continues to threaten global cereal production. While various processes can contribute to resistance, earlier work has identified the phi class glutathione-S-transferase (AmGSTF1) as a functional biomarker of MHR in black-grass (Alopecurus myosuroides). This study provides further insights into the role of AmGSTF1 in MHR using a combination of chemical and structural biology. Crystal structures of wild-type AmGSTF1, together with two specifically designed variants that allowed the co-crystal structure determination with glutathione and a glutathione adduct of the AmGSTF1 inhibitor 4-chloro-7-nitro-benzofurazan (NBD-Cl) were obtained. These studies demonstrated that the inhibitory activity of NBD-Cl was associated with the occlusion of the active site and the impediment of substrate binding. A search for other selective inhibitors of AmGSTF1, using ligand-fishing experiments, identified a number of flavonoids as potential ligands. Subsequent experiments using black-grass extracts discovered a specific flavonoid as a natural ligand of the recombinant enzyme. A series of related synthetic flavonoids was prepared and their binding to AmGSTF1 was investigated showing a high affinity for derivatives bearing a O-5-decyl-α-carboxylate. Molecular modelling based on high-resolution crystal structures allowed a binding pose to be defined which explained flavonoid binding specificity. Crucially, high binding affinity was linked to a reversal of the herbicide resistance phenotype in MHR black-grass. Collectively, these results present a nature-inspired new lead for the development of herbicide synergists to counteract MHR in weeds. This journal is

7-Carboxyamino Flavonecarboxylic deriv., therapeutic preparation and application

The invention concerns novel flavone and isoflavone derivatives of formulae (Ia) and (Ib) wherein: X represents a group of formula -COOR, or -PO(OR)2; R represents a hydrogen atom or an alkaline or alkaline-earth metal, or a lower alkyl group;