18467-10-2

Basic information

• Product Name: Acetamide, N-(4-oxo-2-phenyl-4H-1-benzopyran-6-yl)-
• CAS NO: 18467-10-2
• Molecular Formula: C17H13NO3
• Molecular Weight: 279.295
• Mol File: 18467-10-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Acetamide, N-(4-oxo-2-phenyl-4H-1-benzopyran-6-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-(4-oxo-2-phenyl-4H-1-benzopyran-6-yl)-(18467-10-2)
• EPA Substance Registry System: Acetamide, N-(4-oxo-2-phenyl-4H-1-benzopyran-6-yl)-(18467-10-2)

Safety Data

• Hazardous Substances Data: 18467-10-2(Hazardous Substances Data)

Upstream product

• 51-66-1 4-methoxyacetanilide 
• 104-94-9 4-methoxy-aniline 
• 103-90-2 4-acetaminophenol 
• 100-52-7 benzaldehyde 
• 52923-34-9 N-[4-hydroxy-3-[(E)-3-phenylprop-2-enoyl]phenyl]acetamide 
• 7298-67-1 5-acetamido-2-hydroxyacetophenone 
• 93-89-0 benzoic acid ethyl ester 
• 24449-58-9 5′-acetamino-2′-hydroxychalcone 
• 36773-22-5 1-phenyl-3-(2'-hydroxy-5'-acetamidophenyl)-1,3-propanedione 

Downstream Products

• 1422722-54-0 4-benzylidene-1-(4-oxo-2-phenyl-4H-chromen-6-yl)-2-phenyl-1H-imidazol-5-one 
• 1422722-55-1 4-(4-methoxybenzylidene)-1-(4-oxo-2-phenyl-4H-chromen-6-yl)-2-phenyl-1H-imidazol-5-one 
• 1422722-56-2 4-(3,4-dichlorobenzylidene)-1-(4-oxo-2-phenyl-4H-chromen-6-yl)-2-phenyl-1H-imidazol-5-one 
• 1422722-57-3 4-(3,4-dimethoxybenzylidene)-1-(4-oxo-2-phenyl-4H-chromen-6-yl)-2-phenyl-1H-imidazol-5-one 
• 1422722-58-4 4-(4-hydroxybenzylidene)-1-(4-oxo-2-phenyl-4Hchromen-6-yl)-2-phenyl-1H-imidazol-5-one 
• 4613-53-0 6-amino-2-phenyl-4H-1-benzopyran-4-one 
• 4631-18-9 6-diacetylamino-2-phenyl-chromen-4-one 

Relevant articles and documents

AHR INHIBITORS AND USES THEREOF

The present invention provides compounds useful as inhibitors of AHR, compositions thereof, and methods of using the same.

Synthesis and anti-cancer activity of novel thiazolidinone analogs of 6-aminoflavone

Novel heterocyclic analogs were synthesized by combining a flavone nucleus and thiazolidinone ring in an effort to potentiate the existing anti-cancer activity of flavone. The syntheses of 6-aminoflavone, 6-amino-3-methoxyflavone, 6-amino-3-methoxy-3',4'-dimethxyflavone and their corresponding thiazolidinone analogs were performed. Fifteen novel analogs were synthesized and evaluated for their anti-cancer activity using cell-based assay techniques and in vivo testing. As expected, the analogs improved cytotoxicity and were shown to increase the life span of cancer-bearing mice. Cytotoxicity was evaluated using 3-(4,5-dimethylthiazol-2-yl)-2, 5-diphenyltetrazolium bromide (MTT) assays in HeLa, MDA-MB-435, and Vero cell lines. In vivo evaluation of anti-cancer activity performed in albino mice bearing Dalton's ascites carcinoma showed that the new analogs enhanced life span and prevented increases in body weight owing to tumor volumes. Moreover, cell-cycle analysis and Hoechst staining analysis proved the apoptotic potential of these analogs. Preliminary pharmacokinetic evaluation was carried out on the synthesized compounds to determine the lipophilicity and pKa. Lipophilicity was determined using high-performance liquid chromatography and the results showed a direct correlation between the observed anti-cancer activity and log P value, while pKa values indicated the ionizing range which is a prediction tool for solubility and permeability.

Synthesis and complete assignment of the 1H and 13C NMR signals of new acetamido and aminoflavonoid derivatives

The complete 1H and13C NMR assignment of 9 acetamidochalcones, 18 acetamidoflavones, 18 aminoflavones, 9 acetamidoflavonols and 9 aminoflavonols has been performed using one- and two-dimensional NMR techniques including COSY, HMQC and HMBC experiments. Copyright