24449-58-9

Usage

InChI:InChI=1/C17H15NO3/c1-12(19)18-14-8-10-17(21)15(11-14)16(20)9-7-13-5-3-2-4-6-13/h2-11,21H,1H3,(H,18,19)/b9-7+

Upstream product

• 103-90-2 4-acetaminophenol 
• 7298-67-1 5-acetamido-2-hydroxyacetophenone 
• 100-52-7 benzaldehyde 

Downstream Products

• 107274-74-8 acetic acid-[3-(2,3-dibromo-3-phenyl-propionyl)-4-hydroxy-anilide] 
• 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 
• 1245282-93-2 6-amino-3-methoxy-2-phenyl-4H-chromen-4-one 
• 1245282-84-1 N-(3-methoxy-4-oxo-2-phenyl-4H-chromen-6-yl)acetamide 
• 107915-41-3 6-amino-3-hydroxy-2-phenyl-4H-chromen-4-one 
• 109093-42-7 N-(3-hydroxy-4-oxo-2-phenyl-4H-chromen-6-yl)acetamide 
• 18467-10-2 N-(4-oxo-2-phenyl-4H-chromen-6-yl)acetamide 

Relevant academic research and scientific papers

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 evaluation of a series of novel imidazolidinone analogues of 6-aminoflavone as anticancer and anti-inflammatory agents

The flavone moiety is a potential pharmacophore known for its diverse range of pharmacological activities. Aminoflavones have recently been the subject of considerable attention as lead molecules in several cancer research projects. Imidazolidinone heterocycles represent another biologically active scaffold with known cytotoxic properties. In an attempt to provide synergistic cytotoxic activity, these two moieties have been combined, and the resulting novel analogues evaluated for their anticancer and anti-inflammatory activities. The results revealed that the cytotoxicities of these compounds were fivefold greater than those of aminoflavone. DNA histograms obtained from cell cycle analysis in the presence of these compounds were apoptotic in their nature. Furthermore, the in vivo screening of these compounds using Ehrlich's ascites tumour model showed an increase in life span, whereas an in vivo anti-inflammatory study resulted in the enhancement of the anti-inflammatory potential. The results therefore supported the hypothesis that there is a relationship between inflammation and cancer.

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