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

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

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

Downstream Products

• 4631-18-9 6-diacetylamino-2-phenyl-chromen-4-one 
• 4613-53-0 6-amino-2-phenyl-4H-1-benzopyran-4-one 
• 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 

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.

COMPOUNDS FOR THE TREATMENT OF AMYLOID-ASSOCIATED DISEASES

This invention provides novel compounds of formulae (I) or (II) or a stereoisomer, enantiomer, racemic, or tautomer thereof, (I) (II) wherein the substituents are as defined in the specification. The present invention also relates to the novel compounds for use as a medicine, more in particular for the prevention or treatment of amyloid-related diseases, more specifically certain neurological disorders, such as disorders collectively known as tauopathies, disorders characterized by cytotoxic α-synuclein amyloidogenesis. The present invention also relates to the use of said novel compounds for the manufacture of medicaments useful for treating such amyloid-related diseases. The present invention further relates to pharmaceutical compositions including said novel compounds and to methods for the preparation of said novel compounds.

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.

Anti-HIV and antiplasmodial activity of original flavonoid derivatives

In our search for potent anti-HIV and antiplasmodial agents, novel series of flavonoid derivatives and their chalcone intermediates were synthesized and evaluated for inhibition of HIV multiplication and antiproliferative activity on Plasmodium falciparum

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

Reaction of 2′-hydroxy-5′-acetamido chalcones with dimethyl sulfoxide-iodine, pyridine-mercuric (II) acetate and triethanolamine

Reaction of 2′-hydroxy-5′-acetamido chalcones 5a-d with catalytic amount of iodine in DMSO affords flavone 6a-d, molar amount of mercuric (II) acetate in pyridine gives aurones 7a-d while with phenylhydrazine and hydrazine hydrate gives pyrazoline 8a-h in