6296-55-5

Usage

Uses

Used in Pharmaceutical Industry:
2-oxo-3-phenyl-2H-chromen-7-yl acetate is used as a pharmaceutical agent for its anti-inflammatory properties, helping to reduce inflammation and alleviate symptoms associated with various inflammatory conditions.
Used in Anticancer Applications:
In the field of oncology, 2-oxo-3-phenyl-2H-chromen-7-yl acetate is utilized as an anticancer agent, targeting the inhibition of cancer cell growth and proliferation. Its potential to modulate various signaling pathways involved in cancer progression makes it a promising candidate for further research and development in cancer treatment.
Used in Research and Development:
2-oxo-3-phenyl-2H-chromen-7-yl acetate serves as a valuable research tool in the scientific community, where it is used to study its biological activities and explore its potential applications in drug development. Its antioxidant properties also make it a subject of interest for research into the prevention of oxidative stress-related diseases.
Used as a Chemical Intermediate in Organic Synthesis:
In the realm of organic chemistry, 2-oxo-3-phenyl-2H-chromen-7-yl acetate is employed as a chemical intermediate, playing a crucial role in the synthesis of various complex organic compounds. Its unique structure and reactivity contribute to the development of novel chemical entities with potential applications in various industries.

Upstream product

• 108-24-7 acetic anhydride 
• 114-70-5 sodium phenylacetate 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 103-82-2 phenylacetic acid 
• 127-08-2 potassium acetate 
• 52924-53-5 acetic acid 4-formyl-3-hydroxyphenyl ester 

Downstream Products

• 2555-22-8 3-phenyl-7-methoxycoumarin 
• 6468-96-8 7-Hydroxy-3-phenyl-chromen-2-one 

Relevant academic research and scientific papers

COMPOUNDS CONTAINING SI ATOMS FOR OPTICALLY ACTIVE DEVICES

The present invention relates to novel 2-oxo-2H-chromen compounds, particularly to compounds comprising a photoactive unit, said novel compounds being particularly suitable for compositions and ophthalmic devices as well as to compositions and ophthalmic

HYDROPHILIC COMPOUNDS FOR OPTICALLY ACTIVE DEVICES

The present invention relates to novel compounds, particularly to hydrophilic compounds, comprising a photoactive unit, said novel compounds being particularly suitable for ophthalmic devices. The present application also relates to ophthalmic devices com

Design and discovery of tyrosinase inhibitors based on a coumarin scaffold

In this manuscript we report the synthesis, pharmacological evaluation and docking studies of a selected series of 3-aryl and 3-heteroarylcoumarins with the aim of finding structural features for the tyrosinase inhibitory activity. The synthesized compounds were evaluated as mushroom tyrosinase inhibitors. Compound 12b showed the lowest IC50(0.19 μM) of the series, being approximately 100 times more active than kojic acid, used as a reference compound. The kinetic studies of tyrosinase inhibition revealed that 12b acts as a competitive inhibitor of mushroom tyrosinase with l-DOPA as the substrate. Furthermore, the absence of cytotoxicity in B16F10 melanoma cells was determined for this compound. The antioxidant profile of all the derivatives was evaluated by measuring radical scavenging capacity (ABTS and DPPH assays). Docking experiments were carried out on mushroom tyrosinase structures to better understand the structure-activity relationships.

Study of coumarin-resveratrol hybrids as potent antioxidant compounds

In the present work we synthesized a selected series of hydroxylated 3-phenylcoumarins 5-8, with the aim of evaluating in detail their antioxidant properties. From an in depth study of the antioxidant capacity data (ORAC-FL, ESR, CV and ROS inhibition) it

Design and synthesis of ERα/ERβ selective coumarin and chromene derivatives as potential anti-breast cancer and anti-osteoporotic agents

Several new coumarin and chromene prototype derivatives have been synthesised and evaluated for their ERα and ERβ selective activity. Coumarin prototype compounds 18 & 19 were found to be ERα selective and the most active, exhibiting potential antiproliferative activity against both ER +ve & ER -ve breast cancer cell lines. The surprise finding of the series, however, are the novel prototype III chromenes 45 & 46, with aroyl substitution at the 6th position. Both the compounds have shown potent antiproliferative activity against both the breast cancer cell lines, promote alkaline phosphatase activity, enhance osteoblast mineralization in vitro, significantly decrease ERE-ERα dependent transactivation and induce ERβ activity. This specific upregulation of ERβ isoform activity of compound 45 may be responsible for the antiosteoporotic activity at picomolar concentration. In addition, both the compounds were also devoid of any estrogenic activity, which correlates to their antiestrogenic behaviour in the two breast cancer cell lines. Assessment of selectivity using specific SiRNAs for ERα and ERβ revealed that most of the compounds showed ERα and ERβ-mediated action, except compound 28, which showed selectivity to ERα only. Computational docking analysis of active compounds 18 and 45 was conducted to correlate the interaction with the two receptors and it was found that the docked conformations of the coumarin prototype, compound 18 at ERα and ERβ active sites were more or less superimposable on each other. However, the unique orientation of the aminoalkoxy side chain of novel chromene (prototype III) compound 45 in the ERβ binding cavity may be responsible for its potential biological response. The Royal Society of Chemistry.

Synthesis and biological evaluation of hydroxylated 3-phenylcoumarins as antioxidants and antiproliferative agents

Based on the observed biological activities of coumarins and resveratrol, we synthesized fourteen hydroxylated 3-phenylcoumarins (stilbene-coumarin hybrids) including six novel ortho-hydroxy-methoxy substituted derivatives, 1-14, by Perkin reaction. We ch

One-pot greener protocol for the synthesis of substituted coumarins

An expeditious one-pot procedure for the synthesis of substituted coumarins under microwave irradiation is accounted. The method describes an easy and fast method for the synthesis of substituted acetoxy coumarins which are very good fluorophores for medical as well as industrial applications. It makes use of easily available reagents such as triethylamine and acetic anhydride as catalyst. The method finds good applications for the synthesis of multisubstituted coumarins.

Photophysical investigation of 3-substituted 4-alkyl and/or 7-acetoxy coumarin derivatives-A study of the effect of substituents on fluorescence

In the present work an array of novel substituted 2H-chromen-2-one (coumarin) derivatives has been subjected to photophysical analysis. Though the influence of the electron-donating groups such as amino, substituted amino, hydroxyl, alkoxy groups, etc. at position 7 of the coumarin ring system has been extensively studied, the luminescent properties of the coumarin moieties with an acetoxy substituent have not been explored. Herein it is attempted to study the variation of fluorescence behavior of substituted coumarin derivatives with change of nature and position of the substituents on the 2H-chromen-2-one skeleton. Effect of a methyl substituent at position 4 which imposes abnormal photophysical behavior to the chromenone unit has also been briefly described.

Modified coumarins. 29. Synthesis of structural analogs of natural 6-arylfuro[3,2-g]chromen-7-ones

3-Substituted 6-arylfuro[3,2-g]chromen-7-ones, structural analogs of natural furocoumarins, were synthesized by linear annelation of a furan fragment to a 3-arylcoumarin system.

Synthesis and binding affinity of 3-aryl-7-hydroxycoumarins to human α and β estrogen receptors

The synthesis of a set of substituted 3-aryl-7-hydroxycoumarins was performed. The study of the relations between their structure and their relative binding affinity (RBA) to human α and β estrogen receptors was achieved.