850881-86-6

Basic information

• Product Name: 2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxy-
• Synonyms: 2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxy-;4-(4-Fluorophenyl)-7-hydroxy-2H-1-benzopyran-2-one;4-(4-Fluoro-phenyl)-7-hydroxy-chromen-2-one;4-(4-Fluorophenyl)-7-hydroxy-2H-chromen-2-one;4-(4-Fluorophenyl)-7-hydroxycouMarin
• CAS NO: 850881-86-6
• Molecular Formula: C₁₅H₉FO₃
• Molecular Weight: 256.23
• Product Categories: API intermediates
• Mol File: 850881-86-6.mol

Chemical Properties

• Melting Point: 280-281 °C
• Boiling Point: 451.529 °C at 760 mmHg
• Flash Point: 226.877 °C
• Appearance: /
• Density: 1.409 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.647
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 7.71±0.20(Predicted)
• CAS DataBase Reference: 2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxy-(850881-86-6)
• EPA Substance Registry System: 2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxy-(850881-86-6)

Safety Data

• Hazardous Substances Data: 850881-86-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxyis used as a potential therapeutic agent for various health conditions due to its antioxidant properties. 2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxy-'s ability to combat oxidative stress and inflammation makes it a candidate for the development of new drugs targeting a range of diseases, including cardiovascular, neurodegenerative, and age-related disorders.
Used in Nutraceutical Industry:
In the nutraceutical industry, 2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxyis used as a dietary supplement or functional food ingredient to promote health and well-being. Its antioxidant properties can help support the immune system, enhance cognitive function, and improve overall health.
Used in Cosmetic Industry:
2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxyis used as an active ingredient in cosmetic products for its potential skin health benefits. Its antioxidant and anti-inflammatory properties can help protect the skin from environmental stressors, reduce signs of aging, and improve skin texture and appearance.
Used in Agricultural Industry:
In agriculture, 2H-1-Benzopyran-2-one, 4-(4-fluorophenyl)-7-hydroxycan be used as a natural pesticide or growth promoter. Its antioxidant properties may help protect plants from oxidative stress caused by environmental factors, such as UV radiation, drought, or nutrient deficiency, thereby improving crop yield and quality.

InChI:InChI=1/C15H9FO3/c16-10-3-1-9(2-4-10)13-8-15(18)19-14-7-11(17)5-6-12(13)14/h1-8,17H

Upstream product

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Downstream Products

• 1229617-70-2 4-(4-fluorophenyl)-2-oxo-2H-chromen-7-yl trifluoromethanesulfonate 
• 1440946-12-2 7-(4-(4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)butoxy)-4-(4-fluorophenyl)-2H-chromen-2-one 
• 1440946-63-3 7-(4-bromobutoxy)-4-(4-fluorophenyl)-2H-chromen-2-one 
• 179380-09-7 4-(4-fluoro-phenyl)-7-[3-fluoro-5-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-phenylsulfanyl]-chromen-2-one 
• 179113-54-3 7-bromo-4-(4-fluorophenyl)-2H-chromen-2-one 

Relevant articles and documents

Promising new inhibitors of tyrosyl-DNA phosphodiesterase I (Tdp 1) combining 4- arylcoumarin and monoterpenoid moieties as components of complex antitumor therapy

Tyrosyl-DNA phosphodiesterase 1 (Tdp1) is an important DNA repair enzyme in humans, and a current and promising inhibition target for the development of new chemosensitizing agents due to its ability to remove DNA damage caused by topoisomerase 1 (Top1) poisons such as topotecan and irinotecan. Herein, we report our work on the synthesis and characterization of new Tdp1 inhibitors that combine the arylcoumarin (neoflavonoid) and monoterpenoid moieties. Our results showed that they are potent Tdp1 inhibitors with IC50 values in the submicromolar range. In vivo experiments with mice revealed that compound 3ba (IC50 0.62 μM) induced a significant increase in the antitumor effect of topotecan on the Krebs-2 ascites tumor model. Our results further strengthen the argument that Tdp1 is a druggable target with the potential to be developed into a clinically-potent adjunct therapy in conjunction with Top1 poisons.

Synthesis of 4-arylcoumarins via palladium-catalyzed arylation/cyclization of ortho-hydroxylcinnamates with diaryliodonium salts

The palladium-catalyzed arylation/cyclization of ortho-hydroxylcinnamate ester derivatives by using diaryliodonium(III) salts has been developed. With this method, 4-arylcoumarins were easily prepared in good to excellent yields under base-free conditions

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The discovery and synthesis of potential and novel antipsychotic coumarin derivatives, associated with potent dopamine D2, D3, and serotonin 5-HT1A and 5-HT2A receptor properties, are the focus of the present article. The most-promising derivative was 7-(4-(4-(6-fluorobenzo[d]isoxazol-3-yl)-piperidin-1-yl)butoxy) -4-methyl-8-chloro-2H-chromen-2-one (17m). This derivative possesses unique pharmacological features, including high affinity for dopamine D2 and D3 and serotonin 5-HT1A and 5-HT2A receptors. Moreover, it possesses low affinity for 5-HT2C and H1 receptors (to reduce the risk of obesity associated with chronic treatment) and hERG channels (to reduce the incidence of torsade des pointes). In animal models, compound 17m inhibited apomorphine-induced climbing behavior, MK-801-induced hyperactivity, and the conditioned avoidance response without observable catalepsy at the highest dose tested. Further, fewer preclinical adverse events were noted with 17m compared with risperidone in assays that measured prolactin secretion and weight gain. Acceptable pharmacokinetic properties were also noted with 17m. Taken together, 17m may constitute a novel class of drugs for the treatment of schizophrenia.

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BENZOPYRONE COMPOUNDS, PREPARATION METHOD AND USE THEREOF

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