19492-11-6

Basic information

• Product Name: 3-benzoyl-2-hydroxy-4H-chromen-4-one
• CAS NO: 19492-11-6
• Molecular Formula: C₁₆H₁₀O₄
• Molecular Weight: 266.2482
• Mol File: 19492-11-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 391.2°C at 760 mmHg
• Flash Point: 146.1°C
• Density: 1.423g/cm³
• Vapor Pressure: 8.02E-07mmHg at 25°C
• Refractive Index: 1.683
• CAS DataBase Reference: 3-benzoyl-2-hydroxy-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzoyl-2-hydroxy-4H-chromen-4-one(19492-11-6)
• EPA Substance Registry System: 3-benzoyl-2-hydroxy-4H-chromen-4-one(19492-11-6)

Safety Data

• Hazardous Substances Data: 19492-11-6(Hazardous Substances Data)

Usage

General Description

3-benzoyl-2-hydroxy-4H-chromen-4-one, also known as 2-Hydroxy-3-(4-oxo-4H-chromen-3-yl)benzoyl is a chemical compound with the molecular formula C20H12O4. It is a derivative of coumarin, a natural substance found in many plants and known for its anticoagulant and anti-inflammatory properties. 3-benzoyl-2-hydroxy-4H-chromen-4-one is commonly used in the pharmaceutical industry for its potential therapeutic effects, particularly for its ability to inhibit the activity of enzymes involved in blood coagulation. Additionally, it has been studied for its potential use in the treatment of various diseases, including cancer and cardiovascular disorders. 3-benzoyl-2-hydroxy-4H-chromen-4-one has also shown antioxidant and antimicrobial properties, making it a promising candidate for further research and development in the field of medicine and drug discovery.

Upstream product

• 98-88-4 benzoyl chloride 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 108-95-2 phenol 
• 33184-20-2 3-phenyl-4H-furo<3,2-c><1>benzopyran-4-one 
• 84388-73-8 acetylsalicylic acid N-hydroxysuccinimide ester 
• 1469-94-9 1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione 
• 50-78-2 aspirin 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 16709-58-3 2-oxo-2H-chromen-4-yl benzoate 
• 84941-67-3 3-Benzoyl-2-methylthio-chromon 
• 84941-80-0 3-Benzoyl-2-piperidino-chromon 
• 78589-68-1 methyl 4-oxo-2-phenyl-4H-chromene-3-carboxylate 

Downstream Products

• 535921-05-2 (3-benzoyl-2-oxo-2H-chromen-4-ylamino)-acetic acid methyl ester 
• 535921-10-9 4-oxo-3-phenyl-1,4-dihydro-5-oxa-1-aza-cyclopenta[a]naphthalene-2-carboxylic acid methyl ester 
• 535921-06-3 3-benzoyl-4-[2-(4-bromo-phenyl)-2-oxo-ethylamino]-chromen-2-one 
• 535921-11-0 2-(4-bromo-benzoyl)-3-phenyl-1H-5-oxa-1-aza-cyclopenta[a]naphthalen-4-one 
• 1429808-65-0 3-benzoyl-4-(N-methyl-1-phenylmethylamino)coumarin 
• 1429808-67-2 4-(benzylamino)-3-(hydroxy(phenyl)methyl)coumarin 
• 1429808-63-8 3-benzoyl-4-(benzylamino)coumarin 
• 85689-38-9 1,3-diphenylchromeno[2,3-c]pyrazol-4(1H)-one 
• 535921-01-8 4-methoxy-3-benzoylcoumarin 
• 100008-84-2 1,3-diphenyl-4-oxo-1H-benzopyrano<4,3-c>pyrazole 
• 85689-31-2 (5-Hydroxy-1,3-diphenyl-1H-pyrazol-4-yl)-(2-hydroxy-phenyl)-methanone 
• 64517-78-8 3-phenyl-4H-<1>benzopyrano<3,4-d>isoxazol-4-one 
• 525-82-6 FLAVONE 

Relevant articles and documents

Synthesis of 2-acylated and sulfonated 4-hydroxycoumarins: In vitro urease inhibition and molecular docking studies

Sixteen 4-hydroxycoumarin derivatives were synthesized, characterized through EI-MS and 1H NMR and screened for urease inhibitory potential. Three compounds exhibited better urease inhibition than the standard inhibitor thiourea (IC50 = 21 ± 0.11 μM) while other four compounds exhibited good to moderate inhibition with IC50 values between 29.45 ± 1.1 μM and 69.53 ± 0.9 μM. Structure activity relationship was established on the basis of molecular docking studies, which helped to predict the binding interactions of the most active compounds.

Functionalized 4-hydroxy coumarins: Novel synthesis, crystal structure and DFT calculations

A novel short-step methodology for the synthesis in good yields of functionalized coumarins has been developed starting from an activated precursor, the N-hydroxysuccinimide ester of O-acetylsalicylic acid. The procedure is based on a tandem C-acylation-c

Efficient synthesis of trisubstituted [1]benzopyrano[4,3-b]pyrrol-4(1H)-one derivatives from 4-hydroxycoumarin

Various trisubstituted [1]benzopyrano[4,3-b]pyrrol-4(1H)-one derivatives have been synthesized from 4-hydroxycoumarin with a 30-40% yield over six steps. The key step of the synthesis is a base-promoted intramolecular cyclization of enamines 5, followed by dehydration to generate the fused pyrrole ring.