3952-69-0

Basic information

• Product Name: 5-HYDROXY-4H-CHROMEN-4-ONE
• Synonyms: 5-HYDROXY-4H-CHROMEN-4-ONE;5-Hydroxy-4H-chromen-4-one, Tech.
• CAS NO: 3952-69-0
• Molecular Formula: C₉H₆O₃
• Molecular Weight: 162.14
• Mol File: 3952-69-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 127 °C
• Boiling Point: 312.3°Cat760mmHg
• Flash Point: 132.4°C
• Appearance: /
• Density: 1.403g/cm³
• Vapor Pressure: 0.00029mmHg at 25°C
• Refractive Index: 1.64
• PKA: 6.83±0.20(Predicted)
• CAS DataBase Reference: 5-HYDROXY-4H-CHROMEN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-HYDROXY-4H-CHROMEN-4-ONE(3952-69-0)
• EPA Substance Registry System: 5-HYDROXY-4H-CHROMEN-4-ONE(3952-69-0)

Safety Data

• Hazardous Substances Data: 3952-69-0(Hazardous Substances Data)

Usage

General Description

5-HYDROXY-4H-CHROMEN-4-ONE, also known as 5-hydroxycoumarin, is a chemical compound with a molecular formula of C9H6O3 and a molecular weight of 162.14 g/mol. It is a derivative of coumarin and is commonly found in plants such as tonka beans and sweet woodruff. 5-HYDROXY-4H-CHROMEN-4-ONE has been studied for its potential medicinal properties, including its antioxidant, anti-inflammatory, and anti-cancer effects. It has also been investigated for its potential use in the treatment of diabetes and its ability to protect against various neurological disorders. Additionally, this compound has been used in the development of pharmaceuticals, as well as in the synthesis of other organic compounds.

InChI:InChI=1/C9H6O3/c10-6-2-1-3-8-9(6)7(11)4-5-12-8/h1-5,10H

Upstream product

• 491-38-3 1-benzopyran-4(4H)-one 
• 118-93-4 o-hydroxyacetophenone 
• 109-94-4 formic acid ethyl ester 
• 699-83-2 2,6-dihydroxylacetophenone 
• 68-12-2 N,N-dimethyl-formamide 
• 108-46-3 recorcinol 
• 122-51-0 orthoformic acid triethyl ester 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 13849-19-9 5-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one 
• 133992-43-5 3,4-dihydrofuro<4,3,2-de><1>benzopyran 
• 13849-32-6 3,4-dihydro-5-hydroxy-2H-1-benzopyran 
• 59887-87-5 5-methoxy-4H-chromen-4-one 

Relevant articles and documents

Synthesis and evaluation of trypanocidal activity of chromane-type compounds and acetophenones

American trypanosomiasis (Chagas disease) caused by the Trypanosoma cruzi parasite, is a severe health problem in different regions of Latin America and is currently reported to be spreading to Europe, North America, Japan, and Australia, due to the migration of populations from South and Central America. At present, there is no vaccine available and chemotherapeutic options are reduced to nifurtimox and benznidazole. Therefore, the discovery of new molecules is urgently needed to initiate the drug development process. Some acetophenones and chalcones, as well as chromane-type substances, such as chromones and flavones, are natural products that have been studied as trypanocides, but the relationships between structure and activity are not yet fully understood. In this work, 26 compounds were synthesized to determine the effect of hydroxyl and isoprenyl substituents on trypanocide activity. One of the compounds showed interesting activity against a resistant strain of T. cruzi, with a half effective concentration of 18.3 μM ± 1.1 and an index of selectivity > 10.9.

Second Generation Total Synthesis of (–)-Preussochromone D

An improved enantioselective synthesis of the natural product (–)-preussochromone D (3) and first insights into a possible route to the trans-preussochromones E and F are described. Starting from commercially available 5-hydroxy-4H-chromen-4-one, two ster