2569-75-7

Basic information

• Product Name: 7-hydroxy-2,3-dimethyl-4H-chromen-4-one
• Synonyms: 7-Hydroxy-2,3-dimethylchromone
• CAS NO: 2569-75-7
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.1953
• Mol File: 2569-75-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 348.6°C at 760 mmHg
• Flash Point: 140.4°C
• Density: 1.255g/cm³
• Vapor Pressure: 2.47E-05mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: 7-hydroxy-2,3-dimethyl-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-hydroxy-2,3-dimethyl-4H-chromen-4-one(2569-75-7)
• EPA Substance Registry System: 7-hydroxy-2,3-dimethyl-4H-chromen-4-one(2569-75-7)

Safety Data

• Hazardous Substances Data: 2569-75-7(Hazardous Substances Data)

Upstream product

• 17584-92-8 2,3-dimethyl-7-acetoxychromone 
• 392721-51-6 1-(2,4-diacetoxyphenyl)propane-1-one 
• 5792-36-9 2',4'-dihydroxypropiophenone 
• 108-24-7 acetic anhydride 
• 156-38-7 4-hydroxyphenylacetate 
• 93-25-4 2-methoxyphenylacetic acid 
• 17078-28-3 2-[4-(dimethylamino)phenyl]acetic acid 
• 614-75-5 2-Hydroxyphenylacetic acid 
• 108-46-3 recorcinol 

Downstream Products

• 101736-86-1 8-benzoyl-7-hydroxy-2,3-dimethyl-chromen-4-one 
• 102612-67-9 (2,3-dimethyl-4-oxo-4H-chromen-7-yloxy)-acetic acid ethyl ester 
• 91344-90-0 7,8-Dihydroxy-2,3-dimethyl-chromon 
• 1620051-89-9 7-(2,3-difluorophenyl)-2,3-dimethyl-4H-chromone 

Relevant articles and documents

First total synthesis of chromanone A, preparation of related compounds and evaluation of their antifungal activity againstCandida albicans, a biofilm forming agent

A straightforward and convenient approach for the first total syntheses of chromanone A and a related 7-OMe substituted natural product is reported. These unique C-3 substituted 2-hydroxymethyl chromones were recently isolated as fungal metabolites. Chromanone A was synthesized in 25.3% overall yield from the readily available pyrocatechol, whereas the second natural product was prepared in 39.7% global yield. A small library of chromones, including both natural products and some of their synthetic heterocyclic precursors, was evaluated againstCandida albicansATCC 10231, a biofilm forming agent. It was found that 8-methoxy-3-methyl-4-oxo-4H-chromene-2-carbaldehyde, a partially oxidized form of chromanone A, exhibited a minimum inhibitory concentration of 7.8 μg mL?1and significantly inhibited the yeast's virulence factors, including the adherence to buccal epithelial cells and the secretion of phospholipases, as well as the formation of germ tubes and the generation of the hyphal pseudomycelium. In addition, despite the heterocycle exhibiting non-significant inhibition of the formation of theCandidabiofilm, it completely inhibited the growth ofC. albicansin preformed biofilms at 62.5 μg mL?1

Synthesis of the unique angular tricyclic chromone structure proposed for aspergillitine, and its relationship with alkaloid TMC-120B

The synthesis of the tricyclic angular chromone structure originally assigned to aspergillitine is reported. The synthesis was achieved in 11 steps and 15% overall yield from 2,4-dihydroxypropiophenone, through the intermediacy of 2,3-dimethyl-7-hydroxych

Synthesis and binding affinity to human α and β estrogen receptors of various 7-hydroxycoumarins substituted at 4- and 3,4- positions

The study of the relative binding affinity (RBA) to the human α and β estrogen receptors (ERs) of various 7-hydroxycoumarins substituted at 4- and 3,4- positions is weak and lacks in selectivity for both ERα and ERβ. The 4-(4-hydroxyphenyl)-7-hydroxycoumarin shows a weak RBA to ERβ and 3,4-diphenyl-7-hydroxycoumarin presents a stronger RBA to ERα than ERβ.