26962-50-5

Basic information

• Product Name: 2,2',4'-TRIHYDROXYCHALCONE
• Synonyms: 2,2',4'-TRIHYDROXYCHALCONE;1-(2,4-dihydroxyphenyl)-3-(2-hydroxyphenyl)-2-propen-1-on;1-(2,4-dihydroxyphenyl)-3-(2-hydroxyphenyl)-2-propen-1-one;2’,4’,2-trihydroxychalcone;2’,4’-dihydroxy-3-(o-hydroxyphenyl)-acrylophenon;2,2',4'-Trihydroxychalcone AldrichCPR
• CAS NO: 26962-50-5
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25
• Product Categories: Chalcones
• Mol File: 26962-50-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 193-194°C
• Boiling Point: 505.6 °C at 760 mmHg
• Flash Point: 273.7 °C
• Appearance: /
• Density: 1.384 g/cm³
• Vapor Pressure: 7.58E-11mmHg at 25°C
• Refractive Index: 1.715
• CAS DataBase Reference: 2,2',4'-TRIHYDROXYCHALCONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2',4'-TRIHYDROXYCHALCONE(26962-50-5)
• EPA Substance Registry System: 2,2',4'-TRIHYDROXYCHALCONE(26962-50-5)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• Hazardous Substances Data: 26962-50-5(Hazardous Substances Data)

Usage

General Description

2,2',4'-Trihydroxychalcone is a natural flavonoid compound found in various plant species. It is known for its antioxidant and anti-inflammatory properties, making it a potential candidate for use in pharmaceutical and nutraceutical applications. It has also been studied for its potential role in treating conditions such as diabetes, cancer, and neurodegenerative diseases. Research has shown that 2,2',4'-Trihydroxychalcone may exert its biological effects through its ability to modulate various signaling pathways within the body, making it a promising compound for further exploration and development.

InChI:InChI=1/C15H12O4/c16-11-6-7-12(15(19)9-11)14(18)8-5-10-3-1-2-4-13(10)17/h1-9,16-17,19H/b8-5+

Upstream product

• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 90-02-8 salicylaldehyde 
• 22877-01-6 2,4-bis(benzyloxy)acetophenone 
• 5896-17-3 2-(phenylmethoxy)benzaldehyde 
• 65490-08-6 2-hydroxy-4-(methoxymethoxy)acetophenone 
• 89-95-2 2-methyl-benzyl alcohol 
• 6515-05-5 2',4'-bis(methoxymethoxy)acetophenone 
• 5533-04-0 2-(methoxymethoxy)benzaldehyde 
• 100-52-7 benzaldehyde 

Downstream Products

• 62252-07-7 7-hydroxy-2-(2-hydroxyphenyl)-2,3-dihydro4H-chromen-4-one 
• 108474-25-5 1-(2,4-dihydroxy-phenyl)-3-(2-hydroxy-phenyl)-propan-1-one 

Relevant articles and documents

Synthesis and evaluation of hydroxychalcones as multifunctional non-purine xanthine oxidase inhibitors for the treatment of hyperuricemia

A series of hydroxychalcone derivatives have been designed, synthesized and evaluated for human xanthine oxidase (XO) inhibitory activity. Most of the tested compounds acted moderate XO inhibition with IC50 values in the micromolar rang. Molecular docking and kinetic studies have been performed to explain the binding modes of XO with the selected compounds. In addition, in vitro antioxidant screening results indicated that some of the hydroxychalcones possessed good anti-free radical activities. Furthermore, the preferred compounds 16 and 18 were able to significantly inhibit hepatic xanthine oxidase activity and reduced serum uric acid level of hyperuricemic mice in vivo. In summary, compounds 16 and 18 with balanced activities of antioxidant, XO inhibition and serum uric acid reduction, which are promising candidates for the treatment of hyperuricemia and gout.

Synthesis, biological evaluation and in silico metabolic and toxicity prediction of some flavanone derivatives

Flavones chemically are anthoxanthins, occur either in the free state or as glycosides associated with tannins (flavanoids). Flavanoids (derivatives of flavone) possess various pharmacological activities and due to its xanthine-oxidase enzyme inhibitory effect it also has superoxide-scavenging activities. A series of 2-phenyl-2,3-dihydrochromon-4-one derivatives (flavanone derivatives) were synthesized from chalcones by cyclization method and their activities were evaluated against some gram positive and gram-negative bacteria. IR, NMR and CHN analysis confirmed the structure of the synthesized compounds. The results of the antibacterial studies shows that compounds 2b, 2e, 2f and 2h possess activity against many bacterial strains. Among that the compound (2h) has remarkable activity against all strains viz. 25 μg/ml inhibitory concentration against S. aureus, S. sonnei, E. coli, S. typhimurium and V. cholerae. Compound 2f possess minimum inhibitory concentration of 200 μg/ml against E. coli and S. typhimurium and 25 μg/ml against S. sonnei, S. dysenteriae and V. cholerae. In silico metabolic and toxicity study of the synthesized compounds were performed and the predicted result showed that the compound having hydroxyl functional group undergo sulfate and O-glucuronide conjugation reaction and methoxy derivatives undergo demethylation reaction. The biologically active compounds are free of toxicity in oncogene, teratogen, sensitivity and immunotoxicity.

Studies in cell suspension cultures of cassia didymobotrya. Part VI. The biotransformation of chalcones to aurones and auronols

Cell-free extracts derived from tissue cultures of Cassia didymobotrya, which previously had been reported to convert 4-hydroxychalcones to flavones and biflavanones, catalyze the biotransformation of 2-hydroxychalcones to aurones and auronols. The aurone