1229-59-0

Usage

Chemical classification

2-phenyl-chromen-4-one derivative

Properties

Contains a chlorine atom at position 6 on the chromenone ring
Contains a hydroxyl group at position 3 on the chromenone ring
Contains a methoxy group at position 4 on the phenyl ring

Potential pharmacological activities

Antioxidant
Anti-inflammatory
Valuable target for medicinal chemistry research in the development of new drugs for various therapeutic applications

Upstream product

• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 126267-42-3 2'-hydroxy-5'-chloro-4-methoxychalcone 
• 155723-53-8 2,4,4-Trimethoxy-2-p-tolyl-chroman-3-ol 
• 41255-30-5 4'-methylflavone 
• 1226-09-1 (E)-1-(5-chloro-2-hydroxyphenyl)-3-(4-methoxyphenyl)-prop-2-en-1-one 

Downstream Products

• 131136-64-6 6-Chloro-3-hydroxy-2,3-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one 
• 111391-79-8 6-chloro-3-methoxy-2-(4'-methoxyphenyl)-4-oxo-4H-1-benzopyran 
• 1062237-99-3 3-(allyloxy)-6-chloro-2-(4-methoxyphenyl)-4H-chromen-4-one 
• 1250865-51-0 6-chloro-3-methoxymethoxy-2-(4'-methoxyphenyl)-4-oxo-4H-1-benzopyran 
• 1262841-07-5 6-chloro-2-(4'-methoxyphenyl)-3-{(thiophen-2-yl)methoxy}-4-oxo-4H-1-benzopyran 

Relevant academic research and scientific papers

Absorption and fluorescent studies of 3-hydroxychromones

The synthesis and spectral studies of variously substituted 3-hydroxychromones have been carried out. A key relationship between the structural motif of synthesized 3-hydroxychromones (3-HCs) and their fluorescent properties was found. The chromones substituted with electron-donating group at 4′-position expressed the red shift of the N and T band and also exhibited the increased fluorescent intensity ratio while the chromones with electron-withdrawing group showed the blue shift of the N and T band. Therefore, these 3-HCs may behave as the possible fluorescent probes.

COMPOUNDS FOR IMMUNOPOTENTIATION

Methods of stimulating an immune response and treating patients responsive thereto with 3,4-di(1H-indol-3-yl)-1H-pyrrole-2,5-diones, staurosporine analogs, derivatized pyridazines, chromen-4-ones, indolinones, quinazolines, nucleoside analogs, and other small molecules are disclosed.

C-3 Hydroxylation of flavones using hypervalent iodine oxidation

Hypervalent iodine oxidation of several flavones (1b-g) with iodobenzene diacetate in methanolic potassium hydroxide, followed by acid hydrolysis of the resultant 3-hydroxy-2-methoxyflavonones dimethylacetals (2b-g), offers a general method for 3-hydroxyflavones (3b-g).

4'-Hydroxy-3-methoxyflavones with potent antipicornavirus activity

4'-Hydroxy-3-methoxyflavones are natural compounds with known antiviral activities against picornaviruses such as poliomyelitis and rhinoviruses. In order to establish a structure-activity relationship a series of analogues were synthesized, and their antiviral activities and cytotoxicities were compared with those of flavones from natural origin. The 4'-hydroxyl and 3-methoxyl groups, a substitution in the 5 position and a polysubstituted A ring appeared to be essential requirements for a high activity. The most interesting compound was 4',7-dihydroxy-3-methoxy-5,6-dimethylflavone possessing in vitro TI99 values of > 1000 and > 200 against poliovirus type 1 and rhinovirus type 15, respectively. This compound was also active against other rhinovirus serotypes (2, 9, 14, 29, 39, 41, 59, 63, 70, 85, and 89) tested, having MIC50 values ranging from 0.016 to 0.5 μg/mL. Finally in contrast to quercetin it showed to be not mutagenic in concentrations up to 2.5 mg in the Ames test.