51379-25-0

Usage

Chemical structure

Contains a furan ring and a hydroxyphenyl group

Type of compound

Dienone

Biological activities

Anti-inflammatory, antioxidant, and anti-cancer properties

Appearance

Yellowish crystalline

Solubility

Slightly soluble in water, highly soluble in organic solvents

Applications

Used in organic synthesis and pharmaceutical research

Intermediate

Valuable intermediate in the production of various pharmaceuticals and bioactive compounds

Upstream product

• 1450-72-2 5-methyl-2-hydroxyacetophenone 
• 51379-15-8 2-acetyl-4-methylphenyl furan-2-carboxylate 

Downstream Products

• 84637-23-0 2-(3-Furan-2-yl-isoxazol-5-yl)-4-methyl-phenol 
• 75201-07-9 2-(5-Furan-2-yl-1H-pyrazol-3-yl)-4-methyl-phenol 
• 84637-17-2 2-(5-Furan-2-yl-1-phenyl-1H-pyrazol-3-yl)-4-methyl-phenol 
• 1433961-92-2 3-(4-(tert-butoxy)benzyl)-1-(furan-2-yl)-7-methylchromeno[2,3-c]pyrrol-9(2H)-one 
• 1333334-74-9 2-[3-(furan-2-yl)-3-oxopropanoyl]-4-methylphenyl acetate 

Relevant academic research and scientific papers

Discovery of 3-(4-hydroxybenzyl)-1-(thiophen-2-yl)chromeno[2,3-c]pyrrol- 9(2H)-one as a phosphodiesterase-5 inhibitor and its complex crystal structure

Phosphodiesterase-5 (PDE5) inhibitors have been approved for the treatment of erectile dysfunction and pulmonary hypertension, but enthusiasm on discovery of PDE5 inhibitors continues for their potential new applications. Reported here is discovery of a series of new PDE5 inhibitors by structure-based design, molecular docking, chemical synthesis, and enzymatic characterization. The best compound, 3-(4-hydroxybenzyl)-1-(thiophen-2-yl)chromeno[2,3-c]pyrrol-9(2H)-one (57), has an IC50 of 17 nM against the PDE5 catalytic domain and good selectivity over other PDE families. The crystal structure of the PDE5 catalytic domain in complex with 57 was determined at 2 A resolution and showed that 57 occupies the same pocket as other PDE5 inhibitors, but has a different binding pattern in detail. On the basis of the binding pattern of 57, a novel scaffold can be proposed as a candidate of PDE inhibitors.

Synthesis of multi-functionalized chromeno[2, 3-c]pyrrol-9(2H)-ones: Investigation and application of Baker-Venkataraman rearrangement involved reactions catalyzed by 4-(Dimethylamino)pyridine

An efficient one-pot synthesis of multi-functionalized chromeno[2, 3-c]pyrrol-9(2H)-ones from 1, 3-diaryl-1, 3-diket-ones and amino acids is described. The synthesis is based on the 4-(dimethylamino)pyridine-catalyzed Baker-Venkatara-man rearrangement and

Synthesis and Reactions of 1-(2'-Furyl)-3-(substituted-2''-hydroxyphenyl)propanediones

The title compounds (III) have been synthesised by the base-catalysed Baker-Venkataraman transformation of furoyl esters (II) of substituted 2-hydroxyacetophenones.These propanediones (III) on acid cyclization, bromination, treatment with SO2Cl2, and cond