1338596-79-4

Basic information

• Product Name: 3-(2-hydroxyphenyl)-6-methyl-2H-chromen-2-one
• Synonyms: 3-(2-hydroxyphenyl)-6-methyl-2H-chromen-2-one
• CAS NO: 1338596-79-4
• Molecular Weight: 252.269
• Mol File: 1338596-79-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-(2-hydroxyphenyl)-6-methyl-2H-chromen-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-hydroxyphenyl)-6-methyl-2H-chromen-2-one(1338596-79-4)
• EPA Substance Registry System: 3-(2-hydroxyphenyl)-6-methyl-2H-chromen-2-one(1338596-79-4)

Safety Data

• Hazardous Substances Data: 1338596-79-4(Hazardous Substances Data)

Upstream product

• 553-86-6 benzofuran-2(3H)-one 
• 613-84-3 2-hydroxy-5-methylbenzaldehyde 
• 1190439-39-4 3-(2'-methoxy)phenyl-6-methylcoumarin 

Relevant articles and documents

Organocatalytic condensation-ring opening-annulation cascade reactions between N-Bocindolin-2-ones/benzofuran-2(3 H)-ones and salicylaldehydes for synthesis of 3-arylcoumarins

An organocatalytic cascade synthesis of 3-arylcoumarins has been developed. Mediated by 1,8-diazabicyclo[5,4,0]-undec-7-ene or tetramethylguanidine, a number of 3-arylcoumarins were obtained in good to excellent yields via condensation-ring opening-annulation between N-Bocindolin-2-ones/benzofuran-2(3H)-ones and salicylaldehydes. This method was featured by a broad scope of reactants, mild conditions, and simple operation.

Copper-mediated synthesis of coumestans via C(sp2)-H functionalization: Protective group free route to coumestrol and 4′-O-methylcoumestrol

A simple and efficient two step synthesis of coumestans is described. The key reaction in the synthesis is the use of easily available Cu(OAc)2 for C[sbnd]H functionalization of 3-(2-hydroxyphenyl)coumarin to give coumestan ring system via formal oxidative cyclization. This approach provided a short protective group free route to naturally occurring coumestrol and 4′-O-methylcoumestrol.

Remarkable antioxidant properties of a series of hydroxy-3-arylcoumarins

In the present work we synthesized a series of hydroxy-3-arylcoumarins (compounds 1-9), some of them previously described as MAO-B selective inhibitors, with the aim of evaluating their antioxidant properties. Theoretical evaluation of ADME properties of all the derivatives was also carried out. From the ORAC-FL, ESR and CV data it was concluded that these derivatives are very good antioxidants, with a very interesting hydroxyl, DPPH and superoxide radicals scavenging profiles. In particular compound 9 is the most active and effective antioxidant of the series (ORAC-FL = 13.5, capacity of scavenging hydroxyl radicals = 100%, capacity of scavenging DPPH radicals = 65.9% and capacity of scavenging superoxide radicals = 71.5%). Kinetics profile for protection fluorescein probe against peroxyl radicals by addition of antioxidant molecule 9 was also performed. Therefore, it can operate as a potential candidate for preventing or minimizing the free radicals overproduction in oxidative-stress related diseases.