73207-85-9

Usage

InChI:InChI=1/C16H14O3/c1-9-6-16(17)19-14-8-15-12(7-11(9)14)10-4-2-3-5-13(10)18-15/h6-8H,2-5H2,1H3

Upstream product

• 86048-54-6 4-Methyl-7-(2'-oxocyclohexyloxy)coumarin 
• 106920-99-4 1-(3-hydroxy-6,7,8,9-tetrahydrodibenzofuran-2-yl)-ethanone 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 1056477-06-5 2-bromocyclohexanone 
• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 108-46-3 recorcinol 
• 822-87-7 2-Chlorocyclohexanone 

Downstream Products

• 105290-13-9 7-methyl-9H-benzofuro<3,2-g> <1> benzopyran-9-one 
• 872595-55-6 4-((phenylimino)methyl)-2H-benzofuro[3,2-g]chromen-2-one 
• 872595-56-7 4-((2-methoxyphenylimino)methyl)-2H-benzofuro[3,2-g]chromen-2-one 
• 872595-57-8 4-((4-methoxyphenylimino)methyl)-2H-benzofuro[3,2-g]chromen-2-one 

Relevant academic research and scientific papers

A QSAR model for in silico screening of MAO-A inhibitors. Prediction, synthesis, and biological assay of novel coumarins

This work explores the potential of the MARCH-INSIDE methodology to seek a QSAR for MAO-A inhibitors from a heterogeneous series of compounds. A Markov model was used to quickly calculate the molecular electron delocalization, polarizability, refractivity, and n-octanol/water partition coefficients for a series of 1406 active/nonactive compounds. LDA was subsequently used to fit a classification function. The model showed 92.8% and 91.8% global accuracy and predictability in training and validation studies. This QSAR model was validated through a virtual screening of a series of coumarin derivatives. The 15 selected compounds were prepared and evaluated as in vitro MAO-A inhibitors. The theoretical prediction was compared with the experimental results and the model correctly predicted 13 compounds with only two mistakes on compounds with activities very close to the cutoff point established for the model. Consequently, this method represents a useful tool for the "in silico" screening of MAO-A inhibitors.

Synthesis and biological evaluation of functionalized coumarins as acetylcholinesterase inhibitors

Three series of functionalized coumarin compounds were designed and prepared as cholinesterase (AChE and BuChE) inhibitors. The biological profile against AChE and BuChE of the prepared compounds was determined. Compound 7b exhibited a mixed-type of AChE

SYNTHESIS OF 9H-BENZOFURO BENZOPYRAN-9-ONES

A convenient synthesis of the title compounds is described, which involves the Wittig reaction of 7-acetyl-2,3,4,5-tetrahydro-8-hydroxydibenzofuran derivatives with ethoxycarbonylmethylenetriphenylphosphorane followed by dehydrogenation with DDQ.

A Note on an Antifertility Compound Reported by Tyagi et al.

The condensation product of reaction between 7-hydroxy-4-methylcoumarin and 2-bromo-cyclohexanone has earlier been assigned structure 1 by Tyagi et al.This is now shown to have structure 2, which can be converted into 1 by treatment with aq.NaOH.