433682-93-0

Basic information

• Product Name: methyl 7-methoxy-2-(4'-trifluoromethylbenzyl)-4H-1-benzopyran-4-one-3-carboxylate
• Synonyms: methyl 7-methoxy-2-(4'-trifluoromethylbenzyl)-4H-1-benzopyran-4-one-3-carboxylate
• CAS NO: 433682-93-0
• Molecular Weight: 392.331
• Mol File: 433682-93-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 7-methoxy-2-(4'-trifluoromethylbenzyl)-4H-1-benzopyran-4-one-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 7-methoxy-2-(4'-trifluoromethylbenzyl)-4H-1-benzopyran-4-one-3-carboxylate(433682-93-0)
• EPA Substance Registry System: methyl 7-methoxy-2-(4'-trifluoromethylbenzyl)-4H-1-benzopyran-4-one-3-carboxylate(433682-93-0)

Safety Data

• Hazardous Substances Data: 433682-93-0(Hazardous Substances Data)

Upstream product

• 74426-51-0 4-(trifluoromethyl)phenylacetyl chloride 
• 132017-98-2 methyl 3-(2-hydroxy-4-methoxyphenyl)-3-oxopropanoate 

Downstream Products

• 433682-94-1 7-methoxy-2-(4'-trifluoromethylbenzyl)-4H-1-benzopyran-4-one-3-carboxylic acid 
• 433682-95-2 7-methoxy-2-(4'-trifluoromethylbenzyl)-4H-1-benzopyran-4-one 

Relevant articles and documents

Binding of 1-benzopyran-4-one derivatives to aldose reductase: A free energy perturbation study

The relative binding affinities to human aldose reductase (ALR2) of three new 7-hydroxy-2-benzyl-4H-1-benzopyran-4-one inhibitors were predicted by free energy perturbation (FEP) simulations. Molecular substitutions were specifically designed to investigate the role of hydrogen bonding at the active site of ALR2. Starting from the lead inhibitor 7-hydroxy-2-(4′-hydroxybenzyl)-4H-1-benzopyran-4-one, the 4′-hydroxyl was mutated to methyl and to trifluoromethyl, and an hydroxyl at position 8 was additionally introduced. Once synthesized and tested as inhibitors of ALR2, the compounds displayed variations of Ki that were in qualitative to quantitative agreement with the calculated relative free energies of binding. The results, discussed in terms of balance between free energies of solvation and free energies of binding to ALR2, elucidate the importance of hydrogen bonding with Thr113 and with Trp111 and cofactor, and provide a rationale to the observed differences in binding affinities.