382174-30-3

Basic information

• Product Name: 2H-1-Benzopyran-2-one, 4-methyl-7,8-bis(phenylmethoxy)-
• CAS NO: 382174-30-3
• Molecular Formula: C24H20O4
• Molecular Weight: 372.42
• Mol File: 382174-30-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-2-one, 4-methyl-7,8-bis(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-2-one, 4-methyl-7,8-bis(phenylmethoxy)-(382174-30-3)
• EPA Substance Registry System: 2H-1-Benzopyran-2-one, 4-methyl-7,8-bis(phenylmethoxy)-(382174-30-3)

Safety Data

• Hazardous Substances Data: 382174-30-3(Hazardous Substances Data)

Upstream product

• 87-66-1 2-hydroxyresorcinol 
• 2107-77-9 4-methyldaphnetin 
• 100-44-7 benzyl chloride 

Downstream Products

• 1313007-79-2 N,N-dibenzyl-N-(7,8-dibenzyloxy-2H-chromen-4-ylmethyl)amine hydrochloride 
• 1313175-12-0 N,N-dibenzyl-N-(2-allyl-7,8-dibenzyloxy-2H-chromen-4-ylmethyl)amine 
• 1313007-80-5 N,N-dibenzyl-N-(2-allyl-7,8-dibenzyloxy-2H-chromen-4-ylmethyl)amine hydrochloride 
• 1313175-20-0 N,N-dibenzyl-N-(7,8-dibenzyloxy-2-cyclohexyl-2H-chromen-4-ylmethyl)amine 
• 1313007-95-2 N,N-dibenzyl-N-(7,8-dibenzyloxy-2-cyclohexyl-2H-chromen-4-ylmethyl)amine hydrochloride 
• 1313175-21-1 N,N-dibenzyl-N-(2-adamant-1-yl-7,8-dibenzyloxy-2H-chromen-4-ylmethyl)amine 
• 1313007-96-3 N,N-dibenzyl-N-(2-adamant-1-yl-7,8-dibenzyloxy-2H-chromen-4-ylmethyl)amine hydrochloride 
• 1313175-13-1 N,N-dibenzyl-N-(7,8-dibenzyloxy-2-phenyl-2H-chromen-4-ylmethyl)amine 
• 1313007-82-7 N,N-dibenzyl-N-(7,8-dibenzyloxy-2-phenyl-2H-chromen-4-ylmethyl)amine hydrochloride 
• 1313007-83-8 C₁₆H₁₉NO₃ 
• 1313007-75-8 7,8-dibenzyloxy-2-oxo-2H-chromene-4-carboxaldehyde 
• 1313007-76-9 4-(N-benzylaminomethyl)-7,8-dibenzyloxychromen-2-one 
• 1313007-77-0 7,8-dibenzyloxy-4-N,N-dibenzylaminomethylchromen-2-one 
• 1313007-78-1 7,8-dibenzyloxy-4-N,N-dibenzylaminomethylchromen-2-ol 

Relevant articles and documents

Novel thiocoumarins as inhibitors of TNF-α induced ICAM-1 expression on human umbilical vein endothelial cells (HUVECs) and microsomal lipid peroxidation

Different coumarin/thiocoumarin derivatives, that is, 7-hydroxy-4- methylcoumarin, 7,8-dihydroxy-4-methylcoumarin, 7-acetoxy-4-methylcoumarin, 7,8-diacetoxy-4-methylcoumarin, 7-hydroxy-4-methylthiocoumarin, 7,8-dihydroxy-4-methylthiocoumarin, 7-acetoxy-4-methylthiocoumarin and 7,8-diacetoxy-4-methylthiocoumarin were synthesized and evaluated for their effects on TNF-α induced expression of intercellular adhesion molecule-1 (ICAM-1) on endothelial cells and on NADPH-catalyzed rat liver microsomal lipid peroxidation with a view to identify modulators for expression of cell adhesion molecules and to establish structure-activity relationship. We found that dihydroxy and diacetoxy derivatives of thiocoumarin were more potent in comparison to the corresponding coumarin derivatives in inhibiting TNF-α-induced expression of ICAM-1. However, coumarin derivatives were found to be more potent in comparison to the corresponding thiocoumarins in inhibiting microsomal lipid peroxidation. We have also tested the intermediate compounds 7,8-dibenzyloxy-4-methylcoumarin and 7,8-dibenzyloxy-4- methylthiocoumarin for their inhibitory activity on TNF-α-induced ICMA-1 expression. We found that dibenzyloxy-4-methylthiocoumarin is better than dibenzyloxy-4-methylcoumarin. The mechanisms underlying the observed activities of coumarins and thiocoumarins have been discussed with reference to their structures. Such structure-function relationship studies may help in developing molecules with better anti-inflammatory and anti-oxidant activities.