147666-81-7

Usage

InChI:InChI=1/C15H10O6/c16-9-3-8-5-13(7-1-2-10(17)11(18)4-7)21-15(20)14(8)12(19)6-9/h1-6,16-19H

Upstream product

• 151698-55-4 6,8-dimethoxy-3-(3,4-dimethoxyphenyl)isocoumarin 
• 51116-92-8 methyl 4,6-dimethoxysalicylate 
• 29723-28-2 methyl 2,4,6-trimethoxybenzoate 
• 550365-27-0 methyl 4,6-dimethoxy-2-[(3,4-dimethoxyphenyl)ethynyl]benzoate 
• 550365-22-5 4-iodo-6,8-dimethoxy-3-(3,4-dimethoxyphenyl)isocoumarin 
• 1077626-69-7 6-hydroxy-8-methoxy-3-(3,4-dimethoxyphenyl)isocoumarin 
• 151698-50-9 N,N-diethyl-2,4-dimethoxy-6-[2-(3,4-dimethoxyphenyl)-2-oxoethyl]-benzamide 
• 6967-45-9 3,4-dimethoxy-N,N-dimethylbenzamide 
• 550365-26-9 methyl 4,6-dimethoxy-2-(perfluoro-1-butanesulfonyloxy)benzoate 

Relevant academic research and scientific papers

Synthesis of 3-substituted isocoumarins and their inhibitory effects on degranulation of RBL-2H3 cells induced by antigen

Eleven 3-substituted isocoumarins and a benzylidenephthalide were synthesized through thermal cyclization reaction of δ- and γ-ketoamides, respectively. Subsequent deprotection of the hydroxyl groups of the resulting isocoumarin and benzylidenephthalide compounds afforded thunberginols A, B, and F., respectively, which originated from the processed leaves of Hydrangea macrophylla Seringe var. thunbergii MAKINO. The synthesized isocoumarins and thunberginols were evaluated for their anti-allergic activity, in which thunberginol B exhibited the highest inhibitory potency on the degranulation of RBL-2H3 cells induced by antigen. Structure - activity relationship studies were carried out to determine the necessary substituents on the 3-phenylisocoumarin skeleton for inhibitory activity.

Synthesis of 3-arylisocoumarins, including thunberginols A and B, unsymmetrical 3,4-disubstituted isocoumarins, and 3-ylidenephthalides via iodolactonization of methyl 2-ynylbenzoates or the corresponding carboxylic acids

3-Aryl-4-iodoisocoumarins, which were readily and efficiently prepared by regioselective iodolactonization of methyl 2-ynylbenzoates or the corresponding carboxylic acids, were used as precursors either to 3-arylisocoumarins, including naturally-occurring

Synthesis of 3-substituted isocoumarins and related natural products

Several N,N-diethyl-2-acylmethylbenzamides (6) were prepared from N,N- diethyl-2-toluamides (4), and the ketoamides (6) were easily cyclized to the corresponding 3-substituted isocoumarins (8) by heating in acetic acid or xylene. This simple procedure was