52811-37-7

Usage

Preparation

Obtained (poor yield) by reaction of benzoic acid with 2-methoxyhydroquinone in the pres ence of boron trifluoride-etherate, on heating at 100° for 30–45 min (5%).

InChI:InChI=1/C14H12O4/c1-18-13-8-11(15)10(7-12(13)16)14(17)9-5-3-2-4-6-9/h2-8,15-16H,1H3

Upstream product

• 1378871-36-3 C₈H₇ClO₄ 
• 71-43-2 benzene 
• 36896-99-8 2-hydroxy-4,5-dimethoxybenzophenone 
• 52811-36-6 2-benzoyl-5-methoxybenzoquinone 
• 131-57-7 Benzophenone-3 

Downstream Products

• 52811-39-9 (5-Ethoxy-2,4-dimethoxy-phenyl)-phenyl-methanone 
• 52811-38-8 (5-Ethoxy-2-hydroxy-4-methoxy-phenyl)-phenyl-methanone 
• 36896-99-8 2-hydroxy-4,5-dimethoxybenzophenone 
• 59057-75-9 7-methoxy-2-oxo-4-phenyl-2H-chromen-6-yl acetate 

Relevant academic research and scientific papers

Iron-catalyzed arene C-H hydroxylation

The sustainable, undirected, and selective catalytic hydroxylation of arenes remains an ongoing research challenge because of the relative inertness of aryl carbon-hydrogen bonds, the higher reactivity of the phenolic products leading to over-oxidized by-products, and the frequently insufficient regioselectivity. We report that iron coordinated by a bioinspired L-cystine-derived ligand can catalyze undirected arene carbon-hydrogen hydroxylation with hydrogen peroxide as the terminal oxidant. The reaction is distinguished by its broad substrate scope, excellent selectivity, and good yields, and it showcases compatibility with oxidation-sensitive functional groups, such as alcohols, polyphenols, aldehydes, and even a boronic acid. This method is well suited for the synthesis of polyphenols through multiple carbon-hydrogen hydroxylations, as well as the late-stage functionalization of natural products and drug molecules.

Arylalkyl ketones, benzophenones, desoxybenzoins and chalcones inhibit TNF-α induced expression of ICAM-1: Structure-activity analysis

The interaction between leukocytes and the vascular endothelial cells (EC) via cellular adhesion molecules plays an important role in the pathogenesis of various inflammatory and autoimmune diseases. Small molecules that block these interactions have been targeted as potential therapeutic agents against acute and chronic inflammatory diseases. In an effort to identify potent intercellular cell adhesion molecule-1 (ICAM-1) inhibitors, a large number of arylalkyl ketones, benzophenones, desoxybenzoins and chalcones and their analogs (54 in total) have been synthesized and screened for their ICAM-1 inhibitory activity. The structure-activity relationship studies of these compounds identified three potent chalcone derivatives and also demonstrated the possible mechanism for their ICAM-1 inhibitory activities. The most active compound was found to be 79. A large number of arylalkyl ketones, benzophenones, desoxybenzoins and chalcones as well as their analogs (54 in total) were synthesized and screened for their ICAM-1 inhibitory activity. The structure-activity relationship studies of these compounds identified three potent chalcone derivatives and also demonstrated a possible mechanism of their ICAM-1 inhibitory activities. The most active compound was found to be 79. Copyright