78646-28-3

Basic information

• Product Name: Ethanone, 1-[2-hydroxy-6-(methoxymethoxy)phenyl]-
• Synonyms: 2'-hydroxy-6'-methoxymethoxyacetophenone;Ethanone,1-[2-hydroxy-6-(methoxymethoxy)phenyl];CTK2G5075
• CAS NO: 78646-28-3
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Mol File: 78646-28-3.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-[2-hydroxy-6-(methoxymethoxy)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[2-hydroxy-6-(methoxymethoxy)phenyl]-(78646-28-3)
• EPA Substance Registry System: Ethanone, 1-[2-hydroxy-6-(methoxymethoxy)phenyl]-(78646-28-3)

Safety Data

• Hazardous Substances Data: 78646-28-3(Hazardous Substances Data)

Usage

Preparation

Obtained by treatment of 2,6-dihydroxyacetophenone with methoxymethyl chloride in the presence of potassium carbonate in refluxing acetone for 2 h (85%).

Upstream product

• 699-83-2 2,6-dihydroxylacetophenone 
• 107-30-2 chloromethyl methyl ether 

Downstream Products

• 1579990-08-1 5-hydroxy-2-(4-phenylbutyl)-4H-chromen-4-one 
• 1579990-07-0 5-hydroxy-2-(3-phenylpropyl)-4H-chromen-4-one 
• 1579990-06-9 2-benzyl-5-hydroxy-4H-chromen-4-one 
• 1579990-05-8 5-hydroxy-2-(phenoxymethyl)-4H-chromen-4-one 

Relevant articles and documents

Development of a general approach to the synthesis of a library of isoflavonoid derivatives

Isoflavonoids are a class of organic compounds that act primarily as antioxidants. They are produced almost exclusively by various members of the bean family including soybeans, tofu, peanuts, chick peas, and alfalfa. The antioxidant characteristics that isoflavonoids exhibit help hinder the progression of certain cancers, primarily breast, prostate, and colon cancer. We have developed a three-five step synthesis for obtaining a suite of isoflavonoid derivatives. The synthesis involves an enamine formation, a ring closure and halogenation, a Suzuki coupling, and finally a global deprotection to obtain the respective isoflavonoid derivatives.

Multiple reactivities of flavonoids towards pathological elements in Alzheimer's disease: Structure-activity relationship

Amyloid-β (Aβ) accumulation, metal ion dyshomeostasis, oxidative stress, and cholinergic deficit are four major characteristics of Alzheimer's disease (AD). Herein, we report the reactivities of 12 flavonoids against four pathogenic elements of AD: metal-

Synthesis and biological evaluations of chalcones, flavones and chromenes as farnesoid x receptor (FXR) antagonists

Farnesoid X receptor (FXR), a nuclear receptor mainly distributed in liver and intestine, has been regarded as a potential target for the treatment of various metabolic diseases, cancer and infectious diseases related to liver. Starting from two previously identified chalcone-based FXR antagonists, we tried to increase the activity through the design and synthesis of a library containing chalcones, flavones and chromenes, based on substitution manipulation and conformation (ring closure) restriction strategy. Many chalcones and four chromenes were identified as microM potent FXR antagonists, among which chromene 11c significantly decreased the plasma and hepatic triglyceride level in KKay mice.

Design, synthesis and metabolic regulation effect of farnesoid X receptor (FXR) antagonistic benzoxepin-5-ones

A series of benzoxepin-5-ones were designed and synthesized by the cyclization of chalcones which were previously found as FXR antagonists. The cellular FXR antagonism of benzoxepines was investigated, among which the most potent compound 10l was able to reduce the plasma and hepatic triglyceride and plasma ALT levels in mice.