52220-64-1

Usage

Uses

Used in Organic Synthesis:
1-(4-bromo-1-hydroxynaphthalen-2-yl)ethanone is used as a key intermediate in the synthesis of other organic compounds. Its unique structure with a bromo and hydroxyl group allows for various chemical reactions, making it a valuable building block for the creation of new molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 1-(4-bromo-1-hydroxynaphthalen-2-yl)ethanone is used as an intermediate in the production of various drugs. Its presence in the synthesis process contributes to the development of new medications with potential therapeutic benefits.
Used in Dye Manufacturing:
1-(4-bromo-1-hydroxynaphthalen-2-yl)ethanone is also utilized in the manufacturing of dyes. Its chemical properties enable the creation of a wide range of colors, making it an essential component in the dye industry.
Used in Materials Science:
In the field of materials science, 1-(4-bromo-1-hydroxynaphthalen-2-yl)ethanone has been studied for its potential applications in developing new materials with unique properties. Its versatility and chemical structure make it a promising candidate for research and development in this area.

Upstream product

• 711-79-5 1-hydroxy-2-acetonaphthone 
• 17216-08-9 2-acetyl-1-tetralone 
• 10336-97-7 3-acetyl-4-hydroxy-naphthalene-1-sulfonic acid 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 571-57-3 4-bromo-1-naphthol 
• 75-36-5 acetyl chloride 

Downstream Products

• 80309-01-9 ω,4-dibromo-2-acetyl-1-naphthol 
• 110050-69-6 1-(4-bromo-1-hydroxy-[2]naphthyl)-3t-(5-bromo-2-methoxy-phenyl)-propenone 
• 109866-30-0 1-(4-bromo-1-hydroxy-[2]naphthyl)-3t-(3-methoxy-phenyl)-propenone 
• 80309-02-0 4-bromo-2-hydroxy-3,4-benzoacetophenone anisoate 
• 80308-99-2 5-bromo-2-(p-methoxybenzylidene)-6,7-benzocoumaran-3-one 

Relevant academic research and scientific papers

Synthesis of aryl-substituted naphthalenes by chemoselective Suzuki-Miyaura reactions of bromo-trifluoromethanesulfonyloxy-naphthalenes. Influence of steric and electronic parameters

Chemoselective Suzuki-Miyaura reactions of 2-bromo-1- (trifluoromethanesulfonyloxy)naphthalene, 1-bromo-2- (trifluoromethanesulfonyloxy) naphthalene and 2-acetyl-4-bromo-1- (trifluoromethanesulfonyloxy)naphthalene, which are all readily available from the corresponding tetralone derivatives, afforded a variety of mono- and diarylnaphthalenes. The reactions generally proceed with excellent chemoselectivity in favour of the bromide position, no matter whether the bromide is located at position 1 or 2 of the naphthalene or whether the carbon attached to the triflate group is electronically more deficient by the presence of a neighbouring acetyl group.

Benzoflavone activators of the cystic fibrosis transmembrane conductance regulator: Towards a pharmacophore model for the nucleotide-binding domain

Our previous screen of flavones and related heterocycles for the ability to activate the cystic fibrosis transmembrane conductance regulator (CFTR) chloride channel indicated that UCCF-029, a 7,8-benzoflavone, was a potent activator. In the present study, we describe the synthesis and evaluation, using cell-based assays, of a series of benzoflavone analogues to examine structure-activity relationships and to identify compounds having greater potency for activation of both wild type CFTR and a mutant CFTR (G551D-CFTR) that causes cystic fibrosis in some human subjects. Using UCCF-029 as a structural guide, a panel of 77 flavonoid analogues was prepared. Analysis of the panel in FRT cells indicated that benzannulation of the flavone A-ring at the 7,8-position greatly improved compound activity and potency for several flavonoids. Incorporation of a B-ring pyridyl nitrogen either at the 3- or 4-position also elevated CFTR activity, but the influence of this structural modification was not as uniform as the influence of benzannulation. The most potent new analogue, UCCF-339, activated wild-type CFTR with a Kd of 1.7 μM, which is more active than the previous most potent flavonoid activator of CFTR, apigenin. Several compounds in the benzoflavone panel also activated G551D-CFTR, but none were as active as apigenin. Pharmacophore modeling suggests a common binding mode for the flavones and other known CFTR activators at one of the nucleotide-binding sites, allowing for the rational development of more potent flavone analogues.