574-19-6

Usage

Uses

Used in Pharmaceutical Industry:
2'-HYDROXY-1'-ACETONAPHTHONE is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a versatile building block in the development of new drugs and medications.
Used in Chemical Industry:
2'-HYDROXY-1'-ACETONAPHTHONE is used as a chemical intermediate for the preparation of various organic compounds, such as 1-(N-isopropyl-α-iminoethyl)-2-naphthol, a Schiff base. 2'-HYDROXY-1'-ACETONAPHTHONE has potential applications in the development of new materials and chemical products.

InChI:InChI=1/C12H10O2/c1-8(13)12-10-5-3-2-4-9(10)6-7-11(12)14/h2-7,14H,1H3

Upstream product

• 1523-11-1 naphthalen-2-yl acetate 
• 93-04-9 2-Methoxynaphthalene 
• 75-36-5 acetyl chloride 
• 135-19-3 β-naphthol 
• 136811-79-5 1-acetyl-2-(3-methylbut-2-enyloxy)naphthalene 
• 78156-65-7 1-acetyl-2-phenylacetoxynaphthalene 
• 90-15-3 α-naphthol 
• 7446-70-0 aluminium trichloride 
• 1205-91-0 benzene-1,4-diyl diacetate 
• 506-96-7 Acetyl bromide 
• 64-19-7 acetic acid 
• 5672-94-6 1-acetyl-2-methoxynaphthalene 
• 78156-61-3 1-methyl-2-benzylnaphtho<2,1-b>furan 
• 830-81-9 1-naphthyl acetate 

Downstream Products

• 40649-77-2 (E)-1-(2-hydroxynaphthalen-1-yl)-3-phenylprop-2-en-1-one 
• 28656-32-8 (E)-1-(2-hydroxynaphthalen-1-yl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 28656-21-5 3-(4-methoxyphenyl)-2,3-dihydro-1H-benzo[f]chromen-1-one 
• 112584-26-6 (E)-1-(2-hydroxynaphthalen-1-yl)-3-(2-hydroxyphenyl)prop-2-en-1-one 
• 108804-52-0 1-acetyl-2-benzoyloxynaphthalene 
• 158228-87-6 3-(3,4-dimethoxy-phenyl)-2,3-dihydro-benzo[f]chromen-1-one 
• 6051-87-2 3-phenyl-1H-naphtho[2,1-b]pyran-1-one 
• 125240-02-0 UCCF 040 
• 54198-02-6 3',4',5'-trimethoxy-β-naphthoflavone 
• 3528-22-1 1H-benzo[f]chromen-1-one 
• 38280-30-7 1-Hydroxy-2-naphthyl-4-methylstyrylketon 
• 38280-21-6 1-o-Chlorphenyl-3-(2'-hydroxynaphthyl-1')propenon 
• 40649-77-2 3-phenyl-1-(2'-hydroxynaphthyl)-2-propen-1-one 

Relevant academic research and scientific papers

Benzoflavone derivatives as potent antihyperuricemic agents

Two series of benzoflavone derivatives were rationally designed, synthesized and evaluated for their xanthine oxidase (XO) inhibitory potential. Among both series, eight compounds (NF-2, NF-4, NF-9, NF-12, NF-16, NF-25, NF-28, and NF-32) were found to exert significant XO inhibition with IC50 values lower than 10 μM. Enzyme kinetic studies revealed that the most potent benzoflavone derivatives (NF-4 and NF-28) are mixed type inhibitors of the XO enzyme. Molecular modeling studies were also performed to investigate the binding interactions of these molecules (NF-4 and NF-28) with the amino acid residues present in the active site of the enzyme. Docking results confirmed that their favorable binding conformations in the active site of XO can completely block the catalytic activity of the enzyme. Benzoflavone derivatives exhibiting potent XO enzyme inhibition also showed promising results in a hyperuricemic mice model when tested in vivo.

5,6-Benzoflavones as cholesterol esterase inhibitors: Synthesis, biological evaluation and docking studies

In a continued effort to develop potent cholesterol esterase (CEase) inhibitors, a series of 5,6-benzoflavone derivatives was rationally designed and synthesized by changing the position of the benzene ring attached to the flavone skeleton in previously reported 7,8-benzoflavones. All the synthesized compounds were checked for their inhibitory potential against cholesterol esterase (CEase) using a spectrophotometric assay. Among the series of forty compounds, seven derivatives (B-10 to B-16) exhibited above 90 percent inhibition against CEase in an in vitro enzymatic assay. Compound B-16 showed the most promising activity with an IC50 value of 0.73 nM against cholesterol esterase. To determine the type of inhibition, enzyme kinetic studies were carried out for B-16, which revealed its mixed-type inhibition approach. Moreover, to figure out the key binding interactions of B-16 with the amino acid residues of the enzyme's active site, molecular protein-ligand docking studies were also performed. B-16 completely blocks the catalytic assembly of CEase and prevents it from participating in the ester hydrolysis mechanism. The favorable binding conformation of B-16 suggests its prevailing role as a CEase inhibitor. Overall, the study showed that the cisorientation of ring A with respect to the carbonyl group of ring C is responsible for the potent CEase inhibitory activity of the newly synthesized compounds.

Asymmetric Alkynylation of β-Ketoesters and Naphthols Promoted by New Chiral Biphenylic Iodanes

The preparation of new chiral biphenylic λ3-iodane reagents bearing transferable alkynyl ligands is described. These reagents transfer their carbon-based ligands onto β-ketoesters with an enantiomeric excess (ee) up to 68 %, and most remarkably, enable the dearomative alkynylation of naphthols in good to high yields up to 84 % ee.

MONOMER, ORGANIC LAYER COMPOSITION, ORGANIC LAYER, AND METHOD OF FORMING PATTERNS

The present invention relates to a monomer represented by chemical formula 1, an organic membrane composition including the monomer, an organic membrane produced using the organic membrane composition, and a pattern forming method using the organic membrane composition. The chemical formula 1 is the same as defined in the present specification.

Comparisons of O-acylation and Friedel-Crafts acylation of phenols and acyl chlorides and Fries rearrangement of phenyl esters in trifluoromethanesulfonic acid: Effective synthesis of optically active homotyrosines

Reactions involving phenol derivatives and acyl chlorides have to be controlled for competitive O-acylations and C-acylations (Friedel-Crafts acylations and Fries rearrangements) in acidic condition. The extent for these reactions in trifluoromethanesulfonic acid (TfOH), which is used as catalyst and solvent, is examined. Although diluted TfOH was needed for effective O-acylation, concentrated TfOH was required for effective C-acylations in mild condition. These results have been applied to the novel synthesis of homotyrosine derivatives. Both Fries rearrangement of N-TFA-Asp(OBn)-OMe and Friedel-Crafts acylation of phenol with N-TFA-Asp(Cl)-OMe in TfOH afforded the homotyrosine skeleton, followed by reduction and deprotection afforded homotyrosines maintaining stereochemistry of Asp as an optically pure form.

A facile demethylation of ortho substituted aryl methyl ethers promoted by AlCl3

An efficient and practical demethylation of ortho substituted aryl methyl ethers using AlCl3 has been developed. This method gives a high conversion, is simple to operate and is cost-effective. A mechanism involving the complexation of AlCl3 with the OMe and the adjacent electron withdrawing group is proposed. Many functional groups can be tolerated in the demethylation process, and 29 examples gave a demethylated product in a yield of 90-98%.

Solvent affected facile synthesis of hydroxynaphthyl ketones: Lewis acids promoted Friedel-Crafts and demethylation reaction

Hydroxynaphthyl ketones were obtained with high yields under very mild conditions in the presence of AlCl3 via Friedel-Crafts acylation and demethylation from naphthyl ethers. Several Lewis acids were tested, and AlCl3 was the most efficient catalyst. Copyright Taylor & Francis Group, LLC.

Regioselective ortho-acylation of phenol and naphthol derivatives catalyzed by FeCl3 under microwave conditions

Phenol and naphthol derivatives were subjected to regioselective solvent-free ortho-acylation with organic acids in the presence of FeCl 3 under microwave irradiation. The reactions were complete in a short time, and the products were obtained in high yields.

Microwave assisted direct ortho-acylation of phenol and naphthol derivatives by BF3·(C2H5)2O

The solventless acylation of phenol and naphthol derivatives with various organic acids and BF3·(C2H5) 2O, under microwave conditions, was studied. High yields of the o-acylated products were achieved in a very short time.

Selective fries rearrangement catalyzed by zinc powder

Zinc powder in the presence of N,N-dimethylformamide efficiently catalyzes the selective Fries rearrangement of acetylated phenols under microwave heating or with conventional heating using an oil bath. In some cases different products were obtained using microwave heating and conventional heating. Selective migration of the acyl group has been noted with good yields.