1470-79-7

Usage

Uses

Used in Pharmaceutical Industry:
2,4,4'-Trihydroxybenzophenone is used as a small molecule inhibitor for [application reason] viral replication. Its ability to inhibit viral replication makes it a valuable compound in the development of antiviral medications and treatments.
Used in Chemical Industry:
2,4,4'-Trihydroxybenzophenone is used as a chemical intermediate for [application reason] the synthesis of various compounds and materials. Its unique structure and properties allow it to be a versatile building block in the creation of new chemicals with potential applications in different fields.
Used in Cosmetics Industry:
2,4,4'-Trihydroxybenzophenone is used as an additive for [application reason] its UV-absorbing properties. It can be incorporated into sunscreens and other cosmetic products to provide protection against harmful ultraviolet radiation, thus contributing to skin health and prevention of sun damage.
Used in Research and Development:
2,4,4'-Trihydroxybenzophenone is used as a research compound for [application reason] studying its potential effects on various biological processes and interactions. Its unique structure and properties make it an interesting subject for scientific investigation, which could lead to the discovery of new applications and uses in various industries.

Preparation

Preparation by reaction of 4-hydroxybenzoic acid with resorcinol, ? in the presence of zinc chloride at 160° (Nencki reaction); ? in the presence of zinc chloride and phosphorous oxychloride for 4 days at r.t. (78%);in the presence of zinc chloride and a mixture of polyphosphoric acid/85% phosphoric acid (60:40) at 27°. Then, during 2 h, phosphorous trichloride was added between 27° and 37° and the mixture heated at 60° for 16 h (quantitative yield); ? in the presence of hydrofluoric acid at 75° in an autoclave.

Upstream product

• 108-46-3 recorcinol 
• 99-96-7 4-hydroxy-benzoic acid 
• 89-86-1 4-hydroxysalicylic acid 
• 108-95-2 phenol 
• 4038-15-7 2,4,4'-trimethoxybenzophenone 

Downstream Products

• 620971-27-9 (2,4-dihydroxyphenyl)(4-hydroxyphenyl)methanone oxime 
• 1450604-34-8 7-(2-(pyrrolidin-1-yl)ethoxy)-4-(4-hydroxyphenyl)-3-phenyl-2H-chromen-2-one 
• 1450604-35-9 7-(2-(piperidin-1-yl)ethoxy)-4-(4-hydroxyphenyl)-3-phenyl-2H-chromen-2-one 
• 1450604-36-0 7-(2-(diethylamino)ethoxy)-4-(4-hydroxyphenyl)-3-phenyl-2H-chromen-2-one 
• 33257-75-9 7-hydroxy-4-(4-hydroxyphenyl)-3-phenyl-2H-chromen-2-one 
• 1450604-22-4 7-(2-bromoethoxy)-4-(4-(2-bromoethoxy)phenyl)-3-phenyl-2H-chromen-2-one 
• 1450604-23-5 7-(2-morpholinoethoxy)-4-(4-(2-morpholinoethoxy)phenyl)-3-phenyl-2H-chromen-2-one 
• 1450604-31-5 7-(2-(pyrrolidin-1-yl)ethoxy)-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-3-phenyl-2Hchromen-2-one 
• 1450604-32-6 7-(2-(piperidin-1-yl)ethoxy)-4-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-3-phenyl-2Hchromen-2-one 
• 1450604-33-7 7-(2-(diethylamino)ethoxy)-4-(4-(2-(diethylamino)ethoxy)phenyl)-3-phenyl-2Hchromen-2-one 
• 1450604-24-6 7-(2-bromoethoxy)-4-(4-hydroxyphenyl)-3-phenyl-2H-chromen-2-one 
• 1450604-25-7 7-(2-morpholinoethoxy)-4-(4-hydroxyphenyl)-3-phenyl-2H-chromen-2-one 

Relevant academic research and scientific papers

Triaryl-substituted schiff bases are high-affinity subtype-selective ligands for the estrogen receptor

We have explored the isoelectronic replacement of the C=C double bond found at the core of many nonsteroidal estrogen ligands with a simple Schiff base (C=N). Di- and triaryl-substituted imine derivatives were conveniently prepared by the condensation of benzophenones with various anilines without the need for phenolic hydroxy protection. Most of these imines demonstrated high affinity for the estrogen receptors, which, in some cases exceeded that of estradiol. In cell-based assays, these imines profiled as ERα agonists but as ERβ antagonists, showing preferential reliance on the N-terminal activation function (AF1), which is more active in ERα. X-ray analysis revealed that the triaryl-imines distort the ligand-binding pocket in a new way: by controlling the separation of helices 3 and 11, which appears to alter the C-terminal AF2 surface that binds transcriptional coactivators. This work suggests that C=N for C=C substitution might be more widely considered as a general strategy for preparing drug analogues.

Design, synthesis, and anti-tumor activities of novel triphenylethylene- coumarin hybrids, and their interactions with Ct-DNA

Novel triphenylethylene-coumarin hybrid derivatives containing different amounts of amino side chains were designed and synthesized in good yields under microwave radiation. The derivatives 5b-d which possessed two amino side chains (except morpholinyl) showed a broad-spectrum and good anti-proliferative activity against five tumor cells and low cytotoxicity in osteoblast. UV-vis, fluorescence, and circular dichroism (CD) spectroscopies and thermal denaturation exhibited that compounds 10c, 5c, and 13c bearing amino side chain (except morpholinyl) on 4-phenyl had significant interactions with Ct-DNA by the intercalative mode of binding. Structure-activity relationships (SARs) analysis suggested that the amino alkyl chain would play an important role both in the compounds against tumor cells proliferation and their interactions with DNA.

Evaluation of polyhydroxybenzophenones as α-glucosidase inhibitors

This experiment was designed to synthesize 18 kinds of polyhydroxybenzophenones by using Friedel-Crafts reaction, and to measure the inhibitory activity on α-glucosidase with p-nitrophenyl-β-D- galactopyranoside (PNPG) as a substrate. Here, acarbose (IC50a= a1674.75aaμmolaL-1) was used as the reference inhibitor. The results demonstrated that most of the target compounds had remarkable inhibitory activities on α-glucosidase. Among all these compounds, 2,4,4′,6-butahydroxydiphenylketone (11) was found to be the most potent α-glucosidase inhibitor with an IC50 value of 10.62aaμmolaL-1. In addition, we found these compounds were competitive inhibitors through the kinetic analysis. The results suggested that such compounds might be utilized for the development of new candidates for diabetes treatment. A series of polyhydroxybenzophenones was synthesized and evaluated as α-glucosidase inhibitors. Compound 11 was found to be the most potent inhibitor. Copyright

Synthesis and biological evaluation of polyhydroxy benzophenone as mushroom tyrosinase inhibitors

A series of polyhydroxy benzophenone were synthesized and evaluated as mushroom tyrosinase inhibitors. The results demonstrated that most of the target compounds had remarkable inhibitory activities on mushroom tyrosinase. Among all these compounds, 2,3,4,3′,4′,5′-hexahydroxy-diphenylketone 10 was found to be the most potent tyrosinase inhibitor with IC50 value of 1.4 μM. In addition, the inhibition kinetics analyzed by Lineweaver-Burk plots revealed that such compounds were competitive inhibitors. These results suggested that such compounds might be utilized for the development of new candidate for treatment of dermatological disorders.

Production of hydroxy arylophenones

Production of a hydroxy arylophenone by reacting an aromatic carboxylic acid Ar(--CO2 H)p where Ar is an aromatic radical, (--CO2 H) is an aromatic carboxylic acid group, and p is 1 or 2 with an aromatic compound H--Ar'--OH where Ar' is an aromatic radical and --H and --OH are aromatically bound para to each other in a benzenoid ring, in the presence of an alkyl sulphonic acid, particularly methane sulphonic acid, to produce a hydroxy arylophenone of formula Ar(--CO--Ar'--OH)p where the carbonyl and hydroxyl groups are para to each other in the hydroxyl-containing benzenoid ring of Ar'. The production of the hydroxy arylophenone proceeds through the intermediate ester (H--Ar'--O--CO--)p Ar and the production of the hydroxy arylophenone starting from the ester is also claimed.