134612-84-3

Basic information

• Product Name: 4'-Chloro-3,4-dihydroxybenzophenone
• Synonyms: 4'-CHLORO-3,4-DIHYDROXYBENZOPHENONE;4'-Chloro-3,4-dihydroxybenzophenone;3,4-Dihydroxy-4`-chloro benzophenone;(4-Chlorophenyl)(3,4-dihydroxyphenyl)Methanone;Methanone,(4-chlorophenyl)(3,4-dihydroxyphenyl)-
• CAS NO: 134612-84-3
• Molecular Formula: C₁₃H₉ClO₃
• Molecular Weight: 248.66
• Product Categories: Aromatic Benzophenones & Derivatives (substituted)
• Mol File: 134612-84-3.mol

Chemical Properties

• Melting Point: 190°C
• Boiling Point: 468.771 °C at 760 mmHg
• Flash Point: 237.304 °C
• Appearance: /
• Density: 1.41 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 7.56±0.20(Predicted)
• CAS DataBase Reference: 4'-Chloro-3,4-dihydroxybenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-Chloro-3,4-dihydroxybenzophenone(134612-84-3)
• EPA Substance Registry System: 4'-Chloro-3,4-dihydroxybenzophenone(134612-84-3)

Safety Data

• Hazardous Substances Data: 134612-84-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4'-Chloro-3,4-dihydroxybenzophenone is used as a pharmaceutical compound for its inhibitory activity against protein tyrosine kinase. This activity is significant in the context of various diseases, including cancer, where protein tyrosine kinase plays a crucial role in cell signaling and proliferation. By inhibiting this enzyme, 4'-Chloro-3,4-dihydroxybenzophenone can potentially contribute to the development of novel therapeutic strategies for treating such conditions.
Used in Chemical Research:
In the field of chemical research, 4'-Chloro-3,4-dihydroxybenzophenone serves as a valuable compound for studying structure-activity relationships. Its unique structure allows researchers to investigate the effects of specific functional groups on the compound's biological activity, which can lead to the discovery of new drugs or the optimization of existing ones.
Used in Material Science:
4'-Chloro-3,4-dihydroxybenzophenone may also find applications in material science, particularly in the development of new materials with specific properties. Its chemical structure can be exploited to create novel polymers, coatings, or other materials with tailored characteristics for various industrial applications.

Preparation

preparation by demethylation of 4′-chloro-4-hydroxy-3-methoxybenzophenone with hydrobromic acid in refluxing aqueous acetic acid.

Upstream product

• 116412-83-0 4-chloro-3',4'-dimethoxy benzophenone 
• 134612-37-6 4'-chloro-4-hydroxy-3-methoxybenzophenone 

Relevant articles and documents

Synthesis and biological activity of halophenols as potent antioxidant and cytoprotective agents

A series of new bromophenols and chlorophenols were prepared by a practical route. The in vitro antioxidative activity of the halophenols was evaluated by the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical-scavenging assay, and their cytoprotective activity was also tested on hydrogen peroxide (H2O2)-induced injury in human umbilical vein endothelial cells (HUVEC). All halophenols tested displayed moderate to good DPPH radical-scavenging activity, and two bromophenols, 2,3′-dibromo-4,5,6′-trihydroxydiphenylmethanone (16c) and 2,3-dibromo-4,5-dihydroxydiphenylmethanone (17c) exhibited high protective activity against H2O2-induced injury in HUVEC with EC50 values of 0.4 and 0.8 μM, respectively. The preliminary structure-activity relationships of these compounds were also investigated in order to determine the essential structures required for their bioactivities.

Catechol derivatives

Catechol derivatives of the formula STR1 wherein Ra, Rb and Rc have the significance given herein, the ester and ether derivatives thereof which are hydrolyzable under physiological conditions and the pharmaceutically acceptable salts thereof are described and possess valuable pharmacological properties. In particular, they inhibit the enzyme catechol-O-methyltransferase (COMT), a soluble, magnesium-dependent enzyme which catalyses the transference of the methyl group of S-adensoylmethionine to a catechol substrate, whereby the corresponding methyl ethers are formed. Suitable substrates which can be O-methylated by COMT and which can thus be deactivated are, for example, extraneuornal catecholamines and exogeneously-administered therapeutically active substances having a catechol structure. Formula Ia above embraces not only compounds which form part of the invention, but also known compounds; the compounds which form part of the invention can be prepared according to known methods.