60912-82-5

Basic information

• Product Name: 2-chloro-2-5-dihydroxyacetophenone
• Synonyms: 2-chloro-2-5-dihydroxyacetophenone;Ethanone, 2-chloro-1-(2,5-dihydroxyphenyl)- (9CI);2-chloro-1-(2,5-dihydroxyphenyl)ethanone
• CAS NO: 60912-82-5
• Molecular Formula: C₈H₇ClO₃
• Molecular Weight: 186.59238
• Product Categories: ACETYLHALIDE
• Mol File: 60912-82-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 113-115 °C
• Boiling Point: 376.1±32.0 °C(Predicted)
• Appearance: /
• Density: 1.444±0.06 g/cm3(Predicted)
• PKA: 8.24±0.43(Predicted)
• CAS DataBase Reference: 2-chloro-2-5-dihydroxyacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-2-5-dihydroxyacetophenone(60912-82-5)
• EPA Substance Registry System: 2-chloro-2-5-dihydroxyacetophenone(60912-82-5)

Safety Data

• Hazardous Substances Data: 60912-82-5(Hazardous Substances Data)

Usage

Description

2-chloro-2-5-dihydroxyacetophenone is an organic compound characterized by its chloro and hydroxy functional groups. It is a versatile molecule that can be utilized in various chemical reactions and applications due to its unique structure.

Uses

Used in Pharmaceutical Industry:
2-chloro-2-5-dihydroxyacetophenone is used as a reagent for the design, synthesis, and cytotoxic activity of 5-hydroxyaurone derivatives. These derivatives serve as growth inhibitors against HUVEC (Human Umbilical Vein Endothelial Cells) and some cancer cell lines, making them valuable in the development of cancer treatments.
Used in Chemical Research:
In the field of chemical research, 2-chloro-2-5-dihydroxyacetophenone is used for the synthesis of various compounds with chemopreventive and antioxidant properties. Specifically, it is employed in the development of 6-substituted imidazo[2,1-b]thiazoles, which have potential applications in the prevention and treatment of various diseases.
Overall, 2-chloro-2-5-dihydroxyacetophenone is a significant compound in the pharmaceutical and chemical research industries due to its potential applications in cancer treatment and the development of chemopreventive and antioxidant agents.

Upstream product

• 1204-22-4 2-chloro-1-(2,5-dimethoxy-phenyl)-ethanone 
• 438239-21-5 1-(2,5-diacetoxy-phenyl)-2-diazo-ethanone 
• 37785-02-7 2,5-diacetoxybenzoyl chloride 
• 1084-96-4 2,5-bis(acetyloxy)benzoic acid 
• 75717-53-2 2-chloro-1-(2-hydroxy-5-methoxyphenyl)ethan-1-one 
• 150-76-5 4-methoxy-phenol 

Downstream Products

• 408338-41-0 benzofuran-3,5-diol 
• 408327-55-9 2-chloro-1-(2,5-diacetoxy-phenyl)-ethanone 
• 60912-86-9 2-(2-amino-6H-[1,3,4]thiadiazin-5-yl)-benzene-1,4-diol 
• 60912-84-7 5-(2,5-dihydroxy-phenyl)-3,6-dihydro-[1,3,4]thiadiazin-2-one hydrazone 
• 408328-15-4 α,2,5-trihydroxyacetophenone 
• 408329-16-8 2-acetoxy-1-(2,5-diacetoxy-phenyl)-ethanone 
• 19278-82-1 5-hydroxy-2,3-dihydrobenzofuran-3-one 

Relevant articles and documents

Discovery of benzofuran-3(2H)-one derivatives as novel DRAK2 inhibitors that protect islet β-cells from apoptosis

Death-associated protein kinase-related apoptosis-inducing kinase-2 (DRAK2) is a serine/threonine kinase that plays a key role in a wide variety of cell death signaling pathways. Inhibition of DRAK2 was found to efficiently protect islet β-cells from apoptosis and hence DRAK2 inhibitors represent a promising therapeutic strategy for the treatment of diabetes. Only very few chemical entities targeting DRAK2 are currently known. We carried out a high throughput screening and identified compound 4 as a moderate DRAK2 inhibitor with an IC50value of 3.15?μM. Subsequent SAR studies of hit compound 4 led to the development of novel benzofuran-3(2H)-one series of DRAK2 inhibitors with improved potency and favorable selectivity profiles against 26 selected kinases. Importantly, most potent compounds 40 (IC50?=?0.33?μM) and 41 (IC50?=?0.25?μM) were found to protect islet β-cells from apoptosis in dose-dependent manners. These data support the notion that small molecule inhibitors of DRAK2 represents a promising strategy for the treatment of diabetes.