351528-80-8

Basic information

• Product Name: 6-Fluoro-3(2H)-benzofuranone
• Synonyms: 6-Fluoro-3(2H)-benzofuranone;6-Chloro-3-Benzofuranone;3(2H)-Benzofuranone,6-fluoro-(9CI);6-Fluorobenzofuran-3(2H)-one;6-Fluoro-1-benzofuran-3(2H)-one, 2,3-Dihydro-6-fluoro-3-oxobenzo[b]furan;6-Fluorobenzo[b]furan-3(2H)-one 98+%;6-Fluoro-benzofuran-3-one;6-Fluoro-2,3-dihydrobenzofuran-3-one
• CAS NO: 351528-80-8
• Molecular Formula: C₈H₅FO₂
• Molecular Weight: 168.5771
• Product Categories: HALIDE
• Mol File: 351528-80-8.mol

Chemical Properties

• Boiling Point: 261.7±40.0 °C(Predicted)
• Appearance: /
• Density: 1.379±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-Fluoro-3(2H)-benzofuranone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Fluoro-3(2H)-benzofuranone(351528-80-8)
• EPA Substance Registry System: 6-Fluoro-3(2H)-benzofuranone(351528-80-8)

Safety Data

• Hazardous Substances Data: 351528-80-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
6-Fluoro-3(2H)-benzofuranone is used as a building block in the synthesis of pharmaceuticals and agrochemicals for its ability to inhibit certain enzymes in plants and microorganisms, contributing to the development of effective herbicides, pesticides, or fungicides.
Used in Fragrance and Flavoring Agent Production:
Leveraging its aromatic properties, 6-Fluoro-3(2H)-benzofuranone is utilized as a component in the production of fragrances and flavoring agents, enhancing the sensory qualities of various consumer products.
Used in Research and Development:
6-Fluoro-3(2H)-benzofuranone serves as a valuable research tool in studying various biological processes due to its unique chemical structure, aiding scientists in understanding and advancing knowledge in different fields of biology and chemistry.

Upstream product

• 95299-69-7 2-(3-fluorophenoxy)acetyl chloride 
• 1481-27-2 4-Fluoro-2-hydroxyacetophenone 
• 404-98-8 3-fluorophenoxyacetic acid 
• 372-20-3 3-fluorophenol 

Downstream Products

• 857062-22-7 2-(4-chloro-phenyl)-6-fluoro-benzofuran-3-one 
• 857062-24-9 tert-butyl-[2-(4-chloro-phenyl)-6-fluoro-benzofuran-3-yloxy]-dimethyl-silane 
• 870652-82-7 6-aminobenzofuran-3(2H)-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.

Total synthesis of the 2-arylbenzo[b]furan-containing natural products from Artocarpus

In this study, 2-arylbenzo[b]furan-containing derivatives moracin C (1) and moracin M (4), the natural products from Artocarpus, have been synthesized in highest overall yield to date (1, 7 steps with an overall yield of 41.9%; 4, 6 steps with an overall yield of 56.3%), and we also report the first total synthesis of artoindonesianin B-1 (2), another member of this family, in the same route (8 steps with an overall yield of 11.3%). This discovery provides a concise route for preparing enough amounts of 1, 2, and 4 as well as 2-arylbenzo[b]furan-containing natural product-like analogs (71-74) to explore the biological potential.