24410-59-1

Basic information

• Product Name: 5-FLUOROBENZOFURAN
• Synonyms: 5-FLUOROBENZOFURAN;5-fluoro-1-benzofuran;Benzofuran, 5-fluoro-;5-Fluoro[b]benzofuran
• CAS NO: 24410-59-1
• Molecular Formula: C₈H₅FO
• Molecular Weight: 136.12
• Mol File: 24410-59-1.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 171.699 °C at 760 mmHg
• Flash Point: 57.642 °C
• Appearance: /
• Density: 1.231 g/cm³
• Storage Temp.: 2-8°C
• Solubility: Chloroform, DCM, Ethyl Acetate
• CAS DataBase Reference: 5-FLUOROBENZOFURAN(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FLUOROBENZOFURAN(24410-59-1)
• EPA Substance Registry System: 5-FLUOROBENZOFURAN(24410-59-1)

Safety Data

• Hazardous Substances Data: 24410-59-1(Hazardous Substances Data)

Usage

Description

5-FLUOROBENZOFURAN is an organic compound belonging to the N-Aryloxyethylindolylalkylamine class of molecules. It is characterized by its unique chemical structure, which features a benzofuran ring with a fluorine atom at the 5th position. 5-FLUOROBENZOFURAN exhibits dual affinity for both the 5-HT1A receptor and the serotonin transporter, making it a potentially valuable compound in various applications.

Uses

Used in Pharmaceutical Industry:
5-FLUOROBENZOFURAN is used as a pharmaceutical compound for its dual affinity to the 5-HT1A receptor and serotonin transporter. This unique property allows it to potentially modulate serotonin levels in the brain, which can be beneficial in the treatment of various neurological and psychiatric disorders, such as depression, anxiety, and other mood-related conditions.
Used in Research and Development:
In the field of research and development, 5-FLUOROBENZOFURAN can be utilized as a starting material or a key intermediate in the synthesis of more complex molecules with potential therapeutic applications. Its dual affinity for the 5-HT1A receptor and serotonin transporter makes it an attractive candidate for the development of novel drugs targeting these pathways.
Used in Drug Design and Optimization:
5-FLUOROBENZOFURAN can be employed in drug design and optimization processes, where its unique chemical structure and dual affinity properties can be leveraged to create new molecules with improved pharmacological profiles. This can lead to the development of more effective and safer drugs for the treatment of various medical conditions.

InChI:InChI=1S/C8H5FO/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5H

Upstream product

• 371-41-5 4-Fluorophenol 
• 59769-37-8 2-(4-Fluorophenoxy)-acetaldehyde Diethyl Acetal 

Downstream Products

• 245762-35-0 5-fluoro-2,3-dihydrobenzofuran 
• 245762-36-1 5-fluoro-2,3-dihydrobenzofuran-7-carbaldehyde 
• 245762-37-2 5-fluoro-7-hydroxy-2,3-dihydrobenzofuran 
• 473416-33-0 (5-fluorobenzofuran-2-yl)boronic acid 
• 60770-66-3 5-fluoro-2-methylbenzofuran 
• 65540-47-8 5-fluoro-2-(4'-methoxyphenyl)benzo[b]furan 
• 1381964-92-6 5-fluoro-2-phenylbenzo[b]furan 

Relevant articles and documents

Enantio- and Diastereoselective, Complete Hydrogenation of Benzofurans by Cascade Catalysis

We report an enantio- and diastereoselective, complete hydrogenation of multiply substituted benzofurans in a one-pot cascade catalysis. The developed protocol facilitates the controlled installation of up to six new defined stereocenters and produces architecturally complex octahydrobenzofurans, prevalent in many bioactive molecules. A unique match of a chiral homogeneous ruthenium-N-heterocyclic carbene complex and an in situ activated rhodium catalyst from a complex precursor act in sequence to enable the presented process.

Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands

Molecules labeled with fluorine-18 (18F) are used in positron emission tomography to visualize, characterize and measure biological processes in the body. Despite recent advances in the incorporation of 18F onto arenes, the development of general and efficient approaches to label radioligands necessary for drug discovery programs remains a significant task. This full account describes a derisking approach toward the radiosynthesis of heterocyclic positron emission tomography (PET) radioligands using the copper-mediated 18F-fluorination of aryl boron reagents with 18F-fluoride as a model reaction. This approach is based on a study examining how the presence of heterocycles commonly used in drug development affects the efficiency of 18F-fluorination for a representative aryl boron reagent, and on the labeling of more than 50 (hetero)aryl boronic esters. This set of data allows for the application of this derisking strategy to the successful radiosynthesis of seven structurally complex pharmaceutically relevant heterocycle-containing molecules.

Visible light-induced monofluoromethylenation of heteroarenes with ethyl bromofluoroacetate

Visible light-induced monofluoromethylenation of benzofurans and benzothiophenes with ethyl bromofluoroacetate was developed. This method provided a convenient access to novel α-fluoro-α-heteroarylesters under mild reaction conditions.