3199-50-6

Basic information

• Product Name: 1-(5-BROMO-2-FURYL)ETHANONE
• Synonyms: 1-(5-BROMOFURAN-2-YL)ETHANONE;1-(5-BROMO-2-FURYL)ETHANONE;2-ACETYL-5-BROMOFURAN;2-Bromo-5-acetylfuran;5-Bromo-2-furyl methyl ketone;Methyl 5-bromo-2-furyl ketone
• CAS NO: 3199-50-6
• Molecular Formula: C₆H₅BrO₂
• Molecular Weight: 189.01
• Mol File: 3199-50-6.mol
• Article Data: 14

Chemical Properties

• Melting Point: 96℃
• Boiling Point: 73-75℃ (4 Torr)
• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-(5-BROMO-2-FURYL)ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(5-BROMO-2-FURYL)ETHANONE(3199-50-6)
• EPA Substance Registry System: 1-(5-BROMO-2-FURYL)ETHANONE(3199-50-6)

Safety Data

• Hazardous Substances Data: 3199-50-6(Hazardous Substances Data)

Usage

General Description

1-(5-Bromo-2-furyl)ethanone is a chemical compound with the molecular formula C6H5BrO2. It is a yellowish-brown liquid with a furan odor and is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals and agrochemicals. The presence of a bromo group in the furan ring makes it useful for the synthesis of heterocyclic compounds. It is also utilized as a reagent in the preparation of flavoring agents and perfumes. Additionally, 1-(5-Bromo-2-furyl)ethanone has potential applications in the development of new materials and bioactive molecules due to its unique chemical structure. However, it is important to handle this compound with caution as it may be hazardous if not used properly.

Upstream product

• 186581-53-3 diazomethane 
• 1899-24-7 5-bromo-2-furancarboxaldehyde 
• 6132-37-2 ethyl 5-bromofuran-2-carboxylate 
• 141-78-6 ethyl acetate 
• 83256-79-5 (2RS,3SR)-2,3-dibromo-3-(5-bromo-[2]furyl)-propionic acid ethyl ester 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 69536-36-3 2-(furan-2-yl)-2-methyl-[1,3]dioxolane 
• 75-16-1 methylmagnesium bromide 
• 179055-22-2 N-methyl-N-methoxy-5-bromofuran-2-carboxamide 
• 585-70-6 5-bromo-furan-2-carboxylic acid 
• 1192-62-7 1-(2-furyl)-1-ethanone 
• 3199-47-1 (5-bromo-[2]furyl)-propiolic acid 
• 7732-18-5 water 

Downstream Products

• 17357-32-3 2-bromo-1-(5-bromofuran-2-yl)ethanone 
• 657405-42-0 C₂₂H₂₁NO₄ 
• 1202918-50-0 3-(5-acetylfuran-2-yl)benzoic acid 
• 1202918-51-1 1-{5-[3-(4-methyl[1,4]diazepane-1-carbonyl)phenyl]furan-2-yl}ethanone 
• 1353859-02-5 5-chloro-3-(1-(5-(3-(4-methyl-1,4-diazepane-1-carbonyl)phenyl)furan-2-yl)ethylidene)indolin-2-one 
• 1570069-59-8 1-(5-bromofuran-2-yl)-3-(3-methyl-1-phenyl-1H-pyrazole-4-yl)prop-2-en-1-one 
• 62642-12-0 2‐acetyl‐5‐phenylfuran 

Relevant articles and documents

Discovery of boronic acid-based fluorescent probes targeting amyloid-beta plaques in Alzheimer's disease

A boronic acid-based fluorescent probe was developed for diagnosis of amyloid-β (Aβ) plaques from Alzheimer's disease (AD). Probe 4c, which included boronic acid as a functional group, exhibited a significant increase (64.37-fold, FAβ/F0) in fluorescence intensity as a response to Aβ aggregates, with a blue shift (105?nm) in the maximum emission wavelength. We found that boronic acid as a functional group improved the binding affinity (KDvalue?=?0.79?±?0.05?μM for 4c) for Aβ aggregates and confirmed that 4c selectively stained Aβ plaques in brain sections from APP/PS1 mice. Ex vivo fluorescence imaging using mice (normal and APP/PS1) also revealed that 4c was able to penetrate the blood–brain barrier (BBB) and to stain Aβ plaques in the brain. From these results, we believe that 4c will be useful as a fluorescent probe in preclinical research related to AD. Furthermore, we believe that our results with boronic acid also provide valuable information for the development of a probe for Aβ plaques.

Discovery of an eIF4A Inhibitor with a Novel Mechanism of Action

Increased protein synthesis is a requirement for malignant growth, and as a result, translation has become a pharmaceutical target for cancer. The initiation of cap-dependent translation is enzymatically driven by the eukaryotic initiation factor (eIF)4A, an ATP-powered DEAD-box RNA-helicase that unwinds the messenger RNA secondary structure upstream of the start codon, enabling translation of downstream genes. A screen for inhibitors of eIF4A ATPase activity produced an intriguing hit that, surprisingly, was not ATP-competitive. A medicinal chemistry campaign produced the novel eIF4A inhibitor 28, which decreased BJAB Burkitt lymphoma cell viability. Biochemical and cellular studies, molecular docking, and functional assays uncovered that 28 is an RNA-competitive, ATP-uncompetitive inhibitor that engages a novel pocket in the RNA groove of eIF4A and inhibits unwinding activity by interfering with proper RNA binding and suppressing ATP hydrolysis. Inhibition of eIF4A through this unique mechanism may offer new strategies for targeting this promising intersection point of many oncogenic pathways.

Visible-Light-Mediated Radical Arylation of Anilines with Acceptor-Substituted (Hetero)aryl Halides

A visible-light-mediated, catalyst-free, direct (hetero)arylation of anilines with mild reaction conditions has been developed. The formation of a donor-acceptor complex between electron-withdrawing substituted (hetero)aryl halides and anilines allows, under blue LED irradiation, the synthesis of ortho and para (hetero)arylated anilines in moderate to good yields. The reaction has a high functional group tolerance. Spectroscopic studies confirmed the donor-acceptor complex formation between aniline and aryl halide.