23489-36-3

Basic information

• Product Name: 1-(1-BENZOFURAN-2-YL)-2-BROMOETHAN-1-ONE
• Synonyms: 2-(2-BROMOACETYL)BENZOFURAN;1-(1-BENZOFURAN-2-YL)-2-BROMOETHAN-1-ONE;1-(1-BENZOFURAN-2-YL)-2-BROMOETHANONE;1-BENZOFURAN-2-YL-2-BROMO-ETHANONE;AKOS BBS-00004078;2-(2-Bromoacetyl)benzo[b]furan;1-(1-Benzofuran-2-yl)-2-bromoethan-1-one, GC 90+%;1-(1-Benzofuran-2-yl)-2-bromoethan-1-one ,97%
• CAS NO: 23489-36-3
• Molecular Formula: C₁₀H₇BrO₂
• Molecular Weight: 239.07
• EINECS: 200-258-5
• Product Categories: Furan&Benzofuran
• Mol File: 23489-36-3.mol
• Article Data: 36

Chemical Properties

• Melting Point: 89 °C
• Boiling Point: 306.782 °C at 760 mmHg
• Flash Point: 139.337 °C
• Appearance: white to light yellow crystal powder
• Density: 1.583 g/cm³
• Vapor Pressure: 0.000755mmHg at 25°C
• Refractive Index: 1.636
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 1-(1-BENZOFURAN-2-YL)-2-BROMOETHAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-BENZOFURAN-2-YL)-2-BROMOETHAN-1-ONE(23489-36-3)
• EPA Substance Registry System: 1-(1-BENZOFURAN-2-YL)-2-BROMOETHAN-1-ONE(23489-36-3)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-22
• Safety Statements: 26-36/37/39-45
• RIDADR: 3261
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 23489-36-3(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

Reactant for:Eschenmoser coupling reactionPreparation of β-oxo sulfones as substrates for stereoselective Michael addition/cross-benzoin cascade reactionsPreparation of thienylpyrazole-based thiazoles and pyrazolines as antimicrobial, antioxidant, anti-inflammatory, and analgesic agentsPreparation of isatin-(benzofuryl-thiazolyl)-hydrazones by cyclocondensation with isatin-thiosemicarbazones under microwave irradiation as antimicrobial agentsSynthesis of 2-naphthyl ethers as a protective agent against DNA damage induced by bleomycin-ironAsymmetric synthesis of β-dialkylamino alcohols by Ru-catalyzed transfer hydrogenation of α-dialkylamino ketones

InChI:InChI=1/C10H7BrO2/c11-6-8(12)10-5-7-3-1-2-4-9(7)13-10/h1-5H,6H2

Upstream product

• 1646-26-0 1-(benzo[b]furan-2-yl)ethanone 
• 90-02-8 salicylaldehyde 
• 89-95-2 2-methyl-benzyl alcohol 

Downstream Products

• 35371-20-1 4-benzofuran-2-yl-2-phenyl-1-p-tolyl-1H-imidazole 
• 35371-21-2 4-benzofuran-2-yl-1-naphthalen-1-yl-2-phenyl-1H-imidazole 
• 21036-92-0 4-benzofuran-2-yl-2-p-tolyl-1⁽³⁾H-imidazole 
• 35345-17-6 4-benzofuran-2-yl-2-(3-nitro-phenyl)-1⁽³⁾H-imidazole 
• 21036-95-3 3-benzofuran-2-yl-6-(4-nitro-phenyl)-imidazo[2,1-b]thiazole 
• 21036-88-4 4-(benzofuran-2-yl)-2-phenyl-1H-imidazole 
• 21036-79-3 4-(benzofuran-2-yl)-2-phenylthiazole 
• 21036-90-8 4-benzofuran-2-yl-2-(4-chloro-phenyl)-1⁽³⁾H-imidazole 
• 124617-41-0 1-Benzofuran-2-yl-2-(4-phenyl-piperazin-1-yl)-ethanone 
• 174347-72-9 6-(benzo[b]furan-2-yl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1H-pyrrolizine 
• 158663-82-2 1-Benzofuran-2-yl-2-[(2-benzofuran-2-yl-2-hydroxy-ethyl)-benzyl-amino]-ethanone 
• 571207-64-2 7-(2-benzo[b]furan-2-yl-2-oxoethoxy)-4-(4-methoxyphenyl)-8-methyl-2H-2-chromenone 
• 898249-64-4 3-aza-2-[4-(2-benzofuranyl)-1,3-thiazol-2-yl]-3-(phenylamino)prop-2-enenitrile 

Relevant articles and documents

Synthesis and anticoccidial activity of 3-(2-(benzofuran)-2-yl)-2- oxoethylquinazolinone derivatives

In order to develop novel and effective anticoccidial compounds, a series of 3-(2-(benzofuran)-2-yl)-2-oxoethylquinazolinone derivatives were designed, synthesised and evaluated as potential anticoccidial drugs. The structures of these compounds were characterised by 1H NMR, IR, HRMS spectra and elemental analysis. These compounds were tested for anticoccidial activities against Eimeria tenella according to the anticoccidial index method. 6-Chloro-3-(2-(benzofuran-2-yl)-2-oxoethyl) quinazolin-4-(3H)-one exhibited significant anticoccidial activities in the chicken's diet with a dose of 18 mg kg-1.

2-Mercapto-4,6-disubstituted nicotinonitriles: versatile precursors for novel mono- and bis[thienopyridines]

A series of novel thieno[2,3-b]pyridines were prepared from the reaction of the appropriate bromoacetylbenzofurans or bromoacetylbenzothiazole with the corresponding pyridinethione derivatives in ethanolic sodium ethoxide at reflux. Moreover, new bis(thieno[2,3-b]pyridine) derivatives have also been synthesized by the reaction of the appropriate bis-bromoacetyl derivatives with the corresponding pyridinethiones in the presence of sodium ethoxide. Attempts to synthesize the target bis(thieno[2,3-b]pyridine) derivatives by bis-alkylation of the corresponding (thieno[2,3-b]pyridin-2-yl)(hydroxyphenyl)methanone with the appropriate dihaloalkanes using a mild base were unsuccessful.

Synthesis of benzofuran derivatives as selective inhibitors of tissue-nonspecific alkaline phosphatase: Effects on cell toxicity and osteoblast-induced mineralization

Tissue-nonspecific alkaline phosphatase (TNAP) by hydrolyzing pyrophosphate, an inhibitor of apatite formation, promotes extracellular matrix calcification during bone formation and growth, as well as during ectopic calcification under pathological conditions. TNAP is a target for the treatment of soft tissue pathological ossification. We synthesized a series of benzofuran derivatives. Among these, SMA14, displayed TNAP activity better than levamisole. SMA14 was found to be not toxic at doses of up to 40 μM in osteoblast-like Saos-2 cells and primary osteoblasts. As probed by Alizarin Red staining, this compound inhibited mineral formation in murine primary osteoblast and in osteoblast-like Saos-2 cells.

Ground-State Electron Transfer as an Initiation Mechanism for Biocatalytic C-C Bond Forming Reactions

The development of non-natural reaction mechanisms is an attractive strategy for expanding the synthetic capabilities of substrate promiscuous enzymes. Here, we report an "ene"-reductase catalyzed asymmetric hydroalkylation of olefins using α-bromoketones as radical precursors. Radical initiation occurs via ground-state electron transfer from the flavin cofactor located within the enzyme active site, an underrepresented mechanism in flavin biocatalysis. Four rounds of site saturation mutagenesis were used to access a variant of the "ene"-reductase nicotinamide-dependent cyclohexanone reductase (NCR) from Zymomonas mobiles capable of catalyzing a cyclization to furnish β-chiral cyclopentanones with high levels of enantioselectivity. Additionally, wild-type NCR can catalyze intermolecular couplings with precise stereochemical control over the radical termination step. This report highlights the utility for ground-state electron transfers to enable non-natural biocatalytic C-C bond forming reactions.

Based on isoxazole substitution of benzamide derivatives and anti-prostate cancer drug applications

The present invention discloses a class (I), formula (II) structure based on isoxazole substituted benzamide derivatives and antiprostate cancer drug applications, such isoxazole substituted benzamide derivatives, can effectively inhibit the activity of a