71559-14-3

Basic information

• Product Name: Ethanone, 2-azido-1-(4-bromophenyl)-
• Synonyms: Ethanone,2-azido-1-(4-bromophenyl);2-azido-4'-bromoacetophenone;2-azido-1-(4'-bromophenyl)ethanone;2-azido-1-(4-bromophenyl)ethan-1-one
• CAS NO: 71559-14-3
• Molecular Formula: C8H6BrN3O
• Molecular Weight: 240.059
• Mol File: 71559-14-3.mol

Chemical Properties

• CAS DataBase Reference: Ethanone, 2-azido-1-(4-bromophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-azido-1-(4-bromophenyl)-(71559-14-3)
• EPA Substance Registry System: Ethanone, 2-azido-1-(4-bromophenyl)-(71559-14-3)

Safety Data

• Hazardous Substances Data: 71559-14-3(Hazardous Substances Data)

Upstream product

• 99-73-0 para-bromophenacyl bromide 
• 4209-02-3 1-(4-bromophenyl)-2-chloroethan-1-one 
• 98475-05-9 α-tosyloxy-4-bromoacetophenone 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 117465-34-6 2-bromo-1-(4-bromophenyl)ethanol 
• 99-90-1 para-bromoacetophenone 
• 876-27-7 4-chlorophenyl acetate 
• 98545-70-1 2-azido-1-(4-bromophenyl)ethan-1-ol 

Downstream Products

• 41147-82-4 4-Bromophenylethanolamine 
• 1230-47-3 (4‐bromophenyl)[4‐(4‐bromophenyl)‐1H‐imidazol‐2‐yl]methanone 
• 98545-70-1 2-azido-1-(4-bromophenyl)ethan-1-ol 
• 71559-24-5 2-(4-bromo-phenyl)-5-phenyl-1,6,10-trioxa-4-aza-5λ⁵-phospha-spiro[4.5]dec-2-ene 
• 71559-23-4 7-(4-bromo-phenyl)-5-phenyl-1,4,6-trioxa-9-aza-5λ⁵-phospha-spiro[4.4]non-7-ene 
• 23071-76-3 1-(4-Dimethylaminophenylimino-)-2-keto-2-(4-bromphenyl-)-propionitril 
• 197460-84-7 5-(4-bromophenyl)oxazole-4-carboxaldehyde 
• 55368-57-5 4-bromo-N-[2-(4-bromophenyl)-2-oxoethyl]benzamide 
• 99-90-1 para-bromoacetophenone 
• 1122-91-4 4-bromo-benzaldehyde 
• 55327-32-7 2-(4-bromo-phenyl)-oxazole-4-carbaldehyde 
• 586-76-5 4-Bromobenzoic acid 
• 1210046-23-3 1-(4-bromophenyl)-2-(4-phenyl-1H-1,2,3-triazole-1-yl)-1-ethanone 
• 1400866-58-1 1-(4-bromophenyl)-2-[(4-(1-hydroxyethyl)-1H-1,2,3-triazole-1-yl)]-1-ethanone 

Relevant articles and documents

Indole-linked 1,2,3-triazole derivatives efficiently modulate COX-2 protein and PGE2 levels in human THP-1 monocytes by suppressing AGE-ROS-NF-kβ nexus

Aims: AGEs augment inflammatory responses by activating inflammatory cascade in monocytes, and hence lead to vascular dysfunction. The current study aims to study a plausible role and mechanism of a new library of indole-tethered 1,2,3-triazoles 2-13 in A

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Fifteen new 1,10-phenanthrolines disubstituted at positions 2 and 9 via amide bonds with different heterocycles have been designed and synthesized as G-quadruplex DNA stabilizers. Ten compounds were evaluated for the in vitro anticancer activity against 60 human tumor cell lines panel, four of them showing a very good inhibitory activity on several cell lines. To assess the ability of the most active compounds to interact with G-quadruplex DNA (G4-DNA), circular dichroism experiments were performed. The potency of the compounds to stabilize the G4-DNA has been shown from the thermal denaturation experiments. The mechanism of compounds binding to DNA and to G4-DNA was theoretically investigated by molecular docking studies. The experimental results demonstrated excellent capacity of the two compounds bearing two pyridin-3-yl residues (methylated and non-methylated) to act as selective G-quadruplex binders with promising anticancer activity.

Electrochemical Difunctionalization of Styrenes via Chemoselective Oxo-Azidation or Oxo-Hydroxyphthalimidation

Atom- and step-economic oxo-azidation and oxo-hydroxyphthalimidation of styrenes have been developed under mild electrolytic conditions, respectively. Various valuable alpha-azido or hydroxyphthalimide aromatic ketones were synthesized efficiently from readily available styrenes, azides, and N-hydroxyphthalimides. Mechanism studies show that two different pathways involved in these two transformations.

Regiodivergent synthesis of functionalized pyrimidines and imidazoles through phenacyl azides in deep eutectic solvents

We report that phenacyl azides are key compounds for a regiodivergent synthesis of valuable, functionalized imidazole (32–98% yield) and pyrimidine derivatives (45–88% yield), with a broad substrate scope, when using deep eutectic solvents [choline chloride (ChCl)/glycerol (1:2 mol/mol) and ChCl/urea (1:2 mol/mol)] as environmentally benign and non-innocent reaction media, by modulating the temperature (25 or 80 °C) in the presence or absence of bases (Et3N).

Carbon isotope labeling of carbamates by late-stage [11C], [13C] and [14C]carbon dioxide incorporation

A general procedure for the late-stage [11C], [13C] and [14C]carbon isotope labeling of cyclic carbamates is reported. This protocol allows the incorporation of carbon dioxide, the primary source of carbon-14 and carbon-11 radioisotopes, in a direct, cost-effective and sustainable manner. A disconnection/reconnection strategy, involving ring opening/isotopic closure, was also implemented.

Photocatalyst-Free Visible-Light Enabled Synthesis of Substituted Pyrroles from α-Keto Vinyl Azides

An efficient photocatalyst-free visible light enabled synthesis of substituted pyrroles from α-keto vinyl azides (readily prepared via Knoevenagel condensation of phenacyl azides with 2-oxo-2H-chromene-3-carbaldehydes) was developed. The reaction proceeds

Synthesis of new bicarbazole-linked triazoles as non-cytotoxic reactive oxygen species (ROS) inhibitors

Carbazole analogs 3 and 4 and a new library of bicarbazole-linked triazoles 6–11 were prepared via new synthetic methodology. Metal-catalyzed oxidative coupling reaction was utilized for the synthesis of bicarbazole acetylene 4 and different metals (Znsu

Imidazolium-Based Ionic Network as a Robust Heterogeneous Catalyst in Synthesis of Phenacyl Derivatives

A new imidazolium-based poly(ionic liquid) has been synthesized and used as a robust heterogeneous catalyst for the preparation of phenacyl derivatives by an SN2 reaction of different phenacyl bromides with a broad range of nucleophiles. The products are obtained in high yields under mild conditions. The catalyst can be recycled efficiently.

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Site-Selective Conversion of Azido Groups at Carbonyl α-Positions to Diazo Groups in Diazido and Triazido Compounds

This paper reports on the selective conversion of alkyl azido groups at the carbonyl α-position to diazo compounds. Through β-elimination of dinitrogen, followed by hydrazone formation/decomposition, α-azidocarbonyl moieties were transformed into α-diazo carbonyl groups in one step. As these reaction conditions do not involve aryl or general alkyl azides, site-selective conversions of di- and triazides were achieved. Through this method, the successive site-selective conjugation of the triazido molecule with three different components is demonstrated.