18523-22-3

Basic information

• Product Name: 3-BROMOPHENACYL BROMIDE
• Synonyms: M-BROMOPHENACYL BROMIDE;BUTTPARK 41\03-59;A,3'-DIBROMOACETOPHENONE;A,3-DIBROMOACETOPHENONE;AKOS BBS-00000935;ALPHA,3'-DIBROMOACETOPHENONE;3-BROMOPHENACYL BROMIDE;3'-BROMOPHENACYLBROMIDE
• CAS NO: 18523-22-3
• Molecular Formula: C₈H₆Br₂O
• Molecular Weight: 277.94
• Mol File: 18523-22-3.mol

Chemical Properties

• Melting Point: 47-52 °C(lit.)
• Boiling Point: 305.856 °C at 760 mmHg
• Flash Point: >110℃
• Appearance: light yellow crystalline powder
• Density: 1.849 g/cm³
• Vapor Pressure: 0.0008mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: Keep Cold
• Solubility: DMSO (Slightly)
• Water Solubility: Insoluble in water.
• Sensitive: Lachrymatory
• Stability: Moisture Sensitive
• BRN: 775786
• CAS DataBase Reference: 3-BROMOPHENACYL BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMOPHENACYL BROMIDE(18523-22-3)
• EPA Substance Registry System: 3-BROMOPHENACYL BROMIDE(18523-22-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 18523-22-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Bromophenacyl bromide is used as a key intermediate for the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Organic Synthesis:
3-Bromophenacyl bromide is utilized as an essential intermediate in organic synthesis, playing a crucial role in the creation of a wide range of organic compounds for various applications.

InChI:InChI=1/C8H6Br2O/c9-5-8(11)6-2-1-3-7(10)4-6/h1-4H,5H2

Upstream product

• 67-56-1 methanol 
• 2142-63-4 1-(3-Bromophenyl)ethanone 
• 52780-14-0 1-(3-bromophenyl)ethanol 
• 766-81-4 3-bromophenylacetylene 
• 2039-86-3 3-bromostyrene 
• 598-55-0 methyl carbamate 

Downstream Products

• 5331-39-5 4-(3-bromo-phenacylmercapto)-2,6-dimethyl-pyrylium; bromide 
• 6096-70-4 {[2-(3-Bromo-phenyl)-2-oxo-ethyl]-methoxycarbonylmethyl-amino}-acetic acid methyl ester 
• 27047-20-7 (3-Methylphenyl)-(3'-brom-phenacyl)-sulfid 
• 134044-47-6 2-(3-Bromo-phenyl)-imidazo[1,2-a]pyrimidine 
• 731822-77-8 2-(3-bromophenyl)-8-methylimidazo[1,2-a]pyridine-6-carbonitrile 
• 333344-41-5 2-[2-(3-bromo-phenyl)-2-oxo-ethylsulfanyl]-6-thiophen-2-yl-nicotinonitrile 
• 362047-03-8 1,4-bis(3-bromophenyl)butane-1,4-dione 
• 681004-52-4 2-azido-1-(3'-bromophenyl)ethanone 
• 70591-86-5 3-(3-bromophenyl)-3-oxo-propanenitrile 
• 1457216-73-7 C₁₅H₁₀BrNO₂ 
• 193208-26-3 2-Morpholino-5-(3-bromophenyl)-6H-1,3,4-thiadiazine, hydrobromide 
• 218627-52-2 3-[3-[2-[3-[(aminoiminomethyl)amino]phenyl]oxazol-4-yl]phenyl]propenoic acid, trifluoroacetate salt 
• 912962-92-6 2-(benzimidazol-1-yl)-1-(3-bromophenyl)ethanone 
• 61858-39-7 2-amino-1-(3-bromophenyl)ethanone hydrochloride 

Relevant articles and documents

Thiazole ring-containing amide compounds as well as preparation method and application thereof

The invention discloses thiazole ring-containing amide compounds as well as a preparation method and application thereof, and belongs to the field of chemical technologies and pesticides. According to the present invention, p-phenylenediamine is adopted as a raw material to synthesize a series of the thiazole ring-containing amide compounds, and the synthesized thiazole ring-containing amide compounds have good inhibition effects on Xanthomonas oryzae pv.Oryza (Xoo), Xanthomonas oryzae pv.Oryzcola (Xoc) and Xanthomonas axonophora pv.Citri (Xac) in agricultural diseases and insect pests, and can be used for preparing the anti-plant bacterium agent.

Synthesis and anti-methicillin-resistant Staphylococcus aureus activity of 5,7-dibromo-2-benzoylbenzofurans alone and in combination with antibiotics

A series of 5,7-dibromo-2-benzoylbenzofurans were synthesized by the Rap–Stoermer condensation of 5,7-dibromosalicylaldehyde with diverse phenacyl bromides and evaluated for in-vitro antibacterial activities against methicillin-sensitive Staphylococcus aureus (MSSA) ATCC 29213, methicillin-resistant Staphylococcus aureus (MRSA) ATCC 43300, and MRSA ATCC 33591 by agar dilution method. The synergistic effects were determined by using the agar dilution checkerboard assay. The derivatives bearing carboxylic acid functional groups exhibited reasonable activity against MRSA strains with the best MIC = 32 μg/mL (9b, 9d). Moreover, the additive or synergistic interactions against MRSA strains was observed in six combinations (1b + cefuroxime/gentamicin, 1c + ciprofloxacin/gentamicin, 9b + gentamicin, and 9c + ciprofloxacin) with the fractional inhibitory concentration index (FICI) values in the range of 0.375–1.0. Significantly, the MICs of these antibiotics were reduced 2–4-fold. The results of the MTT assay illustrated the low mammalian cell cytotoxicity of these potent compounds.

Novel BuChE-IDO1 inhibitors from sertaconazole: Virtual screening, chemical optimization and molecular modeling studies

In our effort towards the identification of novel BuChE-IDO1 dual-targeted inhibitor for the treatment of Alzheimer's disease (AD), sertaconazole was identified through a combination of structure-based virtual screening followed by MM-GBSA rescoring. Preliminary chemical optimization was performed to develop more potent and selective sertaconazole analogues. In consideration of the selectivity and the inhibitory activity against target proteins, compounds 5c and 5d were selected for the next study. Further modification of compound 5c led to the generation of compound 10g with notably improved selectivity towards BuChE versus AChE. The present study provided us with a good starting point to further design potent and selective BuChE-IDO1 inhibitors, which may benefit the treatment of late stage AD.

Base-Catalyzed Intramolecular Defluorination/O-Arylation Reaction for the Synthesis of 3-Fluoro-1,4-oxathiine 4,4-Dioxide

A novel process involving base-catalyzed intramolecular defluorination/O-arylation of readily available α-fluoro-β-one-sulfones was realized and provided a series of 3-fluoro-1,4-oxathiine 4,4-dioxide derivatives in good to excellent yields. Unlike traditional defluorination reactions with stoichiometric base as the deacid reagent, this process is triggered by a catalytic amount of base (TMG: tetramethylguanidine) and molecular sieves serve as both an adsorbent to remove HF acid and an activator to assist C-F bond cleavage.

An umpolung oxa-[2,3] sigmatropic rearrangement employing arynes for the synthesis of functionalized enol ethers

An oxa-[2,3] sigmatropic rearrangement involving arynes is reported featuring the umpolung of ketones, where the C=O bond polarity is reversed. The in situ-generated sulfur ylides from β-keto thioethers and arynes undergo efficient rearrangement allowing the facile and robust synthesis of functionalized enol ethers in high yields and excellent functional group compatibility. Preliminary mechanistic studies rule out the possibility of Pummerer-type rearrangement operating in this case.

BuChE-IDO1 inhibitor as well as preparation method and application thereof

The invention relates to the field of medicines, and particularly discloses a BuChE-IDO1 inhibitor as well as a preparation method and application thereof. The 7-chlorine-3-substituted benzothiophene part of sertaconazole is chemically modified, the influence of the 7-chlorine-3-substituted benzothiophene part of sertaconazole on the in-vitro inhibitory activity of AChE, BuChE and IDO1 is explored, the target compound is further optimized, and the technical problems that an existing BuChE-IDO1 inhibitor is poor in pertinence and safety are solved. What is explored is that an appropriate substituent group introduced to a 2-benzothiazole ring can form additional interaction with surrounding amino acids and heme iron, so that the binding affinity of the analogue with BuChE and IDO1 is increased, and a new idea is broadened for more efficient and targeted treatment of advanced AD diseases.

Chiral Bidentate Phosphoramidite-Pd Catalyzed Asymmetric Decarboxylative Dipolar Cycloaddition for Multistereogenic Tetrahydrofurans with Cyclic N-Sulfonyl Ketimine Moieties

An asymmetric [3 + 2] cycloaddition of vinyl ethylenecarbonates (VECs) and (E)-3-arylvinyl substituted benzo[d] isothiazole 1,1-dioxides has been developed using the Pd complex of a bidentate phosphoramidite (Me-BIPAM) as the catalyst, providing a wide variety of chiral multistereogenic vinyltetrahydrofurans in good yields with excellent diastereo- and enantioselectivities (up to >20:1 dr, 99% ee).

Oxidation Potential-Guided Electrochemical Radical-Radical Cross-Coupling Approaches to 3-Sulfonylated Imidazopyridines and Indolizines

Oxidation potential-guided electrochemical radical-radical cross-coupling reactions between N-heteroarenes and sodium sulfinates have been established. Thus, simple cyclic voltammetry measurement of substrates predicts the likelihood of successful radical-radical coupling reactions, allowing the simple and direct synthetic access to 3-sulfonylated imidazopyridines and indolizines. The developed electrochemical radical-radical cross-coupling reactions to sulfonylated N-heteroarenes boast the green synthetic nature of the reactions that are oxidant- and metal-free.

COMPOUNDS AND USES THEREOF

The present disclosure features compounds useful for the treatment of BAF complex-related disorders.

COMPOUNDS AND USES THEREOF

The present disclosure features compounds useful for the treatment of BAF complex-related disorders.