92821-88-0

Basic information

• Product Name: 2-bromo-4'-methylpropiophenone
• CAS NO: 92821-88-0
• Molecular Weight: 227.101
• Mol File: 92821-88-0.mol
• Article Data: 36

Chemical Properties

• CAS DataBase Reference: 2-bromo-4'-methylpropiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-4'-methylpropiophenone(92821-88-0)
• EPA Substance Registry System: 2-bromo-4'-methylpropiophenone(92821-88-0)

Safety Data

• Hazardous Substances Data: 92821-88-0(Hazardous Substances Data)

Upstream product

• 563-76-8 α-bromopropionyl bromide 
• 108-88-3 toluene 
• 5337-93-9 4'-methylpropiophenone 
• 7726-95-6 bromine 
• 71-43-2 benzene 
• 1432028-75-5 3-(dimethylamino)-2-methyl-1-(p-tolyl)prop-2-en-1-one 
• 25574-04-3 1-p-tolyl-1-propanol 
• 7148-74-5 2-Bromopropionyl chloride 
• 106-38-7 para-bromotoluene 

Downstream Products

• 15482-26-5 2-hydroxy-1-(4-methylphenyl)propan-1-one 
• 236117-38-7 2-iodo-1-(p-tolyl)propan-1-one 
• 64403-76-5 2-(5-amino-2-imino-[1,3,4]thiadiazol-3-yl)-1-p-tolyl-propan-1-one 
• 59849-34-2 2-benzoylimino-5-methyl-3-phenyl-4-p-tolyl-thiazolidin-4-ol 
• 206198-91-6 2-bromo-1-(p-tolyl)-propan-1-one O-methyl oxime 
• 742095-35-8 (RS)-2-trifluoroacetamido-1-(4-methylphenyl)-1-propanone 
• 1016804-94-6 C₁₃H₁₂N₂S 
• 16942-66-8 2-amino-4-(4’-methylphenyl)-5-methyl-1,3-thiazole 
• 1384242-95-8 (2Z)-2-(4-methyl-5-p-tolyl-1,3-oxathiol-2-ylidene)-3-oxo-3-(thiophen-2-yl)propanenitrile 
• 1384242-68-5 (2Z)-3-(5-bromo-1H-indol-3-yl)-2-(4-methyl-5-p-tolyl-1,3-oxathiol-2-ylidene)-3-oxopropanenitrile 
• 1384242-84-5 (2Z)-2-(4-methyl-5-p-tolyl-1,3-oxathiol-2-ylidene)-3-oxo-3-phenylpropanenitrile 
• 1384242-63-0 (2Z)-3-(1H-indol-3-yl)-2-(4-methyl-5-p-tolyl-1,3-oxathiol-2-ylidene)-3-oxopropanenitrile 
• 1384242-87-8 (2Z)-2-(4-methyl-5-p-tolyl-1,3-oxathiol-2-ylidene)-3-oxo-3-p-tolylpropanenitrile 
• 1384242-93-6 (2Z)-3-(4-chlorophenyl)-2-(4-methyl-5-p-tolyl-1,3-oxathiol-2-ylidene)-3-oxopropanenitrile 

Relevant articles and documents

Access to α,α-dihaloacetophenones through anodic C[dbnd]C bond cleavage in enaminones

We have developed a method to synthesize α,α-dihaloketones under electrochemical conditions. In this reaction, the Cl- or Br- is oxidized to Cl2 or Br2 at the anode, which undergoes two-step addition reactions with the N,N-dimethyl enaminone, and finally breaks C[dbnd]C of the N,N-dimethyl enaminone to generate α,α-dihaloketones. The electrosynthesis reaction can be conveniently carried out in an undivided electrolytic cell at room temperature. In addition, various functional groups are compatible with this green protocol which can be applied simultaneously to the gram scale without significantly lower yield.

α-PPP and its derivatives are selective partial releasers at the human norepinephrine transporter: A pharmacological characterization of interactions between pyrrolidinopropiophenones and uptake1 and uptake2 monoamine transporters

While classical cathinones, such as methcathinone, have been shown to be monoamine releasing agents at human monoamine transporters, the subgroup of α-pyrrolidinophenones has thus far solely been characterized as monoamine transporter reuptake inhibitors. Herein, we report data from previously undescribed α-pyrrolidinopropiophenone (α-PPP) derivatives and compare them with the pharmacologically well-researched α-PVP (α-pyrrolidinovalerophenone). Radiotracer-based in vitro uptake inhibition assays in HEK293 cells show that the investigated α-PPP derivatives inhibit the human high-affinity transporters of dopamine (hDAT) and norepinephrine (hNET) in the low micromolar range, with α-PVP being ten times more potent. Similar to α-PVP, no relevant pharmacological activity was found at the human serotonin transporter (hSERT). Unexpectedly, radiotracer-based in vitro release assays reveal α-PPP, MDPPP and 3Br-PPP, but not α-PVP, to be partial releasing agents at hNET (EC50 values in the low micromolar range). Furthermore, uptake inhibition assays at low-affinity monoamine transporters, i.e., the human organic cation transporters (hOCT) 1–3 and human plasma membrane monoamine transporter (hPMAT), bring to light that all compounds inhibit hOCT1 and 2 (IC50 values in the low micromolar range) while less potently interacting with hPMAT and hOCT3. In conclusion, this study describes (i) three new hybrid compounds that efficaciously block hDAT while being partial releasers at hNET, and (ii) highlights the interactions of α-PPP-derivatives with low-affinity monoamine transporters, giving impetus to further studies investigating the interaction of drugs of abuse with OCT1-3 and PMAT.

NBS-mediated synthesis of β-keto sulfones from benzyl alcohols and sodium arenesulfinates

An efficient synthetic route towards the synthesis of β-keto sulfones has been developed from secondary benzyl alcohols using N-bromosuccinimide (NBS). The present protocol utilizes NBS as oxidant as well as brominating agent, readily accessible benzyl alcohols and sodium arenesulfinates as the sulfonylating reagent under mild conditions. The control experiments revealed that the reaction proceeds via oxidation of alcohol to ketone, α-bromination of ketone and nucleophilic substitution by sodium arenesulfinate. Furthermore, the efficiency of the methodology was tested with a gram scale reaction and also shown the synthetic utility.