70400-19-0

Basic information

• Product Name: C₉H₈BrNO₃
• Synonyms: C₉H₈BrNO₃
• CAS NO: 70400-19-0
• Molecular Weight: 258.071
• Mol File: 70400-19-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: C₉H₈BrNO₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₉H₈BrNO₃(70400-19-0)
• EPA Substance Registry System: C₉H₈BrNO₃(70400-19-0)

Safety Data

• Hazardous Substances Data: 70400-19-0(Hazardous Substances Data)

Upstream product

• 34841-06-0 3-bromo-4-methoxybenzylaldehyde 
• 75-52-5 nitromethane 

Downstream Products

• 1608092-01-8 (R)-3-(1-(3-bromo-4-methoxyphenyl)-2-nitroethyl) pentane-2,4-dione 
• 1420743-18-5 1-(tert-butoxyformamido)-2,2-dibromo-1-(3-bromo-4-methoxyphenyl)-2-nitroethane 
• 1384849-44-8 2-(1-(3-bromo-4-methoxyphenyl)-2,2-dichloro-2-nitroethyl)isoindoline-1,3-dione 
• 1355707-71-9 benzyl [1-(3-bromo-4-methoxyphenyl)-2,2-dichloro-2-nitroethyl]carbamate 

Relevant articles and documents

Chlorination of Conjugated Nitroalkenes with PhICl 2and so 2Cl 2for the Synthesis of α-Chloronitroalkenes

Chlorination of conjugated nitroalkenes with iodobenzene dichloride or sulfuryl chloride to give target α-chloronitroalkenes in good yields is described. Details of the procedure depend on the donating ability of the nitroalkene substituents. The activity of the described chlorinating agents increases in order 'PhICl 2/Py' 2Cl 2' 2Cl 2/HCl' with the former producing the best yields for highly donating substrates and the latter for non-activated groups. An autocatalytic role of hydrogen chloride and the chemoselectivity of chlorination were also demonstrated.

Identification and in vivo evaluation of a fluorine-18 rolipram analogue, [18F]MNI-617, as a radioligand for PDE4 imaging in mammalian brain

Phosphodiesterase (PDE) 4 is the most prevalent PDE in the central nervous system (CNS) and catalyzes hydrolysis of intracellular cAMP, a secondary messenger. By therapeutic inhibition of PDE4, intracellular cAMP levels can be stabilized, and the symptoms of psychiatric and neurodegenerative disorders including depression, memory loss and Parkinson's disease can be ameliorated. Radiotracers targeting PDE4 can be used to study PDE4 density and function, and evaluate new PDE4 therapeutics, in vivo in a non-invasive way, as has been shown using the carbon-11 labeled PDE4 inhibitor R-(-)-rolipram. Herein we describe a small series of rolipram analogs that contain fluoro- or iodo-substituents that could be used as fluorine-18 PET or iodine-123 SPECT PDE4 radiotracers. This series was evaluated with an in vitro binding assay and a 4-(fluoromethyl) derivative of rolipram, MNI-617, was identified, with a five-fold increase in affinity for PDE4 (Kd = 0.26 nM) over R-(-)-rolipram (Kd = 1.6 nM). A deutero-analogue d2-[18F]MNI-617 was radiolabeled and produced in 23% yield with high (>5 Ci/μmol) specific activity and evaluated in non-human primate, where it rapidly entered the brain, with SUVs between 4 and 5, and with a distribution pattern consistent with that of PDE4.

Direct fluorination of styrenes

We have developed a practical method to synthesize fluorostyrene compounds. A mild and regioselective mono-fluorination reaction occurred smoothly for various di- and trisubstituted styrenes in the presence of RuCl3 and N-fluorobenzenesulfonimide (NFSI). A tandem alkyne hydroarylation-olefin fluorination reaction was also developed using an Au catalyst.