76790-28-8

Upstream product

• 62058-76-8 N-(4-bromobenzylidene)-2-methylpropan-2-amine 
• 62058-74-6 3-(4-bromo-phenyl)-2-tert-butyl-oxaziridine 
• 594-70-7 2-Methyl-2-nitropropane 
• 1122-91-4 4-bromo-benzaldehyde 
• 16649-50-6 N-tert-Butylhydroxylamine 
• 917-95-3 t-butylnitrite 
• 57497-39-9 N-tertbutylhydroxylamine hydrochloride 
• 87384-76-7 N-(4′-bromobenzyl)-2-methylpropan-2-amine 
• 51338-99-9 N-tert-butyl hydroxylamine acetate 

Downstream Products

• 63710-79-2 C₁₇H₁₉BrNO 
• 62058-74-6 3-(4-bromo-phenyl)-2-tert-butyl-oxaziridine 
• 1612163-28-6 2-(4-bromophenyl)-2-(tert-butyl(hydroxy)amino)-N,N-diisopropylacetamide 
• 1612163-29-7 2-(4-bromophenyl)-2-(tert-butyl(hydroxy)amino)-N,N-dimethylacetamide 
• 1612163-61-7 2-(4-bromophenyl)-2-(tert-butyl(hydroxy)amino)-N,N-dimethylacetamide oxalic acid salt 
• 1612163-30-0 2-(4-bromophenyl)-2-(tert-butyl(hydroxy)amino)-N,N-dimethylethanethioamide 
• 1612163-31-1 2-(4-bromophenyl)-2-(tert-butyl(hydroxy)amino)-1-morpholinoethan-1-one 
• 1612163-32-2 2-(4-bromophenyl)-2-(tert-butyl(hydroxy)amino)-N-methyl-N-phenylacetamide 
• 1612163-57-1 2-(4-bromophenyl)-2-(hydroxyamino)-1-morpholinoethan-1-one 
• 1612163-59-3 2-(4-bromophenyl)-2-(tert-butylamino)-1-morpholinoethan-1-one 

Relevant academic research and scientific papers

A Protocol to Transform Sulfones into Nitrones and Aldehydes

A simple method to transform sulfones into nitrones and therefore into the corresponding carbonyl derivatives has been developed. Some examples demonstrate that it is a new reliable and versatile reaction in the toolbox of sulfones that has great synthetic potential. NMR and computational studies were used to elucidate the mechanism.

A Protocol to Transform Sulfones into Nitrones and Aldehydes

A simple method to transform sulfones into nitrones and therefore into the corresponding carbonyl derivatives has been developed. Some examples demonstrate that it is a new reliable and versatile reaction in the toolbox of sulfones that has great synthetic potential. NMR and computational studies were used to elucidate the mechanism.

Carbamoyl anion addition to nitrones

The addition of carbamoyl anions derived from N,N-disubstituted formamides and LDA to N-tert-butyl nitrones is described. The reaction was demonstrated with a variety of formamides and nitrones and provided a direct route to α-(N-hydroxy)amino amides. The use of a tert-leucinol derived chiral auxiliary on the nitrone provided products in good diastereoselectivity. Derivatization of the products by tert-butyl deprotection or N-deoxygenation was demonstrated.

Activation of C-H bonds in nitrones leads to iridium hydrides with antitumor activity

We report the design and synthesis of a series of new cyclometalated iridium hydrides derived from the C-H bond activation of aromatic nitrones and the biological evaluation of these iridium hydrides as antitumor agents. The nitrone ligands are based on the structure of a popular antioxidant, α-phenyl-N-tert-butylnitrone (PBN). Compared to cisplatin, the iridium hydrides exhibit excellent antitumor activity on HepG2 cells. The metal-coordinated compound with the most potent anticancer activity, 2f, was selected for further analysis because of its ability to induce apoptosis and interact with DNA. During in vitro studies and in vivo efficacy analysis with tumor xenograft models in Institute of Cancer Research (ICR) mice, complex 2f exhibited antitumor activity that was markedly superior to that of cisplatin. Our results suggest, for the first time, that metal hydrides could be a new type of metal-based antitumor agent.

Nitrone derivatives

A compound represented by the figure (1) or a pharmaceutically acceptable salt thereof is useful as medicament for treating retinal degenerative disorders: wherein Ar is optionally substitued phenyl or optionally substituted heteroaryl;. n is 0, 1 or 2; W

Chromium and Tungsten Pentacarbonyl Groups as Reactivity and Selectivity Auxiliaries in Cycloaddition of Alkynyl Fischer Carbene Complexes with N-Alkyl Nitrones

Alkynyl Fischer carbene complexes were found to undergo chemoselective, regioselective, and rate-enhanced 1,3-dipolar cycloaddition with nitrones to give 2,3-dihydroisoxazole carbene complexes in excellent yields.These alkynyl complexes can serve as synth

Synthesis and Characterization of Phenyl-Substituted C-Phenyl-N-tert-butylnitrones and Some of Their Radical Adducts

Synthesis of C-phenyl-N-tert-butylnitrone (PBN) and several of its analogues with substituents in the 2-, 3-, or 4-position on the phenyl ring is described.While a one-pot reduction/condensation method proved suitable for the most compounds, it was necessary to prepare some examples by direct condensation or through oxidation of the appropriate imine.The 1H NMR data for the 3-X- and 4-X-PBN's can be correlated with the Hammett equation.For the 3-X series Δδ for the α-proton correlates best with ?+ and has a correlation coefficient of 0.90.For the 4-X series a dual substituent parameter equation using ?R0 gives the best correlation with r = 0.99.The hyperfine splitting constants (hfsc's) of HO and HOO adducts of serveral substituted PBN's are also included and their correlation with the Hammett equation is discussed.

1H andd 13C NMR Spectra of (Z)-C-Aryl N-tert-Butyl Nitrones

The 1H an 13C NMR spectra of 12 (Z)-C-aryl N-tert-butyl nitrones were measured and proton and carbon assignments made.The nitrones were synthesized by the dimethyldioxirane method.

Imines and Derivatives. Part 24. Nitrone Synthesis by Imine Oxidation using either a Peroxyacid or Dimethyldioxirane

The oxidation of N-alkyl imines by m-chloroperoxybenzoic acid to yield nitrones was facilitated by (i) the presence of C-aryl substituents, (ii) steric inhibition of attack at the imino C-atom, (iii) electron donating para-substituents on the C-aryl substituent, (iv) non-hydroxylic solvents, (v) optimal conjugation between C-aryl substituents and the imino group, and (vi) less bulky N-alkyl groups. The oxidation of N-alkyl imines by dimethyldioxirane (DMD) in dichloromethane-acetone solution yielded nitrones without evidence of oxaziridine formation.The yields of isolated nitrones were higher for C,C-diaryl imines and for imines bearing less bulky N-alkyl substituents.N-H substituted ketimines were found to yield oximes after reaction with dimethyldioxirane.

DYNAMIC STEREOCHEMISTRY OF IMINES AND DERIVATIVES. PART 18. PHOTOSYNTHESIS AND PHOTORACEMIZATION OF OPTICALLY ACTIVE OXAZIRIDINES

Optically active oxaziridines have been synthesized with a maximum optical yield of 31percent by photoisomerization (λ > 300 nm) of achiral aldo- and keto-nitrones in the presence of the chiral solvent (+)-(S) or (-)-(R)-2,2,2-trifluoro-1-phenylethanol.Ph