40117-28-0

Upstream product

• 43052-01-3 2-tert-butyl-3-(4-methoxyphenyl)-1,2-oxaziridine 
• 15875-74-8 N-(4-methoxybenzylidene)-2-methylpropan-2-amine 
• 718-36-5 (p-nitrobenzylidene)(tert-butyl)amine 
• 22675-83-8 N-(p-methoxybenzyl)-N-tert-butylamine 
• 123-11-5 4-methoxy-benzaldehyde 
• 75-64-9 tert-butylamine 
• 57497-39-9 N-tertbutylhydroxylamine hydrochloride 
• 594-70-7 2-Methyl-2-nitropropane 
• 15875-74-8 (E)-tert-butyl[(4-methoxyphenyl)methylidene]amine 
• 16649-50-6 N-tert-Butylhydroxylamine 
• 51338-99-9 N-tert-butyl hydroxylamine acetate 

Downstream Products

• 139070-00-1 C₁₈H₂₁ClNO₂ 
• 63710-77-0 α-anisylbenzyl tert-butyl nitroxide 
• 24393-56-4 ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate 
• 141080-53-7 C₁₂H₁₈NO₃ 
• 1383738-66-6 (S)-2-tert-butyl-3-(4-methoxyphenyl)-5-phenyl-2,3-dihydroisoxazole-4-carbaldehyde 
• 65908-33-0 6-methoxy-2,3-diphenyl-1H-inden-1-one 

Relevant academic research and scientific papers

Aliphatic nitro compounds chemistry: oximes–nitrones tunable production through directed tandem synthesis

Abstract: Reduction of aliphatic nitro compounds in the presence of aldehydes and dialdehydes for tunable directed synthesis of oximes, nitrones, nitrone–oximes, and dinitrones was reported. The slow and nonselective reduction of aliphatic nitro compounds was directed by condensation of in situ prepared alkylhydroxylamines with aromatic aldehydes. Mononitrones and dinitrones were synthesized at reflux and at 55?°C conditions, respectively, in tetrahydrofuran using SnCl2?2H2O and Na2CO3. It was found that the presence of a catalytic amount of carboxylic acid such as 3-phenylpropanoic acid increases the yield of dinitrones versus nitrone–oxime and dioxime when dialdehydes were used as aldehyde source. Graphical abstract: [Figure not available: see fulltext.].

Reactivities of MeO-substituted PBN-type nitrones

In this work, α-phenyl-N-tert-butylnitrone (PBN), N-benzylidene-1-diethoxyphosphoryl-1-methylethylamine N-oxide (PPN) and N-benzylidene-1-ethoxycarbonyl-1-methylethylamine N-oxide (EPPN) derivatives bearing methoxy groups (MeO-) on the phenyl ring were sy

Dual Role of Pyrrolidine and Cooperative Pyrrolidine/Pyrrolidinium Effect in Nitrone Formation

The formation of nitrones by direct condensation between equimolecular amounts of N-substituted hydroxylamine hydrochlorides and aromatic or aliphatic aldehydes is efficiently promoted by pyrrolidine in a matter of minutes under very mild conditions in almost quantitative yields after a simple filtration through a short pad of silica gel. According to theoretical, spectroscopic, and experimental studies, this success is due to the ability of pyrrolidine to liberate the hydrochloride of the hydroxylamine and catalyze the reaction via iminium activation ion. Moreover, a cooperative pyrrolidine/pyrrolidinium chloride effect facilitates several steps of the catalytic cycle through proton transfer without hampering the nucleophilicity of the hydroxylamine by protonation.

Iridium-Catalyzed Direct C-H Sulfamidation of Aryl Nitrones with Sulfonyl Azides at Room Temperature

Ir(III)-catalyzed direct C-H sulfamidation of aryl nitrones has been developed to synthesize various sulfamidated nitrones in moderate to excellent yields with excellent regioselectivity and broad functional group tolerance. This transformation could proceed smoothly at room temperature with low catalyst loading in the absence of external oxidants, acids, or bases. Molecular nitrogen was released as the sole byproduct, thus providing an environmentally benign sulfamidation process. And this protocol could efficiently apply to synthesize the substituted benzisoxazoline via one-step transformation from the product.

PBN (phenyl-N-tert-butylnitrone)-derivatives are effective in slowing the visual cycle and rhodopsin regeneration and in protecting the retina from light-induced damage

A2E and related toxic molecules are part of lipofuscin found in the retinal pigment epithelial (RPE) cells in eyes affected by Stargardt's disease, age-related macular degeneration (AMD), and other retinal degenerations. A novel therapeutic approach for t

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.

COMPOSITIONS AND METHODS OF INHIBITING RETINAL DEGENERATION

Nitrone-based compositions are disclosed that may be utilized for the prevention and treatment of a variety of ophthalmic diseases or conditions where RPE65 protein isomerohydrolase is implicated. Methods of production and use of said nitrone-based compos

Nafion supported molybdenum oxychloride: Recyclable catalyst for one-pot synthesis of nitrones via direct condensation/oxidation of primary amines and aldehydes using UHP as oxidant

Immobilization of molybdenum(vi) oxychloride to the surface of perfluorinated ion-exchange polymer "Nafion"via an ion exchange method was carried out for the first time. The prepared Nafion immobilized molybdenum(vi) oxychloride catalyst was used for the direct synthesis of nitrones via one-pot condensation/oxidation of primary amines with aldehydes using solid urea-hydrogen peroxide (UHP) as oxidant under very mild reaction conditions. The developed polymer immobilized catalyst showed better activity than its analogous homogeneous catalyst with the added benefits of facile recovery and recyclability of the catalyst without leaching and loss in catalytic activity.

Exploiting microwave-assisted neat procedures: synthesis of N-aryl and N-alkylnitrones and their cycloaddition en route for isoxazolidines

Microwave irradiation allows increasing the speed of several reactions and also offers the possibility of eliminating poisoning organic solvents. In this work we report the microwave-assisted neat synthesis of α-phenyl-tert-butylnitrone (PBN) and other alkyl and aryl nitrones and also the rapid synthesis of isoxazolidines resulting from 1,3-dipolar cycloaddition of nitrones to ethyl trans-crotonate.