5400-82-8

Usage

InChI:InChI=1/C9H13NO/c1-10(2,11)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H3

Upstream product

• 103-83-3 N,N'-dimethylbenzylamine 
• 76847-41-1 3-bromo-4,5-dihydro-5-hydroperoxy-4,4-dimethyl-3,5-diphenyl-3H-pyrazole 
• 72229-10-8 cis-3-bromo-4,5-dihydro-5-hydroperoxy-4,4-dimethyl-3,5-diphenyl-3H-pyrazole 
• 107743-45-3 C₁₇H₁₆⁽²⁾HBrN₂O₂ 
• 79075-90-4 4a-hydroperoxy-N⁵-ethyl-N³-methyl-1,5-dihydro-1-deazalumiflavin 
• 182943-76-6 3-hydroperoxy-3-phenyl-4,4,5,5-tetramethyl-1,2-dioxolane 
• 59587-26-7 4a-hydroperoxy-N⁵-ethyl-N³-methyllumiflavin 

Downstream Products

• 16938-30-0 O-benzyl-N,N-dimethyl-hydroxylamine 
• 90524-35-9 C₁₅H₂₈NOSi⁽¹⁺⁾*CF₃O₃S^(1-) 
• 103-83-3 N,N'-dimethylbenzylamine 
• 81577-03-9 piperazine-2,3 diphenyl N,N-dimethyl trans 
• 81577-01-7 piperazine-2,3 diphenyl N,N-dimethyl cis 
• 100-52-7 benzaldehyde 
• 103-67-3 benzyl-methyl-amine 
• 83616-70-0 N,N-dimethylbenzylamine oxide-SbCl₅ 
• 13807-57-3 N-benzyl-N-methyl-(3-phenyl-2-propynyl)amine 
• 61802-83-3 N-methyl-N-benzylbenzamide 
• 14321-25-6 (N-benzyl-N-methylamino)acetonitrile 
• 827-36-1 2-(N,N-dimethylamino)-2-phenylacetonitrile 
• 35478-74-1 Dimethylamino-phenyl-methanesulfonic acid 

Relevant academic research and scientific papers

Kinetics of acetonitrile-assisted oxidation of tertiary amines by hydrogen peroxide

The rate of oxidation of tertiary amines by aqueous hydrogen peroxide is increased in the presence of acetonitrile due to the formation of a reactive intermediate. The active oxidant, presumably peroxyacetimidic acid, was quantified by a photometric method. Activation parameters of the acetonitrile-assisted and non-assisted oxidations are given in the temperature range 20 to 40 °C. The increased rate of the assisted oxidation is explained by the low enthalpy of activation although the entropy of activation is more negative due to a highly ordered transition state.

Alloxan-catalyzed biomimetic oxidations with hydrogen peroxide or molecular oxygen

Inspired by biological flavin catalysis, the nonionic alloxan derivatives were applied as the biomimetic catalysts for various oxidations, catalyzing oxidations of sulfides and amines with hydrogen peroxide or molecular oxygen under mild conditions with high yields in a short time. The whole catalytic cycle has been verified to be a biomimetic approach through the formation of the alloxan hydroperoxide reactive intermediate. Additionally, encouraging asymmetric catalytic results have been obtained with an easily prepared chiral alloxan in a sulfoxidation reaction.

Anti-tumor application of tocopheroxyl nitrogen oxide as HDAC (Histone Deacetylase) inhibitor

The invention discloses anti-tumor application of tocopheroxyl nitrogen oxide as an HDAC (Histone Deacetylase) inhibitor. A compound has a structural general formula as shown in a formula (I), and the compound has a potential inhibition effect on HDAC, so that more nitrogen and oxygen can be further provided for a ZBG (Zinc Binding Group), multi-length survey and the like can be carried out on a linker, structure modification can be carried out on the existing basis, and the functions of an inhibitor having good selectivity on HDAC subtype and other target points are expected to be found. According to the anti-tumor application disclosed by the invention, synthetic raw materials are relatively cheap, the technology is simple, the purity is higher, the cost is lower, and used reagents are all relatively safe. The compound is expected to be used as a novel HDAC inhibitor type anti-tumor medicine which is strong in selectivity, high in efficiency and low in toxicity.

Renewable waste rice husk grafted oxo-vanadium catalyst for oxidation of tertiary amines to N-oxides

Low cost renewable waste rice husks (RH) have been used as a support for grafting of an oxo-vanadium Schiff base via covalent attachment for the oxidation of tertiary amines to N-oxide. The synthesis of the desired RH grafted oxo-vanadium complex involves prior functionalization of the RH support with amino-propyltrimethoxysilane (APTMS) followed by its reaction with salicylaldehyde to get an RH-functionalized Schiff base which subsequently reacted with vanadyl sulphate to get the targeted oxo-vanadium catalyst. The synthesized catalyst was found to be an efficient heterogeneous catalyst and afforded an excellent yield of corresponding N-oxides via oxidation of tertiary amines with hydrogen peroxide as an oxidant. Furthermore, the synthesized catalyst was found to be quite stable and showed consistent activity for five runs without any loss in activity.

2,2,2-Trifluoroacetophenone as an organocatalyst for the oxidation of tertiary amines and azines to N-oxides

A cheap, mild and environmentally friendly oxidation of tertiary amines and azines to the corresponding Noxides is reported by using polyfluoroalkyl ketones as efficient organocatalysts. 2,2,2-Trifluoroacetophenone was identified as the optimum catalyst for the oxidation of aliphatic tertiary amines and azines. This oxidation is chemoselective and proceeds in high-to-quantitative yields utilizing 10 mol% of the catalyst and H2O2 as the oxidant.

N1,N10-Ethylene-bridged flavinium salts derived from l-valinol: synthesis and catalytic activity in H2O2 oxidations

Three chiral N1,N10-ethylene-bridged flavinium salts with a stereogenic centre derived from l-valinol are prepared and investigated as oxidation catalysts. These salts efficiently catalyse chemoselective H2O2 oxidation of sulfides to sulfoxides and the oxidation of 3-phenylcyclobutanone to the corresponding lactone at room temperature. The flavinium salts react with hydrogen peroxide to form flavin-10a-hydroperoxide, which is the agent responsible for oxidation of the substrate.

Oxidations catalyzed by phenylacetone monooxygenase from Thermobifida fusca

Several organic sulfides, ketones and other organic systems have been tested as substrates in oxidation reactions catalyzed by the recently discovered phenylacetone monooxygenase from Thermobifida fusca. The biocatalytic properties of this Baeyer-Villiger monooxygenase have been studied, revealing reactivity with a large range of sulfides and ketones. Oxidations of several sulfoxides, an amine and an organoboron compound were also observed. The enzyme is able to oxidize a number of sulfides with excellent enantioselectivity, demonstrating the catalytic potential of this novel biocatalyst.

Process for the preparation of amine oxides

The present invention provides a process for the preparation of amine oxide by reacting a tertiary or a secondary amine with hydrogen peroxide as an oxidant in the presence of a recyclable heterogeneous catalyst comprising a layered double hydroxide exchanged with an anion in the presence of an additive selected from the group consisting of benzonitrile, propionitrile, isoburyronitrile, benzamide and isobutyramide.

Chemoselective electrophilic oxidation of heteroatoms by hydroperoxy sultamst

The synthesis of novel hydroperoxy sultams 1b-d and their potential as renewable chemoselective electrophilic oxidants for a wide range of nitrogen, sulfur, and phosphorus heteroatoms in nonaqueous media is described. Reactions of 1b,c with secondary amines 10f,g yielded the hydroxysultams 2b,c and nitrone 11f or radical 11g depending on the substrate and stoichiometry, while tertiary amines 10a-d gave amine oxides 11a-d. Compounds 1c,d oxidized various thioethers 12a-g to sulfoxides 13a-g smoothly that were isolated by chromatography in nearly quantitative yields. 1c was regenerated from 2c by treatment of the latter with acidified H2O2. Kinetic studies of the reaction of 1c with 1,4-thioxane 12f suggest that the reaction follows the second-order kinetics, first order in substrate and first order in oxidant with the second-order rate constant several orders of magnitude larger than that of the corresponding reaction with hydrogen peroxide and tert-butyl hydroperoxide without the need for any acid or heavy metal catalysts. The phosphines 14a,b were also oxidized by 1c to the respective phosphine oxides 15a,b readily in quantitative yields. The reactions may be conducted at ambient temperature or lower and appear to proceed via a nonradical mechanism. Reactions are sensitive to steric as well as electronic factors.

The first example of catalytic N-oxidation of tertiary amines by tungstate-exchanged Mg-Al layered double hydroxide in water: A green protocol

A green process, using a recyclable tungstate-exchanged Mg-A1 layered double hydroxide (LDH-WO42-) heterogenised catalyst and aqueous H2O2 oxidant in water, leads to N-oxidation of aliphatic tert-amines to amine N-oxides in quantitative yields, at a high rate at room temperature.