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N-phenyl-p-benzoquinone imine N-oxide, also known as N-phenyl-4-benzoquinone imine N-oxide or NPQI-N-oxide, is a chemical compound with the molecular formula C13H9NO2. It is derived from the parent compound N-phenyl-p-benzoquinone imine (NPQI), which is formed during the oxidation of the amino acid phenylalanine in the presence of reactive oxygen species. The N-oxide form of NPQI is characterized by the presence of an additional oxygen atom attached to the nitrogen atom in the imine group, which can influence its chemical reactivity and biological properties. N-phenyl-p-benzoquinone imine N-oxide has been studied for its potential role in various biological processes and its ability to act as a pro-oxidant, which may contribute to oxidative stress and related health issues.

2206-58-8

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2206-58-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2206-58-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,0 and 6 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2206-58:
(6*2)+(5*2)+(4*0)+(3*6)+(2*5)+(1*8)=58
58 % 10 = 8
So 2206-58-8 is a valid CAS Registry Number.

2206-58-8Relevant academic research and scientific papers

Selective oxidation of N-alkyl imines to oxaziridines using UHP/maleic anhydride system

Damavandi, Jafar Asgarian,Karami, Bahador,Zolfigol, Mohammad Ali

, p. 933 - 934 (2007/10/03)

Several structurally differentiated N-alkyl imines were oxidized to their corresponding oxaziridines using UHP/maleic anhydride system. Oxidation reaction was performed under mild conditions and oxaziridines were obtained in good to excellent yields.

Reaction of 2-hydrazino-1-azaazulene with diphenylnitrone: Unexpected formation of phenylimino-p-benzoquinone-N-oxide

Abe, Noritaka,Matsuda, Haruhiko,Fugii, Hiroyuki,Kakehi, Akikazu

, p. 353 - 357 (2007/10/03)

Reaction of 2-hydrazino-1-azaazulene with diphenylnitrone gave benzaldehyde (1-azaazulen-2-yl)hydrazone (2) and phenylimino-p-benzoquinone- N-oxide (3). Reaction mechanism for the formation of 2 and 3 was discussed.

Aryl Nitrenes from N,N'-Diarylbenzoquinone Di-imine N,N'-Dioxides and N-Arylbenzoquinone Imine N-Oxides

Forrester, Alexander R.,Ogilvy, Munro M.,Thomson, Ronald H.

, p. 2023 - 2026 (2007/10/02)

Photolyses of the title quinone imine N.oxides give mainly azoarenes formed by dimerisation of triplet aryl nitrenes.

Cycloaddition Reactions of Quinoneimine N-Oxides and of Fluorenoneimine N-Oxide: Exocyclic Nitrones conjugated with Electron-withdrowing Rings

Damavandy, Jaffar A.,Jones, Richard A. Y.

, p. 712 - 717 (2007/10/02)

N-Phenyl-p-benzoquinoneimine N-oxide is generally unreactive in 1,3-dipolar cycloaddition reactions, but with acetylenedicarboxylate esters it gives indolones, formed from the initial adducts by a rearrangement which entails an alkoxycarbonyl migration.The analogous nitrone derived from anthraquinone gives unrearranged adducts with a variety of 1,3-dipolarophiles; monosubstituted alkynes and alkenes give 4-substituted-isoxazolines and -isoxazolidines.Fluorenoneimine N-oxide behaves similarly.We also describe some reactions of diphenylcyclopropene which were performed in an attempt to prepare cyclopropenoneimine N-oxides.

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