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4-(Methylsulfinyl)aniline is an aniline derivative with the molecular formula C8H9NO, featuring a methylsulfinyl group attached to the fourth position of the aromatic ring. It is a chemical compound that can be found in certain plant species and is known for its potential pharmacological properties, such as antioxidant and anti-inflammatory effects. 4-(Methylsulfinyl)aniline is commonly utilized in the synthesis of pharmaceuticals and organic compounds, and it may also contribute to the development of new drugs for various medical conditions. However, further research is necessary to fully comprehend its biological activities and potential therapeutic applications.

22865-62-9

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22865-62-9 Usage

Uses

Used in Pharmaceutical Synthesis:
4-(Methylsulfinyl)aniline is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to be incorporated into the molecular structures of different drugs. Its presence in these compounds can potentially enhance their therapeutic effects and properties.
Used in Organic Compounds Synthesis:
As an aniline derivative, 4-(Methylsulfinyl)aniline is used as a building block in the synthesis of a range of organic compounds, contributing to the development of new chemical entities with diverse applications.
Used in Antioxidant and Anti-Inflammatory Research:
4-(Methylsulfinyl)aniline is used as a subject of study in research aimed at understanding its antioxidant and anti-inflammatory properties. These studies are crucial for exploring its potential use in the development of treatments for conditions associated with oxidative stress and inflammation.
Used in Drug Development:
4-(Methylsulfinyl)aniline is utilized in the development of new drugs for various medical conditions due to its potential pharmacological properties. Its role in this process is to provide a foundation for the creation of novel therapeutic agents that can address unmet medical needs.

Check Digit Verification of cas no

The CAS Registry Mumber 22865-62-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,8,6 and 5 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 22865-62:
(7*2)+(6*2)+(5*8)+(4*6)+(3*5)+(2*6)+(1*2)=119
119 % 10 = 9
So 22865-62-9 is a valid CAS Registry Number.

22865-62-9Relevant academic research and scientific papers

Catalyst-free visible light-mediated selective oxidation of sulfides into sulfoxides under clean conditions

Fan, Qiangwen,Zhu, Longwei,Li, Xuhuai,Ren, Huijun,Wu, Guorong,Zhu, Haibo,Sun, Wuji

supporting information, p. 7945 - 7949 (2021/11/01)

A facile and efficient visible-light-mediated method for directly converting sulfides into sulfoxides under clean conditions without using any photocatalysts is reported. This method exhibited favourable compatibility with functional groups and afforded a series of sulfoxides with high selectivity and yields. Moreover, in order to shed more light on such a transformation, detailed mechanism studies were carried out both experimentally and theoretically. The readily accessible, low-cost and eco-friendly nature of the developed method will endow it with attractive applications in chemical synthesis.

Magneli-type tungsten oxide nanorods as catalysts for the selective oxidation of organic sulfides

D?ren, René,Hartmann, Jens,Leibauer, Benjamin,Panth?fer, Martin,Mondeshki, Mihail,Tremel, Wolfgang

, p. 14027 - 14037 (2021/10/19)

Selective oxidation of thioethers is an important reaction to obtain sulfoxides as synthetic intermediates for applications in the chemical industry, medicinal chemistry and biology or the destruction of warfare agents. The reduced Magneli-type tungsten oxide WO3?xpossesses a unique oxidase-like activity which facilitates the oxidation of thioethers to the corresponding sulfoxides. More than 90% of the model system methylphenylsulfide could be converted to the sulfoxide with a selectivity of 98% at room temperature within 30 minutes, whereas oxidation to the corresponding sulfone was on a time scale of days. The concentration of the catalyst had a significant impact on the reaction rate. Reasonable catalytic effects were also observed for the selective oxidation of various organic sulfides with different substituents. The WO3?xnanocatalysts could be recycled at least 5 times without decrease in activity. We propose a metal oxide-catalyzed route based on the clean oxidant hydrogen peroxide. Compared to other molecular or enzyme catalysts the WO3?xsystem is a more robust redox-nanocatalyst, which is not susceptible to decomposition or denaturation under standard conditions. The unique oxidase-like activity of WO3?xcan be used for a wide range of applications in synthetic, environmental or medicinal chemistry.

Alloxan-catalyzed biomimetic oxidations with hydrogen peroxide or molecular oxygen

Zhang, Shiqi,Li, Guangxun,Li, Ling,Deng, Xiongfei,Zhao, Gang,Cui, Xin,Tang, Zhuo

, p. 245 - 252 (2019/12/24)

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.

Vanadium oxides anchored on nitrogen-incorporated carbon: An efficient heterogeneous catalyst for the selective oxidation of sulfide to sulfoxide

Fu, Yanghe,Qi, Yanyan,Tu, Gaomei,Xu, Qionghao,Zhang, Fumin,Zhu, Weidong

, (2020/07/10)

A highly efficient and durable metal catalyst stabilized by proper support is vital for organic catalytic transformations. In this study, a sequential pyrolysis–acid etching strategy was reported to prepare a nitrogen-rich nanocarbon inlaid with vanadium

Thioether Oxidation with H2O2 Catalyzed by Nb-Substituted Polyoxotungstates: Mechanistic Insights

Zalomaeva, Olga V.,Maksimchuk, Nataliya V.,Maksimov, Gennadii M.,Kholdeeva, Oxana A.

, p. 410 - 416 (2018/12/13)

Nb-monosubstituted polyoxotungstates of the Lindqvist and Keggin structures, (Bu4N)3[Nb(O)W5O18] (1) and (Bu4N)4[PW11NbO40] (2), respectively, catalyze oxidation of or

High-efficiency photo-oxidation of thioethers over C60?PCN-222 under air

Zheng, Deng-Yue,Chen, En-Xuan,Ye, Chun-Rong,Huang, Xiao-Chun

, p. 22084 - 22091 (2019/10/11)

The selective oxidation of primary thioethers to sulfoxides is an important reaction in the production of pharmaceuticals, agrochemicals, and other valuable fine chemicals. However, the achievement of high conversion and selectivity towards sulfoxide duri

SULFOXIDATION CATALYSTS AND METHODS FOR THEIR PREPARATION AND USE

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Paragraph 0054; 055, (2016/09/26)

Methods and compositions of catalysts for sulfoxidation reaction processes are disclosed. The sulfoxidation reaction process can be performed in an aqueous medium, and the catalysts can be recycled for further use. In some embodiments, a method of making a catalyst may include contacting a transition metal compound with an oxidizing agent to form a first solution, contacting a carboxylic acid compound with a cationic surfactant to form a second solution, mixing the first solution and the second solution to form a precipitate, and isolating the precipitate.

An organic-inorganic hybrid supramolecular framework material based on a [P2W18O62]6- cluster and Yb & Na complexes of pyridine-2,6-dicarboxylic acid: A catalyst for selective oxidation of sulfides in water with H2O2

Reddy, Pulikanti Guruprasad,Mamidi, Narsimha,Pradeep, Chullikkattil P.

, p. 4272 - 4276 (2016/07/06)

A rare-earth-containing polyoxometalate (RECP) hybrid, {(Yb (PDCH2)2(PDCH))·Na(H2O)2·(Na(PDCH)(H2O)2)}2[P2W18O62]·14H2O (1), based on [P2W18O62]6- cluster anions and cationic Yb & Na complex units of pyridine-2,6-dicarboxylic acid (PDCH2) has been synthesized under normal reaction conditions, which exhibited a supramolecular 3-D framework structure in the crystal lattice. Hybrid 1 acts as a green catalyst for the selective oxidation of sulfides in water with H2O2 as the reagent.

Nano-sized mesoporous sodium iron hydroxyphosphate supported gold: An effective catalyst for the oxidation of sulfides

Liu, Junhua,Liu, Gui,Liu, Cheng,Li, Wenxiu,Wang, Fang

, p. 2055 - 2059 (2016/04/26)

New nano-sized mesoporous sodium iron hydroxyphosphate (SIHP, Na4.55Fe(PO4)2H0.45O), synthesized by a microemulsion-hydrothermal synthesis method, with supported gold nanoparticles (AuNPs) could be a very effective catalyst for the selective oxidation of sulfides. The results showed that the SIHP material was an excellent catalyst support due to its special structure and the interactions between the AuNPs and the surface hydroxyl groups.

An Autocatalytic System of Photooxidation-Driven Substitution Reactions on a FeII4L6 Cage Framework

Neelakandan, Prakash P.,Jiménez, Azucena,Thoburn, John D.,Nitschke, Jonathan R.

supporting information, p. 14378 - 14382 (2016/01/25)

The functions of life are accomplished by systems exhibiting nonlinear kinetics: autocatalysis, in particular, is integral to the signal amplification that allows for biological information processing. Novel synthetic autocatalytic systems provide a foundation for the design of artificial chemical networks capable of carrying out complex functions. Here we report a set of FeII4L6 cages containing BODIPY chromophores having tuneable photosensitizing properties. Electron-rich anilines were observed to displace electron-deficient anilines at the dynamic-covalent imine bonds of these cages. When iodoaniline residues were incorporated, heavy-atom effects led to enhanced 1O2 production. The incorporation of (methylthio)aniline residues into a cage allowed for the design of an autocatalytic system: oxidation of the methylthio groups into sulfoxides make them electron-deficient and allows their displacement by iodoanilines, generating a better photocatalyst and accelerating the reaction.

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