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[(4-methylphenyl)(nitroso)amino]acetic acid, commonly referred to as MPA, is a chemical compound characterized by the molecular formula C9H10N2O3. It belongs to the nitrosamine class of organic compounds, which are known for containing the nitroso functional group. MPA is recognized for its role as a reagent in the fields of organic synthesis and pharmaceutical research. Additionally, it has been a subject of interest for its potential applications in treating various medical conditions. Despite its potential benefits, MPA has also been investigated for its carcinogenic properties due to its classification as a nitrosamine. The chemical structure of MPA comprises a phenyl group, a nitroso group, and an aminoacetic acid group, with its properties and uses remaining an active area of research.

52827-02-8

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52827-02-8 Usage

Uses

Used in Organic Synthesis:
[(4-methylphenyl)(nitroso)amino]acetic acid is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions and contribute to the formation of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, [(4-methylphenyl)(nitroso)amino]acetic acid is utilized as a reagent to aid in the development and synthesis of new drugs, potentially leading to the discovery of novel therapeutic agents.
Used in Medical Condition Treatment:
MPA is being studied for its potential use in treating various medical conditions, although further research is necessary to fully understand its therapeutic potential and safety.
Used in Carcinogenicity Studies:
The carcinogenic properties of [(4-methylphenyl)(nitroso)amino]acetic acid are being investigated to better understand the risks associated with nitrosamine compounds and to inform the development of safer alternatives or mitigation strategies in the pharmaceutical and chemical industries.

Check Digit Verification of cas no

The CAS Registry Mumber 52827-02-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,8,2 and 7 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 52827-02:
(7*5)+(6*2)+(5*8)+(4*2)+(3*7)+(2*0)+(1*2)=118
118 % 10 = 8
So 52827-02-8 is a valid CAS Registry Number.

52827-02-8Relevant academic research and scientific papers

Novel sydnone derivatives carrying azidomethyl-1,2, 4-oxadiazole unit and their 1,3-dipolar cycloadditions

Dürüst, Ya?ar,Y?ld?z, Elif,Karaku?, Hamza,Kariuki, Benson M.

, p. 660 - 670 (2017/03/24)

A series of 1,2,4-oxadiazolymethyl sydnones carrying azido group were synthesized and subjected to react with a variety of alkenic and acetylenic dipolarophilic reagents; N-phenyl maleimide, phenyl vinyl sulfone, and phenyl propiolic acid. All the new products are identified by spectral/physical data including high-resolution mass measurements and X-ray diffraction data.

Synthesis, anti-bacterial, and anti-fungal activity of sydnone-based aromatic compounds

Akbari, Vikunjana K.,Chothani,Patel, Yogesh M.,Patel, Keshav C.

, p. 93 - 102 (2015/01/30)

In order to investigate the biological importance of sydnone ring system, two new series viz. 4-(N-(4-(3-(substitutedphenyl)acryloyl) phenyl) sulfamoyl)-3-p-tolyl-sydnone (Series-A) and 4-(N-(4-(5-(substitutedphenyl)isoxazol-3-yl)phenyl)4-sulfamoyl)-3-p-t

4-Halogeno-sydnones for fast strain promoted cycloaddition with bicyclo-[6.1.0]-nonyne

Plougastel, Lucie,Koniev, Oleksandr,Specklin, Simon,Decuypere, Elodie,Créminon, Christophe,Buisson, David-Alexandre,Wagner, Alain,Kolodych, Sergii,Taran, Frédéric

, p. 9376 - 9378 (2014/08/05)

New sydnone derivatives have been synthesized and screened for their capacity to undergo fast copper-free cycloaddition reaction with bicyclo-[6.1.0]-nonyne. The influences of substitution in positions N-3 and C-4 of sydnones have been particularly studied leading to the identification of highly reactive partners for bio-orthogonal ligation reactions.

One-pot synthesis of 1,4-disubstituted pyrazoles from arylglycines via copper-catalyzed sydnone-alkyne cycloaddition reaction

Specklin, Simon,Decuypere, Elodie,Plougastel, Lucie,Aliani, Soifia,Taran, Frédéric

, p. 7772 - 7777 (2014/10/15)

A robust method for constructing 1,4-pyrazoles from arylglycines was developed using the copper-catalyzed sydnone-alkyne cycloaddition reaction. The procedure offers a straightforward and general route to the pyrazole heterocycle through a three-step one-pot procedure.

Regioselective reaction: Synthesis, characterization and pharmacological activity of some new Mannich and Schiff bases containing sydnone

Nithinchandra,Kalluraya,Aamir,Shabaraya

, p. 597 - 604 (2012/09/11)

A novel series of 1-substituted aminomethyl-3-[1-(4-isobutylphenyl)ethyl]- 4-(3-aryl-4-sydnonylidene) amino-1,2,4-triazol-5-thiones (9), was prepared from the 3-[1-(4-isobutylphenyl)ethyl]-4-(3-aryl-4-sydnonylidene) amino 5-mercapto-1,2,4-triazoles (8) by aminomethylation with formaldehyde and secondary amine. The structures of Schiff bases (8) and Mannich bases (9) were characterized on the basis of IR, NMR, mass spectra1 data and elemental analysis. The newly synthesized compounds were screened for their anti-inflammatory and analgesic activities. Mannich bases (9) carrying piperidine and morpholine residues showed promising anti-inflammatory and analgesic activity.

Synthesis of 2 H-indazoles by the [3 + 2] dipolar cycloaddition of sydnones with arynes

Fang, Yuesi,Wu, Chunrui,Larock, Richard C.,Shi, Feng

, p. 8840 - 8851 (2012/01/02)

A rapid and efficient synthesis of 2H-indazoles has been developed using a [3 + 2] dipolar cycloaddition of sydnones and arynes. A series of 2H-indazoles have been prepared in good to excellent yields using this protocol, and subsequent Pd-catalyzed coupl

Synthesis, antibacterial and analgesic activities of 4-[1-oxo-3-(substituted aryl)-2-propenyl]-3-(4-methylphenyl) sydnones

Deshpande, Shreenivas R.,Vasantakumar Pai

experimental part, p. 59 - 64 (2011/01/03)

A series of sydnone derivatives containing styryl ketone moiety, 4-[1-oxo-3-(substituted aryl)-2-propenyl]-3-(4-methylphenyl)sydnones (6a-i) has been synthesized and characterized by spectral data. The synthesized compounds have been screened for prelimin

Synthesis of 2H-indazoles by the [3 + 2] cycloaddition of arynes and sydnones

Wu, Chunrui,Fang, Yuesi,Larock, Richard C.,Shi, Feng

supporting information; experimental part, p. 2234 - 2237 (2010/08/04)

A rapid and efficient synthesis of 2H-indazoles has been developed, which involves the [3 + 2] dipolar cycloaddition of arynes and sydnones. The process proceeds under mild reaction conditions in good to excellent yields.

Convenient access to 1,3,4-trisubstituted pyrazoles carrying 5-nitrothiophene moiety via 1,3-dipolar cycloaddition of sydnones with acetylenic ketones and their antimicrobial evaluation

Satheesha Rai,Kalluraya, Balakrishna,Lingappa,Shenoy, Shaliny,Puranic, Vedavati G.

, p. 1715 - 1720 (2008/12/20)

Novel 1-aryl-3-(5-nitro-2-thienyl)-4-aroyl-pyrazoles 7 have been synthesized by the 1,3-dipolar cycloaddition of 3-arylsydnones 3 with 1-aryl-3-(5-nitro-2-thienyl)-2-propyn-1-ones 6. The newly synthesized compounds were well characterized by elemental analysis, IR, 1H NMR and mass spectral studies. They were also screened for their antibacterial and antifungal activities against a variety of microorganisms and the results of such studies have been discussed in this article.

Synthesis and evaluation of phenyl substituted sydnones as potential DPPH-radical scavengers

Mallur, Shanta G.,Tiwari,Raju, B. China,Babu, K. Suresh,Ali, A. Zehra,Sastry,Rao, J. Madhusudana

, p. 1686 - 1689 (2008/09/19)

A series of phenyl substituted sydnones has been synthesized and their radical-scavenging activity has been studied on DPPH free radical. Out of eighteen compounds screened, nine compounds show interesting activity. A mechanism is presented whereby sydnones scavenge DPPH radical through donating H-atom at 4th-position. Its strong radical-scavenging activity mainly arises from 1, 2, 3-oxadiazolium-5-olate ring. Different substituents and their positions on the phenyl ring differently influence DPPH scavenging activity and therefore, may provide clues to design and develop better free-radical scavenging sydnones with multiple activities.

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