42868-89-3

Basic information

• Product Name: (4-METHYLPHENYL)AMINO](OXO)ACETIC ACID
• Synonyms: acetic acid, [(4-methylphenyl)amino]oxo-;Albb-009514;[(4-methylphenyl)amino](oxo)acetic acid(SALTDATA: FREE);2-[(4-methylphenyl)amino]-2-oxoacetic acid;2-[(4-methylphenyl)amino]-2-oxo-acetic acid;2-[(4-methylphenyl)amino]-2-oxo-ethanoic acid;2-keto-2-[(4-methylphenyl)amino]acetic acid
• CAS NO: 42868-89-3
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.18
• Mol File: 42868-89-3.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (4-METHYLPHENYL)AMINO](OXO)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (4-METHYLPHENYL)AMINO](OXO)ACETIC ACID(42868-89-3)
• EPA Substance Registry System: (4-METHYLPHENYL)AMINO](OXO)ACETIC ACID(42868-89-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 42868-89-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(4-METHYLPHENYL)AMINO](OXO)ACETIC ACID is used as a building block for the synthesis of more complex organic molecules, due to its unique combination of functional groups.
Used in Pharmaceutical Industry:
(4-METHYLPHENYL)AMINO](OXO)ACETIC ACID is used as a potential precursor for the development of new pharmaceutical compounds, given its reactivity and the possibility of forming various derivatives.
Used in Materials Science:
(4-METHYLPHENYL)AMINO](OXO)ACETIC ACID is used as a component in the development of new materials, potentially exploiting its aromaticity and reactivity for specific applications.

InChI:InChI=1/C9H9NO3/c1-6-2-4-7(5-3-6)10-8(11)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13)/p-1

Upstream product

• 106-49-0 p-toluidine 
• 4755-77-5 Ethyl oxalyl chloride 
• 18522-98-0 ethyl 2-[(4-methylphenyl)amino]-2-oxoacetate 
• 80945-63-7 methyl 2-oxo-2-(p-tolylamino)acetate 
• 1590-78-9 (N-dichloroacetyl-4-methyl-anilino)-oxo-acetyl chloride 
• 95-92-1 oxalic acid diethyl ester 

Downstream Products

• 144217-65-2 YYA-021 
• 1210712-00-7 C₂₁H₂₅N₃O₂ 
• 56106-02-6 1-(4-methylphenyl)-3-(4-methoxyphenyl)urea 
• 494789-83-2 amino-5-methyl-N-(p-tolyl)benzamide 
• 1338471-36-5 (S)-5-(2,6-difluorophenoxy)-3-[(4-methyl-phenylaminooxalyl)-amino]-4-oxo-pentanoic acid 
• 1338471-29-6 (S)-3-[(4-methyl-phenylaminooxalyl)-amino]-4-oxo-5-(2,3,5,6-tetrafluoro-phenoxy)-pentanoic acid 
• 1338471-26-3 5-fluoro-3-[(4-methyl-phenylaminooxalyl)-amino]-4-oxo-pentanoic acid 
• 1040762-95-5 C₂₂H₁₄BrClF₃N₃O₃ 

Relevant articles and documents

Direct C3 Carbamoylation of 2H-Indazoles

We developed a novel method for direct C3 carbamoylation of 2H-indazoles using oxamic acids as carbamoyl radical sources. In the presence of ammonium persulfate, carbamoyl radicals were generated from oxamic acids, then used for further reactions with 2H-indazoles to afford the desired products. The reaction proceeds under metal- and catalyst-free conditions. This simple process allows for the efficient synthesis of C3 carbamoylated 2H-indazoles, which are important scaffolds in organic synthesis.

Synthesis and biological evaluation of novel oxalamido derivatives as caspase-3 inhibitors

A new series of 5-fluoro-3-[(4-substituted-phenylaminooxalyl)-amino]-4-oxo- pentanoic acid, 7a-c, 3-[(4-substitutedphenylaminooxalyl)- amino]-4-oxo-5-(2,3, 5,6-tetrafluoro-phenoxy)-pentanoic acid, 7d-h and 5-(2,6-difluoro-phenoxy)-3- [(substituted-phenylaminooxalyl)-amino]-4-oxo-pentanoic acid, 7i-p have been synthesized from N-(substituted-phenyl)- oxalamic acid, 1 and their activities have been evaluated in vitro. Compounds 7b,c and k show low micromolar inhibitory activity against caspase-3.

CD4 mimics targeting the mechanism of HIV entry

A structure-activity relationship study was conducted of several CD4 mimicking small molecules which block the interaction between HIV-1 gp120 and CD4. These CD4 mimics induce a conformational change in gp120, exposing its co-receptor-binding site. This induces a highly synergistic interaction in the use in combination with a co-receptor CXCR4 antagonist and reveals a pronounced effect on the dynamic supramolecular mechanism of HIV-1 entry.

CD4 mimics targeting the HIV entry mechanism and their hybrid molecules with a CXCR4 antagonist

Small molecules behaving as CD4 mimics were previously reported as HIV-1 entry inhibitors that block the gp120-CD4 interaction and induce a conformational change in gp120, exposing its co-receptor-binding site. A structure-activity relationship (SAR) study of a series of CD4 mimic analogs was conducted to investigate the contribution from the piperidine moiety of CD4 mimic 1 to anti-HIV activity, cytotoxicity, and CD4 mimicry effects on conformational changes of gp120. In addition, several hybrid molecules based on conjugation of a CD4 mimic analog with a selective CXCR4 antagonist were also synthesized and their utility evaluated.

Synthesis, crystal structure, and insecticidal activity of novel N-alkyloxyoxalyl derivatives of 2-arylpyrrole

Two series of novel N-alkyloxyoxalyl derivatives of 2-arylpyrrole were synthesized, and their structures were characterized by 1H NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities, and their insecticidal activities against oriental armyworm, mosquito, and spider mite are comparable to those of the commercialized Chlorfenapyr.

Reactivity of Carbamoyl Radicals. A New, General, Convenient Free-Radical Synthesis of Isocyanates from Monoamides of Oxalic Acid

A new, general, simple synthesis of isocyanates was developed by oxidation of monoamides of oxalix acid with peroxydisulfate catalyzed by Ag and Cu salts.The reaction was carried out in a two-phase system (water and an organic solvent), and it is suitable also for practical applications, due to the simple experimental conditions and the inexpensive as well as nontoxic reagents.The first example of homolytic intramolecular aromatic carbamoylation is also reported.