14922-36-2

Basic information

• Product Name: 4-NITROPHENYLGLYOXYLIC ACID
• Synonyms: (4-Nitrophenyl)(oxo)acetic acid;Glyoxylic acid, (4-nitrophenyl)-;2-(4-NITROPHENYL)-2-OXOACETIC ACID;4-NITROPHENYLGLYOXYLIC ACID;4-Nitrobenzoylformic acid;4-NITROPHENYLGLYOXYLIC ACID, 98+%;2-(4-Nitrophenyl)glyoxylic acid;p-Nitrobenzoylformic acid
• CAS NO: 14922-36-2
• Molecular Formula: C₈H₅NO₅
• Molecular Weight: 195.13
• Mol File: 14922-36-2.mol
• Article Data: 33

Chemical Properties

• Melting Point: 113-115°C
• Boiling Point: 381.6°Cat760mmHg
• Flash Point: 173.1°C
• Appearance: /
• Density: 1.531g/cm³
• Vapor Pressure: 1.67E-06mmHg at 25°C
• Refractive Index: 1.613
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.72±0.54(Predicted)
• BRN: 1213023
• CAS DataBase Reference: 4-NITROPHENYLGLYOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROPHENYLGLYOXYLIC ACID(14922-36-2)
• EPA Substance Registry System: 4-NITROPHENYLGLYOXYLIC ACID(14922-36-2)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 14922-36-2(Hazardous Substances Data)

Usage

General Description

4-Nitrophenylglyoxylic acid is a chemical compound with the molecular formula C8H5NO5. It is a white to beige crystalline solid that is primarily used as an intermediate in the production of pharmaceuticals and agricultural chemicals. 4-NITROPHENYLGLYOXYLIC ACID has been shown to be a potential building block for the synthesis of bioactive compounds and pharmaceuticals, making it a valuable chemical in the pharmaceutical industry. It is also known for its use as a reagent in organic synthesis and has been studied for its potential biological activities, including antimicrobial and anticancer properties. Additionally, it is important to handle this compound with caution due to its potentially hazardous nature and its toxicity.

InChI:InChI=1/C8H5NO5/c10-7(8(11)12)5-1-3-6(4-2-5)9(13)14/h1-4H,(H,11,12)

Upstream product

• 100-12-9 4-ethylnitrobenzene 
• 100-19-6 (4-nitrophenyl)ethanone 
• 122-04-3 4-nitro-benzoyl chloride 
• 57699-27-1 methyl p-nitrophenylglyoxylate 
• 65921-30-4 2-(4-nitrophenyl)-2-oxoethyl acetate 
• 7697-37-2 nitric acid 
• 131470-71-8 (5,6-Dihydro-[1,4]dioxin-2-yl)-(4-nitro-phenyl)-methanone 
• 6048-20-0 4-nitrobenzoyl cyanide 
• 10098-39-2 2-hydroxy-2-(4-nitrophenyl)acetic acid 

Downstream Products

• 1428848-34-3 (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2,2-dihydroxy-2-(4-nitrophenyl)acetoxy)ethyl)-pyridine 1-oxide 
• 1615234-85-9 C₁₃H₁₅N₃O₄ 
• 1615234-87-1 C₁₃H₁₉N₃O₂ 
• 1615234-86-0 C₁₃H₁₇N₃O₄ 
• 336877-66-8 2-amino-2-(4-nitrophenyl)acetic acid 
• 139155-50-3 (1H-indol-3-yl)-(4-nitrophenyl)methanone 
• 1421276-22-3 C₁₉H₁₃N₃O₃ 
• 431059-81-3 N,N‐dimethyl‐2‐(4‐nitrophenyl)‐2‐oxoacetamide 
• 7291-01-2 N,N-dimethyl-4-nitrobenzamide 
• 87305-65-5 1-(4-nitrophenyl)but-2-en-1-one 
• 1678-06-4 N-[2-(4-nitrobenzoyl)phenyl]acetamide 
• 1036242-06-4 C₂₂H₁₆N₄O₄ 
• 135386-44-6 1-(4'-nitrophenyl)-2-(2'-phenylsulphonylethyl)-8-oxo-2-aza-3,7-dioxabicyclo<3.3.0>octane 
• 135386-39-9 allyl 4-nitrophenylglyoxylate oxime 

Relevant articles and documents

Novel α-ketoamide based diazeniumdiolates as hydrogen peroxide responsive nitric oxide donors with anti-lung cancer activity

A novel type of hydrogen peroxide (H2O2)-activated diazeniumdiolate based on an α-ketoamide moietey was developed as a nitric oxide (NO) donor. KA-NO-4 inhibited lung cancer cells with submicromolar activity. The H2O2

Novel peptidomimetic peptide deformylase (PDF) inhibitors of Mycobacterium tuberculosis

Emergence of MDR-TB and XDR-TB led to the failure of available anti-tubercular drugs. In order to explore, identify and develop new anti-tubercular drugs, novel peptidomimetic series of Mtb–peptide deformylase (PDF) inhibitors was designed and synthesized. In vitro antimycobacterial potential of compounds was established by screening of compounds against Mycobacterium tuberculosis H37Rv strain using MABA. Among them, ester series of compounds 4a, 4b, 4c, 4d, and 4e were found most active, with compound 4c being highly active and exhibiting minimum inhibitory concentration of 6.25?μg/ml against M.?tb H37Rv strain. Additionally, the compounds were docked to determine the probable binding interactions and understand the mechanism of action of most active molecules on Mtb-peptide deformylase (PDF), which is involved in the mycobacterium protein synthesis.

Minisci aroylation of N-heterocycles using choline persulfate in water under mild conditions

Metal persulfate mediated thermal oxidative organic transformations invariably require a higher temperature and frequently use an organic solvent. The objective of this work was to develop persulfate mediated oxidative transformations that can be performed nearly at room temperature using water as a solvent. This report describes modified Minisci aroylation of isoquinolines with arylglyoxylic acids using choline persulfate and its pre-composition (choline acetate and K2S2O8) in water at 40 °C. A few other nitrogen heterocycles were also utilized affording various aroylated products in good to excellent yields. Unlike metal persulfate that could produce metal salt byproducts, a key feature of the chemistry reported herein includes the use of environmentally benign choline persulfate containing biodegradable choline as a counter-cation, the Minisci reaction demonstrated at 40 °C in water as the only solvent, and unconventional activation of persulfate. This journal is

A near-infrared fluorescent probe for endogenous hydrogen peroxide real-time imaging in living cells and zebrafish

Hydrogen peroxide (H2O2) can be produced in mitochondria and plays a significant role in physiological metabolism. Overproduction of H2O2 is a hallmark of many diseases. Therefore, it is very important to develop a highly sensitive method for detecting H2O2 both in vivo and in vitro. Previously reported benzil-based fluorescence probes are superior to those based on boronate ester in terms of reaction selectivity. However, the near-infrared (NIR) probe with biocompatibility has been rarely reported for the detection of endogenous hydrogen peroxide and the real-time imaging in biological system. Hemicyanine skeleton has been proven to be effective scaffold for NIR fluorescent probes for non-invasive optical imaging in vivo. In this paper, a Cy-H2O2 probe for real-time monitoring hydrogen peroxide in organisms was designed by modifying the NIR hemicyanine framework with benzil moiety. The results showed that Cy-H2O2 exhibits high specificity and sensitivity, and has good water solubility and short response time (within 10 min) for detection of hydrogen peroxide in vitro and in vivo. The reaction mechanism was deduced by detecting product of the fluorescent probe reacting with hydrogen peroxide using HPLC. The probe shows a good linear relationship for the specific response to H2O2 within the concentration range of 0–7 μM and the detection limit is 65 nM. In addition, the probe Cy-H2O2 has been successfully applied to H2O2 detection in living cells and zebrafish.