10185-65-6

Basic information

• Product Name: 5-ETHYL-3-(4-NITROPHENYL)-1,2,4-OXADIAZOLE
• Synonyms: 1,2,4-Oxadiazole, 5-ethyl-3-(4-nitrophenyl)-
• CAS NO: 10185-65-6
• Molecular Formula: C₁₀H₉N₃O₃
• Molecular Weight: 219.2
• Mol File: 10185-65-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 384.3 °C at 760 mmHg
• Flash Point: 186.2 °C
• Appearance: /
• Density: 1.299 g/cm³
• CAS DataBase Reference: 5-ETHYL-3-(4-NITROPHENYL)-1,2,4-OXADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ETHYL-3-(4-NITROPHENYL)-1,2,4-OXADIAZOLE(10185-65-6)
• EPA Substance Registry System: 5-ETHYL-3-(4-NITROPHENYL)-1,2,4-OXADIAZOLE(10185-65-6)

Safety Data

• Hazardous Substances Data: 10185-65-6(Hazardous Substances Data)

Usage

General Description

5-Ethyl-3-(4-nitrophenyl)-1,2,4-oxadiazole is a chemical compound with the molecular formula C10H8N4O3. It is a crystalline solid that is commonly used in the synthesis of fluorescent probes and dyes. 5-Ethyl-3-(4-nitrophenyl)-1,2,4-oxadiazole is known for its high photostability and strong fluorescence, making it a useful tool in bioimaging and cell biology research. Additionally, 5-Ethyl-3-(4-nitrophenyl)-1,2,4-oxadiazole has been studied for its potential antimicrobial and anticancer properties, showing promise as a therapeutic agent in the treatment of various diseases. However, further research is needed to fully understand its biological activities and potential applications in medicine and industry.

Upstream product

• 1129-37-9 4-nitrobenzaldehyde oxime 
• 107-12-0 propiononitrile 
• 619-72-7 4-nitrobenzonitrile 
• 555-16-8 4-nitrobenzaldehdye 
• 192332-48-2 (Z)-4-nitrobenzamidoxime 
• 123-62-6 propionic acid anhydride 

Downstream Products

• 10185-71-4 3-(4'-aminophenyl)-5-ethyl-1,2,4-oxadiazole 

Relevant articles and documents

Synthesis and methemoglobinemia-inducing properties of benzocaine isosteres designed as humane rodenticides

A number of isosteres (oxadiazoles, thiadiazoles, tetrazoles and diazines) of benzocaine were prepared and evaluated for their capacity to induce methemoglobinemia - with a view to their possible application as humane pest control agents. It was found that an optimal lipophilicity for the formation of methemoglobin (metHb) in vitro existed within each series, with 1,2,4-oxadiazole 3 (metHb% = 61.0 ± 3.6) and 1,3,4-oxadiazole 10 (metHb% = 52.4 ± 0.9) demonstrating the greatest activity. Of the 5 candidates (compounds 3, 10, 11, 13 and 23) evaluated in vivo, failure to induce a lethal end-point at doses of 120 mg/kg was observed in all cases. Inadequate metabolic stability, particularly towards hepatic enzymes such as the CYPs, was postulated as one reason for their failure.

Ceric ammonium nitrate oxidation of aldoximes in aliphatic nitriles as solvents: A new way for synthesis of 1,2,4-oxadiazoles

Oxidation of aromatic aldoximes with one-electron oxidant ceric ammonium nitrate CAN in acetonitrile and propionitrile, has been investigated. Aromatic nitrile oxides, formed in situ, underwent 1,3-cycloaddition with aliphatic nitriles and 5-alkyl-3-aryl-1,2,4-oxadiazoles are produced in moderate to high yields. The mechanism of the reaction based on the transformations of intermediate aldazine di-N-oxides is discussed.