4291-13-8

Basic information

• Product Name: 2-(4-Nitrophenyl)-1,3,4-oxadiazole
• Synonyms: 2-(4-Nitrophenyl)-1,3,4-oxadiazole;1,3,4-Oxadiazole, 2-(4-nitrophenyl)-
• CAS NO: 4291-13-8
• Molecular Formula: C₈H₅N₃O₃
• Molecular Weight: 191.15
• Mol File: 4291-13-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 355.5°Cat760mmHg
• Flash Point: 168.8°C
• Appearance: /
• Density: 1.407g/cm³
• Vapor Pressure: 6.4E-05mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: 2-(4-Nitrophenyl)-1,3,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Nitrophenyl)-1,3,4-oxadiazole(4291-13-8)
• EPA Substance Registry System: 2-(4-Nitrophenyl)-1,3,4-oxadiazole(4291-13-8)

Safety Data

• Hazardous Substances Data: 4291-13-8(Hazardous Substances Data)

Usage

Description

2-(4-Nitrophenyl)-1,3,4-oxadiazole is a chemical compound that belongs to the class of organic compounds known as nitrobenzenes. It is characterized by its unique optical and electrical properties, high solubility in organic solvents, and strong fluorescence emission in the presence of specific analytes.

Uses

Used in Fluorescent Chemosensor Applications:
2-(4-Nitrophenyl)-1,3,4-oxadiazole is used as a fluorescent chemosensor for the detection and quantification of various substances. Its strong fluorescence emission upon interaction with specific analytes makes it a valuable tool in analytical chemistry and environmental monitoring.
Used in Organic Electronics:
2-(4-Nitrophenyl)-1,3,4-oxadiazole is used as a component in the development of organic electronic devices due to its unique photophysical and electronic properties. Its potential applications in this field include the creation of new materials with enhanced performance for use in organic light-emitting diodes (OLEDs), organic solar cells, and other electronic devices.
Used in Material Synthesis:
2-(4-Nitrophenyl)-1,3,4-oxadiazole is used as a building block in the synthesis of new materials with improved photophysical and electronic properties. Its incorporation into these materials can lead to the development of advanced materials with a wide range of applications in various industries, including pharmaceuticals, chemical sensors, and optoelectronics.

InChI:InChI=1/C8H5N3O3/c12-11(13)7-3-1-6(2-4-7)8-10-9-5-14-8/h1-5H

Upstream product

• 64-18-6 formic acid 
• 16687-60-8 5-(4-nitrophenyl)-2H-tetrazole 
• 636-97-5 N-amino-(4-nitrophenyl)carboxamide 
• 68-12-2 N,N-dimethyl-formamide 
• 75-52-5 nitromethane 
• 62-23-7 4-nitro-benzoic acid 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 149-73-5 trimethyl orthoformate 
• 3724-43-4 Vilsmeier reagent 
• 1558-67-4 formic anhydride 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 41125-77-3 5-(4-nitrophenyl)-1,3,4-oxadiazol-2(3H)-one 
• 62507-54-4 2-(4-chlorophenyl)-5-(4-methoxyphenyl)-1,3,4-oxadiazole 
• 62507-51-1 2-(4-methoxyphenyl)-5-(4-nitrophenyl)-1,3,4-oxadiazole 
• 1090-82-0 2-(4-nitrophenyl)-5-phenyl-1,3,4-oxadiazole 
• 619-72-7 4-nitrobenzonitrile 
• 1071691-56-9 4-acetylamino-N-(4-[1,3,4]oxadiazol-2-yl-phenyl)-benzenesulfonamide 
• 92906-14-4 4-nitro-N-(4-[1,3,4]oxadiazol-2-yl-phenyl)-benzenesulfonamide 
• 6336-70-5 4-(4-aminobenzenesulfonylamino)benzoic acid 
• 35219-13-7 4-(1,3,4-oxadiazol-2-yl)aniline 
• 98339-26-5 2,2'-(4,4'-oxydiazenediyl-diphenyl)-bis-[1,3,4]oxadiazole 

Relevant articles and documents

Discovery of a Potent Glutathione Peroxidase 4 Inhibitor as a Selective Ferroptosis Inducer

Potent and selective ferroptosis regulators promote an intensive understanding of the regulation and mechanisms underlying ferroptosis, which is highly associated with various diseases. In this study, through a stepwise structure optimization, a potent and selective ferroptosis inducer was developed targeting to inhibit glutathione peroxidase 4 (GPX4), and the structure-activity relationship (SAR) of these compounds was uncovered. Compound26aexhibited outstanding GPX4 inhibitory activity with a percent inhibition up to 71.7% at 1.0 μM compared to 45.9% of RSL-3. At the cellular level,26acould significantly induce lipid peroxide (LPO) increase and effectively induce ferroptosis with satisfactory selectivity (the value of 31.5). The morphological analysis confirmed the ferroptosis induced by26a. Furthermore,26asignificantly restrained tumor growth in a mouse 4T1 xenograft model without obvious toxicity.

Method for constructing 2-(4-nitrophenyl)-1,3,4-oxadiazole by taking DMF as carbon source at one step

The invention discloses a method for constructing 2-(4-nitrophenyl)-1,3,4-oxadiazole by taking DMF (N,N-dimethylformamide) as a carbon source at one step. The method comprises the following steps: taking p-nitrobenzhydrazide as a reaction raw material; ta

Electrophilic activation of nitroalkanes in efficient synthesis of 1,3,4-oxadiazoles

A novel methodology for general and chemoselective preparation of non-symmetric 1,3,4-oxadiazoles is developed. This unusual reaction proceeds via polyphosphoric acid-assisted activation of nitroalkanes towards nucleophilic attack with acylhydrazides.