4291-13-8

Usage

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

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

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.

Ligand-Enabled Palladium-Catalyzed Through-Space C?H Bond Activation via a Carbopalladation/1,4-Pd Migration/C?H Functionalization Sequence

We report, herein, a palladium-catalyzed cascade comprising carbopalladation, 1,4-Pd-migration and C(sp2)?C(sp2) bond formation to construct a variety of bis-heterocyclic frameworks in a single operational step. The methodology provi

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

DMF as Methine Source: Copper-Catalyzed Direct Annulation of Hydrazides to 1,3,4-Oxadiazoles

An unprecedented Cu-catalyzed direct annulation of hydrazides with N,N-dimethylformamide (DMF) was developed, providing an efficient synthesis of valuable 1,3,4-oxadiazoles. This process features the short reaction time and can be safely conducted on gram scale. The reaction also facilitated the convenient synthesis of 1,3,4-oxadiazole-2(3H)-ones. Moreover, the mechanistic studies suggest that the source of CH is from the N-methyl group of DMF. (Figure presented.).

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.

Transition-metal-free oxidative iodination of 1,3,4-oxadiazoles

Transition-metal-free oxidative iodination of 2-substituted 1,3,4-oxadiazoles was achieved by using sodium iodide as the halide source and Selectfluor as the oxidant. Variously substituted products were obtained in moderate to good yields under operationa

Efficient synthesis of 1,3,4-oxadiazoles promoted by NH4Cl

An efficient and inexpensive approach to the synthesis of 2-substituted and 2,5-disubstituted 1,3,4-oxadiazoles from arylhydrazides and orthoesters is reported using catalytic NH4Cl. The conditions are mild, and thus, compatible with a variety of functional groups. The optimized reaction is performed using 30 mol % of NH4Cl in 100% EtOH and is generally complete within 1 h for non-aromatic orthoesters and 2-10 h for aromatic orthoesters. The reaction permits both electron-releasing and electron-withdrawing groups on the arylhydrazide substrate. Most products are formed in high yields and require only minimal purification. Compared with earlier reports, the current reactions proceed in shorter time and require less of the orthoester.

THERAPEUTICALLY ACTIVE COMPOSITIONS AND THEIR METHOD OF USE

Provided are methods of treating a cancer characterized by the presence of a mutant allele of IDH1 comprising administering to a subject in need thereof a compound described here.

17O NMR studies of substituted 1,3,4-oxadiazoles

Three series of substituted 1,3,4-oxadiazoles were studied by 17O NMR spectroscopy. Chemical shifts values were correlated with empirical Hammett parameters as well as calculated bond lengths and chemical shielding values.

HYDRAZONE DERIVATIVE

A compound represented by the following formula (I): wherein R1 represents hydrogen, aryl which may have a substituent, a saturated or unsaturated 5- to 7-membered heterocyclic group which may have a substituent, etc.; R2 represents hydrogen, aryl which may have a substituent, a saturated or unsaturated 5- to 7-membered heterocyclic group which may have a substituent, etc.; R3 represents hydrogen, etc.; Ar represents a divalent group derived from aromatic hydrocarbon, etc.; X represents a single bond, linear or branched alkylene having from 1 to 3 carbon atoms which may have a substituent, etc.; and G represents halogen, a saturated or unsaturated 5- or 6-membered cyclic hydrocarbon group which may have a substituent, a saturated or unsaturated 5- to 7-membered heterocyclic group which may have a substituent, etc., a salt thereof or a solvate thereof; and an agent for inhibiting aggregation and/or deposition of an amyloid protein or an amyloid-like protein, which comprises the compound, a salt thereof or a solvate thereof