1090-82-0

Basic information

• Product Name: 2-(4-nitrophenyl)-5-phenyl-[1,3,4]oxadiazole
• Synonyms: 2-(4-nitrophenyl)-5-phenyl-[1,3,4]oxadiazole
• CAS NO: 1090-82-0
• Molecular Formula: C₁₄H₉N₃O₃
• Molecular Weight: 267.23956
• Mol File: 1090-82-0.mol
• Article Data: 47

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-nitrophenyl)-5-phenyl-[1,3,4]oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-nitrophenyl)-5-phenyl-[1,3,4]oxadiazole(1090-82-0)
• EPA Substance Registry System: 2-(4-nitrophenyl)-5-phenyl-[1,3,4]oxadiazole(1090-82-0)

Safety Data

• Hazardous Substances Data: 1090-82-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 90, p. 5626, 1968 DOI: 10.1021/ja01022a066

Upstream product

• 380914-69-2 thiobenzoic acid N'-(4-nitro-benzoyl)-hydrazide 
• 122-04-3 4-nitro-benzoyl chloride 
• 18039-42-4 5-phenyl-2H-1,2,3,4-tetrazole 
• 18039-42-4 5-Phenyl-1H-tetrazole 
• 4402-22-6 N,N'-bis-(4-nitro-benzoyl)-hydrazine 
• 93-97-0 benzoic acid anhydride 
• 555-16-8 4-nitrobenzaldehdye 
• 613-94-5 benzoic acid hydrazide 
• 134022-08-5 2-(4-nitrophenyl)-3-acetyl-5-phenyl-2,3-dihydro-1,3,4-oxadiazole 
• 100-47-0 benzonitrile 
• 98-88-4 benzoyl chloride 
• 636-97-5 N-amino-(4-nitrophenyl)carboxamide 
• 6781-65-3 N'-benzoyl-4-nitrobenzohydrazide 
• 93-58-3 benzoic acid methyl ester 

Downstream Products

• 53338-48-0 4-(5-phenyl-1,3,4-oxadiazole-2-yl)benzenamine 
• 925102-99-4 4-oxo-4(4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenylamino)butanoic acid 
• 610257-94-8 4-fluoro-N-(4-(5-phenyl-1,3,4-oxadiazole-2-yl)phenyl)benzamide 
• 356791-78-1 4-methyl-N-(4-(5-phenyl-1,3,4-oxadiazole-2-yl)phenyl)benzamide 
• 356792-11-5 4-methoxy-N-(4-(5-phenyl-1,3,4-oxadiazole-2-yl)phenyl)benzamide 
• 357154-78-0 4-nitro-N-(4-(5-phenyl-1,3,4-oxadiazole-2-yl)phenyl)benzamide 
• 709010-11-7 2-chloro-N-[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]benzamide 
• 2003-84-1 2-Phenyl-5-(4-carbamoyl-phenyl)-1,3,4-oxadiazol 
• 1874-33-5 4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzonitrile 
• 23133-32-6 1-acetoxy-4-(5-phenyl-[1,3,4]oxadiazol-2-yl)-benzene 
• 842-79-5 2-(4-methoxy-phenyl)-5-phenyl-[1,3,4]oxadiazole 
• 23133-34-8 2-(4-hydroxyphenyl)-5-phenyl-1,3,4-oxadiazole 
• 62507-55-5 5-(p-bromophenyl)-2-(p-nitrophenyl)-1,3,4-oxadiazole 
• 17012-75-8 2-(3-nitrophenyl)-5-(4-nitrophenyl)-1,3,4-oxadiazole 

Relevant articles and documents

Zirconium(IV) chloride mediated cyclodehydration of 1,2-diacylhydrazines: A convenient synthesis of 2,5-diaryl 1,3,4-oxadiazoles

Zirconium(IV) chloride was invented as a mild catalyst for the cyclodehydration of 1,2-diacylhydrazines. Efficient synthesis of several 2,5-disubstituted 1,3,4-oxadiazoles is reported.

One-pot, three component synthesis of 2,5-disubstituted 1,3,4-oxadiazoles catalyzed by heteropolyacid

H6[PMo9V3O40] was used as an efficient catalyst for the preparation of 1-aroyl-2-arylidene hydrazines. 2,5-Disubstituted 1,3,4-oxadiazoles have been synthesized by oxidation of 1-aroyl-2-arylidene hydrazines with CrO3 in excellent yields.

Catalytic application of electrochemically prepared nickel oxide nanoparticles to synthesize 2, 5–disubstituted-1,3,4–oxadiazoles

The present work aims to synthesize 2,5–disubstituted-1,3,4–oxadiazoles using electrochemically prepared nanoparticles of nickel oxide as catalyst.The nanoparticles thus prepared using electrochemical syntheses are in appreciable yield.The tetrabutyl phosphonium bromide has been used for capping followed by UV, FTIR, XRD, SEM EDS andTEM SAED studies for the characterization. The 2,5-disubstituted-1,3,4-oxadiazoles were synthesized from substituted benzoic acids and their hydrazides in microwave synthesis system using prepared nanoparticles as a catalyst.

2,5-Diaryloxadiazoles and their precursors as novel inhibitors of cathepsins B, H and L

High levels of cathepsins indicated in various pathological conditions like arthritis, cancer progressions, and atherosclerosis explains the need to explore potential inhibitors of these proteases which can be of great therapeutic significance. We, in the present work, report the synthesis of some 2,5-diaryloxadiazoles from N-subsitutedbenzylidenebenzohydrazides. The synthesized compounds were screened for their inhibitory potential on cathepsins B, H and L. Structure Activity Relationship studies show that 2,5-diaryloxadiazoles were less inhibitory than their precursors. 1i and 2k have been found to be most inhibitory to cathepsins B and L. Their Ki values have been calculated as 11.38 × 10-8 M and 66.4 × 10-8 M for cathepsin B and 4.2 × 10-9 M and 47.31 × 10-9 M for cathepsin L, respectively. However, cathepsin H activity was maximally inhibited by compounds, 1e and 2c with Ki values of 4.4 × 10-7 M and 5.6 × 10-7 M, respectively. Enzyme kinetic studies suggest that these compounds are competitive inhibitors to the enzymes. The results have been compared with docking results obtained using iGemDock.

Ligand-free copper(0) catalyzed direct C-H arylation of 1,2,4-triazoles and 1,3,4-oxadiazoles with aryl iodides in PEG-400

A ligand-free copper catalyzed approach has been developed to the synthesis of 3,4,5-triaryl-1,2,4-triazoles and 2,5-diaryl-1,3,4-oxadiazoles by the direct arylation of corresponding 3,4-diaryl-1,2,4-triazoles and 2-aryl-1,3,4-oxadiazoles with aryl iodides using PEG-400 as reaction medium. The procedure is experimentally simple and free from addition of external chelating ligands or co-catalysts.