1874-38-0

Basic information

• Product Name: 1,3,4-Oxadiazole, 2-(3-nitrophenyl)-5-phenyl-
• Synonyms: 2-phenyl-5-(3-nitrophenyl)-1,3,4-oxadiazole;phenyl-2 (nitro-3 phenyl)-5 oxadiazole-1,3,4;2-Phenyl-5-<3-nitro-phenyl>-1,3,4-oxadiazol;2-(3-Nitro-phenyl)-5-phenyl-[1,3,4]oxadiazole;2-(m-Nitro-phenyl)-5-phenyl-1,3,4-oxadiazol
• CAS NO: 1874-38-0
• Molecular Formula: C14H9N3O3
• Molecular Weight: 267.244
• Mol File: 1874-38-0.mol
• Article Data: 21

Chemical Properties

• Melting Point: 214 - 216 °C
• CAS DataBase Reference: 1,3,4-Oxadiazole, 2-(3-nitrophenyl)-5-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4-Oxadiazole, 2-(3-nitrophenyl)-5-phenyl-(1874-38-0)
• EPA Substance Registry System: 1,3,4-Oxadiazole, 2-(3-nitrophenyl)-5-phenyl-(1874-38-0)

Safety Data

• Hazardous Substances Data: 1874-38-0(Hazardous Substances Data)

Usage

Class of compound

Oxadiazole

Structure

Five-membered heterocyclic ring containing two nitrogen and one oxygen atom

Derivative features

a. Nitrophenyl group in the 2-position
b. Phenyl group in the 5-position of the oxadiazole ring

Applications

a. Synthesis of pharmaceuticals
b. Synthesis of agrochemicals

Biological activities

a. Anti-cancer
b. Anti-inflammatory
c. Antimicrobial

Potential applications

a. Organic light-emitting diodes (OLEDs)
b. Organic photovoltaic devices (OPVs)

Upstream product

• 725-12-2 2,5-bis-(phenyl)-1,3,4-oxadiazole 
• 59394-92-2 1-benzoyl-2-(3-nitrobenzylidene)hydrazine 
• 98-07-7 Benzotrichlorid 
• 618-94-0 3-nitrobenzoic acid hydrazide 
• 99-61-6 3-nitro-benzaldehyde 
• 555-96-4 Benzylhydrazine 
• 100-44-7 benzyl chloride 
• 100-52-7 benzaldehyde 
• 51421-22-8 1-(3-nitrobenzyl)hydrazine 
• 619-23-8 3-Nitrobenzyl chloride 
• 613-94-5 benzoic acid hydrazide 
• 121-92-6 3-nitrobenzoic acid 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 

Downstream Products

• 107559-05-7 3-amino-(2-phenyl-1,3,4-oxadiazol-5-yl)benzene 
• 17012-75-8 2-(3-nitrophenyl)-5-(4-nitrophenyl)-1,3,4-oxadiazole 
• 2491-89-6 2,5-bis-(3-nitro-phenyl)-[1,3,4]oxadiazole 
• 74415-23-9 2-(2-nitrophenyl)-5-(3-nitrophenyl)-1,3,4-oxadiazole 

Relevant articles and documents

Microwave-mediated Green synthesis of oxadiazole derivatives against inflammatory disease

A rapid and efficient microwave-mediated Green synthesis of oxadiazole derivatives (2a-e) is described based on reaction between benzohydrazide and various substituted benzoic acids. The use of microwave irradiation to carry out chemical reactions provide

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.

Microwave promoted one-pot synthesis of 2-aryl substituted 1,3,4-oxadiazoles and 1,2,4-oxadiazole derivatives using Al3+-K10 clay as a heterogeneous catalyst

An efficient, inexpensive method is developed for the one-pot synthesis of 2-aryl substituted 1,3,4-oxadiazoles and 1,2,4-oxadiazoles starting from acid hydrazides and trimethyl orthoformate under solvent-free, microwave conditions using a reusable Alsup