1874-43-7

Basic information

• Product Name: 2-(4-Chlorophenyl)-5-phenyl-1,3,4-oxadiazole
• Synonyms: 2-(4-Chlorophenyl)-5-phenyl-1,3,4-oxadiazole;2-(p-Chlorophenyl)-5-phenyl-1,3,4-oxadiazole;2-Phenyl-5-(4-chlorophenyl)-1,3,4-oxadiazole
• CAS NO: 1874-43-7
• Molecular Formula: C₁₄H₉ClN₂O
• Molecular Weight: 256.69
• Mol File: 1874-43-7.mol
• Article Data: 53

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-Chlorophenyl)-5-phenyl-1,3,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Chlorophenyl)-5-phenyl-1,3,4-oxadiazole(1874-43-7)
• EPA Substance Registry System: 2-(4-Chlorophenyl)-5-phenyl-1,3,4-oxadiazole(1874-43-7)

Safety Data

• Hazardous Substances Data: 1874-43-7(Hazardous Substances Data)

Usage

General Description

2-(4-Chlorophenyl)-5-phenyl-1,3,4-oxadiazole is a chemical compound with the molecular formula C14H8ClN3O. It belongs to the oxadiazole class of compounds, which are known for their diverse biological activities and potential applications in pharmaceuticals and agrochemicals. This particular compound has been studied for its potential as an anti-cancer agent, and has shown promising results in inhibiting the growth of tumor cells. It also exhibits fluorescent properties, making it useful for applications in the field of materials science. Additionally, it has been investigated for its potential as an anti-microbial and anti-inflammatory agent. The compound's unique structure and potential biological activities make it a subject of ongoing research in the field of medicinal chemistry and drug discovery.

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Relevant articles and documents

Neuroprotective evaluation of novel substituted 1,3,4-oxadiazole and aroylhydrazone derivatives

The paper reports on the facile and convenient synthesis of a series of novel 2,5-substituted 1,3,4-oxadiazoles 3a-f and that of aroylhydrazone-based molecular hybrids 5a-g from readily available starting materials. The structure of the compounds was confirmed by IR, 1H NMR, 13C NMR and HRESI-MS spectral data. The toxicological potential of the compounds was evaluated by monitoring the synaptosomal viability and the levels of reduced glutathione in rat brain synaptosomes, isolated by Percoll gradient. The neuroprotective effects were assessed in vitro in a model of 6-hydroxydopamine-induced neurotoxicity. Administered alone, at a concentration of 40 μM, most of the 1,3,4-oxadiazole derivatives and all of the hydrazone derivatives exhibited weak statistically significant neurotoxic effects, compared to the control. Two of the compounds from the novel oxadiazoles 3a and 3d did not have any toxicity. In a model of 6-OHDA-induced oxidative stress, again 3a and 3d and all aroylhydrazone derivatives 5a-g revealed statistically significant neuroprotective effect by preserving the synaptosomal viability and the level of reduced glutathione, against the toxic agent. Some of the compounds may have neuroprotective effects due to possible stabilization of the synaptosomal membrane and/or because of the preserved reduced glutathione. Additionally, all the compounds display a good predicted ADME profile.

The preparation, characterization and catalytic activity of Ni NPs supported on porous alginate-g-poly(p-styrene sulfonamide-co-acrylamide)

Herein, we report the synthesis of nickel nanoparticles under mild conditions using porous alginate-g-poly(p-styrene sulfonamide-co-acrylamide) as a protecting/stabilizing agent and sodium borohydride as a reducing agent. The porous cross-linked polymeric support was preparedviacombining the use of sol-gel, nanocasting, and crosslinking techniques, in which thep-styrene sulfonamide monomer (PSSA) andN,N′-methylene-bis (acrylamide) (MBA) cross-linker underwent copolymerization on the surface of sodium alginate in the presence of a SiO2nanoparticle (NP) template (Alg-PSSA-co-ACA). The prepared catalyst (Alg-PSSA-co-ACA@Ni) showed high catalytic activity for the one-step synthesis of 1,3,4-oxadiazoles from the reaction of hydrazides and aryl iodides through isocyanide insertion/cyclization.

Electrochemical Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from α-Keto Acids and Acylhydrazines Under Mild Conditions

1,3,4-Oxadiazoles are a kind of useful heterocycles which can be frequently found in materials and bioactive molecules. In this study, intermolecular electrochemical cyclization between α-keto acids and acylhydrazines has been developed for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles with the yield up to 91 %. This transformation can be run under mild reaction conditions in the absence of external oxidant, base and transition metal catalyst. Both symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles could be prepared according to the careful choice of the substrate combination. Gram scale synthesis also illustrates the potential application of this protocol in large preparation.