331989-76-5

Usage

Uses

Used in Medicinal Chemistry and Pharmaceutical Research:
3-(4-BROMOPHENYL)-5-(4-METHOXYPHENYL)-1,2,4-OXADIAZOLE is used as a compound with potential biological activity for the development of new drugs. Its unique structure and properties make it a valuable tool in drug discovery efforts, as it can be utilized to explore novel therapeutic agents.
Used in Organic Synthesis:
3-(4-BROMOPHENYL)-5-(4-METHOXYPHENYL)-1,2,4-OXADIAZOLE is used as a building block in the synthesis of other organic compounds. Its presence in various chemical reactions can lead to the creation of new molecules with potential applications in different fields, such as materials science, pharmaceuticals, and agrochemicals.
Used in Scientific Research:
3-(4-BROMOPHENYL)-5-(4-METHOXYPHENYL)-1,2,4-OXADIAZOLE is used as a valuable tool in scientific research to study its unique structure, properties, and potential interactions with other molecules. This can contribute to a better understanding of its role in various chemical and biological processes, as well as its potential applications in different industries.

Upstream product

• 68451-79-6 C₁₅H₁₃BrN₂O₃ 
• 201230-82-2 carbon monoxide 
• 19227-14-6 p-bromobenzamidoxime 
• 115298-63-0 phenyl(4-methoxyphenyl)iodonium triflate 
• 19227-14-6 (Z)-4-bromo-N′-hydroxybenzimidamide 
• 100-09-4 4-methoxybenzoic acid 
• 623-00-7 4-bromobenzenecarbonitrile 
• 123-11-5 4-methoxy-benzaldehyde 
• 7596-36-3 1-(2-(4-methoxyphenyl)-2-oxoethyl)pyridin-1-ium iodide 

Downstream Products

• 422536-00-3 3-(4-bromophenyl)-5-(4-hydroxyphenyl)-1,2,4-oxadiazole 
• 1061240-51-4 C₁₅H₁₁IN₂O₂ 
• 1061240-58-1 3-([125I]-4-iodophenyl)-5-(4-methoxyphenyl)-1,2,4-oxadiazole 
• 957470-91-6 3-(4-bromophenyl)-5-[4-(prop-2-yn-1-yloxy)phenyl]-1,2,4-oxadiazole 
• 957470-99-4 5-(4-{[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-1,2,3-triazol-4-yl]methoxy}phenyl)-3-(4-bromophenyl)-1,2,4-oxadiazole 

Relevant academic research and scientific papers

Direct synthesis of 3,5-diaryl-1,2,4-oxadiazoles using 1-(2-oxo-2-arylethyl)pyridin-1-iums with benzamidines

An efficient domino protocol for the synthesis of 1,2,4-oxadiazole derivatives from readily available 1-(2-oxo-2-arylethyl)pyridin-1-iums and amidine hydrochlorides was developed. In this practical approach, N-acyl amidine precursors were formed firstly via a simple nucleophilic substitution, without the purification of N-acylamidine intermediates, and the following intramolecularly dehydrative cyclization gave 1,2,4-oxadiazole derivatives in the presence of I2/K2CO3/DMSO, which exhibited excellent functional group tolerance and proceeded under simple experimental conditions.

Base-mediated one-pot synthesis of 1,2,4-oxadiazoles from nitriles, aldehydes and hydroxylamine hydrochloride without addition of extra oxidant

A simple base-mediated one-pot synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from nitriles, aldehydes and hydroxylamine hydrochloride has been developed, in which the aldehydes act as both substrates and oxidants. The reactions include three sequential

Development of novel β-amyloid probes based on 3,5-diphenyl-1,2,4-oxadiazole

In the search for novel probes for the imaging in vivo of β-amyloid plaques in Alzheimer's disease (AD) brain, we have synthesized and evaluated a series of 3,5-diphenyl-1,2,4-oxadiazole (DPOD) derivatives. The affinity for β-amyloid plaques was assessed

Palladium-catalyzed carbonylative coupling of hypervalent iodonium salts with amidoximes: Synthesis of oxadiazoles

Aryl-substituted oxadiazoles have been synthesized in one-pot procedure by the palladium-catalyzed carbonylative coupling of hypervalent iodonium salts with amidoximes under atmospheric pressure of carbon monoxide.

CYCLIZATION AND ACID-CATALYZED HYDROLYSIS OF O-BENZOYLBENZAMIDOXIMES

Kinetics of formation of 1,2,4-oxadiazoles from 24 substitution derivatives of O-benzoylbenzamidoxime have been studied in sulphuric acid and aqueous ethanol media.It has been found that this medium requires introduction of the Hammett H0 function instead of the pH scale beginning as low as from 0.1percent solutions of mineral acids.Effects of the acid concentration, ionic strength, and temperature on the reaction rate and on the kinetic isotope effect have been followed.From these dependences and from polar effects of substituents it was concluded that along with the cyclization to 1,2,4-oxadiazoles there proceeds hydrolysis to benzamidoxime and benzoic acid.The reaction is thermodynamically controlled by the acid-base equilibrium of the O-benzylated benzamidoximes.