65004-19-5

Usage

Uses

Used in Pharmaceutical Industry:
3-(4-Bromophenyl)-5-phenyl-1,2,4-oxadiazole is used as a potential active pharmaceutical ingredient for the development of new drugs and therapeutic agents. Its unique structure and properties make it a promising candidate for various applications, including:
Antimicrobial Applications:
3-(4-Bromophenyl)-5-phenyl-1,2,4-oxadiazole is used as an antimicrobial agent to combat various bacterial and fungal infections. Its ability to disrupt microbial cell functions and inhibit their growth makes it a valuable asset in the development of new antimicrobial drugs.
Anticancer Applications:
3-(4-Bromophenyl)-5-phenyl-1,2,4-oxadiazole is used as an anticancer agent, targeting various types of cancer cells. Its potential to modulate oncological signaling pathways and exhibit inhibitory effects on tumor growth and progression makes it a promising candidate for cancer therapy.
Anti-inflammatory Applications:
3-(4-Bromophenyl)-5-phenyl-1,2,4-oxadiazole is used as an anti-inflammatory agent to alleviate inflammation and reduce the associated symptoms. Its ability to modulate inflammatory pathways and suppress the production of pro-inflammatory mediators makes it a potential therapeutic agent for various inflammatory conditions.
Further research on 3-(4-Bromophenyl)-5-phenyl-1,2,4-oxadiazole and its derivatives may lead to the discovery of novel drugs and therapeutic agents with improved efficacy and reduced side effects, contributing to advancements in the field of medicinal chemistry and pharmaceuticals.

Upstream product

• 201230-82-2 carbon monoxide 
• 19227-14-6 p-bromobenzamidoxime 
• 1122-91-4 4-bromo-benzaldehyde 
• 55368-42-8 4-bromobenzamidine hydrochloride 
• 65-85-0 benzoic acid 
• 100-52-7 benzaldehyde 
• 108-88-3 toluene 
• 29203-58-5 4-bromo-N-hydroxybenzenecarboximidoyl chloride 
• 25062-46-8 4-bromobenzaldehyde oxime 
• 1452311-23-7 (Z)-N-benzyl-4-bromo-N'-hydroxybenzimidamide 
• 93-97-0 benzoic acid anhydride 
• 623-00-7 4-bromobenzenecarbonitrile 
• 68451-73-0 C₁₄H₁₁BrN₂O₂ 
• 98-88-4 benzoyl chloride 

Relevant academic research and scientific papers

Electrochemical synthesis of 1,2,4-oxadiazoles from amidoximes through dehydrogenative cyclization

A convenient and efficient method for the generation of the iminoxy radical through anodic oxidation was developed for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles fromN-benzyl amidoximes. The transformation proceeds through 1.5-Hydrogen Atom Transfer (1,5-HAT) and intramolecular cyclization. The process features simple operation, mild conditions, broad substrate scope and high functional group compatibility, and provides a facile and practical way for the preparation of 1,2,4-oxadiazoles.

NBS-mediated practical cyclization of N-acyl amidines to 1,2,4-oxadiazoles via oxidative N?O bond formation

A reaction involving an efficient NBS-mediated oxidative N?O bond formation has been established for the synthesis of 1,2,4-oxadiazoles from readily accessible N-acyl amidines. The features of this synthetic method include simplicity of operation, mild re

Oxidative cyclization of amidoximes and thiohydroximic acids: A facile and efficient strategy for accessing 3,5-disubstituted 1,2,4-oxadiazoles and 1,4,2-oxathiazoles

A facile and practical protocol has been developed for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles and 1,4,2-oxathiazoles through oxidative cyclization of amidoximes and thiohydroximic acids, respectively at room temperature. Use of mild reaction

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

A facile approach to synthesize 3,5-disubstituted-1,2,4-oxadiazoles via copper-catalyzed-cascade annulation of amidines and methylarenes

Various 3,5-disubstituted-1,2,4-oxadiazoles are smoothly formed via copper-catalyzed cascade annulation of amidines and methylarenes. This tandem oxidation-amination-cyclization transformation represents a straightforward protocol to prepare 1,2,4-oxadiazoles from easily available starting materials, with inexpensive copper catalysts and green oxidants. It has the advantages of atom- and step-economy, good functional group tolerance, as well as operational simplicity.

Orthogonal aerobic conversion of N-benzyl amidoximes to 1,2,4-oxadiazoles or quinazolinones

Concise synthesis of 1,2,4-oxadiazoles was achieved by heating N-benzyl amidoximes with K3PO4 in DMF at 60°C under an O 2 atmosphere via benzylic C-H oxygenation. On the other hand, aerobic treatment of N-benzyl amidoximes

Organic reactions in water: An efficient method for the synthesis of 1,2,4-oxadiazoles in water

A simple and efficient process has been developed for the synthesis of 1,2,4-oxadiazoles in good yields through the reaction of amidoximes with anhydrides under catalyst-free conditions in water.

Formation and cyclization of N′-(benzoyloxy)benzenecarboximidamides

The formation of N′-(benzoyloxy)benzenecarboximidamides and their subsequent cyclization to 3,5-disubstituted 1,2,4-oxadiazoles in different solvents were studied. A probable reaction mechanism was proposed on the basis of the obtained results.

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.