110397-36-9

Usage

Chemical class

Oxadiazole derivatives
1,3,4-Oxadiazole, 2-(4-bromophenyl)-5-(2-thienyl)- belongs to a class of organic compounds that contain a 1,3,4-oxadiazole ring.

Structure

1,3,4-oxadiazole ring substituted with a 4-bromophenyl group and a 2-thienyl group
The core structure of the compound is a 1,3,4-oxadiazole ring, which is substituted with a 4-bromophenyl group (a phenyl ring with a bromine atom at the para position) and a 2-thienyl group (a thiophene ring attached to the oxadiazole ring at the 2nd position).

Potential biological activities

Antibacterial, antifungal, and anticancer properties
The compound has shown promise in various biological assays, indicating its potential for use in the development of drugs with these properties.

Application in medicinal chemistry

Drug development
Due to its potential biological activities, 1,3,4-Oxadiazole, 2-(4-bromophenyl)-5-(2-thienyl)- is of interest for further research and development in the pharmaceutical industry.

Unique structure

Valuable for research and development
The compound's unique structure, which includes the 1,3,4-oxadiazole ring and the substituents, makes it a valuable compound for exploring new drug candidates and potential therapeutic applications.

Promising results

Various biological assays
The compound has demonstrated promising results in different biological assays, which supports its potential for further investigation and development as a pharmaceutical agent.

Upstream product

• 586-76-5 4-Bromobenzoic acid 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 527-72-0 2-thiophenylcarboxylic acid 
• 5933-32-4 4-bromobenzoic acid hydrazide 
• 2361-27-5 2-thienylhydrazide 
• 7099-87-8 4-bromophenylglyoxylic acid 

Relevant academic research and scientific papers

One-pot cyclization/decarboxylation of α-keto acids and acylhydrazines for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles under transition-metal-free conditions

A one-pot KI/TBHP-mediated oxidative cyclization of α-keto acids with acylhydrazines was developed. A series of functional 2,5-disubstituted 1,3,4-oxadiazoles were synthesized through a tandem keto amine condensation followed by oxidative cyclization and decarboxylation reactions. This procedure was achieved under transition-metal-free conditions and showed advantages including readily available materials, mild reaction conditions and good group tolerance.

Design, synthesis and optoelectronic properties of unsymmetrical oxadiazole based indene substituted derivatives as deep blue fluoroscent materials

A series of novel unsymmetrically substituted indene-oxadiazole derivatives (3a-f) have been designed and synthesized by employing palladium catalysed Suzuki cross coupling reaction in high yields. The structural integrity of all the novel compounds was established by 1H, 13C NMR and LC/MS analysis. These compounds are amorphous in nature and are remarkably stable to long term storage under ambient conditions. The optoelectronic properties have been studied in detail using UV-Vis absorption and Fluorescence spectroscopy. All compounds emit intense blue to green-blue fluoroscence with high quantum yields. Time resolved measurments have shown life times in the range of 1.28 to 4.51 ns. The density functional theory (DFT) calculations were carried out for all the molecules to understand their structure-property relationships. Effect of concentration studies has been carried out in different concentrations for both absorption and emission properties and from this we have identified the optimized fluoroscence concentrations for all these compounds. The indene substituted anthracene-oxadiazole derivative (3f) showed significant red shift (λmax emi=490 nm) and emits intense green-blue fluoroscence with largest stokes shift of 145 nm. This compound also exhibited highest fluoroscence life time (τ) of 4.51 ns, which is very close to the standard dye coumarin-540A (4.63 ns) and better than fluorescein-548 (4.10 ns). The results demonstrated that the novel unsymmetrical indene-substituted oxadiazole derivatives could play important role in organic optoelectronic applications, such as organic light-emitting diodes (OLEDs) or as models for investigating the fluorescent structure-property relationship of the indene-functionalized oxadiazole derivatives.

Synthesis, characterization and optoelectronic investigations of bithiophene substituted 1,3,4-oxadiazole derivatives as green fluorescent materials

A series of novel unsymmetrical bithiophene substituted oxadiazole derivatives 2(a-e) were designed and synthesised by employing palladium catalysed Suzuki cross coupling reaction. These bipolar molecules consist of bithiophene as an electron donor unit (D) and electron transporting oxadiazole as acceptor unit (A). The structural integrity of all the new compounds was confirmed by 1H NMR, 13C NMR and GC-MS analysis. The photophysical and electrochemical properties have been studied in detail using UV-Vis absorption, fluorescence spectroscopy and CV measurements. All compounds emit intense green fluorescence with good quantum yields. Density functional theory computations have been carried out to understand the structure-property relationship, the computed values are found to be in good agreement with the experimental results. The results demonstrated that the novel bithiophene containing oxadiazole derivatives could play an important role in organic optoelectronics.