22020-68-4

Usage

Uses

Used in Organic Chemistry:
2,5-bis(2-methylphenyl)-1,3,4-oxadiazole is used as a building block for synthesizing various other compounds due to its unique structure and properties.
Used in Materials Science:
2,5-bis(2-methylphenyl)-1,3,4-oxadiazole is used as a component in the development of organic semiconductors and light-emitting materials, such as organic light-emitting diodes (OLEDs), for its potential to enhance their performance and efficiency.
Used in Antimicrobial Applications:
2,5-bis(2-methylphenyl)-1,3,4-oxadiazole is used as an antimicrobial agent for its potential to inhibit the growth of certain microorganisms, offering a possible alternative for combating microbial infections.
Used in Antifungal Applications:
2,5-bis(2-methylphenyl)-1,3,4-oxadiazole is used as an antifungal agent for its potential to prevent the growth of fungi, which can be beneficial in various industries such as agriculture and pharmaceuticals to control fungal contamination.

Upstream product

• 38192-12-0 N,N'-di-o-toluoyl-hydrazine 
• 7658-80-2 2-methylbenzohydrazide 
• 1527-89-5 3-methoxybenzonitrile 
• 118-90-1 ortho-methylbenzoic acid 
• 933-88-0 ortho-toluoyl chloride 
• 87-24-1 ethyl 2-methylbenzoate 

Downstream Products

• 958864-10-3 2,5-bis [(2-bromomethyl)phenyl]-1,3,4-oxadiazole 

Relevant academic research and scientific papers

A new “ON-OFF” fluorescent and colorimetric chemosensor based on 1,3,4-oxadiazole derivative for the detection of Cu2+ ions

A symmetrical oxadiazole derivative (OXD) containing two pyrazole moieties was synthesized successfully and characterized by single crystal X-ray diffraction, nuclear magnetic resonance and mass spectrometry. The synthesized compound displayed “On-Off” fl

One pot solvent-free solid state synthesis, photophysical properties and crystal structure of substituted azole derivatives

A solvent-free solid state method has been developed to synthesize three series of substituted azole derivatives (including 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole) in high yields by condensation cyclization of N,N′-bishydrazide derivatives with corresponding cyclization agents, respectively. This general method avoids the use of organic solvents, saves cost and resources, simplifies post-processing and increases reaction rates. These compounds have been fully characterized by 1H NMR, 13C NMR, elemental analysis and MS. The structure of 2,5-di (4-tertbutylphenyl)-1,3,4-oxadiazole has been determined by single crystal X-ray diffraction analysis. The cell parameters are as follows: monoclinic crystal system, Cc space group, a = 18.735 (2) ?, b = 6.3375 (8) ?, c = 16.824 (2) ? and α = γ = 90°; β = 98.292 (2). The electronic absorption and fluorescent properties of these compounds have been systematically investigated for the first time. The relationships between heterocyclic structures and photophysical properties have been discussed. The alteration of emission and absorption wavelengths can be elucidated by hybrid atoms' electronegativity and Substituents' Hammett constants. This approach proposes a novel insight to provide a great number of novel substituted azole derivatives with good photophysical properties by a general green method.

Synthesis, characterization and bioactivity studies of novel 1,3,4-oxadiazole small molecule that targets basic phospholipase A2 from Vipera russelli

Secretory phospholipase A2 (sPLA2) is a key enzyme participating in the inflammatory cascade followed by the action of cyclooxygenase-2 and lipoxygenases. Therefore, inhibitors of sPLA2 could be used as potent anti-inflammatory agents to treat the early phase of inflammation. In this study, we have prepared the fenoprofen and ibuprofen analogs containing 1,3,4-oxadiazole nucleus and tested against Vipera russelli venom's basic sPLA2 (VRV-PL-VIIIa). Among the tested ligands 5(a–t),2-(2-chlorophenyl)-5-(1-(4-phenoxyphenyl) ethyl)-1,3,4-oxadiazole (5m) inhibited the catalytic activity of VRV-PL-VIIIa with an IC50 value of 11.52?μM. Biophysical studies revealed that the 5m quenches the intrinsic fluorescence of VRV-PL-VIIIa, in a concentration dependent manner. Also, the compound 5m affected VRV-PL-VIIIa conformation, which was observed by circular dichroism spectra that recorded the prominent shift in the α-helix peak and the random coil formation of VRV-PL-VIIIa. Further, molecular docking analysis revealed that the compound 5m possess strong hydrophobic interactions at catalytic triad region of the VRV-PL-VIIIa. Evident to in vitro and in silico studies, 5m strongly inhibited the hemolysis of red blood cells. Our in vivo pharmacological studies revealed that the compound 5m inhibited the edematogenic activity of VRV-PL-VIIIa in?mouse foot pad. Additionally, the 5m inhibited VRV-PL-VIIIa-induced myotoxicity and lung hemorrhage in mice. Overall, our ADMET results depicted that 5m possess better druggable property. Thus, this study explored the new fenoprofen and ibuprofen analog 5m as the lead-structure that serves as an anti-inflammatory agent.

Efficient oxidative cyclisation of acid hydrazides to 2,5-disubstituted 1,3,4-oxadiazoles catalysed by Bu4NI with t-BuOOH as oxidant

Acid hydrazides or araldehyde N-acylhydrazones can be converted in good yields to, respectively, symmetrical or unsymmetrical, 2,5-disubstituted 1,3,4-oxadiazoles at 60 °C by a Bu4NI-catalysed procedure which requires the presence of a base and 2.5 equiv. of t-butyl hydroperoxide.

New family of polyamine macrocycles containing 2,5-diphenyl[1,3,4] oxadiazole as a signaling unit. Synthesis, acid-base and spectrophotometric properties

Synthesis and acid-base properties for three fluorescent polyamine macrocycles 9,12,15,24,25-pentaaza-26-oxatetracyclo[21.2.1.02,7. 017,22]hexaicosa-2,4,6,17,19,21,23,251-octaene (L1), 9,12,15,18,27,28-hexaaza-29-oxatetrac

Zn2+ selective luminescent 'off-on' probes derived from diaryl oxadiazole and aza-15-crown-5

New photo-induced electron transfer (PET) probes OMOX and OBOX, carrying an additional binding site in the form of 'oxadiazole nitrogen' have been designed to evaluate binding interactions with biologically significant Li+, Na+, Ksu

A new synthesis of symmetrical 2,5-disubstituted 1,3,4- oxadiazoles

Several new 2,5-disubstituted 1,3,4-oxadiazoles have been synthesized in good yields by reaction of aromatic acids with hydrazine dihydrochloride in a mixture of orthophosphoric acid, phosphorus pentoxide and, in general, with addition of phosphorus oxychloride to the reaction mixture. The structures of new oxadiazoles derivatives were confirmed by analytical and spectral data.

Reaction of Substituted Acid Hydrazides with Substituted Benzonitriles: Formation of Isomeric Triazoles

The reaction of substituted benzoic acid hydrazides with substituted benzonitriles yields besides 3,5-di(substituted phenyl)-4H-1,2,4 (5-8)- and -1H-1,2,4 (1-4)-triazoles, the 2,5-di(substituted phenyl)-1,3,4-oxadiazoles (9-12).