889790-16-3

Upstream product

• 203268-83-1 5-(4-aminophenyl)-1,3,4-oxadiazole-2-thiol 
• 100-39-0 benzyl bromide 
• 5351-17-7 4-aminobenzohydrazide 
• 100-44-7 benzyl chloride 
• 32058-82-5 5-(4-aminophenyl)-1,3,4-oxadiazole-2(3H)-thione 

Relevant academic research and scientific papers

The new Schiff bases of 2-alkylthio-5-(4-aminophenyl)-1,3,4-oxadiazoles and their antimicrobial activity

By the reaction of 5-(4-aminophenyl)-1,3,4-oxadiazolin-2-thione with alkyl halides 2-alkylthio-5-(4-aminophenyl)-1,3,4-oxadiazoles, 2–4 were obtained. By the reaction of compounds 2–4 with aromatic aldehydes, new Schiff bases 5a–d and 6a–d were synthesized. The structures of synthesized compounds are confirmed by the IR, UV, 1H NMR for all compounds, 13C NMR for compounds 3, 4, 5a–5d, 6a, 6d and X-ray for compound 3. All substances were tested in vitro for their antibacterial and antifungal activity. The results showed that Compound 2 exhibited remarkable activity against Candida albicans. Compounds 5а–d were found to exhibit a weak selective activity against Gram-positive bacteria of Bacillus subtilis and compounds 6а–d against Gram-negative bacteria of Escherichia coli.

Synthesis, molecular modeling and biological evaluation of 2-(benzylthio)-5-aryloxadiazole derivatives as anti-tumor agents

A series of 2-(benzylthio)-5-aryloxadiazole derivatives have been designed and synthesized, and their biological activities are also evaluated for EGFR inhibitory activity. Fourteen compounds among the twenty compounds are reported for the first time. Their chemical structures are characterized by 1H NMR, MS, and elemental analysis. Anti-proliferative and EGFR inhibition assay results have demonstrated that compound 3e shows the most potent biological activity (IC50 = 1.09 μM for MCF-7 and IC50 = 1.51 μM for EGFR). Docking simulation has been performed to position compound 3e into the EGFR active site to determine the probable binding model, with an estimated binding free energy value of -10.7 kcal/mol. Compound 3e with potent inhibitory activity in tumor growth inhibition may be a promising anti-tumor leading compound for the further research.