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• 613-94-5 benzoic acid hydrazide 
• 3538-69-0 3-phenylacrylic acid hydrazide 
• 1663-61-2 triethoxymethylbenzene 
• 108761-28-0 (carbonic acid ethyl ester)-cinnamic acid-anhydride 
• 621-82-9 Cinnamic acid 
• 100-42-5 styrene 
• 825-56-9 2-phenyl-1,3,4-oxadiazole 
• 65-85-0 benzoic acid 
• 93-58-3 benzoic acid methyl ester 
• 100-52-7 benzaldehyde 
• 101350-34-9 N'-benzylidene-3-phenylacrylohydrazide 
• 101349-79-5 2-phenylvinyl iodide 
• 14371-10-9 (E)-3-phenylpropenal 
• 241803-77-0 C₁₆H₁₄N₂O 

Relevant academic research and scientific papers

Design, synthesis, modelling studies and biological evaluation of 1,3,4-oxadiazole derivatives as potent anticancer agents targeting thymidine phosphorylase enzyme

A series of novel 1,3,4-oxadiazole derivatives with substituted phenyl ring were designed and synthesized with an objective of discovering newer anti-cancer agents targeting thymidine phosphorylase enzyme (TP). The 1,3,4-oxadiazole derivatives were synthesized by simple and convenient methods in the lab. Chemical structure of the all the synthesized compounds were characterized by IR, 1H NMR and mass spectral methods and evaluated for cytotoxicity by MTT method against two breast cancer cell lines (MCF-7 and MDA-MB-231). Further, results of TP assay identified that 1,3,4-oxadiazole molecules displayed anti-cancer activity partially by inhibition of phosphorylation of thymidine. The TP assay identified SB8 and SB9 as potential inhibitors with anti-cancer activity against both the cell lines. The molecular docking studies recognized the orientation and binding interaction of molecule at the active site amino acid residues of TP (PDB: 1UOU). Acute toxicity studies of compound SB8 at the dose of 5000 mg/kg has identified no signs of clinical toxicity was observed. The SARs study of synthesized derivatives revealed that the substitution of phenyl ring with electron withdrawing group at ortho position showed significant TP inhibitory activity compared to para substitution. The experimental data suggests that 1,3,4-oxadiazole with substituted phenyl can be taken as a lead for the design of efficient TP inhibitors and active compounds which can be taken up for further studies.

Catalytic application of electrochemically prepared nickel oxide nanoparticles to synthesize 2, 5–disubstituted-1,3,4–oxadiazoles

The present work aims to synthesize 2,5–disubstituted-1,3,4–oxadiazoles using electrochemically prepared nanoparticles of nickel oxide as catalyst.The nanoparticles thus prepared using electrochemical syntheses are in appreciable yield.The tetrabutyl phosphonium bromide has been used for capping followed by UV, FTIR, XRD, SEM EDS andTEM SAED studies for the characterization. The 2,5-disubstituted-1,3,4-oxadiazoles were synthesized from substituted benzoic acids and their hydrazides in microwave synthesis system using prepared nanoparticles as a catalyst.

Palladium-Catalyzed Cross-Coupling of 1,3,4-Oxadiazoles and Styrenes: An Efficient Method to Synthesize 2-Alkenyl-1,3,4- Oxadiazoles §

2-Alkenyl-1,3,4-oxadiazole derivatives have been prepared by cross-coupling of 1,3,4-oxadiazoles with styrenes by using palladium(II) trifluoroacetate [Pd(TFA) 2 ] as a catalyst, 1,10-phenanthroline as a ligand, silver trifluoroacetate as an oxidant, and toluene as a solvent. The products were formed in high yields and no byproducts were detected.

METHOD FOR PREPAREING 1,3,4-OXADIAZOL UNDER SOLVENT-FREE CONDITION

The present invention relates to a synthesis method of 1,3,4-oxadiazol, comprising: 1) under a solvent-free condition and by means of a mechanical pulverization method, making a hydrazide compound react with an aldehyde compound and thereby synthesizing a N-acylhydrazone compound; and 2) under a solvent-free condition, adding an iodine-based oxidizing agent to the N-acylhydrazone compound to synthesize 1,3,4-oxadiazol via oxidative cyclization. The solventless synthesis method of 1,3,4-oxadiazol according to the present invention is easy to perform and handle, and has the advantage of synthesizing 1,3,4-oxadiazol at high selectivity and yield. Also, the solventless synthesis method of the present invention can prevent the formation of side products caused by the minute amount of water that usually remains in solvents, and can further prevent synthesized intermediates from being converted back into the starting materials by the water.COPYRIGHT KIPO 2016

Oxidative cyclization of N-aroylhydrazones to 2-(2-arylethenyl)-1,3,4-oxadiazoles using DDQ as an efficient oxidant

A series of novel 5-aryl-2-(2-arylethenyl)-1,3,4-oxadiazoles were synthesized by the 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) promoted oxidative cyclization of N′-(arylmethylidene)-3-arylacrylohydrazides. A facile and efficient one-pot protocol using th

An Improved Synthesis of 2-Aryl- and 2-Alkenyl-1,3,4-oxadiazoles by Using Copper(II) Oxide Nanoparticles as a Catalyst 1

2-Aryl- and 2-alkenyl-1,3,4-oxadiazoles were efficiently synthesized in high yields by treatment of 1,3,4-oxadiazoles with aryl or alkenyl halides, respectively, in the presence of copper(II) oxide nanoparticles as a catalyst. The reusability of the catalyst is an important advantage in relation to practical applications of this synthesis.

I2-mediated oxidative C-O bond formation for the synthesis of 1,3,4-oxadiazoles from aldehydes and hydrazides

A practical and transition-metal-free oxidative cyclization of acylhydrazones into 1,3,4-oxadiazoles has been developed by employing stoichiometric molecular iodine in the presence of potassium carbonate. The conditions of this cyclization reaction also work well with crude acylhydrazone substrates obtained from the condensation of aldehydes and hydrazides. A series of symmetrical and asymmetrical 2,5-disubstituted (aryl, alkyl, and/or vinyl) 1,3,4-oxadiazoles can be conveniently generated in an efficient and scalable fashion.

Microwave-assisted synthesis of 2-styryl-1,3,4-oxadiazoles from cinnamic acid hydrazide and triethyl orthoesters

A novel and efficient synthesis of 2-styryl-1,3,4-oxadiazoles by cyclocondensation of cinnamic acid hydrazide and triethyl orthoesters under microwave irradiation is reported.

Copper-catalyzed direct cross coupling of 1,3,4-oxadiazoles with trans-β-halostyrenes: Synthesis of 2-E-vinyl 1,3,4-oxadiazoles

The first direct C-H alkenylation of 1,3,4-oxadiazoles with trans-β-halo olefinic system has been carried out using a combination of CuI/DMEDA as a catalyst. A wide range of 2-E-vinyl-substituted oxadiazoles were obtained in high yields (85-93%).

Microwave-assisted Pd/Cu-catalyzed C-8 direct alkenylation of purines and related azoles: An alternative access to 6,8,9-trisubstituted purines

An efficient microwave-assisted palladium/copper comediated C-8 direct alkenylation of purines with styryl bromides has been developed. The method is regioselective, functional group tolerant, rapid, and compatible with other related azoles. Combined with