1263151-21-8

Basic information

• Product Name: 2-phenyl-3-acetyl-5-(pyridin-4-yl)-2,3-dihydro-1,3,4-oxadiazole
• Synonyms: 2-phenyl-3-acetyl-5-(pyridin-4-yl)-2,3-dihydro-1,3,4-oxadiazole
• CAS NO: 1263151-21-8
• Molecular Weight: 267.287
• Mol File: 1263151-21-8.mol

Chemical Properties

• CAS DataBase Reference: 2-phenyl-3-acetyl-5-(pyridin-4-yl)-2,3-dihydro-1,3,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-3-acetyl-5-(pyridin-4-yl)-2,3-dihydro-1,3,4-oxadiazole(1263151-21-8)
• EPA Substance Registry System: 2-phenyl-3-acetyl-5-(pyridin-4-yl)-2,3-dihydro-1,3,4-oxadiazole(1263151-21-8)

Safety Data

• Hazardous Substances Data: 1263151-21-8(Hazardous Substances Data)

Upstream product

• 54-85-3 isoniazid 
• 100-52-7 benzaldehyde 
• 108-24-7 acetic anhydride 

Relevant articles and documents

A facile route to the synthesis of 1,3,4-oxadiazoline derivatives

N-Acyl araldehyde hydrazones when treated with Ac2O/pyridine were acetylated and cyclised to 5-substituted 2-aryl-3-acetyl-1,3,4- oxadiazolines in good yield.

Synthesis of some 2,3-dihydro-1,3,4-oxadiazoles and 4,5-dihydro-1,2,4-triazoles as anticancer agents

Objective: The main objective of this work was to synthesize and evaluate the novel 2,3-dihydro-1,3,4-oxadiazole and 4,5-dihydro-1,2,4-triazole derivatives for cytotoxic activities. Methods: The 2,3-dihydro-1,3,4-oxadiazole derivatives 4a-h were synthesized by cyclization of N'-(substituted-benzylidene) isonicotinohydrazide 3a-e in refluxing acetic anhydride. The 2,3-dihydro-1,3,4-oxadiazole derivatives 4a-h were converted into the corresponding 4,5-dihydro-1,2,4-triazoles 5a-h using ammonia. All the synthesized compounds were identified, depending on the physical and spectral data. Title compounds were assessed for their cytotoxic activity against human cancer cell line (MCF-7) by using Sulforhodamine B (SRB) colorimetric assay. Results: All the synthesized compounds showed characteristic peaks in FTIR, 1HNMR and Mass spectral analysis. The results of the in vitro cytotoxic activity revealed that the compound 4c exhibited equipotent cytotoxic activity with an IC50 value of 8.04 μM when compared with that of standard drug doxorubicin (IC50= 8.02 μM). The reminder compounds have shown good to moderate cytotoxic activities when compared with that of a reference standard. Conclusion: We synthesized a series of title compounds in quantitative yields. Most derivatives showed moderate to good cytotoxic activity.

Synthesis and analgesic activity of new pyridine-based heterocyclic derivatives

A series of new heterocyclic derivatives having a pyridine nucleus were synthesized. 4-(5-(2-Chlorophenyl)- 4H-1,2,4-triazol-3-yl)pyridine (7c) and 4-(5-(2- Nitrophenyl)-4H-1,2,4-triazol-3-yl)pyridine (7d) presented the best analgesic profie of this series in hot-plate, tail-flick, and formalin-induced licking tests, which was partially prevented by pretreatment with mecamylamine, a nicotinic receptor antagonist. Springer Science+Business Media, LLC 2010.

3-Acetyl-2,5-diaryl-2,3-dihydro-1,3,4-oxadiazoles: A new scaffold for the selective inhibition of monoamine oxidase B

3-Acetyl-2,5-diaryl-2,3-dihydro-1,3,4-oxadiazoles were designed, synthesized, and tested as inhibitors against human monoamine oxidase (MAO) A and B isoforms. Several compounds, obtained as racemates, were identified as selective MAO-B inhibitors. The enantiomers of some derivatives were separated by enantioselective HPLC and tested. The R-enantiomers always showed the highest activity. Docking study and molecular dynamic simulations demonstrated the putative binding mode. We conclude that these 1,3,4-oxadiazoles derivatives are promising reversible and selective MAO-B inhibitors.