885957-47-1

Basic information

• Product Name: C₁₀H₁₄N₂O₃
• Synonyms: C₁₀H₁₄N₂O₃
• CAS NO: 885957-47-1
• Molecular Weight: 210.233
• Mol File: 885957-47-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: C₁₀H₁₄N₂O₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₀H₁₄N₂O₃(885957-47-1)
• EPA Substance Registry System: C₁₀H₁₄N₂O₃(885957-47-1)

Safety Data

• Hazardous Substances Data: 885957-47-1(Hazardous Substances Data)

Upstream product

• 621-59-0 isovanillin 
• 52805-46-6 2-methoxy-5-cyanophenol 
• 60758-86-3 3-ethoxy-4-methoxybenzenecarbonitrile 

Downstream Products

• 1312793-92-2 3-(3-ethoxy-4-methoxyphenyl)-5-(piperidin-4-yl)-1,2,4-oxadiazole 
• 1312793-85-3 tert-butyl 4-(3-(3-ethoxy-4-methoxyphenyl)-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate 

Relevant articles and documents

Synthesis of novel 1,2,4-oxadiazoles and analogues as potential anticancer agents

A library of 3,5-disubstituted-1,2,4-oxadiazoles 7-9 and their bioisosters, 1,3,4-oxadiazole 14 and 1,3,4-thiadiazole 16, were synthesized and evaluated in vitro for their anticancer potential against a panel of six human cancer cell lines. The key step in the synthesis of oxadiazoles 7-9 involve coupling of amidoxime 6 with an appropriate carboxylic acid followed by thermal cyclization. The bioisosteres, 1,3,4-oxadiazole 14 and 1,3,4-thiadiazole 16 were prepared from the reaction of a common precursor diacylhydrazine 13 with thionyl chloride and Lawesson′s reagent, respectively. The anticancer studies on the synthesized compounds revealed that presence of a cyclopentyloxy or n-butyloxy on the C-3 aryl ring and piperdin-4-yl or trichloromethyl at the C-5 position of 1,2,4-oxadiazole is essential for good activity. In particular, 1,2,4-oxadiazole 7i and analogue 1,3,4-thiadiazole 16 exhibited significant activity against DU145 (IC50: 9.3 μM) and MDA-MB-231 (IC 50: 9.2 μM) cell lines, respectively.