874485-04-8

Upstream product

• 52805-46-6 2-methoxy-5-cyanophenol 
• 621-59-0 isovanillin 
• 159783-16-1 3-(cyclopentyloxy)-4-methoxybenzonitrile 

Downstream Products

• 1312793-89-7 3-(3-cyclopentyloxy-4-methoxyphenyl)-5-(trichloromethyl)-1,2,4-oxadiazole 
• 1312793-83-1 5-cyclopentyl-3-(3-cyclopentyloxy-4-methoxy-phenyl)-1,2,4-oxadiazole 
• 1312793-90-0 3-(3-cyclopentyloxy-4-methoxyphenyl)-5-(4-methoxyphenyl)-1,2,4-oxadiazole 
• 1312793-91-1 3-(3-cyclopentyloxy-4-methoxyphenyl)-5-(3,4-dimethoxyphenyl)-1,2,4-oxadiazole 
• 1312793-82-0 5-cyclohexyl-3-(3-cyclopentyloxy-4-methoxyphenyl)-1,2,4-oxadiazole 
• 1312793-96-6 ethyl 4-(3-(3-cyclopentyloxy-4-methoxyphenyl)-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate 
• 1312793-97-7 3-(3-cyclopentyloxy-4-methoxy-phenyl)-5-(1-methylsulfonylpiperidin-4-yl)-1,2,4-oxadiazole 
• 1374349-28-6 3-(3-cyclopentyloxy-4-methoxyphenyl)-5-(3,4-dimethoxystyryl)-1,2,4-oxadiazole 
• 1163715-99-8 1-(3-(3-(cyclopentyloxy)-4-methoxyphenyl)-1,2,4-oxadiazol-5-yl)propan-2-one 
• 1163715-95-4 4-(3-(3-(cyclopentyloxy)-4-methoxyphenyl)-1,2,4-oxadiazol-5-yl)phenol 
• 883013-59-0 5-(4-chlorophenyl)-3-(3-(cyclopentyloxy)-4-methoxyphenyl)-1,2,4-oxadiazole 
• 883013-26-1 3-(3-(cyclopentyloxy)-4-methoxyphenyl)-5-phenyl-1,2,4-oxadiazole 
• 1163716-03-7 tert-butyl 4-(3-(3-cyclopentyloxy-4-methoxyphenyl)-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate 
• 1163716-01-5 C₂₃H₃₁N₃O₅ 

Relevant academic research and scientific papers

Design and Synthesis of 3,5-Disubstituted-1,2,4-Oxadiazoles as Potent Inhibitors of Phosphodiesterase4B2

A series of 3,5-disubstituted-1,2,4-oxadiazoles has been prepared and evaluated for phosphodiesterase inhibition (PDE4B2). Among the prepared 3,5-disubstituted-1,2,4-oxadiazoles, compound 9a is the most potent inhibitor (PDE4B2 IC50=5.28μm). Structure-activity relationship studies of 3,5-disubstituted-1,2,4-oxadiazoles revealed that substituents 3-cyclopentyloxy-4-methoxyphenyl group at 3-position and cyclic ring bearing heteroatoms at 5-position are important for activity. Molecular modeling study of the 3,5-disubstituted-1,2,4-oxadiazoles with PDE4B has shown similar interactions of 3-cyclopentyloxy-4-methoxyphenyl group; however, heteroatom ring is slightly deviating when compared to Piclamilast. 3-(3-Cyclopentyloxy-4-methoxyphenyl)-5-(piperidin-4-yl)-1,2,4-oxadiazole (9a) exhibited good analgesic and antiinflammatory activities in formalin-induced pain in mice and carrageenan-induced paw edema model in rat.

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.

Pyrazolones as inhibitors of 11B-hydroxysteroid dehydrogenase

Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of diseases such as, for example, type II diabetes mellitus and metabolic syndrome.