82076-02-6

Basic information

• Product Name: 1H-Indole, 3-[[3-(4-chlorophenyl)-1,2,4-oxadiazol-5-yl]methyl]-
• CAS NO: 82076-02-6
• Molecular Formula: C17H12ClN3O
• Molecular Weight: 309.755
• Mol File: 82076-02-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 3-[[3-(4-chlorophenyl)-1,2,4-oxadiazol-5-yl]methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 3-[[3-(4-chlorophenyl)-1,2,4-oxadiazol-5-yl]methyl]-(82076-02-6)
• EPA Substance Registry System: 1H-Indole, 3-[[3-(4-chlorophenyl)-1,2,4-oxadiazol-5-yl]methyl]-(82076-02-6)

Safety Data

• Hazardous Substances Data: 82076-02-6(Hazardous Substances Data)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 5033-28-3 4-chlorobenzamidoxime 
• 623-03-0 4-Cyanochlorobenzene 
• 18382-13-3 ethylimino ester of indolyl-3-acetic acid 
• 28123-63-9 4-chlorobenzohydroximoyl chloride 
• 771-51-7 indole-3-acetonitrile 

Relevant articles and documents

Function-oriented synthesis of marine phidianidine derivatives as potential PTP1B inhibitors with specific selectivity

Phidianidines A and B are two novel marine indole alkaloids bearing an uncommon 1,2,4-oxadiazole ring and exhibiting various biological activities. Our previous research showed that the synthesized phidianidine analogs had the potential to inhibit the activity of protein tyrosine phosphatase 1B (PTP1B), a validated target for Type II diabetes, which indicates that these analogs are worth further structural modification. Therefore, in this paper, a series of phidianidine derivatives were designed and rapidly synthesized with a function-oriented synthesis (FOS) strategy. Their inhibitory effects on PTP1B and T-cell protein tyrosine phosphatase (TCPTP) were evaluated, and several compounds displayed significant inhibitory potency and specific selectivity over PTP1B. The structure-activity relationship (SAR) and molecular docking analyses are also described.

SYNTHESIS OF INDOLYL-CONTAINING 1,2,4-OXADIAZOLES BASED ON IMIDIC ESTERS OF THE INDOLE SERIES

The 1,3-dipolar cycloaddition of the N-oxides of nitriles, generated in situ from arylhydroxamoyl chlorides, with imidic esters of the indole series leads to 3,5-disubstituted 1,2,4-oxadiazoles containing indole fragments at position 5.