82076-01-5

Basic information

• Product Name: 1H-Indole, 3-[(3-phenyl-1,2,4-oxadiazol-5-yl)methyl]-
• CAS NO: 82076-01-5
• Molecular Formula: C17H13N3O
• Molecular Weight: 275.31
• Mol File: 82076-01-5.mol

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 3-[(3-phenyl-1,2,4-oxadiazol-5-yl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 3-[(3-phenyl-1,2,4-oxadiazol-5-yl)methyl]-(82076-01-5)
• EPA Substance Registry System: 1H-Indole, 3-[(3-phenyl-1,2,4-oxadiazol-5-yl)methyl]-(82076-01-5)

Safety Data

• Hazardous Substances Data: 82076-01-5(Hazardous Substances Data)

Usage

Structure

Bicyclic heterocyclic compound (indole derivative)

Oxadiazole ring

Present, contributing to biological activity

Phenyl group

Attached to the oxadiazole ring, potentially enhancing biological activity

Biological activities

Antibacterial, antifungal, and anticancer properties

Potential applications

Pharmaceutical and agrochemical industries

Drug development

May serve as a potential lead compound due to its enhanced biological activity

Upstream product

• 771-51-7 indole-3-acetonitrile 
• 698-16-8 benzohydroximoyl chloride 
• 18443-04-4 3-indolylacetic acid ethyl imido ester hydrochloride 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 18382-13-3 ethylimino ester of indolyl-3-acetic acid 
• 932-90-1 Benzaldoxime 
• 100-52-7 benzaldehyde 
• 100-47-0 benzonitrile 

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.

Design and Synthesis of Marine Phidianidine Derivatives as Potential Immunosuppressive Agents

A series of novel marine phidianidine derivatives were designed, synthesized, and evaluated for their immunosuppressive activities during our search of potential immunosuppressive agents with high efficacy and low toxicity from marine sources. These compounds were tested for their inhibitory activity on Con A-induced T cell and lipopolysaccharide-induced B cell proliferation. Compounds 14a and 18c, displaying the most promising inhibitory effects and low toxicities, were further found to possess immune-regulatory activities upon cross-linking of T cell receptor (TCR) and B cell receptor (BCR) on purified T and B cells, respectively.

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.

SYNTHESIS AND PROPERTIES OF AZOLES AND THEIR DERIVATIVES. 37. SYNTHESIS OF 3,5-DISUBSTITUTED 1,2,4-OXADIAZOLES CONTAINING INDOLE RADICALS

The 1,3-dipolar cycloaddition of nitrile N-oxides to indole nitriles yields 3,5-disubstituted 1,2,4-oxadiazoles containing an indole radical at the 5 position.Condensation of amidoximes with indole iminoesters hydrochlorides yields 1,2,4-oxadiazoles havin