82076-00-4

Usage

Chemical class

Indoles

Function

Selective agonist for metabotropic glutamate receptor subtype 7 (mGluR7)

Relevance

Found in the central nervous system

Therapeutic potential

Anxiety, depression, and other neurological disorders

Activity modulation

Potent and specific modulator of mGluR7 activity

Prospects

Promising candidate for research and development of new treatments for neurological and psychiatric conditions.

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 192332-48-2 N'-hydroxy-4-nitrobenzimidamide 
• 619-72-7 4-nitrobenzonitrile 
• 1129-37-9 4-nitrobenzaldehyde oxime 
• 18382-13-3 ethylimino ester of indolyl-3-acetic acid 
• 1011-84-3 4-nitrobenzohydroximoyl chloride 
• 771-51-7 indole-3-acetonitrile 

Relevant academic research and scientific papers

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