86976-26-3

Basic information

• Product Name: 5-(phenylthio)pyrrolidin-2-one
• Synonyms: 5-(phenylthio)pyrrolidin-2-one
• CAS NO: 86976-26-3
• Molecular Weight: 193.269
• Mol File: 86976-26-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 5-(phenylthio)pyrrolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(phenylthio)pyrrolidin-2-one(86976-26-3)
• EPA Substance Registry System: 5-(phenylthio)pyrrolidin-2-one(86976-26-3)

Safety Data

• Hazardous Substances Data: 86976-26-3(Hazardous Substances Data)

Upstream product

• 63853-74-7 5-methoxypyrrolidin-2-one 
• 108-98-5 thiophenol 
• 86976-20-7 5-acetoxypyrrolidine-2-one 
• 39662-63-0 5-ethoxy-pyrrolidin-2-one 

Downstream Products

• 122123-78-8 5-Pent-1-ynyl-pyrrolidin-2-one 
• 111886-98-7 5-<(trimethylsilyl)ethynyl>-2-pyrrolidone 
• 122123-79-9 5-(phenylethynyl)pyrrolidin-2-one 
• 122123-77-7 5-(1-propynyl)-2-pyrrolidinone 
• 76284-14-5 5-(phenylamino)pyrrolidin-2-one 

Relevant articles and documents

γ-Lactam-Based Antifungal Compounds against the Wheat Pathogen Zymoseptoria tritici

As new environmentally friendly and effective antifungal agents are deeply needed, efficient ecofriendly strategies were designed to access two series of compounds inspired from natural γ-lactams. Designed compounds were fully characterized and evaluated as antifungal candidates against Zymoseptoria tritici, the main pathogen on wheat crops. The targeted derivatives were prepared from natural resources using green solvents, simple procedures, and limited purification steps. These bio-inspired compounds revealed as good candidates for further development of efficient crop protection products. Indeed, the HIT compounds exhibited IC50 around 1 μg/mL and were more active than the references tebuconazole and bixafen towards some multidrug-resistant strains. Two dozen of derivatives have been obtained for each series and allowed to establish early structure-activity relationships useful for the development of next generation of γ-lactam derivatives with improved efficacy.

Cesium salts as superior catalysts for solvent-free modifications of biosourced pterolactam

γ-Lactam derivatives are widespread biologically active compounds, covering a large range of activities. Following our interest in both medicinal and green chemistries, we developed an original, cesium salts-mediated, scalable and solvent-free methodology to transform biosourced pyroglutamic acid and its derivatives to their N,N′-aminals, N,O,N,S-acetals and C5-substituted γ-lactams in good to excellent yields. This protocol is applicable to a large range of substrates, conducting to C5-substituted γ-lactam derivatives as potential new biologically active compounds.

5-ACETOXY-2-PYRROLIDINONE AS A PRECURSOR FOR N-ACYLIMMINIUM ION

Synthesis of 5-acetoxy-2-pyrrolidinone (3) and its reactions via N-acylimminium ion (6) with nucleophiles are described, especially in comparison with 5-alkoxy-2-pyrrolidinone (1) and 3-pyrrolin-2-one (4).