7003-68-1

Basic information

• Product Name: 1-Pyrrolidinecarboxamide, 2-oxo-N-phenyl-
• CAS NO: 7003-68-1
• Molecular Formula: C11H12N2O2
• Molecular Weight: 204.228
• Mol File: 7003-68-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-Pyrrolidinecarboxamide, 2-oxo-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrrolidinecarboxamide, 2-oxo-N-phenyl-(7003-68-1)
• EPA Substance Registry System: 1-Pyrrolidinecarboxamide, 2-oxo-N-phenyl-(7003-68-1)

Safety Data

• Hazardous Substances Data: 7003-68-1(Hazardous Substances Data)

Usage

Synonym

Phenylpiracetam

Type

Synthetic nootropic compound

Prototype drug

Piracetam

Structural difference from Piracetam

Added phenyl group

Benefit of structural difference

Easier to cross the blood-brain barrier, faster and more potent effects

Mechanism of action

Increases levels of neurotransmitters in the brain (e.g. dopamine, acetylcholine)

Neurotransmitters involved

Memory and cognitive function

Potential use

Treating cognitive decline and various neurological disorders

Off-label use

Performance-enhancing supplement.

Upstream product

• 616-45-5 2-pyrrolidinon 
• 103-71-9 phenyl isocyanate 
• 55573-04-1 2-oxo-1-phenylcarbamoyl-pyrrolidine-3-carboxylic acid ethyl ester 
• 14468-90-7 N-trimethylsilyl-pyrrolidin-2-one 
• 139926-34-4 1-(phenylcarbamoyl)-2-oxopyrrolidine-3-carboxylic acid 
• 5626-53-9 pyrrolidine-1-carboxylic acid phenylamide 

Relevant articles and documents

Iron(II)-catalyzed oxidation of sp3 C-H bonds adjacent to a nitrogen atom of unprotected arylureas with tert-butyl hydroperoxide in water

With a FeSO4/TBHP system in water, direct oxidation of sp 3 C-H bonds adjacent to nitrogen of arylureas to give both unprecedented tert-butoxylated and hydroxylated products 2 was revealed. Under elevated temperatures, either 2-oxo-N-arylpyrrolidine-1-carboxamides 3 or 1,3-diarylureas 4 were attained, depending on the aliphatic ring size of the arylurea substrates.

Synthesis, decarboxylation, and nitrosation of 1-acyl-2-pyrrolidone-3-carboxylic acids: A convenient novel entry to 2,3-dioxopyrrolidine derivatives

Esters 1 of 1-acyl-2-pyrrolidone-3-carboxylic acids 2 were hydrolized to 2 with acetic acid/HCl at 60-70°C. Reaction of 1a with formic acid/HCl at 60-75°C led to (not isolated) 2a which began to decarboxylate to 3a during the conversion of 1a to 2a even a