116041-13-5

Basic information

• Product Name: NEBRACETAM
• Synonyms: NEBRACETAM;(±)-4-(Aminomethyl)-1-(phenylmethyl)-2-pyrrolidinone;WEB-1881;WEB-1881FU;Nebracetamum;Nebracetamum [inn-latin];Unii-T30038qi8n
• CAS NO: 116041-13-5
• Molecular Formula: C12H16N2O
• Molecular Weight: 204.271
• Mol File: 116041-13-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 395.7°C at 760 mmHg
• Flash Point: 193.1°C
• Appearance: /
• Density: 1.139g/cm³
• Vapor Pressure: 1.8E-06mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: NEBRACETAM(CAS DataBase Reference)
• NIST Chemistry Reference: NEBRACETAM(116041-13-5)
• EPA Substance Registry System: NEBRACETAM(116041-13-5)

Safety Data

• Hazardous Substances Data: 116041-13-5(Hazardous Substances Data)

Usage

General Description

NEBRACETAM is a class of chemical compounds known as racetams, which are often used as cognitive enhancers. These compounds are considered to have nootropic effects, meaning they may improve cognitive function, memory, and learning abilities. NEBRACETAM specifically has been studied for its potential to increase acetylcholine levels in the brain, which is a neurotransmitter associated with memory and cognitive processing. It is also believed to have neuroprotective properties and may promote brain health and function. Research on NEBRACETAM is ongoing, and it is not approved for medical use in many countries.

InChI:InChI=1/C12H16N2O/c13-7-11-6-12(15)14(9-11)8-10-4-2-1-3-5-10/h1-5,11H,6-9,13H2

Upstream product

• 1040922-78-8 N-benzyl-(4S)-4-azidomethyl-pyrrolidin-2-one 
• 1092379-91-3 C₁₂H₁₄N₂O₃ 
• 1373821-40-9 C₁₃H₁₇NO₄S 
• 51535-00-3 methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate 
• 100-46-9 benzylamine 
• 617-52-7 Dimethyl itakonate 
• 64-17-5 ethanol 
• 110-17-8 (2E)-but-2-enedioic acid 

Downstream Products

• 676630-95-8 N-(5-oxo-pyrrolidin-3-ylmethyl)-6-(2,4-dichloro-phenylamino)-4-trifluoromethyl-nicotinamide 
• 676627-00-2 5-aminomethylpyrrolidin-2-one 

Relevant articles and documents

A method for preparing west Naira Tanzania

The invention discloses a preparation method for nebracetam, and belongs to the technical field of medical chemistry. The key points of the technical scheme of the invention are as follows: the preparation method for the nebracetam comprises the following steps: performing Michael addition reaction and intramolecular cyclization on dimethyl itaconate and benzylamine serving as raw materials to obtain 1-benzyl-5-oxopyrrolidin-3-carboxylic methyl ester; reducing the 1-benzyl-5-oxopyrrolidin-3-carboxylic methyl ester by sodium borohydride to obtain 1-benzyl-4-hydroxymethyl-pyrrolidine-2-keton; performing methyl sulfonylation on the 1-benzyl-4-hydroxymethyl-pyrrolidine-2-keton to obtain 1-benzyl-5-oxopyrrolidin-3-carboxylic methanesulfonate; finally, performing ammonification and reduction on the 1-benzyl-5-oxopyrrolidin-3-carboxylic methanesulfonate by using ammonia water to obtain the nebracetam. The preparation method is simple in preparation process, easy to control and high in target product yield, and meets the requirement for green chemistry.

Chemoenzymatic total synthesis and determination of the absolute configuration of (S)-nebracetam

We have developed an asymmetric total synthesis of nebracetam 3 by a chemoenzymatic strategy. Diastereoselective Michael addition of nitromethane to the chiral lactam (S)-9d (>99% ee), which was prepared by lipase-catalyzed kinetic resolution, afforded the Michael product 10d in 99% yield with 86% de. Chemical transformations of 10d including recrystallization furnished the chiral nebracetam 3 and its derivative. The absolute configuration of the chiral (-)-nebracetam was determined to be an (S)-configuration.

Agent with an antidepressant activity

An improved process for employing tricyclic antidepressants involving co-administration of a N-benzyl-pyrrolidin-2-one.