Nefiracetam

Base Information

• Chemical Name: Nefiracetam
• CAS No.: 77191-36-7
• Molecular Formula: C14H18N2O2
• Molecular Weight: 246.309
• Hs Code.: 2933790090
• European Community (EC) Number: 636-080-4
• NSC Number: 759830
• UNII: 1JK12GX30N
• DSSTox Substance ID: DTXSID2020923
• Nikkaji Number: J277.768A
• Wikipedia: Nefiracetam
• Wikidata: Q6039388
• NCI Thesaurus Code: C74325
• Metabolomics Workbench ID: 153950
• ChEMBL ID: CHEMBL260829
• Mol file: 77191-36-7.mol

Synonyms:DM 9384;DM-9384;N-(2,6-dimethylphenyl)-2-(2-oxo-1-pyrrolidinyl)acetamide;nefiracetam

Chemical Property of Nefiracetam

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 1.36E-08mmHg at 25°C
• Melting Point: 151-155 °C
• Refractive Index: 1.593
• Boiling Point: 458.5 °C at 760 mmHg
• PKA: 13.77±0.70(Predicted)
• Flash Point: 231.1 °C
• PSA: 49.41000
• Density: 1.187 g/cm³
• LogP: 1.87520
• Storage Temp.: Store at RT
• Solubility.: DMSO: >5mg/mL
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 246.136827821
• Heavy Atom Count: 18
• Complexity: 320

Purity/Quality:

99% ^*data from raw suppliers

Nefiracetam ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)NC(=O)CN2CCCC2=O
• Recent ClinicalTrials: Nefiracetam in the Treatment of Alzheimer's Disease
• Uses: Nefiracetam improves post-ischemia evoke-nonconvulsive seizure by altering pro-inflammatory cytokines.

Technology Process of Nefiracetam

There total 3 articles about Nefiracetam which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 39.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,6-dimethylphenyl isonitrile (119072-54-7,2769-71-3) + 4-amino-n-butyric acid (56-12-2) → nefiracetam (77191-36-7)

Guidance literature:

In 2,2,2-trifluoroethanol; at 40 ℃; for 24h; Inert atmosphere;

DOI:10.1055/s-0036-1588672

Reference yield:

2-pyrrolidinon (616-45-5) + 2-chloro-N-(2,6-dimethylphenyl)acetamide (1131-01-7) → nefiracetam (77191-36-7)

Guidance literature:

In nitrogen; water; toluene;

Reference yield:

C9H11N3O2 + 2,6-dimethylaniline (87-62-7) → nefiracetam (77191-36-7)

Guidance literature:

In tetrahydrofuran; for 0.5h;

upstream raw materials:

2-pyrrolidinon

2-chloro-N-(2,6-dimethylphenyl)acetamide

formaldehyd

2,6-dimethylphenyl isonitrile

Refernces

• 1、 Cioc, R?zvan C.,Schaepkens van Riempst, Lola,Schuckman, Peter,Ruijter, Eelco,Orru, Romano V. A.. "Ugi Four-Center Three-Component Reaction as a Direct Approach to Racetams". . p. 1664 - 1674. Retrieved 2017/03/21.