Fasoracetam

Base Information

• Chemical Name: Fasoracetam
• CAS No.: 110958-19-5
• Molecular Formula: C10H16 N2 O2
• Molecular Weight: 196.249
• UNII: 42O8UF5CJB
• DSSTox Substance ID: DTXSID9048855
• Nikkaji Number: J875.806I
• Wikipedia: Fasoracetam
• Wikidata: Q5436839
• NCI Thesaurus Code: C65623
• Metabolomics Workbench ID: 68403
• ChEMBL ID: CHEMBL2106179
• Mol file: 110958-19-5.mol

Synonyms:5-oxo-D-prolinepiperidinamide monohydrate;NS 105;NS-105

Chemical Property of Fasoracetam

Chemical Property:

• Vapor Pressure: 1.57E-08mmHg at 25°C
• Boiling Point: 456.8°Cat760mmHg
• PKA: 15.45±0.40(Predicted)
• Flash Point: 230.1°C
• PSA: 49.41000
• Density: 1.181g/cm³
• LogP: 0.54420
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 196.121177757
• Heavy Atom Count: 14
• Complexity: 247

Purity/Quality:

99.89% ^*data from raw suppliers

Fasoracetam ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)C(=O)C2CCC(=O)N2
• Isomeric SMILES: C1CCN(CC1)C(=O)[C@H]2CCC(=O)N2
• Recent ClinicalTrials: PART B: Efficacy and Safety of AEVI-001 in Children and Adolescents With ADHD and Without mGluR Mutations

Technology Process of Fasoracetam

There total 4 articles about Fasoracetam 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: 38.0%

piperidine (110-89-4) + L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → Fasoracetam (110958-19-5)

Guidance literature:

With tris(2,2,2-trifluoroethyl) borate; for 24h; chemoselective reaction; Reflux; Dean-Stark; Green chemistry;

DOI:10.1002/chem.201800372

Reference yield:

piperidine (110-89-4) + D-pyrrolidone-5-carboxylic acid (4042-36-8) → Fasoracetam (110958-19-5)

Guidance literature:

In acetonitrile;

Reference yield:

D-pyrrolidone-5-carboxylic acid (4042-36-8) → Fasoracetam (110958-19-5)

Guidance literature:

Multi-step reaction with 2 steps

1: PTSA / toluene / 16 h / Heating

2: acetonitrile / 0.17 h / 20 °C

With toluene-4-sulfonic acid; In toluene; acetonitrile;

DOI:10.1016/S0957-4166(02)00579-7

upstream raw materials:

piperidine

D-pyrrolidone-5-carboxylic acid

L-glutamic acid

Downstream raw materials:

(R)-2-[(piperidin-1-yl)methyl]pyrrolidine

Refernces

• 1、 Sabatini, Marco T.,Karaluka, Valerija,Lanigan, Rachel M.,Boulton, Lee T.,Badland, Matthew,Sheppard, Tom D.. "Protecting-Group-Free Amidation of Amino Acids using Lewis Acid Catalysts". . p. 7033 - 7043. Retrieved 2018/05/04.
• 2、 -. "Pyroglutamide derivatives". . . Retrieved 2008/06/13.