Rolziracetam

Base Information

• Chemical Name: Rolziracetam
• CAS No.: 18356-28-0
• Molecular Formula: C7H9 N O2
• Molecular Weight: 139.154
• Hs Code.: 2933990090
• NSC Number: 122751
• UNII: RES9I0LGG5
• DSSTox Substance ID: DTXSID80171444
• Nikkaji Number: J138.390F
• Wikipedia: Rolziracetam
• Wikidata: Q7361449
• NCI Thesaurus Code: C80998
• ChEMBL ID: CHEMBL51396
• Mol file: 18356-28-0.mol

Synonyms:CI 911;CI-911;dihydro-1H-pyrrolizine-3,5-(2H,6H)-dione;rolziracetam

Chemical Property of Rolziracetam

Chemical Property:

• Vapor Pressure: 0.00526mmHg at 25°C
• Boiling Point: 274.9°Cat760mmHg
• Flash Point: 130.5°C
• PSA: 37.38000
• Density: 1.28g/cm³
• LogP: 0.23570
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 139.063328530
• Heavy Atom Count: 10
• Complexity: 180

Purity/Quality:

99% ^*data from raw suppliers

Rolziracetam ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N2C1CCC2=O

Technology Process of Rolziracetam

There total 12 articles about Rolziracetam 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%

4-nitroheptanedinitrile (98547-95-6) → tetrahydro-pyrrolizin-3,5-dione (18356-28-0)

Guidance literature:

With titanium tetrachloride; zinc; In tetrahydrofuran; for 20h; Heating;

DOI:10.1055/s-1993-25804

Reference yield:

methyl β-(5-oxo-2-pyrrolidyl)propionate (81980-11-2) → tetrahydro-pyrrolizin-3,5-dione (18356-28-0)

Guidance literature:

With methanol; copper oxide-chromium oxide; at 250 ℃; under 220652 Torr; Erhitzen unter Wasserstoffdruck;

DOI:10.1021/ja01195a067

Reference yield:

dimethyl 4-nitro-1,7-heptanedioate (7766-83-8) → tetrahydro-pyrrolizin-3,5-dione (18356-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 20 percent Pd/C / methanol / 2585.7 Torr

2: acetic anhydride / 18 h / 95 °C

With hydrogen; acetic anhydride; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00386a010

upstream raw materials:

3-(5-oxo-pyrrolidin-2-yl)-propionic acid

methyl β-(5-oxo-2-pyrrolidyl)propionate

4-aminopimelic acid

4-Ketopimelic acid

Downstream raw materials:

5-<2-(carboethoxy)ethyl>pyrrolidin-2-one

5-(3-oxo-4-phenyl-butyl)-pyrrolidin-2-one

β-(2-oxo-5-pyrrolidinyl)-propiophenone

pyrrolizidine

Refernces

• 1、 Chen,Chai,Zhu,Gao,Chen,Kao. "Low-valent titanium induced reductive coupling of nitriles with nitro compounds". . p. 87 - 88. Retrieved 2007/10/02.
• 2、 Butler,Leonard,Caprathe,L'Italien,Pavia,Hershenson,Poschel,Marriott. "Amnesia-reversal activity of a series of cyclic imides". . p. 498 - 503. Retrieved 2007/10/02.