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Fasoracetam

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Fasoracetam Basic information

Product Name:
Fasoracetam
Synonyms:
  • FASORACETAM
  • (5R)-5-(piperidine-1-carbonyl)-2-pyrrolidone
  • (5R)-5-(piperidine-1-carbonyl)pyrrolidin-2-one
  • (5R)-5-piperidin-1-ylcarbonylpyrrolidin-2-one
  • 2-Pyrrolidinone, 5-(1-piperidinylcarbonyl)-, (5R)-
  • (5R)-5-(Piperidine-1-Carbonyl)Pyrrolidin-2-One (5R)-5-[Oxo-(1-Piperidyl)Methyl]-2-Pyrrolidinone
  • aka NS-105
  • LAM-105)
CAS:
110958-19-5
MF:
C10H16N2O2
MW:
196.25
EINECS:
1592732-453-0
Product Categories:
  • 110958-19-5
Mol File:
110958-19-5.mol
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Fasoracetam Chemical Properties

Boiling point:
456.8±38.0 °C(Predicted)
Density 
1.181±0.06 g/cm3(Predicted)
solubility 
DMF: 20 mg/ml
DMSO: 5 mg/ml
Ethanol: 20 mg/mlPBS (pH 7.2): 10 mg/ml
pka
15.45±0.40(Predicted)
form 
Solid
color 
White to off-white
InChI
InChI=1S/C10H16N2O2/c13-9-5-4-8(11-9)10(14)12-6-2-1-3-7-12/h8H,1-7H2,(H,11,13)/t8-/m1/s1
InChIKey
GOWRRBABHQUJMX-MRVPVSSYSA-N
SMILES
N1[C@@H](C(N2CCCCC2)=O)CCC1=O
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Fasoracetam Usage And Synthesis

Structure

Fasoracetam is a promising research chemical that is available in solid form in ambient conditions. Its chemical structure shows 2 amide functions that commonly take part in hydrogen bonding patterns. The carbonyl can serve as a hydrogen acceptor, whereas the amide can act as a hydrogen donor. Having multiple hydrogen bonding sites available could possibly lead to different packing arrangements. Furthermore, other racetam compounds have already shown a propensity toward the formation of multiple solid-state forms.

Description

Fasoracetam (NS-105, 5-oxo-d-prolinepiperidinamide) is a member of the racetam family, a drug of the pyrrolidone class, and is currently considered a research chemical. The class is characterized by its nootropic (e.g., piracetam and fasoracetam), stimulating (e.g., oxiracetam), and anticonvulsant (e.g., levetiracetam) properties. Studies have shown promising results in its ability to counter and reverse the effects of Alzheimer's disease[1].

Uses

Fasoracetam (NS 105) is the activator of metabotropic glutamate receptor (mGluR). Fasoracetam (NS 105) has the potential for the research of attention-deficit hyperactivity disorder (ADHD) and Alzheimer's disease (AD)[1][2].

Definition

ChEBI: Fasoracetam is an amino acid amide.

References

[1] Bram Harmsen . “A Study of Fasoracetam’s Solid State Forms: A Potential Anti-Alzheimer Pharmaceutical.” Journal of pharmaceutical sciences 106 5 (2017): Pages 1317-1321.
[2] TAKASHI OGASAWARA . Involvement of Cholinergic and GABAergic Systems in the Reversal of Memory Disruption by NS-105, a Cognition Enhancer[J]. Pharmacology Biochemistry and Behavior, 1999, 64 1: Pages 41-52. DOI: 10.1016/s0091-3057(99)00108-2

[3] MERCHAN C, MORGAN R, PAPADOPOULOS J, et al. Phenibut Overdose in Combination with Fasoracetam: Emerging Drugs of Abuse[C]. 2016: 0. DOI: 10.29328/journal.jcicm.1001001

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