Oxiracetam

Title: Oxiracetam
CAS Registry Number: 62613-82-5
CAS Name: 4-Hydroxy-2-oxo-1-pyrrolidineacetamide
Additional Names: 2-(4-hydroxypyrrolidin-2-on-1-yl)acetamide; hydroxypiracetam
Manufacturers' Codes: CT-848; ISF-2522
Trademarks: Neuractiv (Novartis); Neuromet (SKB)
Molecular Formula: C6H10N2O3
Molecular Weight: 158.16
Percent Composition: C 45.56%, H 6.37%, N 17.71%, O 30.35%
Literature References: Analog of piracetam, q.v., with psychostimulant activity. Prepn: G. Pifferi, M. Pinza, DE 2635853; eidem, US 4118396 (1977, 1978 both to I.S.F.); eidem, Farmaco Ed. Sci. 32, 602 (1977). Effect on learning and memory in animals and prepn of enantiomers: S. Banfi et al., ibid. 39, 16 (1984). Effect in animals with cerebral impairment: S. Banfi et al., Pharmacol. Res. Commun. 16, 67 (1984). Pharmacokinetics in humans: E. Perucca et al., Eur. J. Drug Metab. Pharmacokinet. 9, 267 (1984). Clinical evaluation in organic brain syndrome: B. Saletu et al., Neuropsychobiology 13, 44 (1985).
Properties: White, microcrystalline powder from methanol, mp 165-168°.
Melting point: mp 165-168°
Derivative Type: (R)-Form
Properties: Crystals from acetone + water, mp 135-136°. [a]D +36.2° (c = 1.00 in water).
Melting point: mp 135-136°
Optical Rotation: [a]D +36.2° (c = 1.00 in water)
Derivative Type: (S)-Form
Properties: Crystals from acetone + water, mp 135-136°. [a]D -36.0° (c = 1.00 in water).
Melting point: mp 135-136°
Optical Rotation: [a]D -36.0° (c = 1.00 in water)
Therap-Cat: Nootropic.
Keywords: Nootropic.
Oxitropium Bromide Oxolamine Oxolinic Acid Oxomemazine Oxonic Acid

Oxiracetam
Oxiracetam.svg
Oxiracetam3d.png
Systematic (IUPAC) name
(RS)-2-(4-hydroxy-2-oxopyrrolidin-1-yl)acetamide
Clinical data
Legal status Unscheduled (US)
Routes Oral
Pharmacokinetic data
Half-life 8 hours
Identifiers
CAS number 62613-82-5 N
ATC code N06BX07
PubChem CID 4626
ChemSpider 4465 YesY
UNII P7U817352G YesY
KEGG D07346 YesY
ChEMBL CHEMBL36633 YesY
Chemical data
Formula C6H10N2O3 
Mol. mass 158.155
 N (what is this?)  (verify)

Oxiracetam (ISF 2522) is a nootropic drug of the racetam family and stimulant.[1][2] Several animal studies suggest that the substance is safe even when high doses are consumed for a long period of time.[medical citation needed] However, the mechanism of action of the racetam drug family is still a matter of research. Oxiracetam is not approved by Food and Drug Administration for any medical use in the United States.