Title: Oxiracetam
CAS Registry Number: 62613-82-5
CAS Name: 4-Hydroxy-2-oxo-1-pyrrolidineacetamide
Synonyms: 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.
