6942. Oxiracetam

Nomenclature

CAS number: 62613-82-5
4-Hydroxy-2-oxo-1-pyrrolidineacetamide; 2-(4-hydroxypyrrolidin-2-on-1-yl)acetamide; hydroxypiracetam; CT-848; ISF-2522; Neuractiv (Novartis); Neuromet (SKB).
C6H10N2O3; mol wt 158.16.
C 45.56%, H 6.37%, N 17.71%, O 30.35%.

Description and 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).

Chemical structure

Properties

White, microcrystalline powder from methanol, mp 165-168°.

Derivative

(R)-Form.

Properties

Crystals from acetone + water, mp 135-136°. [α]D +36.2° (c = 1.00 in water).

Derivative

(S)-Form.

Properties

Crystals from acetone + water, mp 135-136°. [α]D -36.0° (c = 1.00 in water).

Therapeutic Category

Nootropic.

Keywords

Nootropic