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O3011

Sigma-Aldrich

Oxiracetam

Synonym(s):

4-Hydroxy-2-oxopyrrolidine-N-acetamide

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About This Item

Empirical Formula (Hill Notation):
C6H10N2O3
CAS Number:
Molecular Weight:
158.16
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

storage temp.

2-8°C

SMILES string

NC(=O)CN1CC(O)CC1=O

InChI

1S/C6H10N2O3/c7-5(10)3-8-2-4(9)1-6(8)11/h4,9H,1-3H2,(H2,7,10)

InChI key

IHLAQQPQKRMGSS-UHFFFAOYSA-N

Biochem/physiol Actions

Nootropic agent, improves learning and memory, and prevents impairment of cognitive functions. Its mechanism of action in not yet known, but it is suggested to modulate glutamatergic and cholinergic neurotransmission. Protein kinase C may be involved.
Nootropic agent, improves learning and memory.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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C Mondadori et al.
Proceedings of the National Academy of Sciences of the United States of America, 91(6), 2041-2045 (1994-03-15)
Many theories of memory postulate that processing of information outlasts the learning situation and involves several different physiological substrates. If such physiologically distinct mechanisms or stages of memory do in fact exist, they should be differentially affected by particular experimental
M Pinza et al.
Journal of medicinal chemistry, 36(26), 4214-4220 (1993-12-24)
A series of dihydro-1H-pyrrolo[1,2-a]imidazole-2,5(3H,6H)-diones were synthesized. These bicylic derivatives contain both the 2-pyrrolidinone and 4-imidazolidinone nuclei, already recognized as important for cognition enhancing activity. In addition, these structures maintain the backbone of piracetam and oxiracetam with the acetamide side chain
A Mancini et al.
Psychoneuroendocrinology, 21(7), 621-629 (1996-10-01)
Previous studies have shown that food ingestion is not capable of inhibiting the GHRH-induced GH release in anorexia nervosa, at variance with what is observed in normal subjects. Moreover, a cholinergic alteration has been hypothesized in this disorder. In a
M Raiteri et al.
Neuroscience letters, 145(1), 109-113 (1992-09-28)
The effects of the nootropic drug oxiracetam on the K(+)-evoked overflow of [3H]D-aspartic acid ([3H]D-ASP), [3H]acetylcholine ([3H]ACh), [3H] gamma-aminobutyric acid ([3H]GABA), [3H]noradrenaline ([3H]NA) and [3H]5-hydroxytryptamine ([3H]5-HT) have been studied in superfused rat hippocampal slices. The overflow of [3H]D-ASP was enhanced
A Cavoy et al.
Pharmacology, biochemistry, and behavior, 47(2), 283-287 (1994-02-01)
Cognition-enhancing effects of no-otropic drugs are currently ascribed to an increase in arousal level. In order to test this hypothesis, we studied the effects of three doses of oxiracetam (25, 50 and 100 mg/kg IP) on a radial maze task

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