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Key Documents

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:
Pricing and availability is not currently available.

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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Z Hlinák et al.
European journal of pharmacology, 314(1-2), 1-7 (1996-10-24)
In the present study, the elevated plus-maze was used to evaluate memory in female mice. In Experiment 1, the mice retested on day 1, 4 or 7 after the initial session escaped from the open arm into the enclosed arm
L de Angelis et al.
Neurobiology of learning and memory, 64(2), 119-124 (1995-09-01)
The effects of a nootropic drug, oxiracetam (50-100-200 mg/kg ip), and a potent antioxidant agent, ascorbic acid (62.5-125-250 mg/kg ip), administered alone or in combination, were investigated on scopolamine-induced amnesia in a mouse habituation test. The light-dark aversion test was
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
Xiang-Xi Yi et al.
Pharmaceutical biology, 58(1), 1211-1220 (2020-12-08)
Fruit of Avicennia marina (Forsk.) Vierh. (Acanthaceae) is used as a Chinese herb. Studies have found that it contains marinoid J, a novel phenylethanoid glycoside (PG) compound, but its neuroprotective functions are largely unknown. This study evaluated the effects of
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

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