Oxiracetam

Oxiracetam, like piracetam and aniracetam, is a supplement belonging to the racetam family. It is a brain development supplement that increases attention span, memory, and mental energy. However, the proven effects of the drug are limited to beneficial effects that lead to higher scores in tests for logical performance, attention, concentration, memory and spatial orientation. At present, Oxiracetam is not approved by Food and Drug Administration for any medical use in the United States.
Oxiracetam Basic information
Indications and Usage Mechanisms of Action Pharmacokinetics Clinical Research
Product Name:Oxiracetam
Synonyms:4-HYDROXY-2-OXOPYRROLIDINE-N-ACETAMIDE;4-hydroxy-2-oxo-1-pyrrolidineacetamid;4-hydroxy-2-oxo-1-pyrrolidineacetamide;4-hydroxypiracetam;ct-848;hydroxypiracetam;Oxiracetam, >=99%;2-(4-HYDROXY-PYRROLIDINO-2-ON-1-YL)ETHYL ACETATE
CAS:62613-82-5
MF:C6H10N2O3
MW:158.16
EINECS:636-370-0
Product Categories:pharmaceutical intermediate;Amines;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Brain health drug;Pharmaceutical material and intermeidates;APIs;API;(intermediate of oxiracetam);Nootropic;62613-82-5
Mol File:62613-82-5.mol
Oxiracetam Structure
Oxiracetam Chemical Properties
Melting point 165-168 °C
Boiling point 494.6±40.0 °C(Predicted)
density 1.416
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly, Heated), Methanol (Slightly, Heated)
pka13.76±0.20(Predicted)
form Solid
color White to Off-White
Merck 14,6942
InChIInChI=1S/C6H10N2O3/c7-5(10)3-8-2-4(9)1-6(8)11/h4,9H,1-3H2,(H2,7,10)
InChIKeyIHLAQQPQKRMGSS-UHFFFAOYSA-N
SMILESN1(CC(N)=O)CC(O)CC1=O
CAS DataBase Reference62613-82-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/38
Safety Statements 26-36
WGK Germany 3
RTECS UX9656638
HS Code 2933.79.8500
MSDS Information
ProviderLanguage
4-Hydroxy-2-oxopyrrolidine-N-acetamide English
SigmaAldrich English
Oxiracetam Usage And Synthesis
Indications and UsageOxiracetam is a more potent derivative of the nootropic drug piracetam. They were developed in 1974 by the Italian company ICF and went on sale in 1987. Oxiracetam is a Piracetam derivative and excites the central nervous system, promotes brain metabolism, significantly increases and promotes memory retention, and effectively treats senile memory and mental decline. It is used to treat brain dysfunction psychiatric syndrome and mental disorders. It can improve the memory and learning abilities of patients with senile dementia or memory disorders. It is suitable for treating neural dysfunction, memory disorder and intelligence disorders caused by brain damage. It can also be used as a recovery treatment for neurosis, brain trauma, encephalitis, and other brain diseases. Oxiracetam’s greatest advantage is that it is very soluble in water, making it suitable for injection. Research shows that Oxiracetam has higher pharmacological activity and significant curative effects compared to Piracetam.
Mechanisms of ActionOxiracetam’s mechanisms of action are similar to those of Piracetam. It promotes the binding of phosphorylcholine and phosphoethanolamine, increases the ratio of ATP/ADP in the brain, and increases the binding of protein with nucleic acids in the brain, thus improving the memory and learning ability of patients with senile dementia and memory disorder.
PharmacokineticsAfter intake, most of the drug will not accumulate in the body and will be excreted through urine in its original form. It is well-absorbed and well-tolerated.
Clinical ResearchAnimal trials showed that in all types of behavioral experiments, Oxiracetam can improve memory retention and learning ability, reduce brain shocks’ damage on memory, and prevent the learning abilities of rats suffering from spontaneous hypertensive cerebrovascular injury from decreasing. It can also increase acetylcholine circulation in rats’ skin and hippocampus, thus increasing affinity for choline uptake.
DescriptionOxiracetam is a structural analogue of piracetam. This compound has enhancing effects on vigilance and memory. In comparison with piracetam, oxiracetam exhibits greater improvement in memory (Itil et al., 1986) and has been used extensively for the treatment of dementia, including AD, VaD, MID (Baumel et al., 1989; Dysken et al., 1989), and mixed forms. Green et al. (1992) failed to demonstrate a difference from placebo in AD patients. In contrast, Maina et al. (1989) studied 289 patients with MID in a double-blind placebo-controlled trial and after 12 weeks of treatment found that oxiracetam reduced behavioural symptoms.
Chemical PropertiesWhie Solid
OriginatorISF (Italy)
UsesOxiracetam is a 4-hydroxy analog of piracetam with psychostimulant activity, reportedly useful in relieving the symptoms of cerebral insufficiency in the elderly.
DefinitionChEBI: Oxiracetam is an organooxygen compound and an organonitrogen compound. It is functionally related to an alpha-amino acid.
Brand nameNeuromet
Biochem/physiol ActionsNootropic 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.
Purification MethodsThis nootropic (Alzheimer) drug is purified by recrystallisation from MeOH or aqueous Me2CO and dried in vacuo. [NMR, IR: Pifferi & Pinza Farmaco Ed Sci 32 602 1977, Banfi et al. Farmaco Ed Sci 39 16 1984, Gouilaev & Senning Brain Research Rev 19 180 1994.]
Oxiracetam Preparation Products And Raw materials
Raw materialsEthanol-->Dichloromethane-->Ethyl 2-bromopropionate-->Silica glass-->1,1-Dimethoxyethane-->ETHYL PYRROLIDINOACETATE
Mecobalamin (S)-4-Hydroxy-2-pyrrolidinone Piracetam Nefiracetam Oxiracetam ILOPERIDONE Aniracetam Omeprazole oxiracetaM related substance ISF3886 Paliperidone Pramiracetam (R) - Oxiracetam Pyrrole Oxiracetam(Neuromet) 4-Hydroxy-2-pyrrolidone (S)-OXIRACETAM 1-(2-aminoethyl)pyrrolidin-2-one 2-aminoacetamide hydrochloride (intermediate of oxiracetam)

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