Oxiracetam

HCID 4626

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Grundinformationen

CAS: 62613-82-5
Standard-SMILES: NC(=O)CN1CC(O)CC1=O
InChIKey: IHLAQQPQKRMGSS-UHFFFAOYSA-N
Summenformel: C6H10N2O3
Durchschnittliche Molmasse: 158,16 g/mol
Monoisotopische Masse: 158,06914218

Überblick

Oxiracetam is an organonitrogen compound and an organooxygen compound. It is functionally related to an alpha-amino acid.

Namen und Bezeichner

Bevorzugter Name: Oxiracetam
IUPAC: 2-(4-hydroxy-2-oxopyrrolidin-1-yl)acetamide
Englischer Name: Oxiracetam
Summenformel: C6H10N2O3
Molmasse: 158.16

Namen und Synonyme

oxiracetam62613-82-5ISF-2522CGP 21690EOxiracetamumCGP-21690EGNF-PF-1005P7U817352GRefChem:168933N06BX072-(4-hydroxy-2-oxopyrrolidin-1-yl)acetamide4-Hydroxy-2-oxopyrrolidine-N-acetamide

Weitere Namen anzeigen

4-hydroxy-2-oxo-1-pyrrolidineacetamidisf2522NeuromeOlaxitamOlacetamNeuractivCGP 21690oxiraceta

Hydroxypiracetam4-Hydroxy-2-oxo-1-pyrrolidineacetamideOxiracetam(Random Configuration)1-Pyrrolidineacetamide, 4-hydroxy-2-oxo-ISF 2522CT-848MFCD00242951Oriest

Datenbank-Bezeichner

CAS: 62613-82-5
PubChem CID: 4626
DTXSID: DTXSID9045180
ChEMBL: CHEMBL36633
ChEBI: CHEBI:134788
UNII: P7U817352G
EC Number: 636-370-0
Nikkaji: J19.582K

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -2,2
Polarare Oberfläche (TPSA): 83,6 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 2
Schwere Atome: 11
Formalladung: 0
Komplexität: 192

Experimentelle und physikochemische Eigenschaften

DrugsDEA NFLIS-Drug Category -> Stimulants

Physikochemische Eigenschaften

Schmelzpunkt: 165 · 165-168 °C
Siedepunkt: 494.6 · 494.6±40.0 °C(Predicted)
Dichte: 1.416 · 1.416
storage temp.: Sealed in dry,Room Temperature
Löslichkeit: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
Aggregatzustand: Solid
pka: 13.76 · 13.76±0.20(Predicted)
Farbe: White to Off-White
Merck: 14 · 14,6942
InChI: InChI=1S/C6H10N2O3/c7-5(10)3-8-2-4(9)1-6(8)11/h4,9H,1-3H2,(H2,7,10)
InChIKey: IHLAQQPQKRMGSS-UHFFFAOYSA-N
SMILES: N1(CC(N)=O)CC(O)CC1=O
CAS Datenbank: 62613 · 62613-82-5(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 2933.79.8500
RTECS-Nr.: UX9656638
risk_code: 36/38
hazard_code: Xi
safety_code: 26-36
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

N - Nervous system

QN - Nervous system

MeSH Pharmacological Classification · 2 Einträge

A loosely defined grouping of drugs that have effects on psychological function. Here the psychotropic agents include the antidepressive agents, hallucinogens, and tranquilizing agents (including the antipsychotics and anti-anxiety agents).

Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms.

Anwendungen · 2 Einträge

BeschreibungOxiracetam 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.

VerwendenOxiracetam is a 4-hydroxy analog of piracetam with psychostimulant activity, reportedly useful in relieving the symptoms of cerebral insufficiency in the elderly.