Basic information
- CAS
62613-82-5- Standard SMILES
NC(=O)CN1CC(O)CC1=O- InChIKey
IHLAQQPQKRMGSS-UHFFFAOYSA-N- Molecular formula
- C6H10N2O3
- Average molar mass
- 158.16 g/mol
- Monoisotopic mass
- 158.06914218
Overview
Oxiracetam is an organonitrogen compound and an organooxygen compound. It is functionally related to an alpha-amino acid.
Names & identifiers
- Preferred name
- Oxiracetam
- IUPAC
- 2-(4-hydroxy-2-oxopyrrolidin-1-yl)acetamide
- English name
- Oxiracetam
- Molecular formula
- C6H10N2O3
- Molecular weight
- 158.16
Names & synonyms
oxiracetam62613-82-5ISF-2522CGP 21690EOxiracetamumCGP-21690EGNF-PF-1005P7U817352GRefChem:168933N06BX072-(4-hydroxy-2-oxopyrrolidin-1-yl)acetamide4-Hydroxy-2-oxopyrrolidine-N-acetamide
Show more names
4-hydroxy-2-oxo-1-pyrrolidineacetamidisf2522NeuromeOlaxitamOlacetamNeuractivCGP 21690oxiraceta
Hydroxypiracetam4-Hydroxy-2-oxo-1-pyrrolidineacetamideOxiracetam(Random Configuration)1-Pyrrolidineacetamide, 4-hydroxy-2-oxo-ISF 2522CT-848MFCD00242951Oriest
Database identifiers
- CAS
62613-82-5- PubChem CID
- 4626
- DTXSID
DTXSID9045180- ChEMBL
CHEMBL36633- ChEBI
CHEBI:134788- UNII
- P7U817352G
- EC Number
- 636-370-0
- Nikkaji
- J19.582K
Properties
Computed structural properties
- XLogP
- -2.2
- Topological polar surface area
- 83.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 192
Experimental & physicochemical properties
DrugsDEA NFLIS-Drug Category -> Stimulants
Physicochemical properties
- Melting point
- 165 · 165-168 °C
- Boiling point
- 494.6 · 494.6±40.0 °C(Predicted)
- Density
- 1.416 · 1.416
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly, Heated), Methanol (Slightly, Heated)
- form
- Solid
- pka
- 13.76 · 13.76±0.20(Predicted)
- color
- 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 DataBase Reference
- 62613 · 62613-82-5(CAS DataBase Reference)
- FDA UNII
- 7 U817352G · P7U817352G
- ATC code
- 6 BX07 · N06BX07
- UNSPSC Code
- 12352200 · 12352200
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319-H315
- Precautionary statements
- 264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 3 · 3
- RTECS
- 9656638 · UX9656638
- HS Code
- 2933.79 · 2933.79.8500
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
GHS classification
GHS Classification
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.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- UX9656638
- hs_code
- 2933.79.8500
- risk_code
- 36/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H319-H315
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Pharmacology
ATC Code
N - Nervous system
QN - Nervous system
MeSH Pharmacological Classification
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.
Applications
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.
UsesOxiracetam is a 4-hydroxy analog of piracetam with psychostimulant activity, reportedly useful in relieving the symptoms of cerebral insufficiency in the elderly.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
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Additional notes
DefinitionChEBI: Oxiracetam is an organooxygen compound and an organonitrogen compound. It is functionally related to an alpha-amino acid.
Related reactions
24 records
Compound notes
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