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(R)-Oxiracetam is the R-isomer of oxiracetam (also known as ISF 2522), which is a widely used nootropic drug and improves memory and learning in patients with cognitive impairments. Oxiracetam (50 mg/kg i.p.) improves avoidance acquisition in BALB/c mice. Oxiracetam (100 mg/kg i.p.) reduces the scopolamine-induced amnesic effect and decrease in acetylcholine level in the cortex and hippocampus. Oxiracetam pretreatment (30 mg/kg) prevents social recognition deficits produced with trimethyltin in rats.
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Physicochemical Properties
| Molecular Formula |
C6H10N2O3
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| Molecular Weight |
158.16
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| Exact Mass |
158.069
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| CAS # |
68252-28-8
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| Related CAS # |
(S)-Oxiracetam;88929-35-5;Oxiracetam;62613-82-5
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| PubChem CID |
3051965
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| Appearance |
Typically exists as solid at room temperature
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| Density |
1.4±0.1 g/cm3
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| Boiling Point |
494.6±40.0 °C at 760 mmHg
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| Flash Point |
252.9±27.3 °C
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| Vapour Pressure |
0.0±2.9 mmHg at 25°C
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| Index of Refraction |
1.570
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| LogP |
-2.48
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
2
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| Heavy Atom Count |
11
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| Complexity |
192
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| Defined Atom Stereocenter Count |
1
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| SMILES |
O=C(N)CN1C(C[C@@H](O)C1)=O
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| InChi Key |
IHLAQQPQKRMGSS-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C6H10N2O3/c7-5(10)3-8-2-4(9)1-6(8)11/h4,9H,1-3H2,(H2,7,10)
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| Chemical Name |
4-Hydroxy-2-oxopyrrolidine-N-acetamide
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| Synonyms |
| (R)-Oxiracetam; R-Oxiracetam; (R)-ISF-2522; ISF 2522;ISF2522;Oxiracetam; ISF-2522; Neuractiv; Hydroxypiracetam; |
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder-20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
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| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Biological Activity
| ln Vitro |
In vitro activity: Oxiracetam (also known as ISF 2522), a cyclic derivative of gamma-aminobutyric acid (GABA), is used as a nootropic drug to improve memory and learning. |
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| ln Vivo |
| Oxiracetam (50 mg/kg i.p.) improves avoidance acquisition in BALB/c mice. Oxiracetam (100 mg/kg i.p.) reduces the scopolamine-induced amnesic effect and decrease in acetylcholine level in the cortex and hippocampus. Oxiracetam pretreatment (30 mg/kg) prevents social recognition deficits produced with trimethyltin in rats. |
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| Animal Protocol |
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| References |
Arch Int Pharmacodyn Ther.1985 May;275(1):86-92;Pharmacol Biochem Behav.1987 Jul;27(3):491-5.
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Solubility Data
| Solubility (In Vitro) |
| DMSO:31 mg/mL (196.0 mM) | | Water:31 mg/mL (196.0 mM) | | Ethanol:<1 mg/mL |
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| Solubility (In Vivo) |
Solubility in Formulation 1: 100 mg/mL (632.27 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.
 (Please use freshly prepared in vivo formulations for optimal results.)
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| Preparing Stock Solutions |
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1 mg |
5 mg |
10 mg |
| 1 mM |
6.3227 mL |
31.6136 mL |
63.2271 mL |
| 5 mM |
1.2645 mL |
6.3227 mL |
12.6454 mL |
| 10 mM |
0.6323 mL |
3.1614 mL |
6.3227 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles. |