2-(4-hydroxy-2-oxopyrrolidin-1-yl)(1,2-13C2)ethan(15N)amide

• ChemBase ID: 175967
• Molecular Formular: C6H10N2O3
• Molecular Mass: 161.13391857
• Monoisotopic Mass: 161.07288676
• SMILES: C1(=O)CC(CN1[13CH2][13C](=O)[15NH2])O
• Canonical SMILES: [15NH2][13C](=O)[13CH2]N1CC(CC1=O)O
• InChI: InChI=1S/C6H10N2O3/c7-5(10)3-8-2-4(9)1-6(8)11/h4,9H,1-3H2,(H2,7,10)/i3+1,5+1,7+1
• InChIKey: IHLAQQPQKRMGSS-LORYZXSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-hydroxy-2-oxopyrrolidin-1-yl)(1,2-^1^3C₂)ethan(^1^5N)amide
• IUPAC Traditional name: 2-(4-hydroxy-2-oxopyrrolidin-1-yl)(1,2-^1^3C₂)ethan(^1^5N)amide
• Synonyms: 4-Hydroxy-2-oxo-1-pyrrolidineacetamide-13C2,15N; Hydroxypiracetam-13C2,15N; 2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide-13C2,15N; CGP 21690-13C2,15N; CGP 21690E-13C2,15N; CT 848-13C2,15N; 4-Hydroxypyrrolidone-2-acetamide-13C2,15N; ISF 2522-13C2,15N; Neuractiv-13C2,15N; Neuromet-13C2,15N; Oxiracetam-13C2,15N

Database IDs

• PubChem SID: 164231877
• PubChem CID: 71751359

CALCULATED PROPERTIES

• Acid pKa: 14.608332
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.6038888
• LogD (pH = 7.4): -2.6038888
• Log P: -2.6038888
• Molar Refractivity: 36.2689 cm^3
• Polarizability: 14.242021 Å^3
• Polar Surface Area: 83.63 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O846907

Labelled Oxiracetam (O846905). Nootropic. Analog of Piracetam with psychostimulant activity.

REFERENCES

• Son, J., et al.: J. Pharm. Biomed. Anal., 36, 657 (2004)
• Hlinak, Z., et al.: Behaviour. Brain Res., 161, 213 (2004)