3-azaspiro[5.5]undecane-2,4-dione

• ChemBase ID: 69506
• Molecular Formular: C10H15NO2
• Molecular Mass: 181.2316
• Monoisotopic Mass: 181.11027873
• SMILES: C1(=O)CC2(CC(=O)N1)CCCCC2
• Canonical SMILES: O=C1NC(=O)CC2(C1)CCCCC2
• InChI: InChI=1S/C10H15NO2/c12-8-6-10(7-9(13)11-8)4-2-1-3-5-10/h1-7H2,(H,11,12,13)
• InChIKey: FNIPRNMPSXNBDI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-azaspiro[5.5]undecane-2,4-dione
• IUPAC Traditional name: 3-azaspiro[5.5]undecane-2,4-dione
• Synonyms: 3-azaspiro[5.5]undecane-2,4-dione; 2,4-Dioxo-3-azaspiro[5.5]undecane; 1,1-Cyclohexanediacetimide; 3-Azaspiro[5.5]undecane-2,4-dione; NSC 400093; 3,3-Pentamethylene glutarimide

Database IDs

• CAS Number: 1130-32-1
• MDL Number: MFCD00023872
• PubChem SID: 162035232
• PubChem CID: 14324

CALCULATED PROPERTIES

• Acid pKa: 11.794908
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.9081432
• LogD (pH = 7.4): 0.9081261
• Log P: 0.9081434
• Molar Refractivity: 47.9069 cm^3
• Polarizability: 18.990404 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 160-162°C; 169 - 171°C
• Hydrophobicity(logP): 1.378

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%; 95+%

DETAILS

Toronto Research Chemicals - P271755

Gabapentin intermediate.

REFERENCES

• Leonardi, A., et al.: J. Med. Chem., 47, 1900 (2004)