2-azaspiro[4.5]decan-3-one

• ChemBase ID: 58134
• Molecular Formular: C9H15NO
• Molecular Mass: 153.2215
• Monoisotopic Mass: 153.11536411
• SMILES: C12(CCCCC1)CNC(=O)C2
• Canonical SMILES: O=C1NCC2(C1)CCCCC2
• InChI: InChI=1S/C9H15NO/c11-8-6-9(7-10-8)4-2-1-3-5-9/h1-7H2,(H,10,11)
• InChIKey: JAWPQJDOQPSNIQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-azaspiro[4.5]decan-3-one
• IUPAC Traditional name: 2-azaspiro[4.5]decan-3-one
• Synonyms: 2-Azaspiro[4.5]decan-3-one; 3-Azaspiro[4.5]decan-2-one; 4,4-Pentamethylene-2-pyrrolidinone; 3-Azaspiro-[4,5]decan-3-one; Gabapentin Lactam; Gabapentin Related Compound A; 3,3-环戊烷戊二酰亚胺; 4,4-五亚甲基-2-吡咯烷酮

Database IDs

• CAS Number: 64744-50-9
• MDL Number: MFCD00177938
• PubChem SID: 24879350; 162062897
• PubChem CID: 47457

CALCULATED PROPERTIES

• Acid pKa: 14.92189
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.0333444
• LogD (pH = 7.4): 1.0333445
• Log P: 1.0333445
• Molar Refractivity: 43.1284 cm^3
• Polarizability: 17.056831 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethyl Sulfoxide
• Apperance: Off-White to White Solid
• Melting Point: 84-89 °C(lit.); 89 - 91°C; 89-90°C
• Hydrophobicity(logP): 1.018

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• RTECS: CM0120000
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 96%; 98%
• Empirical Formula (Hill Notation): C9H15NO

DETAILS

Sigma Aldrich - 553743

Packaging
25 g in glass bottle

Toronto Research Chemicals - G117275

Gabapentin Lactam reduces protein aggregates and improves motor performance in a transgenic mouse model of Huntington’s disease. It opens mitochondrial ATP-dependent potassium channels.

REFERENCES

• Zucker, B.,et al.: Naunyn Schmiedebergs Arch. Pharmacol., 370, 131 (2004)