Basic information
- CAS
64744-50-9- Standard SMILES
O=C1CC2(CCCCC2)CN1- InChIKey
JAWPQJDOQPSNIQ-UHFFFAOYSA-N- Molecular formula
- C9H15NO
- Average molar mass
- 153.22 g/mol
- Monoisotopic mass
- 153.1153641
Overview
2-Azaspiro[4.5]decan-3-one is an azaspiro compound.
Names & identifiers
- Preferred name
- 2-Azaspiro(4.5)decan-3-one
- IUPAC
- 2-azaspiro[4.5]decan-3-one
- English name
- Gabapentin-lactam
- Molecular formula
- C9H15NO
- Molecular weight
- 153.22
Names & synonyms
Show more names
Database identifiers
- CAS
64744-50-9- PubChem CID
- 47457
- DTXSID
DTXSID40215070- ChEMBL
CHEMBL3115477- ChEBI
CHEBI:182289- UNII
- 0IP6953295
- EC Number
- 451-630-1
- Nikkaji
- J84.624D
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 29.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 170
Physicochemical properties
- Melting point
- 84 · 84-89 °C(lit.)
- Boiling point
- 181 °C · 181 °C / 13mmHg
- Density
- 1.05 · 1.05±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- Soluble in DMSO (up to 40 mg/ml)
- pka
- 16.39 · 16.39±0.20(Predicted)
- form
- solid
- color
- White
- Stability
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
- 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
- SMILES
- O=C1CC2(CCCCC2)CN1
- CAS DataBase Reference
- 64744 · 64744-50-9(CAS DataBase Reference)
- FDA UNII
- 0 IP6953295 · 0IP6953295
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302+H312+H332-H315-H319
- Precautionary statements
- 261 · P261-P280-P305+P351+P338
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Safety Statements
- 22 · 22-24/25
- WGK Germany
- 3 · 3
- RTECS
- 120000 · CM0120000
- HazardClass
- IRRITANT
- HS Code
- 29337900 · 29337900
- Storage Class
- 11 · 11 - Combustible Solids
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.
Warning
H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- CM0120000
- hs_code
- 29337900
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302+H312+H332-H315-H319
- REACH Registrations
- Active
- Precautionary statements
- P261-P280-P305+P351+P338
Chemistry & industry
Applications
DescriptionGabapentin lactam (CAS 64744-50-9) reduces protein aggregates and improves motor performance in a transgenic mouse model of Huntington’s disease.1 Displays neurotrophic effects, enhancing the formation of dendritic filopodia and inducing a network of F-actin-containing neurites in cultured hippocampal neurons.2 Promotes the survival of cultured central nervous system neurons possibly by opening mitochondrial KATP channels.3 Displays neuroprotective effects in a rat model of acute retinal ischemia.4
UsesGabapentin-lactam reduces protein aggregates and improves motor performance in a transgenic mouse model of Huntington’s disease. It opens mitochondrial ATP-dependent potassium channels.
UsesThese Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.
UsesGabapentin Lactam reduces protein aggregates and improves motor performance in a transgenic mouse model of Huntington disease. It opens mitochondrial ATP-dependent potassium channels
General DescriptionPharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Additional notes
DefinitionChEBI: 2-Azaspiro[4.5]decan-3-one is an azaspiro compound.
Related reactions
Compound notes
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