2-Azaspiro(4.5)decan-3-one

HCID 47457

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

2-azaspiro[4.5]decan-3-one64744-50-9Gabapentin-lactamGabapentin lactam2-Azaspiro(4.5)decan-3-one1-(Aminomethyl)cyclohexaneacetic acid lactam0IP6953295DTXSID40215070RefChem:909643DTXCID40137561451-630-14,4-Pentamethylene-2-pyrrolidinone
Show more names
Gabapentin Related Compound AforgabapentineGabapentin RC AGabapentin LactumGabapentin USP RC AGabapentin impurity A CRS
3,3-Pentamethylene-4-butyrolactamGabapentin EP Impurity A4,4-Pentamethylene-2-pyrrolidone3-Azaspiro[4.5]decan-2-oneMFCD00177938BRN 01195002-Aza-spiro[4.5]decan-3-one2-AZASPIRO(4,5)DECAN-3-ONE

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

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)

Safety & regulation

GHS classification

GHS Classification · 5 items

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

Regulatory InformationStatus: Active Update: 10-11-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/2599
Hazard Classes and CategoriesAcute Tox. 4 (33.3%)

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
rtecs
CM0120000
hs_code
29337900
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 5 items

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.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

Additional notes

DefinitionChEBI: 2-Azaspiro[4.5]decan-3-one is an azaspiro compound.

Related reactions

5 records

Compound notes

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