Gabapentin-lactam

Gabapentin-lactam Basic information
Product Name:Gabapentin-lactam
Synonyms:2-AZA-SPIRO[4.5]DECAN-3-ONE;Gabapentin-lactam;3-AZASPIRO[4.5]DECAN-2-ONE;4,4-PENTAMETHYLENE-2-PYRROLIDINONE;3,3'-PENTAMETHYLENE-4-BUTYROLACTAM;beta,beta-pentamethylen-gamma-butyrolactam;3,3-Pentamethylene glutarimide (CDI) or 2-Azaspiro{4,5} decan-3-one;3,3-PENTAMETHYLENE-4-BUTYROLACTAM(CDI) 98.0+%
CAS:64744-50-9
MF:C9H15NO
MW:153.22
EINECS:451-630-1
Product Categories:Building Blocks;C4 to C10;Chemical Synthesis;Heterocyclic Building Blocks;Pyrrolidines;(intermediate of gabapentin);Heterocyclic Compounds;Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals;INTERMEDIATESOFGABAPENTIN
Mol File:64744-50-9.mol
Gabapentin-lactam Structure
Gabapentin-lactam Chemical Properties
Melting point 84-89 °C(lit.)
Boiling point 181 °C / 13mmHg
density 1.05±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility Soluble in DMSO (up to 40 mg/ml)
pka16.39±0.20(Predicted)
form neat
color White
Stability:Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
InChIKeyJAWPQJDOQPSNIQ-UHFFFAOYSA-N
CAS DataBase Reference64744-50-9(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
RTECS CM0120000
HazardClass IRRITANT
HS Code 29337900
MSDS Information
ProviderLanguage
SigmaAldrich English
Gabapentin-lactam Usage And Synthesis
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
Chemical PropertiesGabapentin-lactam is White Solid
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
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.
DefinitionChEBI: 2-Azaspiro[4.5]decan-3-one is an azaspiro compound.
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.
References1) Zucker et al. (2004), Gabapentin-lactam, but not gabapentin, reduces protein aggregates and improves motor performance in transgenic mouse model of huntington’s disease; Nauyn Schmiedebergs Arch. Pharmacol., 370 131 2) Henle et al. (2006), Gabapentin-lactam induces dendritic filopodia and motility in cultured hippocampal neurons; J. Pharmacol. Exp. Ther., 319 181 3) Pielen et al. (2004), Retinal ganglion cell survival is enhanced by gabapentin-lactam in vitro: evidence for involvement of mitochondrial KATP channels; Graefes Arch. Clin. Exp. Ophthalmol., 242 240 4) Lagreze et al. (2001), The neuroprotective properties of gabapentin-lactam; Graefes Arch. Clin. Exp. Ophthalmol., 239 845
Gabapentin Related Compound E 1-Cyanocyclohexaneacetic acid 2-AZASPIRO[4.5]DECANE-1,3-DIONE 2-(3-DIETHYLAMINO-PROPYL)-8,8-DIPROPYL-2-AZA-SPIRO[4.5]DECANE-1,3-DIONE Dipentene Glutarimide Gabapentin-lactam Gabapentin 4,4-dimethyl-2-pyrrolidinone 2,2-DI-N-PROPYLACETAMIDE Decane 3,3-DIETHYLPYRROLIDINE TRANS-1,3-PENTADIENE Cyclopentene 2-AZASPIRO[4,5]DECANE 3,3-Pentamethylene glutarimide METHYLCYCLOPENTADIENE DIMER 1,2-PENTADIENE

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