64744-50-9 4,4-Pentamethylene-2-pyrrolidinone AKSci J50495
 
 
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  J50495    AKSci Bulk Reagent
4,4-Pentamethylene-2-pyrrolidinone, 95%
 
3-Azaspiro[4.5]decan-2-one
3,3'-Pentamethylene-4-butyrolactam
IDENTITY
CAS Number:64744-50-9
MDL Number:MFCD00177938
MF:C9H15NO
MW:153.22
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:95%
Physical Form (at 20°C):Solid
Melting Point:84-94°C
Long-Term Storage:Store long-term in a cool, dry place
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

REVIEW
 Gabapentin-lactam is a potassium channel modulator and potential neuroprotector. A cell-permeable compound, it has been reported to reduce oxygen glucose deprivation-induced [3H]glutamate release in rat ischemia hippocampal slices. Glutamate is an excitotoxin and its inhibition can decrease the number of surviving ganglion cells in vitro. In mechanistic studies it has been demonstrated that the neuroprotective characteristics of gabapentin-lactam take effect via opening of ATP-sensitive potassium channels.

REFERENCES
[1]Hartenstein, Johannes; Satzinger, Gerhard; Herrmann, Manfred; Heldt, Wolfgang N-Substituted spirolactams Ger. Offen. (1977), DE 2557220 A1 19770623.
[2] Potschka, Heidrun; Feuerstein, Thomas J.; Loscher, Wolfgang Gabapentin-lactam, a close analogue of the anticonvulsant gabapentin, exerts convulsant activity in amygdala kindled rats Naunyn-Schmiedeberg's Archives of Pharmacology (2000), 361(2), 200-205.
[3] Jehle, Thomas; Lagreze, Wolf A.; Blauth, Eckard; Knorle, Rainer; Schnierle, Peter; Lucking, Carl Hermann; Feuerstein, Thomas J Gabapentin-lactam (8-aza-spiro[5,4]decan-9-on; GBP-L) inhibits oxygen glucose deprivation-induced [3H]glutamate release and is a neuroprotective agent in a model of acute retinal ischemia Naunyn-Schmiedeberg's Archives of Pharmacology (2000), 362(1), 74-81.
[4] Lagrèze WA, Müller-Velten R, Feuerstein TJ.The neuroprotective properties of gabapentin-lactam. Graefes Arch Clin Exp Ophthalmol. 2001 Nov;239(11):845-9.
[5] Pielen A, Kirsch M, Hofmann HD, Feuerstein TJ, Lagrèze WA Retinal ganglion cell survival is enhanced by gabapentin-lactam in vitro: evidence for involvement of mitochondrial KATP channels. Graefes Arch Clin Exp Ophthalmol. 2004 Mar;242(3):240-4.
[6] Zucker B, Ludin DE, Gerds TA, Lücking CH, Landwehrmeyer GB, Feuerstein TJ. Gabapentin-lactam, but not gabapentin, reduces protein aggregates and improves motor performance in a transgenic mouse model of Huntington's disease. Naunyn Schmiedebergs Arch Pharmacol. 2004 Aug;370(2):131-9. Epub 2004 Jul 30.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H315; H319; H335

Precautionary Statements
P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501

Current as of April 20, 2024


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⚠️
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CATEGORIES
 APIs and Bioactives > Anticonvulsants
 Heterocyclic Building Blocks > Pyrrolidines, Ketones
 Heterocyclic Building Blocks > Pyrrolidines, Ketones


PubChem
  @PubMed