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553743

Sigma-Aldrich

4,4-Pentamethylene-2-pyrrolidinone

96%

Synonym(s):

3-Azaspiro[4.5]decan-2-one

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About This Item

Empirical Formula (Hill Notation):
C9H15NO
CAS Number:
64744-50-9
Molecular Weight:
153.22
MDL number:
MFCD00177938
UNSPSC Code:
12352100
PubChem Substance ID:
24879350
NACRES:
NA.22

Assay

96%

form

solid

mp

84-89 °C (lit.)

SMILES string

O=C1CC2(CCCCC2)CN1

InChI

1S/C9H15NO/c11-8-6-9(7-10-8)4-2-1-3-5-9/h1-7H2,(H,10,11)

InChI key

JAWPQJDOQPSNIQ-UHFFFAOYSA-N

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General description

4,4-Pentamethylene-2-pyrrolidinone (2-azaspiro[4.5]decan-3-one, gabapentin-lactam) is a degradation product of gabapentin.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP3253
MKCJ8591
MKCH8301
MKCG7361
MKCG5617

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Annalisa Cutrignelli et al.
International journal of pharmaceutics, 332(1-2), 98-106 (2006-10-31)
The aim of this study was to gain insights into the role played by some excipients on the stability of gabapentin 1 and baclofen 2 which can undergo degradation giving rise to the corresponding lactams 2-azaspiro[4.5]decan-3-one 3 and 4-(4-chlorophenyl)-2-pyrrolidone 4

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