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136565

Sigma-Aldrich

N-(3-Aminopropyl)-2-pyrrolidinone

technical grade

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About This Item

Empirical Formula (Hill Notation):
C7H14N2O
CAS Number:
7663-77-6
Molecular Weight:
142.20
EC Number:
231-632-7
MDL number:
MFCD00003201
UNSPSC Code:
12352100
PubChem Substance ID:
24848286
NACRES:
NA.22

grade

technical grade

form

liquid

impurities

2% 2-pyrrolidinone

refractive index

n20/D 1.5 (lit.)

bp

120-123 °C/1 mmHg (lit.)

density

1.014 g/mL at 25 °C (lit.)

SMILES string

NCCCN1CCCC1=O

InChI

1S/C7H14N2O/c8-4-2-6-9-5-1-3-7(9)10/h1-6,8H2

InChI key

HJORCZCMNWLHMB-UHFFFAOYSA-N

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General description

N-(3-Aminopropyl)-2-pyrrolidinone (PYR) conjugates (VPA-PYR) of valproic acid (VA) have been investigated for their anticonvulsant activity in mice. It is the γ-lactam form of isoputreanine.

Application

N-(3-Aminopropyl)-2-pyrrolidinone was used in the simultaneous determination of total polyamines and three of their non−α− amino acid metabolites in urine by capillary gas-chromatographic method with nitrogen-phosphorus detection.

Other Notes

Contains varying amounts of 1,5-diazabicyclo[4.3.0]non-5-ene (cat. no. 136581)

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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N Seiler et al.
The International journal of biochemistry, 15(7), 907-915 (1983-01-01)
Normal human and rat urine contain N-(3-aminopropyl)pyrrolidin-2-one. This compound was identified by its chromatographic behaviour on a reversed phase column, by thin-layer chromatography of its dansyl derivative, and by mass spectrometry. Evidence for the presence of conjugates of N-(3-aminopropyl)pyrrolidin-2-one in
Ofer Spiegelstein et al.
Epilepsy research, 57(2-3), 145-152 (2004-03-12)
Valproic acid (VPA) is an effective antiepileptic medication, the use of which in females of childbearing age is complicated by its ability to induce birth defects, including neural tube defects (NTDs), in exposed embryos. In experimental settings, VPA reproducibly induces
N Seiler et al.
The Biochemical journal, 208(1), 189-197 (1982-10-15)
A high-pressure-liquid-chromatographic method suitable for the separation and sensitive detection of putreanine and isoputreanine is described. This method allowed us to study the formation of the metabolites of the oxidative deamination of spermidine and N1-acetylspermidine. Administration of spermidine trishydrochloride to
Andre P Martinez et al.
Biomacromolecules, 18(6), 2000-2011 (2017-05-20)
A series of biodegradable drug delivery polymers with intrinsic multifunctionality have been designed and synthesized utilizing a polyphosphazene macromolecular engineering approach. Novel water-soluble polymers, which contain carboxylic acid and pyrrolidone moieties attached to an inorganic phosphorus-nitrogen backbone, were characterized by
F A Muskiet et al.
Clinical chemistry, 30(5), 687-695 (1984-05-01)
A capillary gas-chromatographic method with nitrogen-phosphorus detection is used here to simultaneously determine 1,3-diaminopropane, putrescine, cadaverine, spermidine, spermine, isoputreanine , putreanine , and N-(3-aminopropyl)-N'-(2-carboxyethyl)-1,4- diaminobutane in urine. After acid hydrolysis the compounds are isolated by adsorption onto silica gel and

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