Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

158240

Sigma-Aldrich

1-Nitrosopyrrolidine

99%

Synonym(s):

N-Nitrosopyrrolidine, NPYR

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C4H8N2O
CAS Number:
930-55-2
Molecular Weight:
100.12
EC Number:
213-218-8
MDL number:
MFCD00003166
UNSPSC Code:
12352200
PubChem Substance ID:
57647525
NACRES:
NA.25

assay

99%

refractive index

n20/D 1.489 (lit.)

bp

214 °C (lit.)

density

1.085 g/mL at 25 °C (lit.)

SMILES string

O=NN1CCCC1

InChI

1S/C4H8N2O/c7-5-6-3-1-2-4-6/h1-4H2

InChI key

WNYADZVDBIBLJJ-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

1-Nitrosopyrrolidine can be used to study carcinogens and cancer. Metabolism of nitrosamines in vivo has been tested in rats.1-Nitrosopyrrolidine has been used in a study to assess nitric oxide and spontaneous motility in chick embryos.

Biochem/physiol Actions

Induces hepatocellular carcinomas and lung adenomas in mice. Forms DNA adducts that primarily result in A:T to G:C mutations.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

N-Nitrosodiethylamine analytical standard

Supelco

442687

N-Nitrosodiethylamine

Supelco

Supelco

40060

N-Nitrosodiphenylamine solution

Mingyao Wang et al.
Chemical research in toxicology, 20(4), 625-633 (2007-03-31)
N-Nitrosopyrrolidine (NPYR) is a well-established hepatocarcinogen in the rat. NPYR requires metabolic activation by cytochrome P450-catalyzed alpha-hydroxylation to express its carcinogenic activity. This produces alpha-hydroxyNPYR (2), which spontaneously ring opens to 4-oxobutanediazohydroxide (4), a highly reactive intermediate, which may itself
Keita Kanki et al.
Molecular carcinogenesis, 42(1), 9-17 (2004-10-16)
In order to cast light on carcinogen-specific molecular mechanisms underlying experimental hepatocarcinogenesis in rats, in vivo mutagenicity and mutation spectra of known genotoxic rat hepatocarcinogens N-nitrosopyrrolidine (NPYR), and 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), as well as the nongenotoxic hepatocarcinogen di(2-ethylhexyl)phthalate (DEHP) and the
Nuria Arranz et al.
Journal of applied toxicology : JAT, 26(5), 466-473 (2006-07-28)
The aim of this study was to investigate the protective effect of isothiocyanates towards N-nitrosamine-induced DNA damage in the single-cell gel electrophoresis (SCGE)/HepG2 assay. None of the isothiocyanates (ITCs) concentrations tested in the presence or absence of formamidopyrimidine-DNA glycosylase (Fpg)
Jia Yuan Yang et al.
Journal of hazardous materials, 176(1-3), 602-608 (2009-12-22)
A new route to modify the mesoporous silica MCM-41 with carbon, using the inherent surfactant template in the as-synthesized sample as the carbon precursor, is reported in this article. Apart from the advantage of omitting energy and time required for
Mingyao Wang et al.
Chemical research in toxicology, 20(4), 634-640 (2007-03-31)
N-Nitrosopyrrolidine (NPYR) is a hepatocarcinogen in rats. It is metabolically activated by cytochrome P450 enzymes in the liver leading to the formation of 4-oxobutanediazohydroxide (4) and related intermediates that react with DNA to form adducts. Because DNA adducts are thought
View All Related Papers

Articles

DNA Damage and Repair

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

Carcinogenesis and Epigenetics

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service