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158240

Sigma-Aldrich

1-Nitrosopyrrolidine

99%

Synonym(s):

N-Nitrosopyrrolidine, NPYR

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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

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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

Signal Word

Warning

Hazard Statements

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

208.4 °F - closed cup

Flash Point(C)

98 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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N Arranz et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 45(9), 1662-1669 (2007-04-17)
The aim of this study was to investigate the protective effect of organosulfur compounds towards N-nitrosamine-induced DNA damage in the single-cell gel electrophoresis (SCGE)/HepG2 assay. N-Nitrosopyrrolidine (NPYR) and N-nitrosodimethylamine (NDMA) incubated with formamidopyrimidine-DNA glycosylase (Fpg), caused a significant increase in
Ana Paula M Loureiro et al.
Chemical research in toxicology, 22(10), 1728-1735 (2009-09-19)
The well established rat hepatocarcinogen N-nitrosopyrrolidine (NPYR, 1) requires metabolic activation to DNA adducts to express its carcinogenic activity. Among the NPYR-DNA adducts that have been identified, the cyclic 7,8-butanoguanine adduct 2-amino-6,7,8,9-tetrahydro-9-hydroxypyrido[2,1-f]purine-4(3H)-one (6) has been quantified using moderately sensitive methods
Sadagopan Krishnan et al.
Chemical communications (Cambridge, England), (17)(17), 1713-1715 (2007-04-26)
We report for the first time voltammetric/electrochemiluminescent sensors applied to predict genotoxicity of N-nitroso compounds bioactivated by human cytochrome P450 enzymes.
G Drabik-Markiewicz et al.
Analytica chimica acta, 657(2), 123-130 (2009-12-17)
N-nitrosamines are meant to be probable or possible carcinogenic components, possibly formed out of a reaction between nitrite and N-containing substances such as amino acids and secondary amines. Nitrite is often used for processing meat products because of its colouring
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)
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