N-Nitroso-pyrrolidin

Name: N-Nitroso-pyrrolidin
Brand: SIGMA

99%

Synonym(e):

N-Nitrosopyrrolidin, NPYR

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Empirische Formel (Hill-System):

C₄H₈N₂O

CAS-Nummer:

930-55-2

Molekulargewicht:

100.12

NACRES:

NA.25

PubChem Substance ID:

57647525

UNSPSC Code:

12352200

EC Number:

213-218-8

MDL number:

MFCD00003166

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InChI key

WNYADZVDBIBLJJ-UHFFFAOYSA-N

InChI

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

SMILES string

O=NN1CCCC1

assay

99%

refractive index

n20/D 1.489 (lit.)

bp

214 °C (lit.)

density

1.085 g/mL at 25 °C (lit.)

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

GHS08,GHS07

signalword

Warning

hcodes

H302,H351

pcodes

P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Lagerklasse

10 - Combustible liquids

wgk

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

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Genotoxicity screening for N-nitroso compounds. Electrochemical and electrochemiluminescent detection of human enzyme-generated DNA damage from N-nitrosopyrrolidine.

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.

Protective effects of organosulfur compounds towards N-nitrosamine-induced DNA damage in the single-cell gel electrophoresis (SCGE)/HepG2 assay.

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

Mass spectrometric analysis of a cyclic 7,8-butanoguanine adduct of N-nitrosopyrrolidine: comparison to other N-nitrosopyrrolidine adducts in rat hepatic DNA.

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

Evaluation of the influence of proline, hydroxyproline or pyrrolidine in the presence of sodium nitrite on N-nitrosamine formation when heating cured meat.

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

Protective effects of isothiocyanates towards N-nitrosamine-induced DNA damage in the single-cell gel electrophoresis (SCGE)/HepG2 assay.

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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