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158240

Sigma-Aldrich

1-Nitrosopyrrolidine

99%

Synonyme(s) :

N-Nitrosopyrrolidine, NPYR

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About This Item

Formule empirique (notation de Hill):
C4H8N2O
Numéro CAS:
930-55-2
Poids moléculaire :
100.12
Numéro CE :
213-218-8
Numéro MDL:
MFCD00003166
Code UNSPSC :
12352200
ID de substance PubChem :
57647525
Nomenclature NACRES :
NA.25

Pureté

99%

Indice de réfraction

n20/D 1.489 (lit.)

Point d'ébullition

214 °C (lit.)

Densité

1.085 g/mL at 25 °C (lit.)

Chaîne SMILES 

O=NN1CCCC1

InChI

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

Clé InChI

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.

Actions biochimiques/physiologiques

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

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H351

Classification des risques

Acute Tox. 4 Oral - Carc. 2

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

208.4 °F - closed cup

Point d'éclair (°C)

98 °C - closed cup

Équipement de protection individuelle

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

Certificats d'analyse (COA)

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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)
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
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
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
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