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Merck

N0756

Sigma-Aldrich

N-Nitrosodiethylamine

liquid, nitrosamine

Sinónimos:

Diethylnitrosamine

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About This Item

Fórmula lineal:
(C2H5)2NNO
Número de CAS:
Peso molecular:
102.14
Beilstein/REAXYS Number:
1744991
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77

product name

N-Nitrosodiethylamine, liquid

form

liquid

color

yellow

bp

177 °C (lit.)

density

0.95 g/mL (lit.)

SMILES string

CCN(CC)N=O

InChI

1S/C4H10N2O/c1-3-6(4-2)5-7/h3-4H2,1-2H3

InChI key

WBNQDOYYEUMPFS-UHFFFAOYSA-N

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General description

N-Nitrosodiethylamine belongs to the nitrosamines category of nitrogenous disinfection byproduct. It is also generated in chlorine based water treatment plants.

Application

N-Nitrosodiethylamine has been used to induce hepatocarcinogenesis in rat and mice.

Biochem/physiol Actions

N-Nitrosodiethylamine (NDMA) is carcinogenic in all animal species tested. The main target organs are the nasal cavity, trachea, lung, esophagus and liver. NDMA is acted upon by the cytochrome P450 system resulting in the formation of carcinogenic methyldiazonium ion. However microbes like Pseudomonas metabolize NDMA into N-nitromethylamine (NTMA) and formaldehyde.

Packaging

Bulk Package

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 3 - Carc. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

ppe

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


Certificados de análisis (COA)

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Effects of heavy metal ions on N-nitrosodimethylamine (NDMA) formation
Liu Y, et al.
Royal Society of Chemistry Advances, 6(74), 70474-70479 (2016)
Jun Ho Lee et al.
EBioMedicine, 58, 102926-102926 (2020-08-03)
High recurrence and chemoresistance drive the high mortality in hepatocellular carcinoma (HCC). Although cancer stem cells are considered to be the source of recurrent and chemoresistant tumors, they remain poorly defined in HCC. Tonicity-responsive enhancer binding protein (TonEBP) is elevated
Smyd3 is a transcriptional potentiator of multiple cancer-promoting genes and required for liver and colon cancer development
Sarris ME, et al.
Cancer Cell, 29(3), 354-366 (2016)
Occurrence and control of N-nitrosodimethylamine in water engineering systems
Bian Y, et al.
Environmental Engineering Research, 24(1), 1-16 (2018)
Autophagy-deficient Kupffer cells promote tumorigenesis by enhancing mtROS-NF-kappaB-IL1alphabeta-dependent inflammation and fibrosis during the preneoplastic stage of hepatocarcinogenesis
Sun K, et al.
Cancer letters, 388, 198-207 (2017)

Artículos

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.

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

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