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N0756

Sigma-Aldrich

N-Nitrosodiethylamine

liquid, nitrosamine

Synonym(s):

Diethylnitrosamine

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About This Item

Linear Formula:
(C2H5)2NNO
CAS Number:
55-18-5
Molecular Weight:
102.14
Beilstein/REAXYS Number:
1744991
EC Number:
200-226-1
MDL number:
MFCD00013890
UNSPSC Code:
12352116
PubChem Substance ID:
24897440
NACRES:
NA.77

product name

N-Nitrosodiethylamine, liquid

form

liquid

Quality Level

100

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
GHS06,GHS08

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

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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Effects of heavy metal ions on N-nitrosodimethylamine (NDMA) formation
Liu Y, et al.
Royal Society of Chemistry Advances, 6(74), 70474-70479 (2016)
Deficiency of pyruvate dehydrogenase kinase 4 sensitizes mouse liver to diethylnitrosamine and arsenic toxicity through inducing apoptosis
Choiniere J, et al.
Liver research, 2(2), 100-107 (2018)
Occurrence and control of N-nitrosodimethylamine in water engineering systems
Bian Y, et al.
Environmental Engineering Research, 24(1), 1-16 (2018)
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)
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)
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