Skip to Content
Merck
All Photos(1)

Documents

N0756

Sigma-Aldrich

N-Nitrosodiethylamine

liquid, nitrosamine

Synonym(s):

Diethylnitrosamine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(C2H5)2NNO
CAS Number:
55-18-5
Molecular Weight:
102.14
Beilstein:
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

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

Looking for similar products? Visit Product Comparison Guide

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

Signal Word

Danger

Hazard Statements

H301,H350,H412

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Diane Fournier et al.
Applied and environmental microbiology, 72(10), 6693-6698 (2006-09-05)
N-Nitrosodimethylamine (NDMA) is a potent carcinogen and an emerging contaminant in groundwater and drinking water. The metabolism of NDMA in mammalian cells has been widely studied, but little information is available concerning the microbial transformation of this compound. The objective
View All Related Papers

Articles

DNA Damage and Repair

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.

Carcinogenesis and Epigenetics

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service