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N0258

Sigma-Aldrich

N-Nitrosodiethylamine

ISOPAC®

Synonym(s):

Diethylnitrosamine

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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:
24897417
NACRES:
NA.25

Quality Level

100

form

liquid

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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Application

N-Nitrosodiethylamine (NDEA) has been used as a hepatocarcinogen/DNA damaging agent. It has been used as a calibration standard for gas–liquid chromatography.

Biochem/physiol Actions

N-Nitrosodiethylamine (NDEA) is a potent hepatocarcinogenic dialkylnitrosoamine. It is mainly present in tobacco smoke, water, cheddar cheese, cured, fried meals and many alcoholic beverages. NDEA is responsible for the changes in the nuclear enzymes associated with DNA repair/replication. It results in various tumors in all animal species. The main target organs are the nasal cavity, trachea, lung, esophagus and liver.

Packaging

Packaged in a 100 mL serum bottle with silicon/PTFE septum and aluminum tear seal.

Caution

Injecting any compatible solvent permits preparation of any desired strength solution without exposure.

Reconstitution

Dissolving the contents in 100 mL of solvent yields a 1% solution.

Legal Information

Isopac is a registered trademark of Merck KGaA, Darmstadt, Germany

ISOPAC of

Product No.
Description
Pricing

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

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’.

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  1. How does the storage temperature relate to shipping conditions?

    The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment. See Shipping and Storage for more information.

  2. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  3. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  4. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  5. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  6. What is the solubility of Product N0258, N-Nitrosodiethylamine?

    According to the chemicals encyclopedia published by the Royal Society of Chemistry, 12th edition, this compound is soluble in water, ether and alcohol.

  7. How can I store solutions of Product N0258, N-Nitrosodiethylamine?

    The product should be stable in neutral solution, but it is unstable with strong acid and heat. N-nitroso amine compounds are relatively stable when dissolved in aqueous solutions at physiological pH. But they are generally light sensitive, so stock solutions should be kept cool and protected from light.

  8. Is Product N0258, N-nitrosoethylamine, a solid or a liquid? Why is the package size expressed in grams?

    This product is neat liquid. The package size is in grams but can be converted to volume by using the density of 0.95 g/mL.

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

The detection of DNA adducts (risk factors for DNA damage). A method for genomic DNA, the results and some effects of nutritional intervention.
Howard JM
Journal of Nutritional & Environmental Medicine, 12, 19-31 (2002)
Chemopreventive effect of hydroethanolic extract of Euphorbia neriifolia leaves against DENA-induced renal carcinogenesis in mice.
Pracheta P
Asian Pacific Journal of Cancer Prevention, 12, 677-677 (2011)
Proteomic profiling of expression of proteasomal subunits from livers of mice treated with diethylnitrosamine.
Yuan F
Proteomics, 13, 389-389 (2013)
Potential chemoprevention of N-nitrosodiethylamine-induced hepatocarcinogenesis by polyphenolics from Acacia nilotica bark.
Singh BN
Chemico-Biological Interactions, 181, 20-20 (2009)
Yewei Liu et al.
International journal of cancer, 143(7), 1817-1828 (2018-05-01)
To better inform the next clinical trials of vascular disrupting agent combretastatin-A4-phosphate (CA4P) in patients with hepatic malignancies, this preclinical study aimed at evaluating CA4P therapeutic efficacy in rats with primary hepatocellular carcinomas (HCCs) of a full spectrum of differentiation
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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.

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