N-Nitrosodiethylamine

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H10N2O
Molecular Weight	102.135
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN(CC)N=O

InChI

InChIKey=WBNQDOYYEUMPFS-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C4H10N2O
Molecular Weight	102.135
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Dose-dependent induction of carcinomas and glutathione S-transferase placental form negative eosinophilic foci in the rat liver by di(2-ethylhexyl)phthalate after diethylnitrosamine initiation.	1999 Aug	10478332
Mutagenicity of nitrosamines in methyltransferase-deficient strains of Salmonella typhimurium coexpressing human cytochrome P450 2E1 and reductase.	2000 Nov 6	11035158
Ovarian tumors in rats induced by chronic 2,3,7,8-tetrachlorodibenzo-p-dioxin treatment.	2000 Oct 1	11034082
Predicting the mutagenicity of tobacco-related N-nitrosamines in humans using 11 strains of Salmonella typhimurium YG7108, each coexpressing a form of human cytochrome P450 along with NADPH-cytochrome P450 reductase.	2001	11774366
Vitamin A and all-trans and 9-cis retinoic acids inhibit cell proliferation during the progression phase of hepatocarcinogenesis in Wistar rats.	2001	11759288
Nitric oxide synthase inhibitors reduced lipid peroxidation in N-nitrosodiethylamine-treated rats.	2001	11556102
Nuclear Ras: unexpected subcellular distribution of oncogenic forms.	2001	11455565
Mutagen sensitivity of nasopharyngeal cancer patients.	2001 Apr 5	11287308
Hepatocellular expression of a dominant-negative mutant TGF-beta type II receptor accelerates chemically induced hepatocarcinogenesis.	2001 Aug 16	11526486
Chemopreventive efficacy of selenium against N-nitrosodiethylamine-induced hepatoma in albino rats.	2001 Dec	11746207
Cytochrome b(5) coexpression increases the CYP2E1-dependent mutagenicity of dialkylnitrosamines in methyltransferase-deficient strains of Salmonella typhimurium.	2001 Dec 12	11733072
Alterations of the transforming growth factor-beta signaling pathway in hepatocellular carcinomas induced endogenously and exogenously in rats.	2001 Jan	11173539
Gene therapy of orthotopic hepatocellular carcinoma in rats using adenovirus coding for interleukin 12.	2001 Jan	11124820
Induction of hepatic 8-oxo-deoxyguanosine adducts by 2,3,7,8-tetrachlorodibenzo-p-dioxin in Sprague-Dawley rats is female-specific and estrogen-dependent.	2001 Jul	11453731
Preventive effect of FK143, a 5alpha-reductase inhibitor, on chemical hepatocarcinogenesis in rats.	2001 Jul	11448929
Chemopreventive effects of scordinin on diethylnitrosamine and phenobarbital-induced hepatocarcinogenesis in male F344 rats.	2001 Jun	11429047
Involvement of gap junctions in tumor suppression: analysis of genetically-manipulated mice.	2001 Jun 2	11376700
Importance of DNA repair in carcinogenesis: evidence from transgenic and gene targeting studies.	2001 Jun 2	11376685
Liposome encapsulated tumor-associated antigens elicited humoral and cellular immune responses in mice bearing tumor.	2001 Mar	11495277
Sequential changes in hepatocarcinogenesis induced by diethylnitrosamine plus thioacetamide in Fischer 344 rats: induction of gankyrin expression in liver fibrosis, pRB degradation in cirrhosis, and methylation of p16(INK4A) exon 1 in hepatocellular carcinoma.	2001 Mar	11301474
Effect of selenium on N-nitrosodiethylamine-induced multistage hepatocarcinogenesis with reference to lipid peroxidation and enzymic antioxidants.	2001 Mar	11223868
Activation of beta-catenin during hepatocarcinogenesis in transgenic mouse models: relationship to phenotype and tumor grade.	2001 Mar 1	11280770
Frequency of CYP2A6 gene deletion and its relation to risk of lung and esophageal cancer in the Chinese population.	2001 Mar 20	11241319
Specific genomic alterations in rat renal cell carcinomas induced by N-ethyl-N-hydroxyethylnitrosamine.	2001 Mar-Apr	11421490
DNA damage induced by red food dyes orally administered to pregnant and male mice.	2001 May	11294979
Expression profiling and identification of novel genes in hepatocellular carcinomas.	2001 May 10	11420682
An in vivo method for using 5-bromo-2'-deoxyuridine (BrdU) as a marker of chemically-induced hepatocellular proliferation in the Japanese medaka (Oryzias latipes).	2001 May-Jun	11442025
The polycyclic musk 7-acetyl-1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydronaphthaline lacks liver tumor initiating and promoting activity in rats exposed to human-relevant doses.	2001 Nov	11760818
Organotropic chemopreventive effects of n-3 unsaturated fatty acids in a rat multi-organ carcinogenesis model.	2001 Nov	11714441
Selective pressure during tumor promotion by phenobarbital leads to clonal outgrowth of beta-catenin-mutated mouse liver tumors.	2001 Nov 22	11753661
[Genetic control of hepatocarcinogenesis in mice].	2001 Oct	11762032
Inheritance of resistance to promotion of preneoplastic liver lesions in Copenhagen rats.	2001 Oct	11568305
Effect of alpha-tocopherol on hepatocarcinogenesis in transforming growth factor-alpha (TGF-alpha) transgenic mice treated with diethylnitrosamine.	2001 Sep	11725690
Diethylnitrosamine causes pituitary damage, disturbs hormone levels, and reduces sexual dimorphism of certain liver functions in the rat.	2001 Sep	11673124
Matrix metalloproteinases-2 and 9 do not play a role in the growth of preneoplastic liver lesions in F344 rats.	2001 Sep	11520947
Heterozygous mice for the transforming growth factor-beta type II receptor gene have increased susceptibility to hepatocellular carcinogenesis.	2001 Sep 15	11559531
Strain variation in renal carcinogenesis by N-ethyl-N-hydroxyethylnitrosamine in F1 (Wistar-Fischer) rats.	2001 Sep 20	11463489
Summation of initiation activities in the liver after partial hepatectomy.	2002 Feb 8	11790447

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:06:41 GMT 2025` Edited by `admin` on `Mon Mar 31 20:06:41 GMT 2025`
Record UNII	3IQ78TTX1A
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

N-Nitrosodiethylamine

Systematic Name

English

NSC-132

Preferred Name

English

DENA

Common Name

English

Diethylamine, N-nitroso-

Systematic Name

English

N-Nitrosodiethylamine [HSDB]

Common Name

English

DEN

Common Name

English

N-Nitrosodiethylamine [IARC]

Common Name

English

N-Nitrosodiethylamine [USP-RS]

Common Name

English

NDEA

Common Name

English

N-Nitrosodiethylamine [MI]

Common Name

English

Ethanamine, N-ethyl-N-nitroso-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C45398