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
Summation of initiation activities in the liver after partial hepatectomy.	2002-02-08	11790447
Cytochrome b(5) coexpression increases the CYP2E1-dependent mutagenicity of dialkylnitrosamines in methyltransferase-deficient strains of Salmonella typhimurium.	2001-12-12	11733072
Detection of DNA adducts using a quantitative long PCR technique and the fluorogenic 5' nuclease assay (TaqMan).	2001-12-12	11733068
Reduced ATM kinase activity and an attenuated p53 response to DNA damage in carcinogen-induced preneoplastic hepatic lesions in the rat.	2001-12	11751435
Decreased expression of Bcl-x protein during hepatocarcinogenesis induced exogenously and endogenously in rats.	2001-12	11749691
Anticarcinogenic effect of red ginseng on the development of liver cancer induced by diethylnitrosamine in rats.	2001-12	11748378
Chemopreventive efficacy of selenium against N-nitrosodiethylamine-induced hepatoma in albino rats.	2001-12	11746207
Selective pressure during tumor promotion by phenobarbital leads to clonal outgrowth of beta-catenin-mutated mouse liver tumors.	2001-11-22	11753661
The importance of distinct metabolites of N-nitrosodiethylamine for its in vivo mutagenic specificity.	2001-11-01	11600138
Role of human cytochrome P450 (CYP) in the metabolic activation of N-alkylnitrosamines: application of genetically engineered Salmonella typhimurium YG7108 expressing each form of CYP together with human NADPH-cytochrome P450 reductase.	2001-11-01	11600130
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.	2001-11	11760818
Organotropic chemopreventive effects of n-3 unsaturated fatty acids in a rat multi-organ carcinogenesis model.	2001-11	11714441
Rat oesophageal cytochrome P450 (CYP) monooxygenase system: comparison to the liver and relevance in N-nitrosodiethylamine carcinogenesis.	2001-11	11698352
The little mutation suppresses DEN-induced hepatocarcinogenesis in mice and abrogates genetic and hormonal modulation of susceptibility.	2001-11	11698349
Determination of N-nitrosodimethylamine in environmental aqueous samples by isotope-dilution GC/MS-SIM.	2001-10-17	11601460
[Genetic control of hepatocarcinogenesis in mice].	2001-10	11762032
Immunohistochemical characterization of hepatoblastomas in B6C3F1 mice treated with diethylnitrosamine and sodium phenobarbital.	2001-10	11714029
Efficient and cancer-selective gene transfer to hepatocellular carcinoma in a rat using adenovirus vector with iodized oil esters.	2001-10	11687894
Cell type-specific induction of O6-alkylguanine-DNA alkyltransferase mRNA expression in rat liver during regeneration, inflammation and preneoplasia.	2001-10	11599795
Butylhydroxytoluene (BHT) increases susceptibility of transgenic rasH2 mice to lung carcinogenesis.	2001-10	11599794
Inheritance of resistance to promotion of preneoplastic liver lesions in Copenhagen rats.	2001-10	11568305
Strain variation in renal carcinogenesis by N-ethyl-N-hydroxyethylnitrosamine in F1 (Wistar-Fischer) rats.	2001-09-20	11463489
Greater expression of transforming growth factor alpha and proliferating cell nuclear antigen staining in mouse hepatoblastomas than hepatocellular carcinomas induced by a diethylnitrosamine-sodium phenobarbital regimen.	2001-09-19	11560253
Heterozygous mice for the transforming growth factor-beta type II receptor gene have increased susceptibility to hepatocellular carcinogenesis.	2001-09-15	11559531
Effect of alpha-tocopherol on hepatocarcinogenesis in transforming growth factor-alpha (TGF-alpha) transgenic mice treated with diethylnitrosamine.	2001-09	11725690
Diethylnitrosamine causes pituitary damage, disturbs hormone levels, and reduces sexual dimorphism of certain liver functions in the rat.	2001-09	11673124
Resistance of primary cultured mouse hepatic tumor cells to cellular senescence despite expression of p16(Ink4a), p19(Arf), p53, and p21(Waf1/Cip1).	2001-09	11568971
Matrix metalloproteinases-2 and 9 do not play a role in the growth of preneoplastic liver lesions in F344 rats.	2001-09	11520947
Hepatocellular expression of a dominant-negative mutant TGF-beta type II receptor accelerates chemically induced hepatocarcinogenesis.	2001-08-16	11526486
Clustering of hepatotoxins based on mechanism of toxicity using gene expression profiles.	2001-08-15	11509024
Proteome analysis of rat hepatomas: carcinogen-dependent tumor-associated protein variants.	2001-08	11565795
Reaction of fumonisin with glucose prevents promotion of hepatocarcinogenesis in female F344/N rats while maintaining normal hepatic sphinganine/sphingosine ratios.	2001-08	11513718
Role of Atp7b gene in spontaneous and N-diethylnitrosamine-induced carcinogenesis in a new congenic strain, WKAH.C-Atp7b rats.	2001-08	11509115
Low gastric toxicity of nitric oxide-releasing aspirin, NCX-4016, in rats with cirrhosis and arthritis.	2001-08	11508669
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).	2001-07-10	11442025
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.	2001-07	11453731
Preventive effect of FK143, a 5alpha-reductase inhibitor, on chemical hepatocarcinogenesis in rats.	2001-07	11448929
Specific genomic alterations in rat renal cell carcinomas induced by N-ethyl-N-hydroxyethylnitrosamine.	2001-06-26	11421490
Involvement of gap junctions in tumor suppression: analysis of genetically-manipulated mice.	2001-06-02	11376700
Importance of DNA repair in carcinogenesis: evidence from transgenic and gene targeting studies.	2001-06-02	11376685
Chemopreventive effects of scordinin on diethylnitrosamine and phenobarbital-induced hepatocarcinogenesis in male F344 rats.	2001-06	11429047
Genotoxicity of nitroso compounds and sodium dichromate in a model combining organ cultures of human nasal epithelia and the comet assay.	2001-05-19	11359091
Expression profiling and identification of novel genes in hepatocellular carcinomas.	2001-05-10	11420682
Inhibition of chemical carcinogenesis by berberine in rats and mice.	2001-05	11370717
Liposome encapsulated tumor-associated antigens elicited humoral and cellular immune responses in mice bearing tumor.	2001-03	11495277
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
Effects of griseofulvin in medium-term liver carcinogenesis assay and peripheral blood micronucleus test in rat.	2001	11746257
Nitric oxide synthase inhibitors reduced lipid peroxidation in N-nitrosodiethylamine-treated rats.	2001	11556102
Nuclear Ras: unexpected subcellular distribution of oncogenic forms.	2001	11455565

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

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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