N-NITROSODIETHYLAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H10N2O
Molecular Weight	102.1352
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	102.1352
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
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
Genotoxic effects of N-nitrosodicyclohexylamine in isolated human lymphocytes.	2001 Apr	11354907
Proteome analysis of rat hepatomas: carcinogen-dependent tumor-associated protein variants.	2001 Aug	11565795
Reaction of fumonisin with glucose prevents promotion of hepatocarcinogenesis in female F344/N rats while maintaining normal hepatic sphinganine/sphingosine ratios.	2001 Aug	11513718
Role of Atp7b gene in spontaneous and N-diethylnitrosamine-induced carcinogenesis in a new congenic strain, WKAH.C-Atp7b rats.	2001 Aug	11509115
Low gastric toxicity of nitric oxide-releasing aspirin, NCX-4016, in rats with cirrhosis and arthritis.	2001 Aug	11508669
Clustering of hepatotoxins based on mechanism of toxicity using gene expression profiles.	2001 Aug 15	11509024
Hepatocellular expression of a dominant-negative mutant TGF-beta type II receptor accelerates chemically induced hepatocarcinogenesis.	2001 Aug 16	11526486
Reduced ATM kinase activity and an attenuated p53 response to DNA damage in carcinogen-induced preneoplastic hepatic lesions in the rat.	2001 Dec	11751435
Decreased expression of Bcl-x protein during hepatocarcinogenesis induced exogenously and endogenously in rats.	2001 Dec	11749691
Anticarcinogenic effect of red ginseng on the development of liver cancer induced by diethylnitrosamine in rats.	2001 Dec	11748378
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
Detection of DNA adducts using a quantitative long PCR technique and the fluorogenic 5' nuclease assay (TaqMan).	2001 Dec 12	11733068
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
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 Jul-Aug	11560253
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
Bioassay of mannitol and caprolactam and assessment of response to diethylnitrosamine in heterozygous p53-deficient (+/-) and wild type (+/+) mice.	2001 Mar	11357521
Specific genomic alterations in rat renal cell carcinomas induced by N-ethyl-N-hydroxyethylnitrosamine.	2001 Mar-Apr	11421490
Enhancement of N-nitrosodiethylamine-initiated hepatocarcinogenesis by phentoin in male F344/NCr rats at a dose causing maximal induction of CYP2B.	2001 Mar-Apr	11354469
Inhibition of chemical carcinogenesis by berberine in rats and mice.	2001 May	11370717
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
Genotoxicity of nitroso compounds and sodium dichromate in a model combining organ cultures of human nasal epithelia and the comet assay.	2001 May-Jun	11359091
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
Rat oesophageal cytochrome P450 (CYP) monooxygenase system: comparison to the liver and relevance in N-nitrosodiethylamine carcinogenesis.	2001 Nov	11698352
The little mutation suppresses DEN-induced hepatocarcinogenesis in mice and abrogates genetic and hormonal modulation of susceptibility.	2001 Nov	11698349
The importance of distinct metabolites of N-nitrosodiethylamine for its in vivo mutagenic specificity.	2001 Nov 1	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 Nov 1	11600130
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
Immunohistochemical characterization of hepatoblastomas in B6C3F1 mice treated with diethylnitrosamine and sodium phenobarbital.	2001 Oct	11714029
Efficient and cancer-selective gene transfer to hepatocellular carcinoma in a rat using adenovirus vector with iodized oil esters.	2001 Oct	11687894
Cell type-specific induction of O6-alkylguanine-DNA alkyltransferase mRNA expression in rat liver during regeneration, inflammation and preneoplasia.	2001 Oct	11599795
Butylhydroxytoluene (BHT) increases susceptibility of transgenic rasH2 mice to lung carcinogenesis.	2001 Oct	11599794
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
Resistance of primary cultured mouse hepatic tumor cells to cellular senescence despite expression of p16(Ink4a), p19(Arf), p53, and p21(Waf1/Cip1).	2001 Sep	11568971
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
Determination of N-nitrosodimethylamine in environmental aqueous samples by isotope-dilution GC/MS-SIM.	2001 Sep-Oct	11601460
Summation of initiation activities in the liver after partial hepatectomy.	2002 Feb 8	11790447

Substance Class	Chemical Created by `admin` on `Sat Jun 26 01:06:46 UTC 2021` Edited by `admin` on `Sat Jun 26 01:06:46 UTC 2021`
Record UNII	3IQ78TTX1A
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-NITROSODIETHYLAMINE

Systematic Name

English

DENA

Common Name

English

DIETHYLAMINE, N-NITROSO-

Systematic Name

English

N-NITROSODIETHYLAMINE [HSDB]

Common Name

English

DEN

Common Name

English

NSC-132

Code

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