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
Natural killer activity in a medium-term multi-organ bioassay for carcinogenesis.	1999 Jan	10076572
The relationship between decrease in Cx32 and induction of P450 isozymes in the early phase of clofibrate hepatocarcinogenesis in the rat.	1999 Sep	10550479
d-limonene chemoprevention of hepatocarcinogenesis in AKR mice: inhibition of c-jun and c-myc.	1999 Sep-Oct	10425313
Diet restriction increases ubiquinone contents and inhibits progression of hepatocellular carcinoma in the rat.	2000 Jan	10672840
Induction of lung lesions in female rats following chronic exposure to 2,3,7,8-tetrachlorodibenzo-p-dioxin.	2000 Nov-Dec	11127289
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
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
Clustering of hepatotoxins based on mechanism of toxicity using gene expression profiles.	2001 Aug 15	11509024
Anticarcinogenic effect of red ginseng on the development of liver cancer induced by diethylnitrosamine in rats.	2001 Dec	11748378
Detection of DNA adducts using a quantitative long PCR technique and the fluorogenic 5' nuclease assay (TaqMan).	2001 Dec 12	11733068
Long-term dehydroepiandrosterone and 16alpha-fluoro-5-androsten-17-one administration enhances DNA synthesis and induces expression of c-fos and c-Ha-ras in a selected population of preneoplastic lesions in liver of diethylnitrosamine-initiated rats.	2001 Feb	11181452
Hypothalamic GABA receptor functional regulation and liver cell proliferation.	2001 Jan	11216865
Alterations of the transforming growth factor-beta signaling pathway in hepatocellular carcinomas induced endogenously and exogenously in rats.	2001 Jan	11173539
Mdr1b facilitates p53-mediated cell death and p53 is required for Mdr1b upregulation in vivo.	2001 Jan 18	11313959
Epoprostenol sodium, a prostaglandin I2, lacks tumor promoting effects in a medium-term liver carcinogenesis bioassay in rats.	2001 Jan 26	11146218
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
Importance of DNA repair in carcinogenesis: evidence from transgenic and gene targeting studies.	2001 Jun 2	11376685
Sex hormone dependency of diethylnitrosamine-induced liver tumors in mice and chemoprevention by leuprorelin.	2001 Mar	11267934
Effect of selenium on N-nitrosodiethylamine-induced multistage hepatocarcinogenesis with reference to lipid peroxidation and enzymic antioxidants.	2001 Mar	11223868
Frequency of CYP2A6 gene deletion and its relation to risk of lung and esophageal cancer in the Chinese population.	2001 Mar 20	11241319
1 alpha,25-Dihydroxyvitamin D(3) inhibits rat liver ultrastructural changes in diethylnitrosamine-initiated and phenobarbital promoted rat hepatocarcinogenesis.	2001 Mar 26	11241675
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
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
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
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 `Fri Dec 15 20:17:38 GMT 2023` Edited by `admin` on `Fri Dec 15 20:17:38 GMT 2023`
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