N-NITROSODIMETHYLAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H6N2O
Molecular Weight	74.0818
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C)N=O

InChI

InChIKey=UMFJAHHVKNCGLG-UHFFFAOYSA-N

InChI=1S/C2H6N2O/c1-4(2)3-5/h1-2H3

HIDE SMILES / InChI

Molecular Formula	C2H6N2O
Molecular Weight	74.0818
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
[N-nitrosodimethylamine--toxicologic significance].	2001	11468977
Promotion of chemically induced rat esophageal tumorigenesis with post-initiation ethanol modification.	2001	11406835
A selective ROCK inhibitor, Y27632, prevents dimethylnitrosamine-induced hepatic fibrosis in rats.	2001 Apr	11394652
The influence of very low doses of N-nitrosodimethylamine (NDMA) on the apoptosis of rat neutrophils in vivo. The role of reactive oxygen species.	2001 Aug 13	11551432
Release of nitric oxide together with carbon-centered radicals from N-nitrosamines by ultraviolet light irradiation.	2001 Dec	11811531
Inhibition of human cytochrome P450 2E1 by nicotine, cotinine, and aqueous cigarette tar extract in vitro.	2001 Dec	11719700
Carbon tetrachloride changes the activity of cytochrome P450 system in the liver of male rats: role of antioxidants.	2001 Dec 14	11718950
Animal experiment and clinical study of effect of gamma-interferon on hepatic fibrosis.	2001 Feb	11819731
2-(Allylthio)pyrazine, a cancer chemopreventive agent, inhibits liver fibrosis induced by dimethylnitrosamine in rats: role of inhibition of transforming growth factor-beta1 expression.	2001 Jul	11484906
Effects of dietary N-(4-hydroxyphenyl)retinamide on N-nitrosomethylbenzylamine metabolism and esophageal tumorigenesis in the Fischer 344 rat.	2001 Jul 4	11438564
Determination of N-nitrosodimethylamine in artificial gastric juice by gas chromatography-mass spectrometry and by gas chromatography-thermal energy analysis.	2001 Jun	11432714
Unique gene expression patterns in liver and kidney associated with exposure to chemical toxicants.	2001 Jun	11356909
Importance of DNA repair in carcinogenesis: evidence from transgenic and gene targeting studies.	2001 Jun 2	11376685
Reporter gene transgenic mice as a tool for analyzing the molecular mechanisms underlying experimental carcinogenesis.	2001 Mar	11370817
Alpha-difluoromethylornithine induction of apoptosis: a mechanism which reverses pre-established cell proliferation and cancer initiation in esophageal carcinogenesis in zinc-deficient rats.	2001 Mar	11303587
N-nitrosodimethylamine-mediated formation of oxidized and methylated dna bases in a cytochrome P450 2E1 expressing cell line.	2001 May	11368555
Automated flow-injection spectrophotometric determination of nitrosamines in solid food samples.	2001 Nov	11768482
Effects of octreotide on intestinal transit and bacterial translocation in conscious rats with portal hypertension and liver fibrosis.	2001 Nov	11713937
Rat oesophageal cytochrome P450 (CYP) monooxygenase system: comparison to the liver and relevance in N-nitrosodiethylamine carcinogenesis.	2001 Nov	11698352
S9 induction by the combined treatment with cyclohexanol and albendazole.	2001 Nov	11682644
Induction of cytochrome P450-dependent monooxygenase in mouse liver and kidney by rutaecarpine, an alkaloid of the herbal drug Evodia rutaecarpa.	2001 Nov 30	11787945
[The role of xanthine oxidase in the cytotoxic action of nitrates and nitrites].	2001 Nov-Dec	12199068
TAC-101, a novel retinobenzoic-acid derivative, enhances gap junctional intercellular communication among renal epithelial cells treated with renal carcinogens.	2001 Nov-Dec	11911287
Assessment of chronic toxicity and carcinogenicity in an accelerated cancer bioassay in rats of moxifloxacin, a quinolone antibiotic.	2001 Oct	11817103
Lack of effect of furfural on unscheduled DNA synthesis in the in vivo rat and mouse hepatocyte DNA repair assays and in precision-cut human liver slices.	2001 Oct	11524138
Intragastric volatile N-nitrosamines, nitrite, pH, and Helicobacter pylori during long-term treatment with omeprazole.	2001 Sep	11522734
Increased oxidative stress in dimethylnitrosamine-induced liver fibrosis in the rat: effect of N-acetylcysteine and interferon-alpha.	2001 Sep 1	11543645
A kinetic model of N-nitrosodimethylamine (NDMA) formation during water chlorination/chloramination.	2002	12227605
Preliminary evaluation of the cytotoxic and genotoxic potential of D-003: Mixture of very long chain fatty acids.	2002	11948628
CYP2A6/2A7 and CYP2E1 expression in human oesophageal mucosa: regional and inter-individual variation in expression and relevance to nitrosamine metabolism.	2002 Apr	11960914
Tandem repeat polymorphism of the CYP2E1 gene: an association study with esophageal cancer and lung cancer.	2002 Aug	12198369
Effects of extract derived from Eriobotrya japonica on liver function improvement in rats.	2002 Aug	12186409
Piroxicam is an ineffective inhibitor of N-nitrosomethylbenzylamine-induced tumorigenesis in the rat esophagus.	2002 Aug 1	12154043
Inhibitory effect of whole strawberries, garlic juice or kale juice on endogenous formation of N-nitrosodimethylamine in humans.	2002 Aug 8	12175517
Functional role of cytochrome p-450 2a3 in N-nitrosomethylbenzylamine metabolism in rat esophagus.	2002 Aug 9	12167220
Decrease in K-ras p21 and increase in Raf1 and activated Erk 1 and 2 in murine lung tumors initiated by N-nitrosodimethylamine and promoted by 2,3,7,8-tetrachlorodibenzo-p-dioxin.	2002 Feb 15	11884234
Structure-activity relationships of several anisidine and dibenzanthracene isomers in the w/w+ somatic assay of Drosophila melanogaster.	2002 Feb 15	11815257
Antimutagenic and anticarcinogenic effects of Phyllanthus amarus.	2002 Jan	11924760
Inhibition of dimethylnitrosamine-induced liver fibrosis by [5-(2-pyrazinyl)-4-methyl-1,2-dithiol-3-thione] (oltipraz) in rats: suppression of transforming growth factor-beta1 and tumor necrosis factor-alpha expression.	2002 Jan 22	11803029
Susceptibility of liver proliferative lesions in heterozygous p53 deficient CBA mice to various carcinogens.	2002 Jul	12185306
Effects of Wu-chu-yu-tang and its component herbs on drug-metabolizing enzymes.	2002 Jul	12184732
Transgenic rats carrying human c-Ha-ras proto-oncogene are highly susceptible to N-nitrosomethylbenzylamine induction of esophageal tumorigenesis.	2002 Jul	12149139
Impairment of activation of hepatocyte growth factor precursor into its mature form in rats with liver cirrhosis.	2002 Jul	12127815
Volatile N-nitrosamine inhibition after intake Korean green tea and Maesil (Prunus mume SIEB. et ZACC.) extracts with an amine-rich diet in subjects ingesting nitrate.	2002 Jul	12065217
Radiation- and chemical-induced structural chromosome aberrations in human spermatozoa.	2002 Jul 25	12106658
DNA adducts and liver DNA replication in rats during chronic exposure to N-nitrosodimethylamine (NDMA) and their relationships to the dose-dependence of NDMA hepatocarcinogenesis.	2002 Mar 20	11890936
Cytochrome P450 2E1 dependent catalytic activity and lipid peroxidation in rat blood lymphocytes.	2002 Oct 11	12270756
Monitoring of nitrite and N-nitrosamine levels in irradiated pork sausage.	2002 Sep	12233865
Suppression of N-nitrosomethylbenzylamine (NMBA)-induced esophageal tumorigenesis in F344 rats by resveratrol.	2002 Sep	12189197
Weak enhancing effects of simultaneous ethanol administration on chemically induced rat esophageal tumorigenesis.	2002 Sep-Oct	12168075

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:01:38 GMT 2023` Edited by `admin` on `Fri Dec 15 15:01:38 GMT 2023`
Record UNII	M43H21IO8R
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-NITROSODIMETHYLAMINE

Systematic Name

English

DIMETHYLNITROSAMINE

Common Name

English

N-NITROSODIMETHYLAMINE [HSDB]

Common Name

English

N-NITROSODIMETHYLAMINE [USP-RS]

Common Name

English

DMN

Common Name

English

N-NITROSODIMETHYLAMINE [IARC]

Common Name

English

NDMA

Common Name

English

DMNA

Common Name

English

METHANAMINE, N-METHYL-N-NITROSO-

Systematic Name

English

NSC-23226

Code

English

NMDA (GENOTOXIC)

Common Name

English

N-NITROSODIMETHYLAMINE [MI]

Common Name

English

N-METHYL-N-NITROSOMETHANAMINE

Systematic Name

English

Classification Tree Code System Code

IARC

<i>N</i>-Nitrosodimethylamine

NCI_THESAURUS

C45398