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
Cytochrome P450 2E1 dependent catalytic activity and lipid peroxidation in rat blood lymphocytes.	2002-10-11	12270756
Monitoring of nitrite and N-nitrosamine levels in irradiated pork sausage.	2002-09	12233865
Suppression of N-nitrosomethylbenzylamine (NMBA)-induced esophageal tumorigenesis in F344 rats by resveratrol.	2002-09	12189197
[The role of xanthine oxidase in the cytotoxic action of nitrates and nitrites].	2002-08-30	12199068
Weak enhancing effects of simultaneous ethanol administration on chemically induced rat esophageal tumorigenesis.	2002-08-09	12168075
Functional role of cytochrome p-450 2a3 in N-nitrosomethylbenzylamine metabolism in rat esophagus.	2002-08-09	12167220
Inhibitory effect of whole strawberries, garlic juice or kale juice on endogenous formation of N-nitrosodimethylamine in humans.	2002-08-08	12175517
Piroxicam is an ineffective inhibitor of N-nitrosomethylbenzylamine-induced tumorigenesis in the rat esophagus.	2002-08-01	12154043
Tandem repeat polymorphism of the CYP2E1 gene: an association study with esophageal cancer and lung cancer.	2002-08	12198369
Effects of extract derived from Eriobotrya japonica on liver function improvement in rats.	2002-08	12186409
Radiation- and chemical-induced structural chromosome aberrations in human spermatozoa.	2002-07-25	12106658
Susceptibility of liver proliferative lesions in heterozygous p53 deficient CBA mice to various carcinogens.	2002-07	12185306
Effects of Wu-chu-yu-tang and its component herbs on drug-metabolizing enzymes.	2002-07	12184732
Transgenic rats carrying human c-Ha-ras proto-oncogene are highly susceptible to N-nitrosomethylbenzylamine induction of esophageal tumorigenesis.	2002-07	12149139
Impairment of activation of hepatocyte growth factor precursor into its mature form in rats with liver cirrhosis.	2002-07	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.	2002-07	12065217
Rapid in vivo assay for topical oral cancer chemopreventive agents.	2002-07	12063563
Antidiabetic thiazolidinediones inhibit collagen synthesis and hepatic stellate cell activation in vivo and in vitro.	2002-06	12055599
Effect of some hypoglycemic herbs on the activity of phase I and II drug-metabolizing enzymes in alloxan-induced diabetic rats.	2002-05-24	11985890
Evidence for the presence of active cytochrome P450 systems in Schistosoma mansoni and Schistosoma haematobium adult worms.	2002-05-22	12023046
Pathogenic roles of tumor necrosis factor receptor p55-mediated signals in dimethylnitrosamine-induced murine liver fibrosis.	2002-05	12003998
Effect of ethanol treatment on metabolic activation and detoxification of esophagus carcinogenic N-nitrosamines in rat liver.	2002-05	11971997
Mechanistic studies of N-nitrosodimethylamine (NDMA) formation in chlorinated drinking water.	2002-04	11993764
CYP2A6/2A7 and CYP2E1 expression in human oesophageal mucosa: regional and inter-individual variation in expression and relevance to nitrosamine metabolism.	2002-04	11960914
Microsome-mediated oxidation of N-nitrosodiethanolamine (NDELA), a bident carcinogen.	2002-04	11952331
TAC-101, a novel retinobenzoic-acid derivative, enhances gap junctional intercellular communication among renal epithelial cells treated with renal carcinogens.	2002-03-26	11911287
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.	2002-03-20	11890936
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.	2002-02-15	11884234
Formation of N-nitrosodimethylamine (NDMA) from dimethylamine during chlorination.	2002-02-15	11878371
Structure-activity relationships of several anisidine and dibenzanthracene isomers in the w/w+ somatic assay of Drosophila melanogaster.	2002-02-15	11815257
Fast microwave-assisted dansylation of N-nitrosamines. Analysis by high-performance liquid chromatography with fluorescence detection.	2002-02-08	11873962
Formation of N-nitrosodimethylamine (NDMA) from reaction of monochloramine: a new disinfection by-product.	2002-02	11848351
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.	2002-01-22	11803029
Antimutagenic and anticarcinogenic effects of Phyllanthus amarus.	2002-01	11924760
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
Alcohol induction of liver nuclear ethanol and N-nitrosodimethylamine metabolism to reactive metabolites.	2002	11835291
Carbon tetrachloride changes the activity of cytochrome P450 system in the liver of male rats: role of antioxidants.	2001-12-14	11718950
Cytochrome b(5) coexpression increases the CYP2E1-dependent mutagenicity of dialkylnitrosamines in methyltransferase-deficient strains of Salmonella typhimurium.	2001-12-12	11733072
Release of nitric oxide together with carbon-centered radicals from N-nitrosamines by ultraviolet light irradiation.	2001-12	11811531
Mixture of N-carbamoyl-L-glutamate plus L-arginine can protect rats with liver cirrhosis from acute ammonia intoxication.	2001-12	11738098
Inhibition of human cytochrome P450 2E1 by nicotine, cotinine, and aqueous cigarette tar extract in vitro.	2001-12	11719700
Induction of cytochrome P450-dependent monooxygenase in mouse liver and kidney by rutaecarpine, an alkaloid of the herbal drug Evodia rutaecarpa.	2001-11-30	11787945
Automated flow-injection spectrophotometric determination of nitrosamines in solid food samples.	2001-11	11768482
[Etiopathology, risk factors, environmental influences and epidemiology of bladder cancer].	2001-11	11760347
Effects of octreotide on intestinal transit and bacterial translocation in conscious rats with portal hypertension and liver fibrosis.	2001-11	11713937
Assessment of chronic toxicity and carcinogenicity in an accelerated cancer bioassay in rats of moxifloxacin, a quinolone antibiotic.	2001-10	11817103
Animal experiment and clinical study of effect of gamma-interferon on hepatic fibrosis.	2001-02	11819731
Meat consumption and risk of stomach cancer in Uruguay: a case-control study.	2001	11962244
[Clinico-experimental basis for regional and systemic administration of thiopoietins in liver cirrhosis. Report I].	2001	11837162

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:35:45 GMT 2025` Edited by `admin` on `Mon Mar 31 17:35:45 GMT 2025`
Record UNII	M43H21IO8R
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-23226

Preferred Name

English

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

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