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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 of N-Nitrosodimethylamine

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

PubMed

TitleDatePubMed
Meat consumption and risk of stomach cancer in Uruguay: a case-control study.
2001
[Clinico-experimental basis for regional and systemic administration of thiopoietins in liver cirrhosis. Report I].
2001
[N-nitrosodimethylamine--toxicologic significance].
2001
Chromosome analysis of human spermatozoa following in vitro exposure to cyclophosphamide, benzo(a)pyrene and N-nitrosodimethylamine in the presence of rat liver S9.
2001 Apr 5
Carbon tetrachloride changes the activity of cytochrome P450 system in the liver of male rats: role of antioxidants.
2001 Dec 14
Monitoring airborne genotoxicants in the rubber industry using genotoxicity tests and chemical analyses.
2001 Feb 20
Carcinogenicity assays of wood dust and wood additives in rats exposed by long-term inhalation.
2001 Mar
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
Inhibition of N-nitrosomethylbenzylamine-induced tumorigenesis in the rat esophagus by dietary freeze-dried strawberries.
2001 Mar
Heterogeneity and plasticity of hepatocyte lineage cells.
2001 Mar
The preparation of anthraquinone used in the National Toxicology Program cancer bioassay was contaminated with the mutagen 9-nitroanthracene.
2001 Mar
Gas chromatographic-mass spectrometric determination of hydrophilic compounds in environmental water by solid-phase extraction with activated carbon fiber felt.
2001 Mar 9
Effects of octreotide on intestinal transit and bacterial translocation in conscious rats with portal hypertension and liver fibrosis.
2001 Nov
Rat oesophageal cytochrome P450 (CYP) monooxygenase system: comparison to the liver and relevance in N-nitrosodiethylamine carcinogenesis.
2001 Nov
S9 induction by the combined treatment with cyclohexanol and albendazole.
2001 Nov
Dimethyl sulfoxide inhibits dimethylnitrosamine-induced hepatic fibrosis in rats.
2001 Nov
TAC-101, a novel retinobenzoic-acid derivative, enhances gap junctional intercellular communication among renal epithelial cells treated with renal carcinogens.
2001 Nov-Dec
N-nitrososdimethylamine is activated in microsomes from hepatocytes to reactive metabolites which damage DNA of non-parenchymal cells in rat liver.
2001 Sep 15
Preliminary evaluation of the cytotoxic and genotoxic potential of D-003: Mixture of very long chain fatty acids.
2002
Mechanistic studies of N-nitrosodimethylamine (NDMA) formation in chlorinated drinking water.
2002 Apr
CYP2A6/2A7 and CYP2E1 expression in human oesophageal mucosa: regional and inter-individual variation in expression and relevance to nitrosamine metabolism.
2002 Apr
Microsome-mediated oxidation of N-nitrosodiethanolamine (NDELA), a bident carcinogen.
2002 Apr
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
Structure-activity relationships of several anisidine and dibenzanthracene isomers in the w/w+ somatic assay of Drosophila melanogaster.
2002 Feb 15
Antimutagenic and anticarcinogenic effects of Phyllanthus amarus.
2002 Jan
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
Effect of ethanol treatment on metabolic activation and detoxification of esophagus carcinogenic N-nitrosamines in rat liver.
2002 May
Effect of some hypoglycemic herbs on the activity of phase I and II drug-metabolizing enzymes in alloxan-induced diabetic rats.
2002 May 24
Patents

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
  • Download
Name Type Language
NSC-23226
Preferred Name English
N-Nitrosodimethylamine
HSDB   MI  
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
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
Code System Code Type Description
MERCK INDEX
m7994
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY Merck Index
CHEBI
59990
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
WIKIPEDIA
N-NITROSODIMETHYLAMINE
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
RS_ITEM_NUM
1466674
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
HSDB
1667
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
EPA CompTox
DTXSID7021029
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
MESH
D004128
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
PUBCHEM
6124
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
FDA UNII
M43H21IO8R
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
CHEBI
35807
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-549-8
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
NSC
23226
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
SMS_ID
100000183957
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
NCI_THESAURUS
C44417
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
CAS
62-75-9
Created by admin on Mon Mar 31 17:35:45 GMT 2025 , Edited by admin on Mon Mar 31 17:35:45 GMT 2025
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> SUBSTRATE
Related Record Type Details
METABOLITE TOXIC -> PARENT
Formed from breakdown of hydroxymethylmethylnitrosamine can alkylate DNA
METABOLITE TOXIC -> PARENT
Activated to methylate DNA
METABOLITE TOXIC -> PARENT
Activates N-nitrosoamine to alkylate DNA.
MAJOR
METABOLITE TOXIC -> PARENT
Akylating agent
Related Record Type Details
PARENT -> IMPURITY
NDMA is an organic chemical that is in a family of potent carcinogens.
PARENT->IMPURITY GENOTOXIC
NDMA is an organic chemical that is in a family of potent carcinogens.
PARENT->IMPURITY GENOTOXIC
NDMA is an organic chemical that is in a family of potent carcinogens.
PARENT->IMPURITY GENOTOXIC
NDMA is an organic chemical that is in a family of potent carcinogens.
PARENT->IMPURITY GENOTOXIC
NDMA is an organic chemical that is in a family of potent carcinogens.
PARENT->IMPURITY GENOTOXIC
NDMA is an organic chemical that is part of a family of potent carcinogens.
PARENT->IMPURITY GENOTOXIC
NDMA is an organic chemical that is in a family of potent carcinogens.
PARENT->IMPURITY GENOTOXIC
NDMA is an organic chemical that is in a family of potent carcinogens.