U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
O6-alkylguanines, dietary N-nitroso compounds, and their precursors in gastric cancer.
2001
Promotion of chemically induced rat esophageal tumorigenesis with post-initiation ethanol modification.
2001
Attempt to adsorb N-nitrosamines in solution by use of zeolites.
2001 Aug
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
Cytochrome b(5) coexpression increases the CYP2E1-dependent mutagenicity of dialkylnitrosamines in methyltransferase-deficient strains of Salmonella typhimurium.
2001 Dec 12
Carbon tetrachloride changes the activity of cytochrome P450 system in the liver of male rats: role of antioxidants.
2001 Dec 14
Involvement of reactive oxygen species and nitric oxide radicals in activation and proliferation of rat hepatic stellate cells.
2001 Feb
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
Importance of DNA repair in carcinogenesis: evidence from transgenic and gene targeting studies.
2001 Jun 2
Carcinogenicity assays of wood dust and wood additives in rats exposed by long-term inhalation.
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
Effect of cadmium and zinc-metallothionein on methemoglobin and nitric oxide in dimethylnitrosamine treated rats.
2001 May
N-nitrosodimethylamine-mediated formation of oxidized and methylated dna bases in a cytochrome P450 2E1 expressing cell line.
2001 May
SOral gene therapy.
2001 May
[Etiopathology, risk factors, environmental influences and epidemiology of bladder cancer].
2001 Nov
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
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
[The role of xanthine oxidase in the cytotoxic action of nitrates and nitrites].
2001 Nov-Dec
Cell type-specific induction of O6-alkylguanine-DNA alkyltransferase mRNA expression in rat liver during regeneration, inflammation and preneoplasia.
2001 Oct
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
Intragastric volatile N-nitrosamines, nitrite, pH, and Helicobacter pylori during long-term treatment with omeprazole.
2001 Sep
Inhibitory effect of whole strawberries, garlic juice or kale juice on endogenous formation of N-nitrosodimethylamine in humans.
2002 Aug 8
Fast microwave-assisted dansylation of N-nitrosamines. Analysis by high-performance liquid chromatography with fluorescence detection.
2002 Feb 8
Susceptibility of liver proliferative lesions in heterozygous p53 deficient CBA mice to various carcinogens.
2002 Jul
Rapid in vivo assay for topical oral cancer chemopreventive agents.
2002 Jul
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
Pathogenic roles of tumor necrosis factor receptor p55-mediated signals in dimethylnitrosamine-induced murine liver fibrosis.
2002 May
Suppression of N-nitrosomethylbenzylamine (NMBA)-induced esophageal tumorigenesis in F344 rats by resveratrol.
2002 Sep
Patents

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
  • Download
Name Type Language
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
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
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
Code System Code Type Description
MERCK INDEX
m7994
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY Merck Index
CHEBI
59990
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
WIKIPEDIA
N-NITROSODIMETHYLAMINE
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
RS_ITEM_NUM
1466674
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
HSDB
1667
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID7021029
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
MESH
D004128
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
PUBCHEM
6124
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
FDA UNII
M43H21IO8R
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
CHEBI
35807
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-549-8
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
NSC
23226
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
SMS_ID
100000183957
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
NCI_THESAURUS
C44417
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
PRIMARY
CAS
62-75-9
Created by admin on Fri Dec 15 15:01:38 GMT 2023 , Edited by admin on Fri Dec 15 15:01:38 GMT 2023
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.