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

Details

Stereochemistry ACHIRAL
Molecular Formula C4H8N2O2
Molecular Weight 116.1185
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-NITROSOMORPHOLINE

SMILES

O=NN1CCOCC1

InChI

InChIKey=ZKXDGKXYMTYWTB-UHFFFAOYSA-N
InChI=1S/C4H8N2O2/c7-5-6-1-3-8-4-2-6/h1-4H2

HIDE SMILES / InChI

Molecular Formula C4H8N2O2
Molecular Weight 116.1185
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of hypolipidemic drugs nafenopin and clofibrate on phenotypic expression and cell death (apoptosis) in altered foci of rat liver.
1990 Apr
Toxicological studies on a benzofurane derivative. I. A comparative study with phenobarbital on rat liver.
1990 Dec
Overexpression of P-glycoprotein in rat hepatocellular carcinomas induced with N-nitrosomorpholine.
1990 Jan
Site-specific hypomethylation of c-myc protooncogene in liver nodules and inhibition of DNA methylation by N-nitrosomorpholine.
1991 Jul 5
Inhibition by retinoic acid of hepatocarcinogenesis induced by N-nitrosomorpholine and of expression of myc oncogene protein in Sprague-Dawley rats.
1991 Sep 30
N-Nitrosomorpholine.
2004
Modification of an in vivo lung metastasis model of hepatocellular carcinoma by low dose N-nitrosomorpholine and diethylnitrosamine.
2005
The carcinogenic significance of reactive intermediates derived from 3-acetoxy- and 5-acetoxy-2-hydroxy-N-nitrosomorpholine.
2005 Dec
Effects of dietary intake of a fungal beta-D-glucan derivative on the level of DNA damage induced in primary rat hepatocytes by various carcinogens.
2006
Halofuginone suppresses the lung metastasis of chemically induced hepatocellular carcinoma in rats through MMP inhibition.
2006 Apr
Application of a color-shift model with heterogeneous growth to a rat hepatocarcinogenesis experiment.
2006 Aug
Comparison of software tools to improve the detection of carcinogen induced changes in the rat liver proteome by analyzing SELDI-TOF-MS spectra.
2006 Feb
Synthesis and aqueous chemistry of alpha-acetoxy-N-nitrosomorpholine: reactive intermediates and products.
2006 Jan 6
Comparative evaluation of DNA damage by genotoxicants in primary rat cells applying the comet assay.
2006 Jun 20
Proteomics: recent applications and new technologies.
2006 May
Occurrence and fate of nitrosamines and nitrosamine precursors in wastewater-impacted surface waters using boron as a conservative tracer.
2006 May 15
Divide and conquer: rat liver tissue proteomics based on the analysis of purified constituents.
2006 Oct
Hepatic progenitor cells, stem cells, and AFP expression in models of liver injury.
2006 Oct
Both early and late stages of hepatocarcinogenesis are enhanced in Cx32 dominant negative mutant transgenic rats with disrupted gap junctional intercellular communication.
2007 Aug
Fat transforms ascorbic acid from inhibiting to promoting acid-catalysed N-nitrosation.
2007 Dec
Pravastatin reduces lung metastasis of rat hepatocellular carcinoma via a coordinated decrease of MMP expression and activity.
2007 Jan
N-nitrosamine generation from ingested nitrate via nitric oxide in subjects with and without gastroesophageal reflux.
2007 Jul
Occupational exposure to NDMA and NMor in the European rubber industry.
2007 Mar
The effect of haem in red and processed meat on the endogenous formation of N-nitroso compounds in the upper gastrointestinal tract.
2007 Mar
Prevalidation of potential protein biomarkers in toxicology using iTRAQ reagent technology.
2007 May
Comparison of mode of action of four hepatocarcinogens: a model-based approach.
2007 Oct
Gene expression response in target organ and whole blood varies as a function of target organ injury phenotype.
2008
Reduction of genotoxic effects of N-nitrosomorpholine in human hepatoma cells and hamster lung cells by carboxymethyl chitin-glucan.
2008
Analysis of nitrosamines in wastewater: exploring the trace level quantification capabilities of a hybrid linear ion trap/orbitrap mass spectrometer.
2008 Feb 1
Formation of N-nitrosamines from eleven disinfection treatments of seven different surface waters.
2008 Jul 1
Genes related to apoptosis predict necrosis of the liver as a phenotype observed in rats exposed to a compendium of hepatotoxicants.
2008 Jun 16
Gene set enrichment analysis for non-monotone association and multiple experimental categories.
2008 Nov 14
Proteomics reveals acute pro-inflammatory and protective responses in rat Kupffer cells and hepatocytes after chemical initiation of liver cancer and after LPS and IL-6.
2009 Aug
Toxicogenomic analysis of N-nitrosomorpholine induced changes in rat liver: comparison of genomic and proteomic responses and anchoring to histopathological parameters.
2009 Dec 1
Highly sensitive method for determination of N-nitrosamines using high-performance liquid chromatography with online UV irradiation and luminol chemiluminescence detection.
2009 Jan 2
Discernment of possible mechanisms of hepatotoxicity via biological processes over-represented by co-expressed genes.
2009 Jun 18
[Prevention of hepatic tumor growth and metastasis in rats with rapamycin].
2009 Mar
Expression and correlation of hypoxia-inducible factor-1alpha, vascular endothelial growth factor and microvessel density in experimental rat hepatocarcinogenesis.
2009 Mar-Apr
Occurrence and removal of N-nitrosamines in wastewater treatment plants.
2009 Sep
Application of a two-phenotype color-shift model with heterogeneous growth to a rat hepatocarcinogenesis experiment.
2010 Apr
Fully automated determination of N-nitrosamines in environmental waters by headspace solid-phase microextraction followed by GC-MS-MS.
2010 Dec
Evaluation of the protective effect of ascorbic acid on nitrite- and nitrosamine-induced cytotoxicity and genotoxicity in human hepatoma line.
2010 Feb
Products of the direct reaction of the diazonium ion of a metabolite of the carcinogen N-nitrosomorpholine with purines of nucleosides and DNA.
2010 Jul 19
Screening of N-nitrosamines in tap and swimming pool waters using fast gas chromatography.
2010 Mar
Fate of nine recycled water trace organic contaminants and metal(loid)s during managed aquifer recharge into a anaerobic aquifer: Column studies.
2010 Mar
Development of an in vitro system combining aqueous and lipid phases as a tool to understand gastric nitrosation.
2010 Mar 15
Effect of allyl isothiocyanate (AITC) in both nitrite- and nitrosamine-induced cell death, production of reactive oxygen species, and DNA damage by the single-cell gel electrophoresis (SCGE): does it have any protective effect on HepG2 cells?
2010 May-Jun
UVA activation of N-dialkylnitrosamines releasing nitric oxide, producing strand breaks as well as oxidative damages in DNA, and inducing mutations in the Ames test.
2010 Sep 10
New short term prediction method for chemical carcinogenicity by hepatic transcript profiling following 28-day toxicity tests in rats.
2011
Upregulation of the insulin receptor and type I insulin-like growth factor receptor are early events in hepatocarcinogenesis.
2011 Apr
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:29:43 GMT 2023
Edited
by admin
on Fri Dec 15 19:29:43 GMT 2023
Record UNII
3L25FO7FN7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-NITROSOMORPHOLINE
HSDB   MI  
Systematic Name English
N-NITROSOMORPHOLINE [HSDB]
Common Name English
4-NITROSOMORPHOLINE
Systematic Name English
N-NITROSOMORPHOLINE [MI]
Common Name English
MORPHOLINE, N-NITROSO-
Systematic Name English
N-NITROSOMORPHOLINE [IARC]
Common Name English
NCI-C02164
Code English
MORPHOLINE, 4-NITROSO-
Systematic Name English
NITROSOMORPHOLINE
Systematic Name English
NMOR
Common Name English
NSC-139
Code English
Classification Tree Code System Code
IARC <i>N</i>-Nitrosomorpholine
NCI_THESAURUS C45402
Created by admin on Fri Dec 15 19:29:43 GMT 2023 , Edited by admin on Fri Dec 15 19:29:43 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C44420
Created by admin on Fri Dec 15 19:29:43 GMT 2023 , Edited by admin on Fri Dec 15 19:29:43 GMT 2023
PRIMARY
PUBCHEM
6046
Created by admin on Fri Dec 15 19:29:43 GMT 2023 , Edited by admin on Fri Dec 15 19:29:43 GMT 2023
PRIMARY
EPA CompTox
DTXSID4021056
Created by admin on Fri Dec 15 19:29:43 GMT 2023 , Edited by admin on Fri Dec 15 19:29:43 GMT 2023
PRIMARY
FDA UNII
3L25FO7FN7
Created by admin on Fri Dec 15 19:29:43 GMT 2023 , Edited by admin on Fri Dec 15 19:29:43 GMT 2023
PRIMARY
MERCK INDEX
m7997
Created by admin on Fri Dec 15 19:29:43 GMT 2023 , Edited by admin on Fri Dec 15 19:29:43 GMT 2023
PRIMARY Merck Index
CAS
59-89-2
Created by admin on Fri Dec 15 19:29:43 GMT 2023 , Edited by admin on Fri Dec 15 19:29:43 GMT 2023
PRIMARY
HSDB
4308
Created by admin on Fri Dec 15 19:29:43 GMT 2023 , Edited by admin on Fri Dec 15 19:29:43 GMT 2023
PRIMARY
CHEBI
76326
Created by admin on Fri Dec 15 19:29:43 GMT 2023 , Edited by admin on Fri Dec 15 19:29:43 GMT 2023
PRIMARY
NSC
139
Created by admin on Fri Dec 15 19:29:43 GMT 2023 , Edited by admin on Fri Dec 15 19:29:43 GMT 2023
PRIMARY
MESH
C002741
Created by admin on Fri Dec 15 19:29:43 GMT 2023 , Edited by admin on Fri Dec 15 19:29:43 GMT 2023
PRIMARY