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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
Upregulation of the insulin receptor and type I insulin-like growth factor receptor are early events in hepatocarcinogenesis.
2011-04
New short term prediction method for chemical carcinogenicity by hepatic transcript profiling following 28-day toxicity tests in rats.
2011
Fully automated determination of N-nitrosamines in environmental waters by headspace solid-phase microextraction followed by GC-MS-MS.
2010-12
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.
2010-09-10
Products of the direct reaction of the diazonium ion of a metabolite of the carcinogen N-nitrosomorpholine with purines of nucleosides and DNA.
2010-07-19
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?
2010-05-08
Application of a two-phenotype color-shift model with heterogeneous growth to a rat hepatocarcinogenesis experiment.
2010-04
Development of an in vitro system combining aqueous and lipid phases as a tool to understand gastric nitrosation.
2010-03-15
Screening of N-nitrosamines in tap and swimming pool waters using fast gas chromatography.
2010-03
Fate of nine recycled water trace organic contaminants and metal(loid)s during managed aquifer recharge into a anaerobic aquifer: Column studies.
2010-03
Evaluation of the protective effect of ascorbic acid on nitrite- and nitrosamine-induced cytotoxicity and genotoxicity in human hepatoma line.
2010-02
Toxicogenomic analysis of N-nitrosomorpholine induced changes in rat liver: comparison of genomic and proteomic responses and anchoring to histopathological parameters.
2009-12-01
Occurrence and removal of N-nitrosamines in wastewater treatment plants.
2009-09
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.
2009-08
Discernment of possible mechanisms of hepatotoxicity via biological processes over-represented by co-expressed genes.
2009-06-18
Expression and correlation of hypoxia-inducible factor-1alpha, vascular endothelial growth factor and microvessel density in experimental rat hepatocarcinogenesis.
2009-04-23
[Prevention of hepatic tumor growth and metastasis in rats with rapamycin].
2009-03
Highly sensitive method for determination of N-nitrosamines using high-performance liquid chromatography with online UV irradiation and luminol chemiluminescence detection.
2009-01-02
Gene set enrichment analysis for non-monotone association and multiple experimental categories.
2008-11-14
Formation of N-nitrosamines from eleven disinfection treatments of seven different surface waters.
2008-07-01
Genes related to apoptosis predict necrosis of the liver as a phenotype observed in rats exposed to a compendium of hepatotoxicants.
2008-06-16
Analysis of nitrosamines in wastewater: exploring the trace level quantification capabilities of a hybrid linear ion trap/orbitrap mass spectrometer.
2008-02-01
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
Fat transforms ascorbic acid from inhibiting to promoting acid-catalysed N-nitrosation.
2007-12
Comparison of mode of action of four hepatocarcinogens: a model-based approach.
2007-10
Both early and late stages of hepatocarcinogenesis are enhanced in Cx32 dominant negative mutant transgenic rats with disrupted gap junctional intercellular communication.
2007-08
N-nitrosamine generation from ingested nitrate via nitric oxide in subjects with and without gastroesophageal reflux.
2007-07
Prevalidation of potential protein biomarkers in toxicology using iTRAQ reagent technology.
2007-05
Occupational exposure to NDMA and NMor in the European rubber industry.
2007-03
The effect of haem in red and processed meat on the endogenous formation of N-nitroso compounds in the upper gastrointestinal tract.
2007-03
Pravastatin reduces lung metastasis of rat hepatocellular carcinoma via a coordinated decrease of MMP expression and activity.
2007-01
Divide and conquer: rat liver tissue proteomics based on the analysis of purified constituents.
2006-10
Hepatic progenitor cells, stem cells, and AFP expression in models of liver injury.
2006-10
Application of a color-shift model with heterogeneous growth to a rat hepatocarcinogenesis experiment.
2006-08
Comparative evaluation of DNA damage by genotoxicants in primary rat cells applying the comet assay.
2006-06-20
Occurrence and fate of nitrosamines and nitrosamine precursors in wastewater-impacted surface waters using boron as a conservative tracer.
2006-05-15
Proteomics: recent applications and new technologies.
2006-05
Halofuginone suppresses the lung metastasis of chemically induced hepatocellular carcinoma in rats through MMP inhibition.
2006-04
Comparison of software tools to improve the detection of carcinogen induced changes in the rat liver proteome by analyzing SELDI-TOF-MS spectra.
2006-02
Synthesis and aqueous chemistry of alpha-acetoxy-N-nitrosomorpholine: reactive intermediates and products.
2006-01-06
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
The carcinogenic significance of reactive intermediates derived from 3-acetoxy- and 5-acetoxy-2-hydroxy-N-nitrosomorpholine.
2005-12
Modification of an in vivo lung metastasis model of hepatocellular carcinoma by low dose N-nitrosomorpholine and diethylnitrosamine.
2005
N-Nitrosomorpholine.
2004
Inhibition by retinoic acid of hepatocarcinogenesis induced by N-nitrosomorpholine and of expression of myc oncogene protein in Sprague-Dawley rats.
1991-09-30
Site-specific hypomethylation of c-myc protooncogene in liver nodules and inhibition of DNA methylation by N-nitrosomorpholine.
1991-07-05
Toxicological studies on a benzofurane derivative. I. A comparative study with phenobarbital on rat liver.
1990-12
Effects of hypolipidemic drugs nafenopin and clofibrate on phenotypic expression and cell death (apoptosis) in altered foci of rat liver.
1990-04
Overexpression of P-glycoprotein in rat hepatocellular carcinomas induced with N-nitrosomorpholine.
1990-01
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:45:54 GMT 2025
Edited
by admin
on Mon Mar 31 19:45:54 GMT 2025
Record UNII
3L25FO7FN7
Record Status Validated (UNII)
Record Version
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Name Type Language
N-Nitrosomorpholine
HSDB   MI  
Systematic Name English
NCI-C02164
Preferred 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
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 Mon Mar 31 19:45:54 GMT 2025 , Edited by admin on Mon Mar 31 19:45:54 GMT 2025
Code System Code Type Description
NCI_THESAURUS
C44420
Created by admin on Mon Mar 31 19:45:54 GMT 2025 , Edited by admin on Mon Mar 31 19:45:54 GMT 2025
PRIMARY
PUBCHEM
6046
Created by admin on Mon Mar 31 19:45:54 GMT 2025 , Edited by admin on Mon Mar 31 19:45:54 GMT 2025
PRIMARY
EPA CompTox
DTXSID4021056
Created by admin on Mon Mar 31 19:45:54 GMT 2025 , Edited by admin on Mon Mar 31 19:45:54 GMT 2025
PRIMARY
FDA UNII
3L25FO7FN7
Created by admin on Mon Mar 31 19:45:54 GMT 2025 , Edited by admin on Mon Mar 31 19:45:54 GMT 2025
PRIMARY
MERCK INDEX
m7997
Created by admin on Mon Mar 31 19:45:54 GMT 2025 , Edited by admin on Mon Mar 31 19:45:54 GMT 2025
PRIMARY Merck Index
CAS
59-89-2
Created by admin on Mon Mar 31 19:45:54 GMT 2025 , Edited by admin on Mon Mar 31 19:45:54 GMT 2025
PRIMARY
HSDB
4308
Created by admin on Mon Mar 31 19:45:54 GMT 2025 , Edited by admin on Mon Mar 31 19:45:54 GMT 2025
PRIMARY
CHEBI
76326
Created by admin on Mon Mar 31 19:45:54 GMT 2025 , Edited by admin on Mon Mar 31 19:45:54 GMT 2025
PRIMARY
NSC
139
Created by admin on Mon Mar 31 19:45:54 GMT 2025 , Edited by admin on Mon Mar 31 19:45:54 GMT 2025
PRIMARY
MESH
C002741
Created by admin on Mon Mar 31 19:45:54 GMT 2025 , Edited by admin on Mon Mar 31 19:45:54 GMT 2025
PRIMARY