Compounds > n-nitrosopyrrolidine
Page last updated: 2024-09-21

n-nitrosopyrrolidine

Description

N-Nitrosopyrrolidine: Carcinogenic nitrosamine that may be formed from preservatives in meats during their preparation or in the liver during metabolism. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID13591
CHEMBL ID351175
CHEBI ID82362
SCHEMBL ID606668
MeSH IDM0014402

Synonyms (67)

Synonym
n-pyr
ccris 478
einecs 213-218-8
hsdb 5116
n-nitrosopyrrolidin [german]
rcra waste no. u180
ai3-62030
brn 0107615
pyrrole, tetrahydro-n-nitroso-
rcra waste number u180
nsc 18797
1-nitroso-pyrrolidine
n-nitrosopyrrolidin
930-55-2
pyrrolidine, 1-nitroso-
no-pyr
nitrosopyrrolidine
nsc18797
n-nitrosopyrrolidine
nsc-18797
1-nitrosopyrrolidine
npyr
1-pyrrolidinamine, n-nitroso-
wln: t5ntj ano
1-nitrosopyrrolidine, 99%
inchi=1/c4h8n2o/c7-5-6-3-1-2-4-6/h1-4h
1-nitrosopyrrolidine-d4
CHEMBL351175
chebi:82362 ,
NCGC00249214-01
35884-45-8
pyrrolidine, nitroso-
C19285
unii-sz4j5wk201
sz4j5wk201 ,
5-20-01-00521 (beilstein handbook reference)
tox21_302913
dtxsid8021062 ,
cas-930-55-2
NCGC00256421-01
dtxcid701062
NCGC00259905-01
tox21_202356
AKOS006227868
FT-0633121
SCHEMBL606668
n-nitrosopyrrolidine [iarc]
n-nitrosopyrrolidine [mi]
n-nitrosopyrrolidine [hsdb]
WNYADZVDBIBLJJ-UHFFFAOYSA-N
1219802-09-1
n-nitrosopyrrolidine-d8
n-nitroso-pyrrolidine
n-nitrosopyrrolidine 100 microg/ml in methanol
pyrrolidine, 1-nitroso-; 1-nitrosopyrrolidine; n-nitrosopyrrolidine; npyr; nsc 18797
n-nitrosopyrrolidine 10 microg/ml in methanol
tetrahydro-n-nitroso-pyrrole
n-nitroso-1-pyrrolidinamine
nitroso-pyrrolidine
n-nitrosopyrrolidine (npyr)
BS-17894
Q22138421
57371-40-1
D82025
mfcd00003166
SY115826
EN300-1296527

Drug Classes (1)

ClassDescription
pyrrolidinesAny of a class of heterocyclic amines having a saturated five-membered ring.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (16)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency83.42360.007215.758889.3584AID1224835
acetylcholinesteraseHomo sapiens (human)Potency13.22180.002541.796015,848.9004AID1347395
hypoxia-inducible factor 1 alpha subunitHomo sapiens (human)Potency11.47653.189029.884159.4836AID1224846
RAR-related orphan receptor gammaMus musculus (house mouse)Potency10.14350.006038.004119,952.5996AID1159521
AR proteinHomo sapiens (human)Potency32.07660.000221.22318,912.5098AID1259243
estrogen receptor 2 (ER beta)Homo sapiens (human)Potency21.47380.000657.913322,387.1992AID1259377; AID1259378
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency46.29480.001022.650876.6163AID1224838; AID1224839
progesterone receptorHomo sapiens (human)Potency20.23900.000417.946075.1148AID1346795
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency11.38120.003041.611522,387.1992AID1159552
retinoid X nuclear receptor alphaHomo sapiens (human)Potency16.21100.000817.505159.3239AID1159527
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency37.05700.001530.607315,848.9004AID1224841; AID1224848; AID1224849
estrogen nuclear receptor alphaHomo sapiens (human)Potency20.23900.000229.305416,493.5996AID1259244
v-jun sarcoma virus 17 oncogene homolog (avian)Homo sapiens (human)Potency11.47650.057821.109761.2679AID1159526
Histone H2A.xCricetulus griseus (Chinese hamster)Potency16.72400.039147.5451146.8240AID1224845
Voltage-dependent calcium channel gamma-2 subunitMus musculus (house mouse)Potency20.23900.001557.789015,848.9004AID1259244
Glutamate receptor 2Rattus norvegicus (Norway rat)Potency20.23900.001551.739315,848.9004AID1259244
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneGlutamate receptor 2Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID592889Mutagenic activity in Salmonella Typhimurium TA98 assessed as number of revertants after 44 hrs by Ames test in presence of rat liver S9 fraction2011Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8
7-azabicyclo[2.2.1]heptane as a structural motif to block mutagenicity of nitrosamines.
AID592887Mutagenic activity in Salmonella Typhimurium TA100 assessed as number of revertants after 44 hrs by Ames test in presence of rat liver S9 fraction2011Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8
7-azabicyclo[2.2.1]heptane as a structural motif to block mutagenicity of nitrosamines.
AID592890Mutagenic activity in Salmonella Typhimurium TA98 assessed as number of revertants after 44 hrs by Ames test2011Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8
7-azabicyclo[2.2.1]heptane as a structural motif to block mutagenicity of nitrosamines.
AID592888Mutagenic activity in Salmonella Typhimurium TA100 assessed as number of revertants after 44 hrs by Ames test2011Bioorganic & medicinal chemistry, Apr-15, Volume: 19, Issue:8
7-azabicyclo[2.2.1]heptane as a structural motif to block mutagenicity of nitrosamines.
AID226734Carcinogenic potency modelled in silico, (w = weak carcinogen)1982Journal of medicinal chemistry, Jul, Volume: 25, Issue:7
Computer-assisted studies of structure-activity relationships of N-nitroso compounds using pattern recognition.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (151)

TimeframeStudies, This Drug (%)All Drugs %
pre-199080 (52.98)18.7374
1990's28 (18.54)18.2507
2000's22 (14.57)29.6817
2010's20 (13.25)24.3611
2020's1 (0.66)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (0.57%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other175 (99.43%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
diethylnitrosamine[no description available]medium240nitrosaminecarcinogenic agent;
hepatotoxic agent;
mutagen
n-nitrosomorpholine[no description available]medium130nitrosaminecarcinogenic agent;
mutagen
dimethylnitrosamine[no description available]medium390nitrosaminegeroprotector;
mutagen
n-nitrosodiphenylamine[no description available]medium30phenylhydrazines
n-nitrosopiperidine[no description available]medium250nitrosamine;
piperidine		apoptosis inducer;
carcinogenic agent;
environmental contaminant;
mutagen
n,n'-dinitrosopiperazine[no description available]medium20
diisopropylnitrosamine[no description available]medium10
n-methyl-n-nitrosoaniline[no description available]medium20
n-nitroso(di-n-propyl)amine[no description available]medium50nitroso compound
dibutylnitrosamine[no description available]medium40nitroso compound
n-nitrosoperhydroazepine[no description available]medium30
nitrosobenzylmethylamine[no description available]medium50
n-nitrosodiethanolamine[no description available]medium80nitroso compound
n-nitroso-2,6-dimethylmorpholine[no description available]medium10
butylhydroxybutylnitrosamine[no description available]medium10nitrosamine;
primary alcohol		carcinogenic agent
n-nitroso-n-methylvinylamine[no description available]medium10nitroso compound
n-nitrosodibenzylamine[no description available]medium10
n-nitroso-n-methylcyclohexylamine[no description available]medium10
1-nitrosopiperazine[no description available]medium20phytanoyl-CoAs
nitrosomethyl-n-butylamine[no description available]medium10
meladrazine[no description available]medium60
methylethylnitrosamine[no description available]medium50nitroso compound
n-ethyl-n-hydroxyethylnitrosamine[no description available]medium10nitrosamine;
primary alcohol		carcinogenic agent
n-amyl-n-methylnitrosamine[no description available]medium10nitrosaminecarcinogenic agent
vinylethylnitrosamine[no description available]medium10
n-nitrososarcosine[no description available]medium20nitrosamine;
non-proteinogenic amino acid derivative		carcinogenic agent
trinitrosotrimethylenetriamine[no description available]medium101,3,5-triazinanes;
nitrosamine
diallylnitrosamine[no description available]medium10
n-nitroso-n'-methylpiperazine[no description available]medium10
n'-nitrosonornicotine[no description available]medium120pyridines;
pyrrolidines
n-nitrosoephedrine[no description available]medium10
n-nitrosoheptamethyleneimine[no description available]medium10nitrosamine
diisopropanolnitrosamine[no description available]medium10diol;
nitrosamine;
secondary alcohol		carcinogenic agent
n-nitrosomethyldodecylamine[no description available]medium10
n,n-dinitrosohomopiperazine[no description available]medium10
methyl(acetoxymethyl)nitrosamine[no description available]medium10
nitrosobis(2-oxopropyl)amine[no description available]medium10ketone;
nitrosamine		carcinogenic agent
n-nitrosoguvacoline[no description available]medium10citraconoyl group
n-nitrososarcosine ethyl ester[no description available]medium10
2-hydroxypropyl-n-propylnitrosamine[no description available]medium10
2-oxopropyl-n-propylnitrosamine[no description available]medium10
3-nitrosomethylaminopyridine[no description available]medium10
2-nitrosomethylaminopyridine[no description available]medium10
4-nitrosomethylaminopyridine[no description available]medium10
n,n-diamylnitrosamine[no description available]medium10
benzo(a)pyrene[no description available]medium30ortho- and peri-fused polycyclic arenecarcinogenic agent;
mouse metabolite
2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine[no description available]medium20imidazopyridine;
primary amino compound		carcinogenic agent;
mutagen
cotinine[no description available]medium10N-alkylpyrrolidine;
pyridines;
pyrrolidin-2-ones;
pyrrolidine alkaloid		antidepressant;
biomarker;
human xenobiotic metabolite;
plant metabolite
cyanogen[no description available]medium10dinitrile;
pseudohalogen
ozone[no description available]medium10elemental molecule;
gas molecular entity;
reactive oxygen species;
triatomic oxygen		antiseptic drug;
disinfectant;
electrophilic reagent;
greenhouse gas;
mutagen;
oxidising agent;
tracer
luminol[no description available]medium10
peroxynitrous acid[no description available]medium10nitrogen oxoacid
guanine[no description available]medium902-aminopurines;
oxopurine;
purine nucleobase		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
sodium nitrite[no description available]medium50inorganic sodium salt;
nitrite salt		antidote to cyanide poisoning;
antihypertensive agent;
antimicrobial food preservative;
food antioxidant;
poison
pyrrolidine[no description available]medium10azacycloalkane;
pyrrolidines;
saturated organic heteromonocyclic parent
hydroxyproline[no description available]medium104-hydroxyproline;
L-alpha-amino acid zwitterion		human metabolite;
mouse metabolite;
plant metabolite
proline[no description available]medium20amino acid zwitterion;
glutamine family amino acid;
L-alpha-amino acid;
proline;
proteinogenic amino acid		algal metabolite;
compatible osmolytes;
Escherichia coli metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite
zeolites[no description available]medium10
methylnitrosourea[no description available]medium40N-nitrosoureasalkylating agent;
carcinogenic agent;
mutagen;
teratogenic agent
methylnitronitrosoguanidine[no description available]medium30nitroso compoundalkylating agent
2-amino-3-methylimidazo(4,5-f)quinoline[no description available]medium30imidazoquinolinecarcinogenic agent
7,12-dihydroxymethylbenz(a)anthracene[no description available]medium10
4-nitrophenol[no description available]medium104-nitrophenolshuman xenobiotic metabolite;
mouse metabolite
nitrophenols[no description available]medium10
4-nitrophenyl myo-inositol-1-phosphate[no description available]medium10
4-nitrosodimethylaniline[no description available]medium40dimethylaniline;
nitroso compound;
tertiary amino compound
n-nitrosothiazolidine-4-carboxylic acid[no description available]medium20organonitrogen compound;
organooxygen compound
thiazoles[no description available]medium401,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
thiazolidines[no description available]medium20thiazolidine
diethylhexyl phthalate[no description available]medium10diester;
phthalate ester		androstane receptor agonist;
apoptosis inhibitor;
plasticiser
imidazole[no description available]medium10imidazole
acetaldehyde[no description available]medium20aldehydecarcinogenic agent;
EC 3.5.1.4 (amidase) inhibitor;
electron acceptor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
mutagen;
oxidising agent;
Saccharomyces cerevisiae metabolite;
teratogenic agent
allyl isothiocyanate[no description available]medium20alkenyl isothiocyanate;
isothiocyanate		antimicrobial agent;
antineoplastic agent;
apoptosis inducer;
lachrymator;
metabolite
indole-3-carbinol[no description available]medium20indolyl alcoholantineoplastic agent;
plant metabolite
phenethyl isothiocyanate[no description available]medium30isothiocyanateantineoplastic agent;
EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor;
metabolite
urea[no description available]medium10isourea;
monocarboxylic acid amide;
one-carbon compound		Daphnia magna metabolite;
Escherichia coli metabolite;
fertilizer;
flour treatment agent;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
alpha-acetoxy-n-nitrosopyrrolidine[no description available]medium110
sulfur[no description available]medium10chalcogen;
nonmetal atom		macronutrient
ascorbic acid[no description available]medium30ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
thiazolyl blue[no description available]medium10organic bromide saltcolorimetric reagent;
dye
n-methylaspartate[no description available]medium30amino dicarboxylic acid;
D-alpha-amino acid;
D-aspartic acid derivative;
secondary amino compound		neurotransmitter agent
piperidines[no description available]medium50
piperonyl butoxide[no description available]medium10benzodioxolespesticide synergist
proadifen[no description available]medium30diarylmethane
chlorodiphenyl (54% chlorine)[no description available]medium20
cobalt[no description available]medium10cobalt group element atom;
metal allergen		micronutrient
cobaltous chloride[no description available]medium10cobalt salt;
inorganic chloride		allergen;
calcium channel blocker;
sensitiser;
two-colour indicator
1,4-butanediol[no description available]medium10butanediol;
glycol		neurotoxin;
prodrug;
protic solvent
phenobarbital[no description available]medium30barbituratesanticonvulsant;
drug allergen;
excitatory amino acid antagonist;
sedative
florox reagent[no description available]medium10
n-nitrosothiazolidine[no description available]medium20nitrosamine;
thiazolidines
3-hydroxy-1-nitrosopyrrolidine[no description available]medium80pyrrolidines
nitrites[no description available]medium20monovalent inorganic anion;
nitrogen oxoanion;
reactive nitrogen species		human metabolite
nitrates[no description available]medium20monovalent inorganic anion;
nitrogen oxoanion;
reactive nitrogen species
gamma-aminobutyric acid[no description available]medium10amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid		human metabolite;
neurotransmitter;
Saccharomyces cerevisiae metabolite;
signalling molecule
5,6,7,8-tetrahydrofolic acid[no description available]medium10tetrahydrofolic acid
succinic semialdehyde[no description available]medium10aldehydic acidEscherichia coli metabolite;
mouse metabolite
2-butenal[no description available]medium70enal
deoxyguanosine[no description available]medium60purine 2'-deoxyribonucleoside;
purines 2'-deoxy-D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
7-methylguanine[no description available]medium207-methylguanine
3-methylcholanthrene[no description available]medium20ortho- and peri-fused polycyclic arenearyl hydrocarbon receptor agonist;
carcinogenic agent
nicotine[no description available]medium503-(1-methylpyrrolidin-2-yl)pyridineanxiolytic drug;
biomarker;
immunomodulator;
mitogen;
neurotoxin;
nicotinic acetylcholine receptor agonist;
peripheral nervous system drug;
phytogenic insecticide;
plant metabolite;
psychotropic drug;
teratogenic agent;
xenobiotic
triolein[no description available]medium10triglycerideCaenorhabditis elegans metabolite;
plant metabolite
retinol[no description available]medium10retinol;
vitamin A		human metabolite;
mouse metabolite;
plant metabolite
oleic acid[no description available]medium10octadec-9-enoic acidantioxidant;
Daphnia galeata metabolite;
EC 3.1.1.1 (carboxylesterase) inhibitor;
Escherichia coli metabolite;
mouse metabolite;
plant metabolite;
solvent
4-(n-methyl-n-nitrosamino)-1-(3-pyridyl)-1-butanone[no description available]medium20nitrosamine;
pyridines
ethylnitrosourea[no description available]medium30N-nitrosoureasalkylating agent;
carcinogenic agent;
genotoxin;
mutagen
potassium chromate(vi)[no description available]medium10potassium saltcarcinogenic agent;
oxidising agent
2,4-dichlorophenoxyacetic acid[no description available]medium10chlorophenoxyacetic acid;
dichlorobenzene		agrochemical;
defoliant;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
environmental contaminant;
phenoxy herbicide;
synthetic auxin
caffeine[no description available]medium10purine alkaloid;
trimethylxanthine		adenosine A2A receptor antagonist;
adenosine receptor antagonist;
adjuvant;
central nervous system stimulant;
diuretic;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
environmental contaminant;
food additive;
fungal metabolite;
geroprotector;
human blood serum metabolite;
mouse metabolite;
mutagen;
plant metabolite;
psychotropic drug;
ryanodine receptor agonist;
xenobiotic
chromates[no description available]medium10chromium oxoanion;
divalent inorganic anion		oxidising agent
aminacrine[no description available]medium10aminoacridines;
primary amino compound		acid-base indicator;
antiinfective agent;
antiseptic drug;
fluorescent dye;
MALDI matrix material;
mutagen
2-amino-6-methyldipyrido(1,2-a-3',2'-d)imidazole[no description available]medium10imidazopyridine
guanosine[no description available]medium10guanosines;
purines D-ribonucleoside		fundamental metabolite
catechin[no description available]medium10catechinantioxidant;
plant metabolite
9,10-dimethyl-1,2-benzanthracene[no description available]medium10ortho-fused polycyclic arene;
tetraphenes		carcinogenic agent
vitamin k semiquinone radical[no description available]medium10
pentoxyresorufin[no description available]medium10
thearubigin[no description available]medium10
tetrahydrofuran[no description available]medium10cyclic ether;
oxolanes;
saturated organic heteromonocyclic parent;
volatile organic compound		polar aprotic solvent
5-hydroxy-2'-deoxycytidine[no description available]medium10
deoxycytidine[no description available]medium10pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
cytochalasin b[no description available]medium10cytochalasin;
lactam;
lactone;
organic heterotricyclic compound		actin polymerisation inhibitor;
metabolite;
mycotoxin;
platelet aggregation inhibitor
ethyl methanesulfonate[no description available]medium10methanesulfonate esteralkylating agent;
antineoplastic agent;
carcinogenic agent;
genotoxin;
mutagen;
teratogenic agent
nialamide[no description available]medium10organonitrogen compound;
organooxygen compound
linsidomine[no description available]medium10morpholines
molsidomine[no description available]medium10ethyl ester;
morpholines;
oxadiazole;
zwitterion		antioxidant;
apoptosis inhibitor;
cardioprotective agent;
nitric oxide donor;
vasodilator agent
cyclic gmp[no description available]medium103',5'-cyclic purine nucleotide;
guanyl ribonucleotide		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
mesna[no description available]medium10organosulfonic acid
acetylcysteine[no description available]medium10acetylcysteine;
L-cysteine derivative;
N-acetyl-L-amino acid		antidote to paracetamol poisoning;
antiinfective agent;
antioxidant;
antiviral drug;
ferroptosis inhibitor;
geroprotector;
human metabolite;
mucolytic;
radical scavenger;
vulnerary
2-aminofluorene[no description available]medium10
n-(2-hydroxyethyl)-n-carboxymethylnitrosamine[no description available]medium10
sulfur dioxide[no description available]medium10sulfur oxideEscherichia coli metabolite;
food bleaching agent;
refrigerant
sodium nitrate[no description available]medium10inorganic nitrate salt;
inorganic sodium salt		fertilizer;
NMR chemical shift reference compound
phosphorus radioisotopes[no description available]medium10
cyclic 1,n(2)-propanodeoxyguanosine[no description available]medium10
spermidine[no description available]medium10polyazaalkane;
triamine		autophagy inducer;
fundamental metabolite;
geroprotector
cytosine[no description available]medium10aminopyrimidine;
pyrimidine nucleobase;
pyrimidone		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
pyrazole[no description available]medium10pyrazole
acetone[no description available]medium10ketone body;
methyl ketone;
propanones;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
human metabolite;
polar aprotic solvent
n-nitrosobutylurea[no description available]medium10
1-nitropyrene[no description available]medium10nitroarenecarcinogenic agent
aniline[no description available]medium10anilines;
primary arylamine
acrolein[no description available]medium10enalherbicide;
human xenobiotic metabolite;
toxin
o-(6)-methylguanine[no description available]medium10methylguaninemutagen
norcotinine[no description available]low00pyridines;
pyrrolidines
dan 2163[no description available]low00aromatic amide;
aromatic amine;
benzamides;
pyrrolidines;
sulfone		environmental contaminant;
second generation antipsychotic;
xenobiotic
bepridil[no description available]low00pyrrolidines;
tertiary amine		anti-arrhythmia drug;
antihypertensive agent;
calcium channel blocker;
vasodilator agent
clemizole[no description available]low00benzimidazoles;
monochlorobenzenes;
pyrrolidines		histamine antagonist
piromidic acid[no description available]low00monocarboxylic acid;
pyridopyrimidine;
pyrrolidines;
quinolone antibiotic;
tertiary amino compound		antibacterial drug;
DNA synthesis inhibitor
procyclidine[no description available]low00pyrrolidines;
tertiary alcohol		antidyskinesia agent;
antiparkinson drug;
muscarinic antagonist
phensuximide[no description available]low00pyrrolidines
2-methylpyrrolidine[no description available]low00pyrrolidinesplant metabolite
1-(1-phenylcyclohexyl)pyrrolidine[no description available]low00pyrrolidines;
tertiary amine		general anaesthetic;
hallucinogen;
NMDA receptor antagonist
pyrrolidine dithiocarbamate[no description available]low00dithiocarbamic acids;
pyrrolidines		anticonvulsant;
antineoplastic agent;
geroprotector;
neuroprotective agent;
NF-kappaB inhibitor;
radical scavenger
dw a 2114r[no description available]low00platinum coordination entity;
pyrrolidines		antineoplastic agent
Pyrrolidine-1-carbonitrile[no description available]low00pyrrolidines
epolamine[no description available]low00pyrrolidines
proxyl nitroxide[no description available]low00aminoxyls;
pyrrolidines		radical scavenger
prolinal[no description available]low00pyrrolidines
n-(3,5-dichlorophenyl)succinimide[no description available]low00pyrrolidines
raiser[no description available]low00(trifluoromethyl)benzenes;
organochlorine compound;
pyrrolidines		agrochemical;
carotenoid biosynthesis inhibitor;
herbicide
u-47929[no description available]low00alkaloid;
aziridines;
dipeptide;
pyrrolidines		antibacterial agent;
bacterial metabolite;
DNA synthesis inhibitor
atrasentan[no description available]low00pyrrolidines
n-(1-oxyl-2,2,5,5-tetramethyl-3-pyrrolidinyl)maleimide[no description available]low00aminoxyls;
dicarboximide;
maleimides;
pyrrolidines
mesembrenone[no description available]low00pyrrolidines
3-(1H-indol-3-yl)-1-phenylpyrrolidine-2,5-dione[no description available]low00pyrrolidines
darifenacin[no description available]low001-benzofurans;
monocarboxylic acid amide;
pyrrolidines		antispasmodic drug;
muscarinic antagonist
1,4-dideoxy-1,4-iminoarabinitol, (2r-(2alpha,3beta,4beta))-isomer[no description available]low00pyrrolidines
2-(pyridin-4-yl)-4-(pyrrolidin-1-yl)quinazoline[no description available]low00pyridines;
pyrrolidines;
quinazolines
LSM-32103[no description available]low00pyrrolidines
1-(3,5-dichlorophenyl)-3-(N-hydroxyanilino)pyrrolidine-2,5-dione[no description available]low00pyrrolidines
1-[1-(3-fluorophenyl)-2,5-dioxo-3-pyrrolidinyl]-4-piperidinecarboxamide[no description available]low00pyrrolidines
(3aR,6aS)-3-(2-chlorophenyl)-5-(2,5-dimethoxyphenyl)-3a,6a-dihydropyrrolo[3,4-d]isoxazole-4,6-dione[no description available]low00pyrrolidines
(3aR,6aS)-3-(3,4-dimethoxyphenyl)-5-(2,4-dimethylphenyl)-3a,6a-dihydropyrrolo[3,4-d]isoxazole-4,6-dione[no description available]low00pyrrolidines
4-[3-(2,5-dimethyl-1-pyrrolyl)-4-(1-pyrrolidinyl)phenyl]sulfonylmorpholine[no description available]low00pyrrolidines
3-[1-(2,4-dichlorophenyl)sulfonyl-2-pyrrolidinyl]pyridine[no description available]low00pyridines;
pyrrolidines
N,N'-diphenylcarbamimidothioic acid [1-(3-methylphenyl)-2,5-dioxo-3-pyrrolidinyl] ester[no description available]low00pyrrolidines
1-(4-ethoxyphenyl)-3-[methyl-(phenylmethyl)amino]pyrrolidine-2,5-dione[no description available]low00pyrrolidines
3-[4-(1,3-benzodioxol-5-ylmethyl)-1-piperazinyl]-1-phenylpyrrolidine-2,5-dione[no description available]low00pyrrolidines
1-(4-bromophenyl)-3-(diethylamino)pyrrolidine-2,5-dione[no description available]low00pyrrolidines
1-(3,5-dichlorophenyl)-3-(4-morpholinyl)pyrrolidine-2,5-dione[no description available]low00pyrrolidines
2-[[1-(4-ethoxyphenyl)-2,5-dioxo-3-pyrrolidinyl]amino]acetonitrile[no description available]low00pyrrolidines
1-(4-methylphenyl)-3-(1H-1,2,4-triazol-5-ylthio)pyrrolidine-2,5-dione[no description available]low00pyrrolidines
1-(3,5-dimethylphenyl)-3-(1H-1,2,4-triazol-5-ylthio)pyrrolidine-2,5-dione[no description available]low00pyrrolidines
1-(4-methoxyphenyl)-N-(4-methyl-2-pyridinyl)-5-oxo-3-pyrrolidinecarboxamide[no description available]low00pyrrolidines
1-(3,4-dimethylphenyl)-3-(2-pyrimidinylthio)pyrrolidine-2,5-dione[no description available]low00pyrrolidines
4-Chloro-2-(5-methyl-1,3-dioxooctahydro-2H-isoindol-2-yl)phenyl 2-furoate[no description available]low00pyrrolidinesanticoronaviral agent
2-[[1-(4-methoxy-2-nitrophenyl)-2,5-dioxo-3-pyrrolidinyl]thio]benzoic acid[no description available]low00pyrrolidines
3-(2-pyrimidinylthio)-1-[2-(trifluoromethyl)phenyl]pyrrolidine-2,5-dione[no description available]low00pyrrolidines
1-(3-chloro-4-methylphenyl)-5-oxo-N-(2-thiazolyl)-3-pyrrolidinecarboxamide[no description available]low00pyrrolidines
3-[(1-methyl-5-tetrazolyl)thio]-1-phenylpyrrolidine-2,5-dione[no description available]low00pyrrolidines
1-(4-bromophenyl)-N-(3,4-dichlorophenyl)-5-oxo-3-pyrrolidinecarboxamide[no description available]low00pyrrolidines
LSM-32492[no description available]low00pyrrolidines
2-[7-oxo-7-(3-phenyl-1-pyrrolidinyl)heptyl]isoindole-1,3-dione[no description available]low00pyrrolidines
N-[3-[2,5-dioxo-3-(phenylmethyl)-1-pyrrolidinyl]phenyl]acetamide[no description available]low00pyrrolidines
N-[[1-(4-methoxyphenyl)-3-pyrrolidinyl]methyl]-3-(trifluoromethyl)benzenesulfonamide[no description available]low00pyrrolidines
N,3-diphenyl-1-pyrrolidinecarboxamide[no description available]low00pyrrolidines
3-(4-methylphenyl)-N-phenyl-1-pyrrolidinecarboxamide[no description available]low00pyrrolidines
N,N-diethyl-3-[(4-fluorophenyl)sulfonylamino]-4-(1-pyrrolidinyl)benzenesulfonamide[no description available]low00pyrrolidines
nafadotride[no description available]low00aromatic ether;
naphthalenecarboxamide;
nitrile;
pyrrolidines;
tertiary amino compound		dopaminergic antagonist
1-(4-methoxyphenyl)-3-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)pyrrolidine-2,5-dione[no description available]low00pyrrolidines
3-(1,3-benzothiazol-2-ylhydrazo)-1-(4-ethylphenyl)pyrrolidine-2,5-dione[no description available]low00pyrrolidines
5-(4-ethoxyphenyl)-1,3-diphenyl-3a,6a-dihydropyrrolo[3,4-c]pyrazole-4,6-dione[no description available]low00pyrrolidines
1-(4-chlorophenyl)-3-[[1-(4-methoxyphenyl)-3-pyrrolidinyl]methyl]urea[no description available]low00pyrrolidines
1-[[1-(4-methoxyphenyl)-3-pyrrolidinyl]methyl]-3-(2,4,6-trimethylphenyl)thiourea[no description available]low00pyrrolidines
1-(3-chloro-4-fluorophenyl)-4-[(4-methyl-1-piperazinyl)-oxomethyl]-2-pyrrolidinone[no description available]low00pyrrolidines
8-(4-hydroxy-3-methoxyphenyl)-6-(4-methylphenyl)-3,4a,7a,8-tetrahydropyrrolo[2,3]thiopyrano[4,5-b]thiazole-2,5,7-trione[no description available]low00pyrrolidines
N-butyl-N-[2,5-dioxo-1-(4-propoxyphenyl)-3-pyrrolidinyl]acetamide[no description available]low00pyrrolidines
1-(2,4-dinitroanilino)-3-(4-propan-2-yloxyphenyl)pyrrolidine-2,5-dione[no description available]low00pyrrolidines
3-benzoyl-1,5-bis(2-methoxyphenyl)-3a,6a-dihydropyrrolo[3,4-c]pyrazole-4,6-dione[no description available]low00pyrrolidines
1-(2,6-dimethylphenyl)-3-[[1-(4-methoxyphenyl)-3-pyrrolidinyl]methyl]thiourea[no description available]low00pyrrolidines
1-(3,5-dimethylphenyl)-4-(1-ethyl-2-benzimidazolyl)-2-pyrrolidinone[no description available]low00pyrrolidines
N-[(1,5-dimethyl-2-pyrrolyl)methyl]-1-(4-methylphenyl)-5-oxo-3-pyrrolidinecarboxamide[no description available]low00pyrrolidines
3-amino-N-(2-chlorophenyl)-4-(1-pyrrolidinyl)benzenesulfonamide[no description available]low00pyrrolidines
3-[4-(dimethylamino)phenyl]-1-[1-(3-methylphenyl)-2,5-dioxo-3-pyrrolidinyl]-1-[(1,3,5-trimethyl-4-pyrazolyl)methyl]thiourea[no description available]low00pyrrolidines
5-(2,4-dichlorophenyl)-4,6-dioxo-3a,6a-dihydro-2H-pyrrolo[3,4-d]isoxazole-3,3-dicarboxylic acid dimethyl ester[no description available]low00pyrrolidines
LSM-28426[no description available]low00pyrrolidines
ma-1[no description available]low00carboxamidine;
organochlorine compound;
pyrimidone;
pyrrolidines		antineoplastic agent;
EC 2.4.2.4 (thymidine phosphorylase) inhibitor
(3aR,6aR)-5-(3-methoxyphenyl)-3-[oxo(2-pyrazinyl)methyl]-3a,6a-dihydro-1H-pyrrolo[3,4-c]pyrazole-4,6-dione[no description available]low00pyrrolidines
MI-63[no description available]low00azaspiro compound;
monochlorobenzenes;
monofluorobenzenes;
morpholines;
oxindoles;
pyrrolidines;
secondary carboxamide		apoptosis inducer
pd 0348292[no description available]low00monochlorobenzenes;
monofluorobenzenes;
pyridone;
pyrrolidines;
secondary carboxamide;
ureas		anticoagulant;
EC 3.4.21.6 (coagulation factor Xa) inhibitor;
serine protease inhibitor
2-[4-(cyclohexylamino)-3-nitrophenyl]-5-methyl-3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione[no description available]low00pyrrolidines
2-[4-[2-(4-chlorophenyl)ethylamino]-3-nitrophenyl]-3a,4,7,7a-tetrahydroisoindole-1,3-dione[no description available]low00pyrrolidines
8-{1-[4-(dimethylamino)phenyl]-3-(pyrrolidin-1-yl)propyl}-5,7-dimethoxy-4-pentyl-2H-chromen-2-one[no description available]low00aromatic ether;
coumarins;
pyrrolidines;
tertiary amino compound
(3R)-7-phenyl-2-(phenylmethyl)-3-[4-(trifluoromethyl)phenyl]-3a,6,7,7a-tetrahydro-3H-isoindol-1-one[no description available]low00pyrrolidines
(3R,3aS,7R,7aS)-3-[5-(1-benzothiophen-2-yl)-2-methoxyphenyl]-7-methyl-2-(phenylmethyl)-3a,6,7,7a-tetrahydro-3H-isoindol-1-one[no description available]low00pyrrolidines
(3R,3aS,7R,7aS)-7-methyl-3-(2-naphthalenyl)-2-(phenylmethyl)-3a,6,7,7a-tetrahydro-3H-isoindol-1-one[no description available]low00pyrrolidines
(3R)-3-(2-fluoro-5-methylphenyl)-7-phenyl-2-(phenylmethyl)-3a,6,7,7a-tetrahydro-3H-isoindol-1-one[no description available]low00pyrrolidines
bms 754807[no description available]low00pyrazoles;
pyridines;
pyrrolidines;
pyrrolotriazine		antineoplastic agent;
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor
LSM-27979[no description available]low00pyrrolidines
abt-267[no description available]low00aromatic amide;
carbamate ester;
dipeptide;
pyrrolidines		antiviral drug;
hepatitis C virus nonstructural protein 5A inhibitor
XL413[no description available]low00benzofuropyrimidine;
organochlorine compound;
pyrrolidines		antineoplastic agent;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor
ConditionIndicatedRelationship StrengthStudiesTrials
Abnormalities, Autosome0low20
Abnormalities, Chromosomal0low20
Abnormalities, Chromosome0low20
Acute Liver Injury, Drug-Induced0low10
Adenoma0low10
Adenoma, Basal Cell0low10
Adenoma, Bile Duct0low10
Adenoma, Follicular0low10
Adenoma, Microcystic0low10
Adenoma, Monomorphic0low10
Adenoma, Papillary0low10
Adenoma, Trabecular0low10
Adrenal Cancer0low10
Adrenal Gland Cancer0low10
Adrenal Gland Neoplasms0low10
Adrenal Neoplasm0low10
Alcohol Abuse0low30
Alcohol Addiction0low30
Alcohol Dependence0low30
Alcohol Drinking0low20
Alcohol Use Disorder0low30
Alcoholic Intoxication, Chronic0low30
Alcoholism0low30
Autosome Abnormalities0low20
Benign Neoplasms0low20
Body Weight0low10
Cancer0low20
Cancer of Cervix0low10
Cancer of Esophagus0low120
Cancer of Gastrointestinal Tract0low10
Cancer of Kidney0low10
Cancer of Larynx0low20
Cancer of Liver0low80
Cancer of Lung0low30
Cancer of Mouth0low10
Cancer of Nose0low30
Cancer of Stomach0low10
Cancer of the Adrenal Gland0low10
Cancer of the Cervix0low10
Cancer of the Esophagus0low120
Cancer of the Gastrointestinal Tract0low10
Cancer of the Kidney0low10
Cancer of the Larynx0low20
Cancer of the Liver0low80
Cancer of the Lung0low30
Cancer of the Mouth0low10
Cancer of the Nose0low30
Cancer of the Stomach0low10
Cancer of the Uterine Cervix0low10
Cancer, Hepatocellular0low80
Carcinoma, Epidermoid0low10
Carcinoma, Hepatocellular0low20
Carcinoma, Planocellular0low10
Carcinoma, Squamous0low10
Carcinoma, Squamous Cell0low10
Cell Transformation, Neoplastic0low10
Cervical Cancer0low10
Cervical Neoplasms0low10
Cervix Cancer0low10
Cervix Neoplasms0low10
Chemical and Drug Induced Liver Injury0low10
Chemically-Induced Liver Toxicity0low10
Cholangioma0low10
Chromosomal Aberrations0low20
Chromosome Aberrations0low20
Chromosome Abnormalities0low20
Cocarcinogenesis0low20
Condition, Preneoplastic0low30
Conditions, Preneoplastic0low30
Cytogenetic Aberrations0low20
Cytogenetic Abnormalities0low20
Drug-Induced Acute Liver Injury0low10
Drug-Induced Liver Disease0low10
Drug-Induced Liver Injury0low10
Elevated Cholesterol0low10
Esophageal Cancer0low120
Esophageal Neoplasms0low120
Esophagus Cancer0low120
Esophagus Neoplasm0low120
Ethanol Abuse0low30
Experimental Hepatoma0low90
Experimental Hepatomas0low90
Experimental Liver Neoplasms0low90
Experimental Neoplasms0low100
Gastric Cancer0low10
Gastric Cancer, Familial Diffuse0low10
Gastric Neoplasms0low10
Gastrointestinal Cancer0low10
Gastrointestinal Neoplasms0low10
Hepatic Cancer0low80
Hepatic Neoplasms0low80
Hepatitis, Drug-Induced0low10
Hepatitis, Toxic0low10
Hepatocellular Cancer0low80
Hepatocellular Carcinoma0low20
Hepatoma0low20
Hepatoma, Experimental0low90
Hepatoma, Morris0low90
Hepatoma, Novikoff0low90
Hepatomas, Experimental0low90
High Cholesterol Levels0low10
Hypercholesteremia0low10
Hypercholesterolemia0low10
Hyperplasia0low20
Kidney Cancer0low10
Kidney Neoplasms0low10
Laryngeal Cancer0low20
Laryngeal Neoplasms0low20
Larynx Cancer0low20
Larynx Neoplasms0low20
Liver Cancer0low80
Liver Cancer, Adult0low20
Liver Cell Carcinoma0low20
Liver Cell Carcinoma, Adult0low20
Liver Injury, Drug-Induced0low10
Liver Injury, Drug-Induced, Acute0low10
Liver Neoplasms0low80
Liver Neoplasms, Experimental0low90
Lung Cancer0low30
Lung Neoplasms0low30
Malignancy0low20
Malignant Neoplasms0low20
Mouth Cancer0low10
Mouth Neoplasms0low10
Nasal Cancer0low30
Nasal Diseases0low10
Nasal Disorders0low10
Nasal Neoplasms0low30
Necrosis0low10
Neoplasia0low20
Neoplasm0low20
Neoplasms0low20
Neoplasms, Adrenal Gland0low10
Neoplasms, Benign0low20
Neoplasms, Cervical0low10
Neoplasms, Cervix0low10
Neoplasms, Esophageal0low120
Neoplasms, Experimental0low100
Neoplasms, Experimental Liver0low90
Neoplasms, Gastric0low10
Neoplasms, Gastrointestinal0low10
Neoplasms, Hepatic0low80
Neoplasms, Kidney0low10
Neoplasms, Laryngeal0low20
Neoplasms, Liver0low80
Neoplasms, Lung0low30
Neoplasms, Mouth0low10
Neoplasms, Nose0low30
Neoplasms, Oral0low10
Neoplasms, Pulmonary0low30
Neoplasms, Stomach0low10
Neoplastic Cell Transformation0low10
Neoplastic Transformation, Cell0low10
Nose Cancer0low30
Nose Diseases0low10
Nose Neoplasms0low30
Oral Cancer0low10
Oral Neoplasms0low10
Precancerous Conditions0low30
Preneoplastic Condition0low30
Preneoplastic Conditions0low30
Pulmonary Cancer0low30
Pulmonary Neoplasms0low30
Renal Cancer0low10
Renal Neoplasms0low10
Respiratory Tract Neoplasms0low10
Sensitivity and Specificity0low30
Squamous Cell Carcinoma0low10
Stomach Cancer0low10
Stomach Neoplasms0low10
Toxic Hepatitis0low10
Tracheal Neoplasms0low40
Transformation, Neoplastic Cell0low10
Tumorigenic Transformation0low10
Tumors0low20
Uterine Cervical Cancer0low10
Uterine Cervical Neoplasms0low10

Research Highlights

Safety/Toxicity (6)

ArticleYear
A cell-microelectronic sensing technique for profiling cytotoxicity of chemicals.
Analytica chimica acta, May-12, Volume: 615, Issue: 1		2008
Genotoxicity screening for N-nitroso compounds. Electrochemical and electrochemiluminescent detection of human enzyme-generated DNA damage from N-nitrosopyrrolidine.
Chemical communications (Cambridge, England), May-07, Issue: 17		2007
Protective role of dietary fibre on N-nitrosopyrrolidine-induced toxicity in hypercholesterolemic rats.
Human & experimental toxicology, Volume: 26, Issue: 2		2007
Genotoxic effects of N-nitrosodicyclohexylamine in isolated human lymphocytes.
Archives of toxicology, Volume: 75, Issue: 2		2001
The somatic white-ivory eye spot test does not detect the same spectrum of genotoxic events as the wing somatic mutation and recombination test in Drosophila melanogaster.
Environmental and molecular mutagenesis, Volume: 27, Issue: 3		1996
The effect of pyrazole, phenobarbital, ethanol and 3-methylcholanthrene pretreatment on the in vivo and in vitro genotoxicity of N-nitrosopyrrolidine.
Carcinogenesis, Volume: 9, Issue: 6		1988
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Long-term Use (2)

ArticleYear
Nitrosamine carcinogenesis in 5120 rodents: chronic administration of sixteen different concentrations of NDEA, NDMA, NPYR and NPIP in the water of 4440 inbred rats, with parallel studies on NDEA alone of the effect of age of starting (3, 6 or 20 weeks) a
IARC scientific publications, Issue: 57		1984
The effect of chronic ethanol consumption on the tumorigenicity of N-nitrosopyrrolidine in male Syrian golden hamsters.
Cancer letters, Volume: 33, Issue: 2		1986
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Dosage (9)

ArticleYear
An inline ion-exchange system in a chemiluminescence-based analyzer for direct analysis of N-nitrosamines in treated wastewater.
Journal of chromatography. A, Jun-08, Volume: 1553		2018
Oxidative degradation of N-Nitrosopyrrolidine by the ozone/UV process: Kinetics and pathways.
Chemosphere, Volume: 150		2016
Evaluation of repeated dose micronucleus assays of the liver using N-nitrosopyrrolidine: a report of the collaborative study by CSGMT/JEMS.MMS.
Mutation research. Genetic toxicology and environmental mutagenesis, Volume: 780-781		2015
Mutagenicity of N-nitrosodiethylamine in the Ames test with S. typhimurium TA1535 is due to volatile metabolites and is not dependent on cytochrome P4502E1 induction.
Archives of toxicology, Volume: 74, Issue: 10		2000
Effect of the intermittent administration of N-nitrosopyrrolidine (NPYR) on the tumor incidence in Sprague-Dawley rats.
International journal of cancer, Jul-15, Volume: 26, Issue: 1		1980
Comparison of liver tumor frequencies after intermittent oral administration of different doses of N-nitrosopyrrolidine in Sprague-Dawley rats.
Cancer letters, Volume: 26, Issue: 1		1985
Combination experiments with very low doses of three genotoxic N-nitrosamines with similar organotropic carcinogenicity in rats.
Carcinogenesis, Volume: 8, Issue: 11		1987
Chronic nitrosamine ingestion in 1040 rodents: the effect of the choice of nitrosamine, the species studied, and the age of starting exposure.
Cancer research, Dec-01, Volume: 51, Issue: 23 Pt 2		1991
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]