Home Nitro Compounds 80508-23-2
80508-23-2,MFCD00274581
Catalog No.:AA0052GA

80508-23-2 | 3-(1-nitrosopyrrolidin-2-yl)pyridine

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Technical Information
Catalog Number:
AA0052GA
Chemical Name:
3-(1-nitrosopyrrolidin-2-yl)pyridine
CAS Number:
80508-23-2
Molecular Formula:
C9H11N3O
Molecular Weight:
177.2031
MDL Number:
MFCD00274581
SMILES:
O=NN1CCCC1c1cccnc1
UN Number:
2810
Properties
Properties
 
Form:
Solid  
MP:
42 - 46°C  
Storage:
-20 ℃;  

Computed Properties
 
Complexity:
186  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
4  
Rotatable Bond Count:
1  
Undefined Atom Stereocenter Count:
1  
XLogP3:
1.1  

Literature

Title: In vitro metabolism of N'-Nitrosonornicotine catalyzed by cytochrome P450 2A13 and its inhibition by nicotine, N'-Nitrosoanatabine and N'-Nitrosoanabasine.

Journal: Chemico-biological interactions 20161225

Title: In vitro exposure of tobacco specific nitrosamines decreases the rat lung phospholipids by enhanced phospholipase A2 activity.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20140901

Title: Analysis of N'-nitrosonornicotine and its metabolites in rabbit blood with liquid chromatography/tandem mass spectrometric method.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20120615

Title: Major tobacco companies have technology to reduce carcinogen levels but do not apply it to popular smokeless tobacco products.

Journal: Tobacco control 20111101

Title: Urinary levels of the tobacco-specific carcinogen N'-nitrosonornicotine and its glucuronide are strongly associated with esophageal cancer risk in smokers.

Journal: Carcinogenesis 20110901

Title: Environmental mutagens may be implicated in the emergence of drug-resistant microorganisms.

Journal: FEMS microbiology letters 20110401

Title: Enhanced phospholipase B activity and alteration of phospholipids and neutral lipids in Saccharomyces cerevisiae exposed to N-nitrosonornicotine.

Journal: Antonie van Leeuwenhoek 20110301

Title: Three nicotine demethylase genes mediate nornicotine biosynthesis in Nicotiana tabacum L.: functional characterization of the CYP82E10 gene.

Journal: Phytochemistry 20101201

Title: Adsorption of nitrosamines by mesoporous zeolite.

Journal: Journal of colloid and interface science 20100815

Title: [Determination of four carcinogens in mainstream cigarette smoke by liquid chromatography-tandem mass spectrometry].

Journal: Se pu = Chinese journal of chromatography 20100801

Title: Determination of tobacco-specific N-nitrosamines in urine of smokers and non-smokers.

Journal: Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals 20091201

Title: Incremental lifetime cancer risks computed for benzo[a]pyrene and two tobacco-specific N-nitrosamines in mainstream cigarette smoke compared with lung cancer risks derived from epidemiologic data.

Journal: Regulatory toxicology and pharmacology : RTP 20091101

Title: Presence of the carcinogen N'-nitrosonornicotine in the urine of some users of oral nicotine replacement therapy products.

Journal: Cancer research 20091101

Title: The influence of repair pathways on the cytotoxicity and mutagenicity induced by the pyridyloxobutylation pathway of tobacco-specific nitrosamines.

Journal: Chemical research in toxicology 20090817

Title: Quantitation of pyridyloxobutyl DNA adducts in nasal and oral mucosa of rats treated chronically with enantiomers of N'-nitrosonornicotine.

Journal: Chemical research in toxicology 20090501

Title: Effect of CYP2A13 active site mutation N297A on metabolism of coumarin and tobacco-specific nitrosamines.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20090301

Title: Evaluation of the mutagenic effects of myosmine in human lymphocytes using the HPRT gene mutation assay.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20090101

Title: Evidence for endogenous formation of N'-nitrosonornicotine in some long-term nicotine patch users.

Journal: Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco 20090101

Title: CYP2A6 polymorphisms and risk for tobacco-related cancers.

Journal: Pharmacogenomics 20081101

Title: Mouse model of diethylnitrosamine-induced gastric cancer.

Journal: The Journal of surgical research 20080801

Title: Glucuronidation of tobacco-specific nitrosamines by UGT2B10.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080501

Title: RNA interference (RNAi)-induced suppression of nicotine demethylase activity reduces levels of a key carcinogen in cured tobacco leaves.

Journal: Plant biotechnology journal 20080501

Title: A susceptibility locus for lung cancer maps to nicotinic acetylcholine receptor subunit genes on 15q25.

Journal: Nature 20080403

Title: Detection and quantitation of N'-nitrosonornicotine in human toenails by liquid chromatography-electrospray ionization-tandem mass spectrometry.

Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20080401

Title: Basic and clinical aspects of non-neuronal acetylcholine: biological and clinical significance of non-canonical ligands of epithelial nicotinic acetylcholine receptors.

Journal: Journal of pharmacological sciences 20080201

Title: Functional characterization of CYP2A13 polymorphisms.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20071201

Title: Endogenous formation of N'-nitrosonornicotine in F344 rats in the presence of some antioxidants and grape seed extract.

Journal: Journal of agricultural and food chemistry 20070822

Title: SLURP-1 and -2 in normal, immortalized and malignant oral keratinocytes.

Journal: Life sciences 20070530

Title: Nitrosamines as nicotinic receptor ligands.

Journal: Life sciences 20070530

Title: A new method for estimating the retention of selected smoke constituents in the respiratory tract of smokers during cigarette smoking.

Journal: Inhalation toxicology 20070201

Title: Analysis of pyridyloxobutyl DNA adducts in F344 rats chronically treated with (R)- and (S)-N'-nitrosonornicotine.

Journal: Chemical research in toxicology 20070201

Title: Development of a commercial cigarette 'market map' comparison methodology for evaluating new or non-conventional cigarettes.

Journal: Regulatory toxicology and pharmacology : RTP 20061201

Title: The nicotinic receptor antagonists abolish pathobiologic effects of tobacco-derived nitrosamines on BEP2D cells.

Journal: Journal of cancer research and clinical oncology 20061001

Title: Nicotinic receptors mediate tumorigenic action of tobacco-derived nitrosamines on immortalized oral epithelial cells.

Journal: Cancer biology & therapy 20060501

Title: Acute and subacute effects of tobacco alkaloids, tobacco-specific nitrosamines and phenethyl isothiocyanate on N'-nitrosonornicotine metabolism in rats.

Journal: Toxicology 20051115

Title: Tobacco-specific nitrosamines in smokeless tobacco products marketed in India.

Journal: International journal of cancer 20050810

Title: Nicotine 5'-oxidation and methyl oxidation by P450 2A enzymes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20050801

Title: Duodenal acidity may increase the risk of pancreatic cancer in the course of chronic pancreatitis: an etiopathogenetic hypothesis.

Journal: JOP : Journal of the pancreas 20050310

Title: Effect of N'-nitrosonornicotine (NNN) on murine palatal fusion in vitro.

Journal: Toxicology 20050227

Title: Inhibition by N'-nitrosonornicotine of the catalytic activity of glutamate dehydrogenase in alpha-ketoglutarate amination.

Journal: Journal of enzyme inhibition and medicinal chemistry 20050201

Title: Cytochrome P450 2A-catalyzed metabolic activation of structurally similar carcinogenic nitrosamines: N'-nitrosonornicotine enantiomers, N-nitrosopiperidine, and N-nitrosopyrrolidine.

Journal: Chemical research in toxicology 20050101

Title: Tobacco-related-compound-induced nitrosative stress injury in the hamster cheek pouch.

Journal: Journal of dental research 20041201

Title: Identification of O2-substituted pyrimidine adducts formed in reactions of 4-(acetoxymethylnitrosamino)- 1-(3-pyridyl)-1-butanone and 4-(acetoxymethylnitros- amino)-1-(3-pyridyl)-1-butanol with DNA.

Journal: Chemical research in toxicology 20040501

Title: Effect of ethanol on lipid metabolism and epithelial permeability barrier of skin and oral mucosa in the rat.

Journal: Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology 20031101

Title: The permeability of oral leukoplakia.

Journal: European journal of oral sciences 20030801

Title: Nucleophilic reactions between thiols and a tobacco specific nitrosamine metabolite, 4-hydroxy-1-(3-pyridyl)-1-butanone.

Journal: Chemical research in toxicology 20030501

Title: [Cancer from snuff?].

Journal: HNO 20030301

Title: Nicotine exposure and bronchial epithelial cell nicotinic acetylcholine receptor expression in the pathogenesis of lung cancer.

Journal: The Journal of clinical investigation 20030101

Title: Metabolism and pharmacokinetics of N'-nitrosonornicotine in the patas monkey.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20021001

Title: Nitrosation of dietary myosmine as risk factor of human cancer.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20020801

Title: Role of human cytochrome P450 (CYP) in the metabolic activation of nitrosamine derivatives: application of genetically engineered Salmonella expressing human CYP.

Journal: Drug metabolism reviews 20020801

Title: Analysis of tobacco-specific nitrosamines in Moldovan cigarette tobacco.

Journal: Journal of agricultural and food chemistry 20020508

Title: Bacterial mutagenicity of some tobacco aromatic nitrogen bases and their mixtures.

Journal: Mutation research 20010531

Title: Preparation of pyridine-N-glucuronides of tobacco-specific nitrosamines.

Journal: Chemical research in toxicology 20010501

Title: Tobacco industry must not dump its high nitrosamine tobacco on poor countries.

Journal: BMJ (Clinical research ed.) 20010303

Title: Mutagenesis induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N-nitrosonornicotine in lacZ upper aerodigestive tissue and liver and inhibition by green tea.

Journal: Carcinogenesis 20010101

Title: Predicting the mutagenicity of tobacco-related N-nitrosamines in humans using 11 strains of Salmonella typhimurium YG7108, each coexpressing a form of human cytochrome P450 along with NADPH-cytochrome P450 reductase.

Journal: Environmental and molecular mutagenesis 20010101

Title: Smoke yields of tobacco-specific nitrosamines in relation to FTC tar level and cigarette manufacturer: analysis of the Massachusetts Benchmark Study.

Journal: Public health reports (Washington, D.C. : 1974) 20010101

Title: Comparative metabolism of the tobacco-related carcinogens benzo[a]pyrene, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol, and N'- nitrosonornicotine in human hepatic microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 19970201

Title: A tobacco smoke-derived nitrosamine, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, is activated by multiple human cytochrome P450s including the polymorphic human cytochrome P4502D6.

Journal: Carcinogenesis 19910701

Title: Comparative carcinogenicity in F344 rats of the tobacco-specific nitrosamines, N'-nitrosonornicotine and 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone.

Journal: Cancer research 19800201

Title: Carcinogenicity of N'-nitrosonornicotine in Sprague-Dawley rats.

Journal: Journal of the National Cancer Institute 19761201

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Tags:80508-23-2 Molecular Formula|80508-23-2 MDL|80508-23-2 SMILES|80508-23-2 3-(1-nitrosopyrrolidin-2-yl)pyridine