Home Pyridines 494-97-3
494-97-3,MFCD03703484
Catalog No.:AA00DBMW

494-97-3 | (S)-3-(Pyrrolidin-2-yl)pyridine

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100mg
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250mg
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1g
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$660.00   $462.00
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5g
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25g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00DBMW
Chemical Name:
(S)-3-(Pyrrolidin-2-yl)pyridine
CAS Number:
494-97-3
Molecular Formula:
C9H12N2
Molecular Weight:
148.2050
MDL Number:
MFCD03703484
SMILES:
C1CN[C@@H](C1)c1cccnc1
Properties
Computed Properties
 
Complexity:
125  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
0.2  

Literature

Title: Nornicotine and Nicotine Induced Neovascularization via Increased VEGF/PEDF Ratio.

Journal: Ophthalmic research 20150101

Title: Nornicotine application on cockroach dorsal unpaired median neurons induces two distinct ionic currents: implications of different nicotinic acetylcholine receptors.

Journal: Neuroscience letters 20120614

Title: Determination of nicotine exposure in dogs subjected to passive smoking using methanol extraction of hair followed by hydrophilic interaction chromatography in combination with Fourier transform mass spectrometry.

Journal: Talanta 20120115

Title: Nicotine modulates alcohol-seeking and relapse by alcohol-preferring (P) rats in a time-dependent manner.

Journal: Alcoholism, clinical and experimental research 20120101

Title: An interspecific Nicotiana hybrid as a useful and cost-effective platform for production of animal vaccines.

Journal: PloS one 20120101

Title: A one-year monitoring of nicotine use in sport: frontier between potential performance enhancement and addiction issues.

Journal: Forensic science international 20111210

Title: Chronic stress and Alzheimer's disease-like pathogenesis in a rat model: prevention by nicotine.

Journal: Current neuropharmacology 20111201

Title: Emerging Pharmacological Properties of Cholinergic Synaptic Transmission: Comparison between Mammalian and Insect Synaptic and Extrasynaptic Nicotinic Receptors.

Journal: Current neuropharmacology 20111201

Title: Protonating and determining myosmine intactly by association with citrate anion.

Journal: The Analyst 20111121

Title: Simultaneous quantification of nicotine and metabolites in rat brain by liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20111115

Title: Thirdhand tobacco smoke: emerging evidence and arguments for a multidisciplinary research agenda.

Journal: Environmental health perspectives 20110901

Title: Validation of a liquid chromatography-tandem mass spectrometry method for the detection of nicotine biomarkers in hair and an evaluation of wash procedures for removal of environmental nicotine.

Journal: Journal of analytical toxicology 20110701

Title: Nicotine exposure and metabolizer phenotypes from analysis of urinary nicotine and its 15 metabolites by LC-MS.

Journal: Bioanalysis 20110401

Title: Nicotine and metabolites in paired umbilical cord tissue and meconium specimens.

Journal: Therapeutic drug monitoring 20110201

Title: In silico theoretical molecular modeling for Alzheimer's disease: the nicotine-curcumin paradigm in neuroprotection and neurotherapy.

Journal: International journal of molecular sciences 20110101

Title: Mutation scanning of peach floral genes.

Journal: BMC plant biology 20110101

Title: Targeting nicotine addiction: the possibility of a therapeutic vaccine.

Journal: Drug design, development and therapy 20110101

Title: Lethal impacts of cigarette smoke in cultured tobacco cells.

Journal: Tobacco induced diseases 20110101

Title: Molecular dynamics analysis reveals structural insights into mechanism of nicotine N-demethylation catalyzed by tobacco cytochrome P450 mono-oxygenase.

Journal: PloS one 20110101

Title: Transcriptome analysis of Bupleurum chinense focusing on genes involved in the biosynthesis of saikosaponins.

Journal: BMC genomics 20110101

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

Journal: Phytochemistry 20101201

Title: Clustered transcription factor genes regulate nicotine biosynthesis in tobacco.

Journal: The Plant cell 20101001

Title: A novel pathway for nicotine degradation by Aspergillus oryzae 112822 isolated from tobacco leaves.

Journal: Research in microbiology 20100901

Title: Identification and quantification of nicotine biomarkers in human oral fluid from individuals receiving low-dose transdermal nicotine: a preliminary study.

Journal: Journal of analytical toxicology 20100901

Title: Natural toxins for use in pest management.

Journal: Toxins 20100801

Title: Fundamental reaction pathways for cytochrome P450-catalyzed 5'-hydroxylation and N-demethylation of nicotine.

Journal: The journal of physical chemistry. B 20100715

Title: Extinction with varenicline and nornicotine, but not ABT-418, weakens conditioned responding evoked by the interoceptive stimulus effects of nicotine.

Journal: Neuropharmacology 20100601

Title: The pyrolysis of (-)-(S)-nicotine: racemization and decomposition.

Journal: Chirality 20100505

Title: A novel validated procedure for the determination of nicotine, eight nicotine metabolites and two minor tobacco alkaloids in human plasma or urine by solid-phase extraction coupled with liquid chromatography-electrospray ionization-tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100315

Title: The analgesic and toxic effects of nornicotine enantiomers alone and in interaction with morphine in rodent models of acute and persistent pain.

Journal: Pharmacology, biochemistry, and behavior 20100101

Title: Quantitation of nicotine, its metabolites, and other related alkaloids in urine, serum, and plasma using LC-MS-MS.

Journal: Methods in molecular biology (Clifton, N.J.) 20100101

Title: The pituri story: a review of the historical literature surrounding traditional Australian Aboriginal use of nicotine in Central Australia.

Journal: Journal of ethnobiology and ethnomedicine 20100101

Title: Biochemistry and occurrence of o-demethylation in plant metabolism.

Journal: Frontiers in physiology 20100101

Title: The addition of five minor tobacco alkaloids increases nicotine-induced hyperactivity, sensitization and intravenous self-administration in rats.

Journal: The international journal of neuropsychopharmacology 20091101

Title: Validation of a GC-FID method for rapid quantification of nicotine in fermented extracts prepared from Nicotiana tabacum fresh leaves and studies of nicotine metabolites.

Journal: Journal of pharmaceutical and biomedical analysis 20090712

Title: Drugs of abuse that mediate advanced glycation end product formation: a chemical link to disease pathology.

Journal: Accounts of chemical research 20090519

Title: The A622 gene in Nicotiana glauca (tree tobacco): evidence for a functional role in pyridine alkaloid synthesis.

Journal: Plant molecular biology 20090201

Title: Smoking and Parkinson's disease: does nicotine affect alpha-synuclein fibrillation?

Journal: Biochimica et biophysica acta 20090201

Title: Determination of nicotine, cotinine, and related alkaloids in human urine and saliva by automated in-tube solid-phase microextraction coupled with liquid chromatography-mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20090115

Title: Enantioseparation of nicotine alkaloids in cigarettes by CE using sulfated beta-CD as a chiral selector and a capillary coated with amino groups.

Journal: Electrophoresis 20090101

Title: Nicotine content and delivery across tobacco products.

Journal: Handbook of experimental pharmacology 20090101

Title: [Development of analytical method for determination nicotine metabolites in urine].

Journal: Przeglad lekarski 20090101

Title: Meconium nicotine and metabolites by liquid chromatography-tandem mass spectrometry: differentiation of passive and nonexposure and correlation with neonatal outcome measures.

Journal: Clinical chemistry 20081201

Title: Why does anatabine, but not nicotine, accumulate in jasmonate-elicited cultured tobacco BY-2 cells?

Journal: Plant & cell physiology 20080801

Title: Nicotine metabolism in pregnant and nonpregnant rabbits.

Journal: Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco 20080801

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: [Rapid determination of alkaloids in tobacco using gas chromatography-mass spectrometry with full scan-selected ion monitoring mode].

Journal: Se pu = Chinese journal of chromatography 20080501

Title: Enantiomeric analysis of anatabine, nornicotine and anabasine in commercial tobacco by multi-dimensional gas chromatography and mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080401

Title: CYP82E4-mediated nicotine to nornicotine conversion in tobacco is regulated by a senescence-specific signaling pathway.

Journal: Plant molecular biology 20080301

Title: Quantification of nicotine, cotinine, trans-3'-hydroxycotinine, nornicotine and norcotinine in human meconium by liquid chromatography/tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080215

Title: Separation and measurement of plant alkaloid enantiomers by RP-HPLC analysis of their Fmoc-Alanine analogs.

Journal: Phytochemical analysis : PCA 20080101

Title: Nornicotine-organocatalyzed aqueous reduction of alpha,beta-unsaturated aldehydes.

Journal: Chemical communications (Cambridge, England) 20071214

Title: Isolation and characterization of the cytochrome P450 gene CYP82E5v2 that mediates nicotine to nornicotine conversion in the green leaves of tobacco.

Journal: Plant & cell physiology 20071101

Title: Domestication of plants in the Americas: insights from Mendelian and molecular genetics.

Journal: Annals of botany 20071001

Title: Analyses of tobacco alkaloids by cation-selective exhaustive injection sweeping microemulsion electrokinetic chromatography.

Journal: Journal of chromatography. A 20070914

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: Effects of tobacco and cigarette smoke extracts on serotonergic raphe neurons in the rat.

Journal: Neuroreport 20070611

Title: The pharmacological activity of nicotine and nornicotine on nAChRs subtypes: relevance to nicotine dependence and drug discovery.

Journal: Journal of neurochemistry 20070401

Title: Expression of the receptor of advanced glycation end products in the gingival tissue of smokers with generalized periodontal disease and after nornicotine induction in primary gingival epithelial cells.

Journal: Journal of periodontology 20070401

Title: Nornicotine inhibition of dopamine transporter function in striatum via nicotinic receptor activation.

Journal: Synapse (New York, N.Y.) 20070301

Title: Effects of nornicotine enantiomers on intravenous S(-)-nicotine self-administration and cardiovascular function in rats.

Journal: Psychopharmacology 20070201

Title: Functional analysis of nicotine demethylase genes reveals insights into the evolution of modern tobacco.

Journal: The Journal of biological chemistry 20070105

Title: Characterisation of nicotine and related compounds using electrospray ionisation with ion trap mass spectrometry and with quadrupole time-of-flight mass spectrometry and their detection by liquid chromatography/electrospray ionisation mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20070101

Title: Inactivation of the cytochrome P450 gene CYP82E2 by degenerative mutations was a key event in the evolution of the alkaloid profile of modern tobacco.

Journal: The New phytologist 20070101

Title: Genetic engineering of Nicotiana tabacum for reduced nornicotine content.

Journal: Journal of agricultural and food chemistry 20061129

Title: Synthesis and pharmacological characterization of nicotinic acetylcholine receptor properties of (+)- and (-)-pyrido-[3,4-b]homotropanes.

Journal: Journal of medicinal chemistry 20060601

Title: Re: Receptor for advanced glycation end product (RAGE) upregulation in human gingival fibroblasts incubated with nornicotine. Katz J, Caudle RM, Bhattacharyya I, Stewart CM, Cohen DM (2005;76:1171-1174).

Journal: Journal of periodontology 20060201

Title: CYP2A6 AND CYP2B6 are involved in nornicotine formation from nicotine in humans: interindividual differences in these contributions.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20051201

Title: Nicotine and 4-(methylnitrosamino)-1-(3-pyridyl)-butanone metabolism by cytochrome P450 2B6.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20051201

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

Journal: Toxicology 20051115

Title: Nicotine demethylation in Nicotiana cell suspension cultures: N'-formylnornicotine is not involved.

Journal: Phytochemistry 20051001

Title: A general procedure for the enantioselective synthesis of the minor tobacco alkaloids nornicotine, anabasine, and anatabine.

Journal: The AAPS journal 20050901

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

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

Title: Receptor for advanced glycation end product (RAGE) upregulation in human gingival fibroblasts incubated with nornicotine.

Journal: Journal of periodontology 20050701

Title: Hammett correlation of nornicotine analogues in the aqueous aldol reaction: implications for green organocatalysis.

Journal: The Journal of organic chemistry 20050429

Title: Iminium metabolite mechanism for nicotine toxicity and addiction: Oxidative stress and electron transfer.

Journal: Medical hypotheses 20050101

Title: Determination of the natural abundance delta15N of nicotine and related alkaloids by gas chromatography/isotope ratio mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20050101

Title: Electronic properties of amino acid side chains: quantum mechanics calculation of substituent effects.

Journal: BMC chemical biology 20050101

Title: Simultaneous and sensitive measurement of anabasine, nicotine, and nicotine metabolites in human urine by liquid chromatography-tandem mass spectrometry.

Journal: Clinical chemistry 20041201

Title: Nornicotine aqueous aldol reactions: synthetic and theoretical investigations into the origins of catalysis.

Journal: The Journal of organic chemistry 20041001

Title: Two-site binding of beta-cyclodextrin to the Alzheimer Abeta(1-40) peptide measured with combined PFG-NMR diffusion and induced chemical shifts.

Journal: Biochemistry 20040525

Title: In vitro microsomal [correction of mircosomal] metabolism of N-benzyl and N-benzoylnornicotine derivates by rat.

Journal: European journal of drug metabolism and pharmacokinetics 20040101

Title: Stimulation of nicotine demethylation by NaHCO(3) treatment using greenhouse-grown burley tobacco.

Journal: Journal of agricultural and food chemistry 20031217

Title: Genotoxic effects of myosmine in human lymphocytes and upper aerodigestive tract epithelial cells.

Journal: Toxicology 20031105

Title: Fast analysis of nicotine related alkaloids in tobacco and cigarette smoke by megabore capillary gas chromatography.

Journal: Journal of chromatography. A 20031031

Title: The nicotinic pharmacophore: thermodynamics of the hydrogen-bonding complexation of nicotine, nornicotine, and models.

Journal: The Journal of organic chemistry 20031017

Title: Dopaminergic and cholinergic involvement in the discriminative stimulus effects of nicotine and cocaine in rats.

Journal: Psychopharmacology 20030601

Title: N,N-disubstituted piperazines: synthesis and affinities at alpha4beta2(*) and alpha7(*) neuronal nicotinic acetylcholine receptors.

Journal: Bioorganic & medicinal chemistry letters 20030106

Title: Long-lasting occupancy of central nicotinic acetylcholine receptors after smoking: a PET study in monkeys.

Journal: Journal of neurochemistry 20030101

Title: Locomotor stimulant effects of nornicotine: role of dopamine.

Journal: Pharmacology, biochemistry, and behavior 20021201

Title: Anabasine and anatabine as biomarkers for tobacco use during nicotine replacement therapy.

Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20021201

Title: Determination of nicotine and other minor alkaloids in international cigarettes by solid-phase microextraction and gas chromatography/mass spectrometry.

Journal: Analytical chemistry 20021001

Title: Site of protonation of nicotine and nornicotine in the gas phase: pyridine or pyrrolidine nitrogen?

Journal: Journal of the American Chemical Society 20020904

Title: Simultaneous analysis of nicotine, nicotine metabolites, and tobacco alkaloids in serum or urine by tandem mass spectrometry, with clinically relevant metabolic profiles.

Journal: Clinical chemistry 20020901

Title: Aqueous aldol catalysis by a nicotine metabolite.

Journal: Journal of the American Chemical Society 20020403

Title: Evidence for the involvement of tetrahydrofolate in the demethylation of nicotine by Nicotiana plumbaginifolia cell-suspension cultures.

Journal: Planta 20020401

Title: Determination of tobacco alkaloids by gas chromatography with nitrogen-phosphorus detection.

Journal: Analytical and bioanalytical chemistry 20020401

Title: Contributory role for nornicotine in nicotine neuropharmacology: nornicotine-evoked [3H]dopamine overflow from rat nucleus accumbens slices.

Journal: Biochemical pharmacology 20011215

Title: Nornicotine, a nicotine metabolite and tobacco alkaloid: desensitization of nicotinic receptor-stimulated dopamine release from rat striatum.

Journal: European journal of pharmacology 20010928

Title: A new and direct synthesis of 2-substituted pyrrolidines.

Journal: The Journal of organic chemistry 20010907

Title: The effect of tobacco smoke, nicotine, and cotinine on the mutagenicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL).

Journal: Mutation research 20010725

Title: High-performance liquid chromatographic determination of pyridostigmine bromide, nicotine, and their metabolites in rat plasma and urine.

Journal: Journal of chromatographic science 20010701

Title: Quantification of nicotine, chlorpyrifos and their metabolites in rat plasma and urine using high-performance liquid chromatography.

Journal: Journal of chromatography. B, Biomedical sciences and applications 20010615

Title: Determination of tobacco alkaloids in single plant cells by capillary electrophoresis.

Journal: Journal of chromatography. A 20010511

Title: Neuronal nicotinic acetylcholine receptor binding affinities of boron-containing nicotine analogues.

Journal: Bioorganic & medicinal chemistry letters 20010507

Title: In vitro effects of nicotine on mitochondrial respiration and superoxide anion generation.

Journal: Brain research 20010504

Title: Accumulation of nicotine and its metabolites in rat brain after intermittent or continuous peripheral administration of [2'-(14)C]nicotine.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010501

Title: Comparison of methods for extraction of tobacco alkaloids.

Journal: Journal of AOAC International 20010101

Title: Enhancement of haloperidol-induced catalepsy by nicotine: an investigation of possible mechanisms.

Journal: Canadian journal of physiology and pharmacology 20001101

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SDS
Tags:494-97-3 Molecular Formula|494-97-3 MDL|494-97-3 SMILES|494-97-3 (S)-3-(Pyrrolidin-2-yl)pyridine