Home Pyridines 25162-00-9
25162-00-9,MFCD01732237
Catalog No.:AA002QN9

25162-00-9 | Pyridine, 3-[(2R)-1-methyl-2-pyrrolidinyl]-

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25mg
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$568.00   $398.00
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100mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002QN9
Chemical Name:
Pyridine, 3-[(2R)-1-methyl-2-pyrrolidinyl]-
CAS Number:
25162-00-9
Molecular Formula:
C10H14N2
Molecular Weight:
162.2316
MDL Number:
MFCD01732237
SMILES:
CN1CCC[C@@H]1c1cccnc1
Properties
Computed Properties
 
Complexity:
147  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
1.2  

Literature

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Title: A novel tri-layered buccal mucoadhesive patch for drug delivery: assessment of nicotine delivery.

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Title: Randomized, placebo-controlled, double-blind trial of Swedish snus for smoking reduction and cessation.

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Journal: PloS one 20110101

Title: Real-time UV imaging of nicotine release from transdermal patch.

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

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Title: The bioequivalent and effect of nicotine formulation gum on smoking cessation.

Journal: Journal of the Medical Association of Thailand = Chotmaihet thangphaet 20100501

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Title: Effectiveness of extended-duration transdermal nicotine therapy: a randomized trial.

Journal: Annals of internal medicine 20100202

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Journal: BMC public health 20100101

Title: Disparities of care for African-Americans and Caucasians with community-acquired pneumonia: a retrospective cohort study.

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Title: Oral ulceration due to chronic use of Nicorette gum: case report.

Journal: General dentistry 20100101

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Journal: Tobacco induced diseases 20100101

Title: Association between smoking and chronic kidney disease: a case control study.

Journal: BMC public health 20100101

Title: Stopping smokeless tobacco with varenicline: randomised double blind placebo controlled trial.

Journal: BMJ (Clinical research ed.) 20100101

Title: Pharmacologic agents for smoking cessation: a clinical review.

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Title: Nicotine gum treatment before smoking cessation: a randomized trial.

Journal: Archives of internal medicine 20090608

Title: Rat neuronal nicotinic acetylcholine receptors containing alpha7 subunit: pharmacological properties of ligand binding and function.

Journal: Acta pharmacologica Sinica 20090601

Title: Mood, nicotine, and dose expectancy effects on acute responses to nicotine spray.

Journal: Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco 20090501

Title: An algorithm for tailoring pharmacotherapy for smoking cessation: results from a Delphi panel of international experts.

Journal: Tobacco control 20090201

Title: Rapid absorption of nicotine from new nicotine gum formulations.

Journal: Pharmacology, biochemistry, and behavior 20090101

Title: Effectiveness of a stepped primary care smoking cessation intervention (ISTAPS study): design of a cluster randomised trial.

Journal: BMC public health 20090101

Title: Nicotine and attention: event-related potential investigations in nonsmokers.

Journal: Clinical EEG and neuroscience 20090101

Title: FOXM1 upregulation is an early event in human squamous cell carcinoma and it is enhanced by nicotine during malignant transformation.

Journal: PloS one 20090101

Title: Effectiveness and safety of nicotine replacement therapy assisted reduction to stop smoking: systematic review and meta-analysis.

Journal: BMJ (Clinical research ed.) 20090101

Title: Nicotine-induced brain metabolism associated with anger provocation.

Journal: Behavioral and brain functions : BBF 20090101

Title: Rapid reduction versus abrupt quitting for smokers who want to stop soon: a randomised controlled non-inferiority trial.

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Title: Efficacy of pharmacotherapies for short-term smoking abstinance: a systematic review and meta-analysis.

Journal: Harm reduction journal 20090101

Title: Surveillance indicators for potential reduced exposure products (PREPs): developing survey items to measure awareness.

Journal: Harm reduction journal 20090101

Title: Varenicline versus transdermal nicotine patch for smoking cessation: results from a randomised open-label trial.

Journal: Thorax 20080801

Title: Crystal structures of Lymnaea stagnalis AChBP in complex with neonicotinoid insecticides imidacloprid and clothianidin.

Journal: Invertebrate neuroscience : IN 20080601

Title: Behavioral and neural effects of nicotine on visuospatial attentional reorienting in non-smoking subjects.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20080301

Title: A longitudinal study of environmental tobacco smoke exposure in children: parental self reports versus age dependent biomarkers.

Journal: BMC public health 20080101

Title: Effectiveness of topiramate for tobacco dependence in patients with depression; a randomised, controlled trial.

Journal: BMC family practice 20080101

Title: Switching to smokeless tobacco as a smoking cessation method: evidence from the 2000 National Health Interview Survey.

Journal: Harm reduction journal 20080101

Title: Using the National Health Interview Survey to understand and address the impact of tobacco in the United States: past perspectives and future considerations.

Journal: Epidemiologic perspectives & innovations : EP+I 20080101

Title: Peripheral arterial disease in the elderly.

Journal: Clinical interventions in aging 20071201

Title: Historical and cultural aspects of man's relationship with addictive drugs.

Journal: Dialogues in clinical neuroscience 20071201

Title: Therapeutic options and challenges for substances of abuse.

Journal: Dialogues in clinical neuroscience 20071201

Title: Temporal change in human nicotinic acetylcholine receptor after smoking cessation: 5IA SPECT study.

Journal: Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20071101

Title: Effects of the serotonin 5-HT2A and 5-HT2C receptor ligands on the discriminative stimulus effects of nicotine in rats.

Journal: European journal of pharmacology 20071001

Title: An allosteric modulator of the alpha7 nicotinic acetylcholine receptor possessing cognition-enhancing properties in vivo.

Journal: The Journal of pharmacology and experimental therapeutics 20071001

Title: A 12-week double-blind, placebo-controlled study of bupropion sr added to high-dose dual nicotine replacement therapy for smoking cessation or reduction in schizophrenia.

Journal: Journal of clinical psychopharmacology 20070801

Title: Free energies of binding of R- and S-propranolol to wild-type and F483A mutant cytochrome P450 2D6 from molecular dynamics simulations.

Journal: European biophysics journal : EBJ 20070701

Title: Effects of acute and weekly episodic exposures to anatoxin-a on the motor activity of rats: comparison with nicotine.

Journal: Toxicology 20070505

Title: Menthol and nicotine oppositely modulate body temperature in the rat.

Journal: European journal of pharmacology 20070322

Title: Repeated intracerebroventricular infusion of nicotine prevents kainate-induced neurotoxicity by activating the alpha7 nicotinic acetylcholine receptor.

Journal: Epilepsy research 20070301

Title: Addiction to the nicotine gum in never smokers.

Journal: BMC public health 20070101

Title: Pharmacokinetics, safety and efficacy from randomized controlled trials of 1 and 2 mg nicotine bitartrate lozenges (Nicotinell).

Journal: BMC clinical pharmacology 20070101

Title: TRPV1 receptors and nasal trigeminal chemesthesis.

Journal: Chemical senses 20061101

Title: Effects of nicotine on visuo-spatial selective attention as indexed by event-related potentials.

Journal: Neuroscience 20060811

Title: Evaluation of the role of nicotinic acetylcholine receptor subtypes and cannabinoid system in the discriminative stimulus effects of nicotine in rats.

Journal: European journal of pharmacology 20060701

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

Journal: Journal of medicinal chemistry 20060601

Title: P2X(7) receptors exert a permissive role on the activation of release-enhancing presynaptic alpha7 nicotinic receptors co-existing on rat neocortex glutamatergic terminals.

Journal: Neuropharmacology 20060501

Title: Nicotine has a permissive role on the activation of metabotropic glutamate 5 receptors coexisting with nicotinic receptors on rat hippocampal noradrenergic nerve terminals.

Journal: Neurochemistry international 20060101

Title: Effectiveness of smoking cessation therapies: a systematic review and meta-analysis.

Journal: BMC public health 20060101

Title: Synthesis and pharmacological characterization of exo-2-(2'-chloro-5-pyridinyl)-7-(endo and exo)-aminobicyclo[2.2.1]heptanes as novel epibatidine analogues.

Journal: Journal of medicinal chemistry 20051117

Title: Comparative efficacy of rapid-release nicotine gum versus nicotine polacrilex gum in relieving smoking cue-provoked craving.

Journal: Addiction (Abingdon, England) 20051101

Title: Safety profile of a nicotine lozenge compared with that of nicotine gum in adult smokers with underlying medical conditions: a 12-week, randomized, open-label study.

Journal: Clinical therapeutics 20051001

Title: The possible contribution of neuronal nicotinic acetylcholine receptors in depression.

Journal: Dialogues in clinical neuroscience 20050901

Title: Increased CRF-like and NPY-like immunoreactivity in adult rats exposed to nicotine during adolescence: relation to anxiety-like and depressive-like behavior.

Journal: Neuropeptides 20050801

Title: Steady-state nicotine plasma levels following use of four different types of Swedish snus compared with 2-mg Nicorette chewing gum: a crossover study.

Journal: Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco 20050601

Title: The impact of advertising on nicotine replacement therapy demand.

Journal: Social science & medicine (1982) 20050501

Title: High-affinity epibatidine binding of functional, human alpha7-nicotinic acetylcholine receptors stably and heterologously expressed de novo in human SH-EP1 cells.

Journal: The Journal of pharmacology and experimental therapeutics 20050401

Title: Nicotinic acetylcholine receptor-mediated [3H]dopamine release from hippocampus.

Journal: The Journal of pharmacology and experimental therapeutics 20050301

Title: Quantitative structure-activity relationship analysis of inhibitors of the nicotine metabolizing CYP2A6 enzyme.

Journal: Journal of medicinal chemistry 20050127

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Title: [Randomized controlled study on the effectiveness of community pharmacists' advice for smoking cessation by Nicorette--evaluation at three months after initiation].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20041201

Title: Alpha 7-type nicotinic acetylcholine receptor and prodynorphin mRNA expression after administration of (-)-nicotine and U-50,488H in beta-amyloid peptide (25-35)-treated mice.

Journal: Annals of the New York Academy of Sciences 20041001

Title: The comparative pharmacology and up-regulation of rat neuronal nicotinic receptor subtype binding sites stably expressed in transfected mammalian cells.

Journal: The Journal of pharmacology and experimental therapeutics 20040701

Title: Nicotine exerts a permissive role on NMDA receptor function in hippocampal noradrenergic terminals.

Journal: Neuropharmacology 20040701

Title: Effects of transdermally administered nicotine on aspects of attention, task load, and mood in women and men.

Journal: Pharmacology, biochemistry, and behavior 20040701

Title: Long-term neurobehavioral effects of alcohol or nicotine exposure in adolescent animal models.

Journal: Annals of the New York Academy of Sciences 20040601

Title: Evaluation of 5-(11)C-methyl-A-85380 as an imaging agent for PET investigations of brain nicotinic acetylcholine receptors.

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Journal: Bioorganic & medicinal chemistry letters 20040419

Title: Chronic nicotine causes functional upregulation of ionotropic glutamate receptors mediating hippocampal noradrenaline and striatal dopamine release.

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Title: Nicotinic acetylcholine receptor alpha7 subunit mediates migration of vascular smooth muscle cells toward nicotine.

Journal: Journal of pharmacological sciences 20040301

Title: Chronic transdermal nicotine patch treatment effects on cognitive performance in age-associated memory impairment.

Journal: Psychopharmacology 20040201

Title: 1H nuclear magnetic resonance study of the molecular imprinting of (-)-nicotine: template self-association, a molecular basis for cooperative ligand binding.

Journal: Journal of chromatography. A 20040123

Title: (-)-nicotine ameliorates corticosterone's potentiation of N-methyl-d-aspartate receptor-mediated cornu ammonis 1 toxicity.

Journal: Neuroscience 20040101

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Journal: Tobacco induced diseases 20040101

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Journal: The Journal of biological chemistry 20031219

Title: Synthesis of a [2-pyridinyl-18F]-labelled fluoro derivative of (-)-cytisine as a candidate radioligand for brain nicotinic alpha4beta2 receptor imaging with PET.

Journal: Bioorganic & medicinal chemistry 20031201

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Title: Pharmacokinetics of a nicotine polacrilex lozenge.

Journal: Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco 20031001

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Journal: European journal of pharmacology 20030725

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Journal: Dialogues in clinical neuroscience 20030601

Title: Asymmetric chloronicotinyl insecticide, 1-[1-(6-chloro-3-pyridyl)ethyl]-2-nitroiminoimidazolidine: preparation, resolution and biological activities toward insects and their nerve preparations.

Journal: Bioscience, biotechnology, and biochemistry 20030501

Title: Increased anxiety-like behavior in adult rats exposed to nicotine as adolescents.

Journal: Pharmacology, biochemistry, and behavior 20030501

Title: The demand for nicotine replacement therapies.

Journal: Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco 20030401

Title: In vitro comparative studies of two marketed transdermal nicotine delivery systems: Nicopatch and Nicorette.

Journal: International journal of pharmaceutics 20030218

Title: Benefits and risks of pharmacological smoking cessation therapies in chronic obstructive pulmonary disease.

Journal: Drug safety 20030101

Title: Nicotine gum-induced atrial fibrillation.

Journal: Heart disease (Hagerstown, Md.) 20030101

Title: Opposing effects of ethanol and nicotine on hippocampal calbindin-D28k expression.

Journal: Alcohol (Fayetteville, N.Y.) 20030101

Title: Oral health of Bangladeshi women tobacco-with-paan users and self-reported oral pain following tobacco cessation.

Journal: Journal of public health dentistry 20030101

Title: Microsomal N-glucuronidation of nicotine and cotinine: human hepatic interindividual, human intertissue, and interspecies hepatic variation.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20021201

Title: Activation of phospholipases A2 and D of a human neuroblastoma cell line (LA-N-2) by N-dodecyl-L-lysine amide (compound 24), a putative G protein activator: characteristics of inhibition by (-)-nicotine.

Journal: Neurochemical research 20021201

Title: Desnitro-imidacloprid activates the extracellular signal-regulated kinase cascade via the nicotinic receptor and intracellular calcium mobilization in N1E-115 cells.

Journal: Toxicology and applied pharmacology 20021101

Title: Differential regulation of nicotinic receptor-mediated neurotransmitter release following chronic (-)-nicotine administration.

Journal: Neuropharmacology 20021001

Title: N-glucuronidation of nicotine and cotinine in human: formation of cotinine glucuronide in liver microsomes and lack of catalysis by 10 examined UDP-glucuronosyltransferases.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20020901

Title: Conformationally constrained nicotines: polycyclic, bridged, and spiro-annulated analogues as novel ligands for the nicotinic acetylcholine receptor.

Journal: Journal of medicinal chemistry 20020829

Title: Financial ties and conflicts of interest between pharmaceutical and tobacco companies.

Journal: JAMA 20020814

Title: Synthesis and biological evaluation at nicotinic acetylcholine receptors of N-arylalkyl- and N-aryl-7-azabicyclo[2.2.1]heptanes.

Journal: Journal of medicinal chemistry 20020704

Title: Effects of (-)-nicotine and (-)-cotinine on 6-hydroxydopamine-induced oxidative stress and neurotoxicity: relevance for Parkinson's disease.

Journal: Biochemical pharmacology 20020701

Title: A specific anti-aggressive effect of repeatedly administered lobeline.

Journal: Addiction biology 20020701

Title: Nicotine and sensory memory in Alzheimer's disease: an event-related potential study.

Journal: Brain and cognition 20020701

Title: Characterization of functional nicotinic acetylcholine receptors involved in catecholamine release from the isolated rat adrenal gland.

Journal: European journal of pharmacology 20020620

Title: Efficacy of a nicotine lozenge for smoking cessation.

Journal: Archives of internal medicine 20020610

Title: Nicotine and bupropion share a similar discriminative stimulus effect.

Journal: European journal of pharmacology 20020517

Title: Acute nicotine effects on auditory sensory memory in tacrine-treated and nontreated patients with Alzheimer's disease: an event-related potential study.

Journal: Pharmacology, biochemistry, and behavior 20020501

Title: Real-world efficacy of prescription and over-the-counter nicotine replacement therapy.

Journal: Addiction (Abingdon, England) 20020501

Title: Evaluation of radioiodinated 5-iodo-3-(2(S)-azetidinylmethoxy)pyridine as a ligand for SPECT investigations of brain nicotinic acetylcholine receptors.

Journal: Annals of nuclear medicine 20020501

Title: Direct evidence that release-stimulating alpha7* nicotinic cholinergic receptors are localized on human and rat brain glutamatergic axon terminals.

Journal: Journal of neurochemistry 20020301

Title: Effects of repeated administration of (-)-nicotine on AF64A-induced learning and memory impairment in rats.

Journal: Journal of neural transmission (Vienna, Austria : 1996) 20020301

Title: Chronic treatments with tacrine and (-)-nicotine induce different changes of nicotinic and muscarinic acetylcholine receptors in the brain of aged rat.

Journal: Journal of neural transmission (Vienna, Austria : 1996) 20020301

Title: Synthesis and nicotinic binding studies on enantiopure diazine analogues of the novel (2-chloro-5-pyridyl)-9-azabicyclo[4.2.1]non-2-ene UB-165.

Journal: Journal of medicinal chemistry 20020227

Title: Functional diversity among 5-substituted nicotine analogs; in vitro and in vivo investigations.

Journal: European journal of pharmacology 20020125

Title: Effects of acute nicotine administration on cognitive event-related potentials in tacrine-treated and non-treated patients with Alzheimer's disease.

Journal: Neuropsychobiology 20020101

Title: [Results of clinical use of nicotine chewing gum 'Nicorette' in the practice of treating patients with psychological and behavior disorders caused by tobacco consumption].

Journal: Likars'ka sprava 20020101

Title: Long-term effects of the Eclipse cigarette substitute and the nicotine inhaler in smokers not interested in quitting.

Journal: Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco 20020101

Title: Formation of the quaternary ammonium-linked glucuronide of nicotine in human liver microsomes: identification and stereoselectivity in the kinetics.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20011201

Title: Analgesic and toxic effects of neonicotinoid insecticides in mice.

Journal: Toxicology and applied pharmacology 20011115

Title: [Cholinergic regulation of the sea urchin embryonic and larval development].

Journal: Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova 20011101

Title: Evidence that mesoaccumbens dopamine and locomotor responses to nicotine in the rat are influenced by pretreatment dose and strain.

Journal: Psychopharmacology 20011001

Title: [The efficacy of a comprehensive smoking cessation class, combined with nicotine patch and gum replacement therapy].

Journal: Nihon Kokyuki Gakkai zasshi = the journal of the Japanese Respiratory Society 20011001

Title: Using nicotine replacement therapy in treating nicotine addiction in adolescents.

Journal: The Journal of school nursing : the official publication of the National Association of School Nurses 20011001

Title: The efficacy of computer-tailored smoking cessation material as a supplement to nicotine patch therapy.

Journal: Drug and alcohol dependence 20010901

Title: The selective sigma(1) receptor agonist, 1-(3,4-dimethoxyphenethyl)-4-(phenylpropyl)piperazine (SA4503), blocks the acquisition of the conditioned place preference response to (-)-nicotine in rats.

Journal: European journal of pharmacology 20010824

Title: Nicotinic receptors involved in gastric noradrenaline release evoked by electrical stimulation of the splanchnic nerve in rats.

Journal: European journal of pharmacology 20010706

Title: Tolerance to midazolam's anxiolytic effects after short-term nicotine treatment.

Journal: Neuropharmacology 20010401

Title: The dorsal raphé nucleus is a crucial structure mediating nicotine's anxiolytic effects and the development of tolerance and withdrawal responses.

Journal: Psychopharmacology 20010401

Title: Investigation of nicotine binding to THP-1 cells: evidence for a non-cholinergic binding site.

Journal: Biochemical pharmacology 20010315

Title: Screening of ion channel receptor agonists using capillary electrophoresis-patch clamp detection with resensitized detector cells.

Journal: Analytical chemistry 20010315

Title: In vivo imaging of nicotinic receptor upregulation following chronic (-)-nicotine treatment in baboon using SPECT.

Journal: Nuclear medicine and biology 20010201

Title: Chronic nicotine exposure reduces N-methyl-D-aspartate receptor-mediated damage in the hippocampus without altering calcium accumulation or extrusion: evidence of calbindin-D28K overexpression.

Journal: Neuroscience 20010101

Title: Effects of nicotine on head-shakes and tryptophan metabolites.

Journal: Psychopharmacology 20010101

Title: [Smoking cessation using Nicorette - short term evaluation. Pilot study on Romanian population].

Journal: Pneumologia (Bucharest, Romania) 20010101

Title: Cardiovascular effects of buccal exposure to dermal nicotine patches in the dog: a comparative evaluation.

Journal: Journal of toxicology. Clinical toxicology 20010101

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SDS
Tags:25162-00-9 Molecular Formula|25162-00-9 MDL|25162-00-9 SMILES|25162-00-9 Pyridine, 3-[(2R)-1-methyl-2-pyrrolidinyl]-