Home Other Building Blocks (S)-3-(Piperidin-2-yl)pyridine

(S)-3-(Piperidin-2-yl)pyridine

CAS No.:
494-52-0
Catalog Number:
AG0032H0
Molecular Formula:
C10H14N2
Molecular Weight:
162.2316
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
95%
In Stock USA
United States
$957
- +
250mg
95%
In Stock USA
United States
$1003
- +
1g
95%
In Stock USA
United States
$1098
- +
Product Description
Catalog Number:
AG0032H0
Chemical Name:
(S)-3-(Piperidin-2-yl)pyridine
CAS Number:
494-52-0
Molecular Formula:
C10H14N2
Molecular Weight:
162.2316
MDL Number:
MFCD00871391
IUPAC Name:
3-[(2S)-piperidin-2-yl]pyridine
InChI:
InChI=1S/C10H14N2/c1-2-7-12-10(5-1)9-4-3-6-11-8-9/h3-4,6,8,10,12H,1-2,5,7H2/t10-/m0/s1
InChI Key:
MTXSIJUGVMTTMU-JTQLQIEISA-N
SMILES:
C1CC[C@H](NC1)c1cccnc1
EC Number:
207-791-3
UNII:
LMS11II2LO
NSC Number:
87504
Properties
Complexity:
136  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
162.116g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
162.236g/mol
Monoisotopic Mass:
162.116g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
24.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1  
Literature
Title Journal
Piperidine, pyridine alkaloid inhibition of fetal movement in a day 40 pregnant goat model. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20130801
Effect of α₇ nicotinic acetylcholine receptor agonists and antagonists on motor function in mice. Toxicology and applied pharmacology 20130201
Derivatization of chiral carboxylic acids with (S)-anabasine for increasing detectability and enantiomeric separation in LC/ESI-MS/MS. Journal of separation science 20121101
Synthesis and biological activity evaluation of novel β-substituted nitromethylene neonicotinoid analogues. Molecules (Basel, Switzerland) 20120824
Potential state-selective hydrogen bond formation can modulate activation and desensitization of the α7 nicotinic acetylcholine receptor. The Journal of biological chemistry 20120622
N'-Nitro-2-hydrocarbylidenehydrazinecarboximidamides: design, synthesis, crystal structure, insecticidal activity, and structure-activity relationships. Journal of agricultural and food chemistry 20120523
Insecticide residues in pollen and nectar of a cucurbit crop and their potential exposure to pollinators. Journal of agricultural and food chemistry 20120509
Assessment of the environmental exposure of honeybees to particulate matter containing neonicotinoid insecticides coming from corn coated seeds. Environmental science & technology 20120306
Discovery of novel α7 nicotinic acetylcholine receptor ligands via pharmacophoric and docking studies of benzylidene anabaseine analogs. Bioorganic & medicinal chemistry letters 20120115
[Reversible lupininin inhibitors of cholinesterases of mammalian blood and of optical ganglia of individuals of the commander squid Berryteuthis magister from different zones of species areal]. Zhurnal evoliutsionnoi biokhimii i fiziologii 20120101
LC-MS/MS analysis of neonicotinoid insecticides in honey: methodology and residue findings in Austrian honeys. Journal of agricultural and food chemistry 20111214
A one-year monitoring of nicotine use in sport: frontier between potential performance enhancement and addiction issues. Forensic science international 20111210
Simultaneous quantification of nicotine and metabolites in rat brain by liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20111115
Docking studies of benzylidene anabaseine interactions with α7 nicotinic acetylcholine receptor (nAChR) and acetylcholine binding proteins (AChBPs): application to the design of related α7 selective ligands. European journal of medicinal chemistry 20111101
Design, synthesis, crystal structure analysis, and insecticidal evaluation of phenylazoneonicotinoids. Journal of agricultural and food chemistry 20111012
Short-term intubation after ingestion of Nicotiana glauca. American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20110915
[Detection of chloropyridinyl neonicotinoid insecticide metabolite 6-chloronicotinic acid in the urine: six cases with subacute nicotinic symptoms]. Chudoku kenkyu : Chudoku Kenkyukai jun kikanshi = The Japanese journal of toxicology 20110901
The biology of insecticidal activity and resistance. Insect biochemistry and molecular biology 20110701
N-haloacetylimino neonicotinoids: potency and molecular recognition at the insect nicotinic receptor. Bioorganic & medicinal chemistry letters 20110615
Quantitative determination of bisphenol A from human saliva using bulk derivatization and trap-and-elute liquid chromatography coupled to electrospray ionization mass spectrometry. Environmental toxicology and chemistry 20110601
Overview of the status and global strategy for neonicotinoids. Journal of agricultural and food chemistry 20110413
Neonicotinoid metabolism: compounds, substituents, pathways, enzymes, organisms, and relevance. Journal of agricultural and food chemistry 20110413
Receptor structure-guided neonicotinoid design. Journal of agricultural and food chemistry 20110413
Importance of physicochemical properties for the design of new pesticides. Journal of agricultural and food chemistry 20110413
cis-Configuration: a new tactic/rationale for neonicotinoid molecular design. Journal of agricultural and food chemistry 20110413
Neonicotinoid insecticides: highlights of a symposium on strategic molecular designs. Journal of agricultural and food chemistry 20110413
Unique neonicotinoid binding conformations conferring selective receptor interactions. Journal of agricultural and food chemistry 20110413
Tying it all together--papers from two noteworthy symposia dealing with recent developments in agrochemical research. Journal of agricultural and food chemistry 20110413
Nicotiana glauca (tree tobacco) intoxication--two cases in one family. Journal of medical toxicology : official journal of the American College of Medical Toxicology 20110301
New fears over bee declines. Current biology : CB 20110222
Application of catalytic dynamic resolution of N-Boc-2-lithiopiperidine to the asymmetric synthesis of 2-aryl and 2-vinyl piperidines. Organic letters 20110204
Nicotine and metabolites in paired umbilical cord tissue and meconium specimens. Therapeutic drug monitoring 20110201
[An experimental study on chemically induced animal model of goat cleft palate in uterus]. Zhongguo xiu fu chong jian wai ke za zhi = Zhongguo xiufu chongjian waike zazhi = Chinese journal of reparative and reconstructive surgery 20110201
Effects of binary mixtures on the life traits of Daphnia magna. Ecotoxicology and environmental safety 20110101
Determination of neonicotinoid insecticides residues in bovine tissues by pressurized solvent extraction and liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110101
Advanced research on cis-Neonicotinoids. Chimia 20110101
Determination of nicotine, anabasine, and cotinine in urine and saliva samples using single-drop microextraction. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20101015
The significance of the Druckrey-Küpfmüller equation for risk assessment--the toxicity of neonicotinoid insecticides to arthropods is reinforced by exposure time. Toxicology 20100930
The conformational landscape of nicotinoids: solving the conformational disparity of anabasine. Chemistry (Weinheim an der Bergstrasse, Germany) 20100903
Online fluorescence enhancement assay for the acetylcholine binding protein with parallel mass spectrometric identification. Journal of medicinal chemistry 20100624
Multiresidue analysis of neonicotinoids by solid-phase extraction technique using high-performance liquid chromatography. Environmental monitoring and assessment 20100601
A computational study of the binding of 3-(arylidene) anabaseines to two major brain nicotinic acetylcholine receptors and to the acetylcholine binding protein. European journal of medicinal chemistry 20100601
Discovery of bis-aromatic ring neonicotinoid analogues fixed as cis-configuration: Synthesis, insecticidal activities, and molecular docking studies. Bioorganic & medicinal chemistry letters 20100601
Refined methodology for the determination of neonicotinoid pesticides and their metabolites in honey bees and bee products by liquid chromatography-tandem mass spectrometry (LC-MS/MS). Journal of agricultural and food chemistry 20100526
Trifluoroacetyl neonicotinoid insecticides with enhanced hydrophobicity and effectiveness. Journal of agricultural and food chemistry 20100428
Risk assessment for side-effects of neonicotinoids against bumblebees with and without impairing foraging behavior. Ecotoxicology (London, England) 20100101
Quantitation of nicotine, its metabolites, and other related alkaloids in urine, serum, and plasma using LC-MS-MS. Methods in molecular biology (Clifton, N.J.) 20100101
The addition of five minor tobacco alkaloids increases nicotine-induced hyperactivity, sensitization and intravenous self-administration in rats. The international journal of neuropsychopharmacology 20091101
Structural determinants for interaction of partial agonists with acetylcholine binding protein and neuronal alpha7 nicotinic acetylcholine receptor. The EMBO journal 20091007
Synthesis of a neonicotinoide pesticide derivative via chemoenzymatic dynamic kinetic resolution. The Journal of organic chemistry 20091002
Diverse actions and target-site selectivity of neonicotinoids: structural insights. Molecular pharmacology 20090701
Differential regulation of receptor activation and agonist selectivity by highly conserved tryptophans in the nicotinic acetylcholine receptor binding site. The Journal of pharmacology and experimental therapeutics 20090701
Activation and desensitization of nicotinic alpha7-type acetylcholine receptors by benzylidene anabaseines and nicotine. The Journal of pharmacology and experimental therapeutics 20090501
Interaction of benzylidene-anabaseine analogues with agonist and allosteric sites on muscle nicotinic acetylcholine receptors. British journal of pharmacology 20090501
Influence of posttreatment temperature on the toxicity of insecticides against Diaphorina citri (Hemiptera: Psyllidae). Journal of economic entomology 20090401
Neonicotinoid substituents forming a water bridge at the nicotinic acetylcholine receptor. Journal of agricultural and food chemistry 20090325
Positive modulation of alpha7 nAChR responses in rat hippocampal interneurons to full agonists and the alpha7-selective partial agonists, 4OH-GTS-21 and S 24795. Neuropharmacology 20090301
Design, synthesis, and insecticidal activities of novel analogues of neonicotinoids: replacement of nitromethylene with nitroconjugated system. Journal of agricultural and food chemistry 20090211
Smoking and Parkinson's disease: does nicotine affect alpha-synuclein fibrillation? Biochimica et biophysica acta 20090201
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 of pharmaceutical and biomedical analysis 20090115
Synthesis, crystal structure, insecticidal activity and DFT study on the geometry and vibration of O-(E)-1-{1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1H-1,2,3-triazol-4-yl}ethyleneamino-O-ethyl-O-phenylphosphorothioate. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20081201
Susceptibility to neonicotinoids and risk of resistance development in the brown planthopper, Nilaparvata lugens (Stål) (Homoptera: Delphacidae). Pest management science 20081201
Modulation of spontaneous hippocampal synaptic events with 5-hydroxyindole, 4OH-GTS-21, and rAAV-mediated alpha7 nicotinic receptor gene transfer. Brain research 20080408
Enantiomeric analysis of anatabine, nornicotine and anabasine in commercial tobacco by multi-dimensional gas chromatography and mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080401
Sequential preconcentration by coupling of field amplified sample injection with pseudo isotachophoresis-acid stacking for analysis of alkaloids in capillary electrophoresis. Analytical and bioanalytical chemistry 20080301
Palladium-catalyzed direct C-h arylation of N-iminopyridinium ylides: application to the synthesis of (+/-)-anabasine. Journal of the American Chemical Society 20080109
Effect of anabasine on catecholamine secretion from the perfused rat adrenal medulla. Journal of cardiology 20071201
The effect of the cholinergic anti-inflammatory pathway on experimental colitis. Scandinavian journal of immunology 20071101
Blocking actions of alkylene-tethered bis-neonicotinoids on nicotinic acetylcholine receptors expressed by terminal abdominal ganglion neurons of Periplaneta americana. Neuroscience letters 20071002
Analyses of tobacco alkaloids by cation-selective exhaustive injection sweeping microemulsion electrokinetic chromatography. Journal of chromatography. A 20070914
The alpha7 nicotinic receptor agonist 4OH-GTS-21 protects axotomized septohippocampal cholinergic neurons in wild type but not amyloid-overexpressing transgenic mice. Neuroscience 20070810
Effects of tobacco and cigarette smoke extracts on serotonergic raphe neurons in the rat. Neuroreport 20070611
Simultaneous determination of neonicotinoid insecticides in agricultural samples by solid-phase extraction cleanup and liquid chromatography equipped with diode-array detection. Journal of agricultural and food chemistry 20070516
Synthesis, insecticidal activity, and QSAR of novel nitromethylene neonicotinoids with tetrahydropyridine fixed cis configuration and exo-ring ether modification. Journal of agricultural and food chemistry 20070321
A hypothesis to account for the selective and diverse actions of neonicotinoid insecticides at their molecular targets, nicotinic acetylcholine receptors: catch and release in hydrogen bond networks. Invertebrate neuroscience : IN 20070301
Reversal of agonist selectivity by mutations of conserved amino acids in the binding site of nicotinic acetylcholine receptors. The Journal of biological chemistry 20070223
Insecticidal and neuroblocking potencies of variants of the imidazolidine moiety of imidacloprid-related neonicotinoids and the relationship to partition coefficient and charge density on the pharmacophore. Journal of agricultural and food chemistry 20070207
Influence of agonists and antagonists on the segmental motion of residues near the agonist binding pocket of the acetylcholine-binding protein. The Journal of biological chemistry 20061222
Complete assignments 1H and 13C NMR spectral data of four anabaseine derivatives. Magnetic resonance in chemistry : MRC 20061201
Specific detection of anabasine, nicotine, and nicotine metabolites in urine by liquid chromatography-tandem mass spectrometry. American journal of clinical pathology 20061201
A nicotinic acetylcholine receptor mutation (Y151S) causes reduced agonist potency to a range of neonicotinoid insecticides. Journal of neurochemistry 20061101
Role in the selectivity of neonicotinoids of insect-specific basic residues in loop D of the nicotinic acetylcholine receptor agonist binding site. Molecular pharmacology 20061001
Anabasine toxicity from a topical folk remedy. Clinical pediatrics 20060901
Spectroscopic analysis of benzylidene anabaseine complexes with acetylcholine binding proteins as models for ligand-nicotinic receptor interactions. Biochemistry 20060725
Chloropyridinyl neonicotinoid insecticides: diverse molecular substituents contribute to facile metabolism in mice. Chemical research in toxicology 20060701
N-terminal domains in mouse and human 5-hydroxytryptamine3A receptors confer partial agonist and antagonist properties to benzylidene analogs of anabaseine. The Journal of pharmacology and experimental therapeutics 20060601
Resistance and cross-resistance to neonicotinoid insecticides and spinosad in the Colorado potato beetle, Leptinotarsa decemlineata (Say) (Coleoptera: Chrysomelidae). Pest management science 20060101
Assignment of absolute configuration of cyclic secondary amines by NMR techniques using Mosher's method: a general procedure exemplified with (-)-isoanabasine. Magnetic resonance in chemistry : MRC 20060101
Substrate specificity of rabbit aldehyde oxidase for nitroguanidine and nitromethylene neonicotinoid insecticides. Chemical research in toxicology 20060101
Relative toxicities and neuromuscular nicotinic receptor agonistic potencies of anabasine enantiomers and anabaseine. Neurotoxicology and teratology 20060101
[Analogs of anabasine as reversible and irreversible inhibitors of choline esterases of different animals]. Zhurnal evoliutsionnoi biokhimii i fiziologii 20060101
Analysis of pesticides in fruits by pressurized liquid extraction and liquid chromatography-ion trap-triple stage mass spectrometry. Journal of chromatography. A 20051209
Rhesus monkey alpha7 nicotinic acetylcholine receptors: comparisons to human alpha7 receptors expressed in Xenopus oocytes. European journal of pharmacology 20051107
A general procedure for the enantioselective synthesis of the minor tobacco alkaloids nornicotine, anabasine, and anatabine. The AAPS journal 20050901
Neonicotinoids show selective and diverse actions on their nicotinic receptor targets: electrophysiology, molecular biology, and receptor modeling studies. Bioscience, biotechnology, and biochemistry 20050801
Stereoselectivity of the demethylation of nicotine piperidine homologues by Nicotiana plumbaginifolia cell suspension cultures. Phytochemistry 20050801
Identification of aldehyde oxidase as the neonicotinoid nitroreductase. Chemical research in toxicology 20050201
Inhibition of cholinesterases of various origin by anabasine derivatives. Doklady. Biochemistry and biophysics 20050101
Role of neonicotinyl insecticides in Washington apple integrated pest management. Part II. Nontarget effects on integrated mite control. Journal of insect science (Online) 20050101
Coaxing a pyridine nucleus to give up its aromaticity: synthesis and pharmacological characterization of novel conformationally restricted analogues of nicotine and anabasine. Journal of medicinal chemistry 20041230
On-line screening of conformationally constrained nicotines and anabasines for agonist activity at the alpha3beta4- and alpha4beta2-nicotinic acetylcholine receptors using immobilized receptor-based liquid chromatographic stationary phases. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20041225
Simultaneous and sensitive measurement of anabasine, nicotine, and nicotine metabolites in human urine by liquid chromatography-tandem mass spectrometry. Clinical chemistry 20041201
Quantitative structure-activity relationship study using refractotopological state atom index on some neonicotinoid insecticides. Bioorganic & medicinal chemistry 20041201
Comparative analysis of neonicotinoid binding to insect membranes: I. A structure-activity study of the mode of [3H]imidacloprid displacement in Myzus persicae and Aphis craccivora. Pest management science 20041001
Comparative analysis of neonicotinoid binding to insect membranes: II. An unusual high affinity site for [3H]thiamethoxam in Myzus persicae and Aphis craccivora. Pest management science 20041001
Anabasine, a selective nicotinic acetylcholine receptor agonist, antagonizes MK-801-elicited mouse popping behavior, an animal model of schizophrenia. Behavioural brain research 20040831
The structural basis for GTS-21 selectivity between human and rat nicotinic alpha7 receptors. Molecular pharmacology 20040701
Structural diversity and defensive properties of norditerpenoid alkaloids. Journal of chemical ecology 20040701
Super agonist actions of clothianidin and related compounds on the SAD beta 2 nicotinic acetylcholine receptor expressed in Xenopus laevis oocytes. Bioscience, biotechnology, and biochemistry 20040301
Inhibitory effect of cadmium and tobacco alkaloids on expansion of porcine oocyte-cumulus complexes. Central European journal of public health 20040301
Ligation of CD47 during monocyte differentiation into dendritic cells results in reduced capacity for interleukin-12 production. Scandinavian journal of immunology 20040101
[Application of bisalkaloid derivatives of dicarboxylic acids based on lupinine, anabasine and cytisine as cholinesterase inhibitors of various origin]. Zhurnal evoliutsionnoi biokhimii i fiziologii 20040101
Novaluron (Rimon), a novel IGR: potency and cross-resistance. Archives of insect biochemistry and physiology 20031201
Inhibition of barnacle larval settlement and crustacean toxicity of some hoplonemertine pyridyl alkaloids. Biomolecular engineering 20030701
Studies on intramolecular Diels-Alder reactions of furo[3,4-c]pyridines in the synthesis of conformationally restricted analogues of nicotine and anabasine. The Journal of organic chemistry 20030530
Dihydropiperazine neonicotinoid compounds. Synthesis and insecticidal activity. Journal of agricultural and food chemistry 20030507
Regulation of neuronal function by choline and 4OH-GTS-21 through alpha 7 nicotinic receptors. Journal of neurophysiology 20030401
Variation in response to neonicotinoid insecticides in peach-potato aphids, Myzus persicae (Hemiptera: Aphididae). Pest management science 20030201
Bisalkaloid derivatives of dicarboxylic acids on the basis of lupinine, anabasine, and cytisine as reversible cholinesterase inhibitors. Doklady. Biochemistry and biophysics 20030101
Components of cigarette smoke inhibit expansion of oocyte-cumulus complexes from porcine follicles. Physiological research 20030101
[Sensitive nonradioactive screening method for compounds interacting with alpha7-cholinoreceptor]. Bioorganicheskaia khimiia 20030101
Quantitative structure-activity relationship study on some azidopyridinyl neonicotinoid insecticides for their selective affinity towards the drosophila nicotinic receptor over mammalian alpha4beta2 receptor using electrotopological state atom index. Drug design and discovery 20030101
Anabasine and anatabine as biomarkers for tobacco use during nicotine replacement therapy. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20021201
Activation and inhibition of native neuronal alpha-bungarotoxin-sensitive nicotinic ACh receptors. Brain research 20020906
Structure-activity relationships of benzylidene anabaseines in nicotinic acetylcholine receptors of cockroach nerve cords. Bioorganic & medicinal chemistry 20020901
Comparative pharmacology of rat and human alpha7 nAChR conducted with net charge analysis. British journal of pharmacology 20020901
Simultaneous analysis of nicotine, nicotine metabolites, and tobacco alkaloids in serum or urine by tandem mass spectrometry, with clinically relevant metabolic profiles. Clinical chemistry 20020901
Accidental fatal poisoning by Nicotiana glauca: identification of anabasine by high performance liquid chromatography/photodiode array/mass spectrometry. Forensic science international 20020717
Enantioselective synthesis of 2-arylpiperidines from chiral lactams. A concise synthesis of (-)-anabasine. Chemical communications (Cambridge, England) 20020307
Translocation and translaminar bioavailability of two neonicotinoid insecticides after foliar application to cabbage and cotton. Pest management science 20020101
Benzylidene analogs of anabaseine display partial agonist and antagonist properties at the mouse 5-hydroxytryptamine(3A) receptor. The Journal of pharmacology and experimental therapeutics 20011201
Insecticidal and neural activities of candidate photoaffinity probes for neonicotinoid binding sites. Bioscience, biotechnology, and biochemistry 20010701
Absolute configuration of anabasine from Messor and Aphaenogaster ants. Journal of chemical ecology 20010501
The discovery of thiamethoxam: a second-generation neonicotinoid. Pest management science 20010201
GTS-21, a mixed nicotinic receptor agonist/antagonist, does not affect the nicotine cue. Pharmacology, biochemistry, and behavior 19991001
Properties