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CAS Number: 13078-04-1Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J849.758C
Beilstein Number:082639
XlogP3:1.00 (est)
Molecular Weight:162.23558000
Formula:C10 H14 N2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Pubchem Patents:Search
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:1.04600 @ 25.00 °C.
Refractive Index:1.54400 @ 20.00 °C.
Boiling Point: 271.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.007000 mmHg @ 25.00 °C. (est)
Flash Point: 200.00 °F. TCC ( 93.33 °C. )
logP (o/w): 0.852 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
BOC Sciences
For experimental / research use only.
For experimental / research use only.
DL-Anabasine TLC ≥90%
Santa Cruz Biotechnology
For experimental / research use only.
(R,S)-Anabasine 85%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Anabasine ≥97%
Safety Information:
Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
natural substances and extractives
Recommendation for (±)-anabasine usage levels up to:
 not for fragrance use.
Recommendation for (±)-anabasine flavor usage levels up to:
 not for flavor use.
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :2181
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
RTECS:BV4375000 for cas# 13078-04-1
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):2181
Pubchem (sid):134977008
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
Golm Metabolome Database:Search
KEGG (GenomeNet):C06180
HMDB (The Human Metabolome Database):HMDB04350
Export Tariff Code:2939.90.5000
VCF-Online:VCF Volatile Compounds in Food
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 found in nature
3-(2-piperidinyl) pyridine
 pyridine, 3-(2-piperidinyl)-


PubMed:Effects of tobacco smoke constituents, anabasine and anatabine, on memory and attention in female rats.
PubMed:Reference interval determination for anabasine: a biomarker of active tobacco use.
PubMed:Studies on the teratogenicity of anabasine in a rat model.
PubMed:Nicotine-like behavioral effects of the minor tobacco alkaloids nornicotine, anabasine, and anatabine in male rodents.
PubMed:The role of the α7 subunit of the nicotinic acetylcholine receptor on motor coordination in mice treated with methyllycaconitine and anabasine.
PubMed:Testing Dose-Dependent Effects of the Nectar Alkaloid Anabasine on Trypanosome Parasite Loads in Adult Bumble Bees.
PubMed:RNAi-mediated down-regulation of ornithine decarboxylase (ODC) impedes wound-stress stimulation of anabasine synthesis in Nicotiana glauca.
PubMed:A high-throughput robotic sample preparation system and HPLC-MS/MS for measuring urinary anatabine, anabasine, nicotine and major nicotine metabolites.
PubMed:[The effect of anabasine on mortality and concentration of proinflammatory cytokines in blood of mice at early stage of sepsis].
PubMed:Estimates of tobacco use by wastewater analysis of anabasine and anatabine.
PubMed:Validation of a LC-MS/MS method for quantifying urinary nicotine, six nicotine metabolites and the minor tobacco alkaloids--anatabine and anabasine--in smokers' urine.
PubMed:Abuse potential of non-nicotine tobacco smoke components: acetaldehyde, nornicotine, cotinine, and anabasine.
PubMed:Conformational properties of chiral tobacco alkaloids by DFT calculations and vibrational circular dichroism: (-)-S-anabasine.
PubMed:Standard addition method applied to the urinary quantification of nicotine in the presence of cotinine and anabasine using surface enhanced Raman spectroscopy and multivariate curve resolution.
PubMed:Derivatization of chiral carboxylic acids with (S)-anabasine for increasing detectability and enantiomeric separation in LC/ESI-MS/MS.
PubMed:The effect of intermittent dosing of Nicotiana glauca on teratogenesis in goats.
PubMed:The conformational landscape of nicotinoids: solving the conformational disparity of anabasine.
PubMed:Determination of nicotine, anabasine, and cotinine in urine and saliva samples using single-drop microextraction.
PubMed:The only African wild tobacco, Nicotiana africana: alkaloid content and the effect of herbivory.
PubMed:Piperidine, pyridine alkaloid inhibition of fetal movement in a day 40 pregnant goat model.
PubMed:[Tree tobacco Nicotiana glauca].
PubMed:A restatement of the natural science evidence base concerning neonicotinoid insecticides and insect pollinators.
PubMed:Honey bees, neonicotinoids and bee incident reports: the Canadian situation.
PubMed:Effect of α₇ nicotinic acetylcholine receptor agonists and antagonists on motor function in mice.
PubMed:Environmental fate of soil applied neonicotinoid insecticides in an irrigated potato agroecosystem.
PubMed:Design, synthesis, crystal structures, and insecticidal activities of eight-membered azabridge neonicotinoid analogues.
PubMed:Trace level determination of pyrethroid and neonicotinoid insecticides in beebread using acetonitrile-based extraction followed by analysis with ultra-high-performance liquid chromatography-tandem mass spectrometry.
PubMed:Neonicotinoid clothianidin adversely affects insect immunity and promotes replication of a viral pathogen in honey bees.
PubMed:Qualitative profiling and quantification of neonicotinoid metabolites in human urine by liquid chromatography coupled with mass spectrometry.
PubMed:Pyrrole- and dihydropyrrole-fused neonicotinoids: design, synthesis, and insecticidal evaluation.
PubMed:Synthesis and biological evaluation of nitromethylene neonicotinoids based on the enhanced conjugation.
PubMed:Relative toxicities and neuromuscular nicotinic receptor agonistic potencies of anabasine enantiomers and anabaseine.
PubMed:Accidental fatal poisoning by Nicotiana glauca: identification of anabasine by high performance liquid chromatography/photodiode array/mass spectrometry.
PubMed:Effect of anabasine on catecholamine secretion from the perfused rat adrenal medulla.
PubMed:Anabasine and anatabine as biomarkers for tobacco use during nicotine replacement therapy.
PubMed:Involvement of the leaf-specific multidrug and toxic compound extrusion (MATE) transporter Nt-JAT2 in vacuolar sequestration of nicotine in Nicotiana tabacum.
PubMed:Absolute configuration of anabasine from Messor and Aphaenogaster ants.
PubMed:Multi-residue method for determination of selected neonicotinoid insecticides in honey using optimized dispersive liquid-liquid microextraction combined with liquid chromatography-tandem mass spectrometry.
PubMed:The effects of nicotine, cotinine and anabasine on rat adrenal 11 beta-hydroxylase and 21-hydroxylase.
PubMed:Teratogenicity in swine of the tobacco alkaloid anabasine isolated from Nicotiana glauca.
PubMed:Discovery of novel α7 nicotinic acetylcholine receptor ligands via pharmacophoric and docking studies of benzylidene anabaseine analogs.
PubMed:Coaxing a pyridine nucleus to give up its aromaticity: synthesis and pharmacological characterization of novel conformationally restricted analogues of nicotine and anabasine.
PubMed:Synthesis of two conformationally constrained analogues of the minor tobacco alkaloid anabasine.
PubMed:Nicotine, cotinine, and anabasine inhibit aromatase in human trophoblast in vitro.
PubMed:Point-to-point ligand-receptor interactions across the subunit interface modulate the induction and stabilization of conformational states of alpha7 nAChR by benzylidene anabaseines.
PubMed:Differential effects of non-nicotine tobacco constituent compounds on nicotine self-administration in rats.
PubMed:Enantiomeric analysis of anatabine, nornicotine and anabasine in commercial tobacco by multi-dimensional gas chromatography and mass spectrometry.
PubMed:Studies on intramolecular Diels-Alder reactions of furo[3,4-c]pyridines in the synthesis of conformationally restricted analogues of nicotine and anabasine.
PubMed:Conformationally restricted analogues of nicotine and anabasine.
PubMed:Increased production of cadaverine and anabasine in hairy root cultures of Nicotiana tabacum expressing a bacterial lysine decarboxylase gene.
PubMed:Gas chromatographic-mass spectrometric method for determination of anabasine, anatabine and other tobacco alkaloids in urine of smokers and smokeless tobacco users.
PubMed:Congenital defects in calves from maternal ingestion of Nicotiana glauca of high anabasine content.
PubMed:Kinetics of nornicotine and anabasine nitrosation in relation to N'-nitrosonornicotine occurrence in tobacco and to tobacco-induced cancer.
PubMed:Survey of neonicotinoids and fipronil in corn seeds for agriculture.
PubMed:Simultaneous and sensitive measurement of anabasine, nicotine, and nicotine metabolites in human urine by liquid chromatography-tandem mass spectrometry.
PubMed:Influence of nicotine, cotinine, anabasine and cigarette smoke extract on human granulosa cell progesterone and estradiol synthesis.
PubMed:Determination of nicotine and its metabolites accumulated in fish tissue using hydrophilic interaction liquid chromatography coupled with tandem mass spectrometry.
PubMed:Anabasine toxicity from a topical folk remedy.
PubMed:[Analogs of anabasine as reversible and irreversible inhibitors of choline esterases of different animals].
PubMed:Anabasine, a selective nicotinic acetylcholine receptor agonist, antagonizes MK-801-elicited mouse popping behavior, an animal model of schizophrenia.
PubMed:Fatal poisoning from Nicotiana glauca leaves: identification of anabasine by gas-chromatography/mass spectrometry.
PubMed:Inhibition of acetylcholinesterase by caffeine, anabasine, methyl pyrrolidine and their derivatives.
PubMed:[Inhibiting effect of anabasine, anabasamine and lupinine alkaloids on ethanol action in mice].
PubMed:Specific detection of anabasine, nicotine, and nicotine metabolites in urine by liquid chromatography-tandem mass spectrometry.
PubMed:A general procedure for the enantioselective synthesis of the minor tobacco alkaloids nornicotine, anabasine, and anatabine.
PubMed:Teratogenic effects of Nicotiana glauca and concentration of anabasine, the suspect teratogen in plant parts.
PubMed:High levels of resistance to carbamate and pyrethroid chemicals widespread in Australian Myzus persicae (Hemiptera: Aphididae) populations.
PubMed:Action of nicotine and analogs on acetylcholine receptors having mutations of transmitter-binding site residue αG153.
PubMed:Synthesis and biological activity evaluation of novel β-substituted nitromethylene neonicotinoid analogues.
PubMed:Liquid chromatography with diode array detection and tandem mass spectrometry for the determination of neonicotinoid insecticides in honey samples using dispersive liquid-liquid microextraction.
PubMed:The role of the α7 subunit of the nicotinic acetylcholine receptor in the acute toxicosis of methyllycaconitine in mice.
PubMed:A study on embryonic death in goats due to Nicotiana glauca ingestion.
PubMed: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.
PubMed:Effects of nicotine and minor tobacco alkaloids on intracranial-self-stimulation in rats.
PubMed:Design, synthesis, crystal structure analysis, and insecticidal evaluation of phenylazoneonicotinoids.
PubMed:Potential state-selective hydrogen bond formation can modulate activation and desensitization of the α7 nicotinic acetylcholine receptor.
PubMed:Palladium-catalyzed direct C-h arylation of N-iminopyridinium ylides: application to the synthesis of (+/-)-anabasine.
PubMed:Enantioselective synthesis of 2-arylpiperidines from chiral lactams. A concise synthesis of (-)-anabasine.
PubMed:[Pharmacology of the Anabasis aphylla alkaloids anabasine and anabasamine].
PubMed:Sublethal effects of paichongding on Nilaparvata lugens (Homoptera: Delphacidae).
PubMed:[Application of bisalkaloid derivatives of dicarboxylic acids based on lupinine, anabasine and cytisine as cholinesterase inhibitors of various origin].
PubMed:[Experimental research on the effects of resibufo-genin and neostigmine on the respiratory depression caused by anabasine (author's transl)].
PubMed:Insecticide residues in pollen and nectar of a cucurbit crop and their potential exposure to pollinators.
PubMed:A one-year monitoring of nicotine use in sport: frontier between potential performance enhancement and addiction issues.
PubMed:Direct functionalization processes: a journey from palladium to copper to iron to nickel to metal-free coupling reactions.
PubMed:Assessment of the environmental exposure of honeybees to particulate matter containing neonicotinoid insecticides coming from corn coated seeds.
PubMed:Secondary metabolites in floral nectar reduce parasite infections in bumblebees.
PubMed:Inhibition of cholinesterases of various origin by anabasine derivatives.
PubMed:[Effect of anabasine hydrochloride on embryogenesis in white rats and rabbits].
PubMed:A new source of anabasine.
PubMed:N-haloacetylimino neonicotinoids: potency and molecular recognition at the insect nicotinic receptor.
PubMed:[An experimental study on chemically induced animal model of goat cleft palate in uterus].
PubMed:Application of catalytic dynamic resolution of N-Boc-2-lithiopiperidine to the asymmetric synthesis of 2-aryl and 2-vinyl piperidines.
PubMed:Nicotiana glauca (tree tobacco) intoxication--two cases in one family.
PubMed:Bisalkaloid derivatives of dicarboxylic acids on the basis of lupinine, anabasine, and cytisine as reversible cholinesterase inhibitors.
PubMed:[Effect of a hydrophilic cadmium complex with anabasine on energized rat liver mitochondria].
PubMed:[Decomposition of cotinine and anabasine to cycloaliphatic amine derivatives. 7. Pyridones].
PubMed:Newsmaker interview: Mark Walport. U.K. science adviser faces emotionally charged issues and uncertain science.
PubMed:Unique neonicotinoid binding conformations conferring selective receptor interactions.
PubMed:A New and Efficient Approach to the Synthesis of Nicotine and Anabasine Analogues.
PubMed:Short-term intubation after ingestion of Nicotiana glauca.
PubMed:Simultaneous quantification of nicotine and metabolites in rat brain by liquid chromatography-tandem mass spectrometry.
PubMed:A computational study of the binding of 3-(arylidene) anabaseines to two major brain nicotinic acetylcholine receptors and to the acetylcholine binding protein.
PubMed:[Comparative activity of different groups of insecticides against permethrin-resistant lice (anoplura: pediculidae)].
PubMed:Nicotine and metabolites in paired umbilical cord tissue and meconium specimens.
PubMed:LC-MS/MS analysis of neonicotinoid insecticides in honey: methodology and residue findings in Austrian honeys.
PubMed:New fears over bee declines.
PubMed:[Detection of chloropyridinyl neonicotinoid insecticide metabolite 6-chloronicotinic acid in the urine: six cases with subacute nicotinic symptoms].
PubMed:Determination of neonicotinoid insecticides residues in bovine tissues by pressurized solvent extraction and liquid chromatography-tandem mass spectrometry.
PubMed:Online fluorescence enhancement assay for the acetylcholine binding protein with parallel mass spectrometric identification.
PubMed:Discovery of bis-aromatic ring neonicotinoid analogues fixed as cis-configuration: Synthesis, insecticidal activities, and molecular docking studies.
PubMed:[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].
PubMed:N'-Nitro-2-hydrocarbylidenehydrazinecarboximidamides: design, synthesis, crystal structure, insecticidal activity, and structure-activity relationships.
PubMed:The effect of cadaverine on the formation of anabasine from lysine in hairy root cultures of Nicotiana hesperis.
PubMed:Neonicotinoid insecticides: highlights of a symposium on strategic molecular designs.
PubMed:cis-Configuration: a new tactic/rationale for neonicotinoid molecular design.
PubMed:Overview of the status and global strategy for neonicotinoids.
PubMed:Anabaseine is a potent agonist on muscle and neuronal alpha-bungarotoxin-sensitive nicotinic receptors.
PubMed:Receptor structure-guided neonicotinoid design.
PubMed:Neonicotinoid metabolism: compounds, substituents, pathways, enzymes, organisms, and relevance.
PubMed:Regulation of brain nicotinic receptors by chronic agonist infusion.
PubMed:Advanced research on cis-Neonicotinoids.
PubMed:Effects of binary mixtures on the life traits of Daphnia magna.
PubMed:Effect of α7n-Acetylcholine Receptor Activation and Antibodies to TNF-α on Mortality of Mice and Concentration of Proinflammatory Cytokines During Early Stage of Sepsis.
PubMed: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).
PubMed:Tobacco alkaloid derivatives as inhibitors of breast cancer aromatase.
PubMed:Actions of piperidine alkaloid teratogens at fetal nicotinic acetylcholine receptors.
PubMed:The biology of insecticidal activity and resistance.
PubMed:Quantitation of nicotine, its metabolites, and other related alkaloids in urine, serum, and plasma using LC-MS-MS.
PubMed:The significance of the Druckrey-Küpfmüller equation for risk assessment--the toxicity of neonicotinoid insecticides to arthropods is reinforced by exposure time.
PubMed:Quantitative determination of bisphenol A from human saliva using bulk derivatization and trap-and-elute liquid chromatography coupled to electrospray ionization mass spectrometry.
PubMed:Tying it all together--papers from two noteworthy symposia dealing with recent developments in agrochemical research.
PubMed:Importance of physicochemical properties for the design of new pesticides.
PubMed:Minor tobacco alkaloids as biomarkers for tobacco use: comparison of users of cigarettes, smokeless tobacco, cigars, and pipes.
PubMed:Another death due to ingestion of Nicotiana glauca.
PubMed:Multiresidue analysis of neonicotinoids by solid-phase extraction technique using high-performance liquid chromatography.
PubMed:[Transformation of nicotine into anabasine in Nicotiana glauca shoots].
PubMed:[Toxicity of anabasine sulfate and thiophos in their combined action].
PubMed:[Experimental findings concerning treatment of anabasine sulfate poisoning].
PubMed:[Loss of nicotine and anabasine during their isolation from biological material].
PubMed:[Isolation of nicotine and anabasine from the organs of poisoned animals].
PubMed:Biosynthesis of the nicotine alkaloids in Nicotiana glutinosa. Interrelationships among nicotine, nornicotine, anabasine, and anatabine.
PubMed:[Conditions of anabasine extraction from watery solutions by means of organic solvents under various pH values].
PubMed:[The resistance of various types of soil microorganisms to the action of anabasine].
PubMed:[Occurrence of anabasine in Nicotiana glauca].
PubMed:New tests for the Nicotiana alkaloids, nornicotine and anabasine.
PubMed:Proceedings: In vitro metabolic N-oxidation of the minor tobacco alkaloids, (-)methylanabasine and (-)anabasine to yield a hydroxylamine and a nitrone in lung and liver homogenates.
PubMed:[Extraction photometric determination of anabasine and nicotine].
PubMed:[First isolation of anabasine from a Leguminose, Priestleya elliptica DC.. 22. Leguminose alakloids].
PubMed:[Comparative evaluation of methods of isolation of nicotine and anabasine from biological material].
PubMed:Biosynthesis of the nicotiana alkaloids. XIV. The incorporation of delta 1-piperideine-6-14C into the piperidine ring of anabasine.
PubMed:[A case of anabasine poisoning].
PubMed:[Spectrophotmetric determination of anabasine in biological material].
PubMed:[Effect of electrolytes on the extraction of nicotine and anabasine by means of organic solutions from acid and alkaline water solutions].
PubMed:Biosynthesis of Anabasine and of Nicotine by Excised Root Cultures of Nicotiana Glauca.
PubMed:[Formation of anabasine from cadaverine-(1-5-14C) with aid of extracts from embryo germ of peas].
PubMed:[Effect of anabasine derivatives on respiration].
PubMed:[The studies on tired and paralyzes superior cervical ganglion; effect of nicotine, anabasine, cytisine and lobeline].
PubMed:Inhibition of herpes simplex virus replication and protein synthesis by non-smoked tobacco, tobacco alkaloids and nitrosamines.
PubMed:Trifluoroacetyl neonicotinoid insecticides with enhanced hydrophobicity and effectiveness.
PubMed:Synthesis of a neonicotinoide pesticide derivative via chemoenzymatic dynamic kinetic resolution.
PubMed:Immediate effects of nectar robbing by Palestine sunbirds (Nectarinia osea) on nectar alkaloid concentrations in tree tobacco (Nicotiana glauca).
PubMed:Acute respiratory failure due to Nicotiana glauca ingestion.
PubMed:Activation and desensitization of nicotinic alpha7-type acetylcholine receptors by benzylidene anabaseines and nicotine.
PubMed:Methamphetamine-like discriminative-stimulus effects of nicotinic agonists.
PubMed:Stereoselectivity of the demethylation of nicotine piperidine homologues by Nicotiana plumbaginifolia cell suspension cultures.
PubMed:Aromatase inhibitors in cigarette smoke, tobacco leaves and other plants.
PubMed:Structural determinants for interaction of partial agonists with acetylcholine binding protein and neuronal alpha7 nicotinic acetylcholine receptor.
PubMed:Sequential preconcentration by coupling of field amplified sample injection with pseudo isotachophoresis-acid stacking for analysis of alkaloids in capillary electrophoresis.
PubMed:Minor alkaloids of tobacco release [3H]dopamine from superfused rat striatal slices.
PubMed:A fatal poisoning from Nicotiana glauca.
PubMed:Simultaneous analysis of nicotine, nicotine metabolites, and tobacco alkaloids in serum or urine by tandem mass spectrometry, with clinically relevant metabolic profiles.
PubMed:Comparison of cleft palate induction by Nicotiana glauca in goats and sheep.
PubMed:Risk assessment for side-effects of neonicotinoids against bumblebees with and without impairing foraging behavior.
PubMed:Effects of MAO inhibition and a combination of minor alkaloids, β-carbolines, and acetaldehyde on nicotine self-administration in adult male rats.
PubMed:Neonicotinoid substituents forming a water bridge at the nicotinic acetylcholine receptor.
PubMed:Diverse actions and target-site selectivity of neonicotinoids: structural insights.
PubMed:Structure-activity relationships of benzylidene anabaseines in nicotinic acetylcholine receptors of cockroach nerve cords.
PubMed:Alzheimer's drug design based upon an invertebrate toxin (anabaseine) which is a potent nicotinic receptor agonist.
PubMed:Molecular genetics of alkaloid biosynthesis in Nicotiana tabacum.
PubMed:Chloropyridinyl neonicotinoid insecticides: diverse molecular substituents contribute to facile metabolism in mice.
PubMed:A reversed-phase HPLC-UV method developed and validated for simultaneous quantification of six alkaloids from Nicotiana spp.
PubMed:Differential regulation of receptor activation and agonist selectivity by highly conserved tryptophans in the nicotinic acetylcholine receptor binding site.
PubMed:Pyridine-type alkaloid composition affects bacterial community composition of floral nectar.
PubMed:Interaction of benzylidene-anabaseine analogues with agonist and allosteric sites on muscle nicotinic acetylcholine receptors.
PubMed: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.
PubMed:Teratogenicity and toxicity of wild tree tobacco, Nicotiana glauca in sheep.
PubMed:Simultaneous quantification of tobacco alkaloids and major phase I metabolites by LC-MS/MS in human tissue.
PubMed:Inhibition of aldosterone synthesis in rat adrenal cells by nicotine and related constituents of tobacco smoke.
PubMed:Analyses of tobacco alkaloids by cation-selective exhaustive injection sweeping microemulsion electrokinetic chromatography.
PubMed:The comparative binding characteristics of nicotinic ligands and their pharmacology.
PubMed:Identification of precursors and mechanisms of tobacco-specific nitrosamine formation in water during chloramination.
PubMed:Application of GC-MS/MS for the analysis of tobacco alkaloids in cigarette filler and various tobacco species.
PubMed:[Food poisoning with anabasin sulfate].
PubMed: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.
PubMed:[A case of poisoning].
PubMed:Synthesis of chiral heterocycles by ligand-controlled regiodivergent and enantiospecific Suzuki Miyaura cross-coupling.
PubMed:N-terminal domains in mouse and human 5-hydroxytryptamine3A receptors confer partial agonist and antagonist properties to benzylidene analogs of anabaseine.
PubMed: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.
PubMed: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.
PubMed: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.
PubMed:Comparative analysis of neonicotinoid binding to insect membranes: II. An unusual high affinity site for [3H]thiamethoxam in Myzus persicae and Aphis craccivora.
PubMed:The structural basis for GTS-21 selectivity between human and rat nicotinic alpha7 receptors.
PubMed:Inhibitory effect of cadmium and tobacco alkaloids on expansion of porcine oocyte-cumulus complexes.
PubMed:Neuromuscular blockade after ingestion of tree tobacco (Nicotiana glauca).
PubMed:Cytotoxic effects of cigarette smoke alkaloids inhibit the progesterone production and cell growth of cultured MA-10 Leydig tumor cells.
PubMed:Improved metabolic action of a bacterial lysine decarboxylase gene in tobacco hairy root cultures by its fusion to a rbcS transit peptide coding sequence.
PubMed:Discriminative stimulus effects of intravenous l-nicotine and nicotine analogs or metabolites in squirrel monkeys.
PubMed:Metabolism of [14C]nicotine in wild species of Nicotiana.
PubMed:Nicotiana glauca poisoning in ostriches (Struthio camelus).
PubMed:Effect of alkaloids in cigarette smoke on human granulosa cell progesterone synthesis and cell viability.
PubMed:Role of training dose in discrimination of nicotine and related compounds by rats.
PubMed:Smoking and Parkinson's disease: does nicotine affect alpha-synuclein fibrillation?
PubMed:Plant alkaloids that cause developmental defects through the disruption of cholinergic neurotransmission.
PubMed:Direct quantitative analysis of nicotine alkaloids from biofluid samples using paper spray mass spectrometry.
PubMed:Modulation of spontaneous hippocampal synaptic events with 5-hydroxyindole, 4OH-GTS-21, and rAAV-mediated alpha7 nicotinic receptor gene transfer.
PubMed:Blocking actions of alkylene-tethered bis-neonicotinoids on nicotinic acetylcholine receptors expressed by terminal abdominal ganglion neurons of Periplaneta americana.
PubMed:Synthesis, insecticidal activity, and QSAR of novel nitromethylene neonicotinoids with tetrahydropyridine fixed cis configuration and exo-ring ether modification.
PubMed:Reversal of agonist selectivity by mutations of conserved amino acids in the binding site of nicotinic acetylcholine receptors.
PubMed:Complete assignments 1H and 13C NMR spectral data of four anabaseine derivatives.
PubMed:A nicotinic acetylcholine receptor mutation (Y151S) causes reduced agonist potency to a range of neonicotinoid insecticides.
PubMed:Substrate specificity of rabbit aldehyde oxidase for nitroguanidine and nitromethylene neonicotinoid insecticides.
PubMed:Assignment of absolute configuration of cyclic secondary amines by NMR techniques using Mosher's method: a general procedure exemplified with (-)-isoanabasine.
PubMed:Identification of aldehyde oxidase as the neonicotinoid nitroreductase.
PubMed:Activation and inhibition of native neuronal alpha-bungarotoxin-sensitive nicotinic ACh receptors.
PubMed:Benzylidene analogs of anabaseine display partial agonist and antagonist properties at the mouse 5-hydroxytryptamine(3A) receptor.
PubMed:Analysis of 3-(4-hydroxy, 2-Methoxybenzylidene)anabaseine selectivity and activity at human and rat alpha-7 nicotinic receptors.
PubMed:A study of tobacco carcinogenesis. XV. Effects of N'-nitrosonornicotine and N'-nitrosoanabasine in Syrian golden hamsters.
PubMed:Chemical studies on tobacco smoke. XXXIII. N' -nitrosonornicotine in tobacco: analysis of possible contributing factors and biologic implications.
PubMed:The alpha7 nicotinic receptor agonist 4OH-GTS-21 protects axotomized septohippocampal cholinergic neurons in wild type but not amyloid-overexpressing transgenic mice.
PubMed: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.
PubMed:Spectroscopic analysis of benzylidene anabaseine complexes with acetylcholine binding proteins as models for ligand-nicotinic receptor interactions.
PubMed:Neonicotinoids show selective and diverse actions on their nicotinic receptor targets: electrophysiology, molecular biology, and receptor modeling studies.
PubMed:Ligation of CD47 during monocyte differentiation into dendritic cells results in reduced capacity for interleukin-12 production.
PubMed:[Sensitive nonradioactive screening method for compounds interacting with alpha7-cholinoreceptor].
PubMed:Regulation of neuronal function by choline and 4OH-GTS-21 through alpha 7 nicotinic receptors.
PubMed:Comparative pharmacology of rat and human alpha7 nAChR conducted with net charge analysis.
PubMed:Nicotinic agonist modulation of neurotransmitter levels in the rat frontoparietal cortex.
PubMed:Characterization of a series of anabaseine-derived compounds reveals that the 3-(4)-dimethylaminocinnamylidine derivative is a selective agonist at neuronal nicotinic alpha 7/125I-alpha-bungarotoxin receptor subtypes.
PubMed:A study of tobacco carcinogenesis. XIV. Effects of N'-nitrosonornicotine and N'-nitrosonanabasine in rats.
PubMed:Super agonist actions of clothianidin and related compounds on the SAD beta 2 nicotinic acetylcholine receptor expressed in Xenopus laevis oocytes.
PubMed:Design, synthesis, and insecticidal activities of novel analogues of neonicotinoids: replacement of nitromethylene with nitroconjugated system.
PubMed:Analysis of refill liquids for electronic cigarettes.
PubMed:Highly enantioselective [4+2] annulation via organocatalytic Mannich-reductive cyclization: one-pot synthesis of functionalized piperidines.
PubMed:Effects of tobacco and cigarette smoke extracts on serotonergic raphe neurons in the rat.
PubMed:Structural diversity and defensive properties of norditerpenoid alkaloids.
PubMed:Components of cigarette smoke inhibit expansion of oocyte-cumulus complexes from porcine follicles.
PubMed:Transgenic tobacco expressing Vitreoscilla hemoglobin exhibits enhanced growth and altered metabolite production.
PubMed:Constituents of cigarette smoke inhibit human granulosa cell aromatase.
PubMed:Neuronal nicotinic receptor beta2 and beta4 subunits confer large differences in agonist binding affinity.
PubMed:Clozapine attenuates the discriminative stimulus properties of (-)-nicotine.
PubMed:Quantitative structure-activity relationship study using refractotopological state atom index on some neonicotinoid insecticides.
PubMed: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.
PubMed:Inhibition of barnacle larval settlement and crustacean toxicity of some hoplonemertine pyridyl alkaloids.
PubMed:Dihydropiperazine neonicotinoid compounds. Synthesis and insecticidal activity.
PubMed:[Results of clinical investigation of anti-nicotine drug patches].
PubMed:[The blocking action of anabasin on the neuromuscular junction (author's transl)].
PubMed:Simultaneous determination of neonicotinoid insecticides in agricultural samples by solid-phase extraction cleanup and liquid chromatography equipped with diode-array detection.
PubMed: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.
PubMed:Role of neonicotinyl insecticides in Washington apple integrated pest management. Part II. Nontarget effects on integrated mite control.
PubMed:Variation in response to neonicotinoid insecticides in peach-potato aphids, Myzus persicae (Hemiptera: Aphididae).
PubMed:Insecticidal and neural activities of candidate photoaffinity probes for neonicotinoid binding sites.
PubMed:[Reaction of N-[beta-(dialkoxyphosphinyl)-mercaptoethyl]anabasines and their diiodomethylates with human erythrocyte acetylcholinesterase and horse serum butyrylcholinesterase].
PubMed:Nitrogen-containing compounds in the scent gland secretions of European cladonychiid harvestmen (Opiliones, Laniatores, Travunioidea).
PubMed:Influence of posttreatment temperature on the toxicity of insecticides against Diaphorina citri (Hemiptera: Psyllidae).
PubMed:A pilot study of StopAdvisor: a theory-based interactive internet-based smoking cessation intervention aimed across the social spectrum.
PubMed:Analysis of pesticides in fruits by pressurized liquid extraction and liquid chromatography-ion trap-triple stage mass spectrometry.
PubMed:Rhesus monkey alpha7 nicotinic acetylcholine receptors: comparisons to human alpha7 receptors expressed in Xenopus oocytes.
PubMed:The discovery of thiamethoxam: a second-generation neonicotinoid.
PubMed:Selective alpha7-nicotinic agonists normalize inhibition of auditory response in DBA mice.
PubMed:Improved learning and memory in aged rats with chronic administration of the nicotinic receptor agonist GTS-21.
PubMed:Modified alkaloid pattern in developing tobacco callus.
PubMed:The effect of the cholinergic anti-inflammatory pathway on experimental colitis.
PubMed:Influence of agonists and antagonists on the segmental motion of residues near the agonist binding pocket of the acetylcholine-binding protein.
PubMed:alpha7 receptor-selective agonists and modes of alpha7 receptor activation.
PubMed:Chemical studies on tobacco smoke LVI. Tobacco specific nitrosamines: origins, carcinogenicity and metabolism.
PubMed:Susceptibility to neonicotinoids and risk of resistance development in the brown planthopper, Nilaparvata lugens (Stål) (Homoptera: Delphacidae).
PubMed:Role in the selectivity of neonicotinoids of insect-specific basic residues in loop D of the nicotinic acetylcholine receptor agonist binding site.
PubMed:GTS-21, a mixed nicotinic receptor agonist/antagonist, does not affect the nicotine cue.
PubMed:Immunotoxic effects of smokeless tobacco on the accessory cell function of rat oral epithelium.
PubMed:Effects of nucleus basalis lesions on the muscarinic and nicotinic modulation of [3H]acetylcholine release in the rat cerebral cortex.
PubMed:Radioimmunoassay of N'-nitrosonornicotine.
PubMed:[Chromatographic evidence for N-nitrosamines of tobacco alkaloids].
PubMed:Resistance and cross-resistance to neonicotinoid insecticides and spinosad in the Colorado potato beetle, Leptinotarsa decemlineata (Say) (Coleoptera: Chrysomelidae).
PubMed:Novaluron (Rimon), a novel IGR: potency and cross-resistance.
PubMed:Translocation and translaminar bioavailability of two neonicotinoid insecticides after foliar application to cabbage and cotton.
PubMed:Congenital skeletal malformations and cleft palate induced in goats by ingestion of Lupinus, Conium and Nicotiana species.
PubMed:[Pharmacological agents in controlling smoking].
PubMed:[Effect of Anabasis aphylla alkaloids on the development of compensatory adrenal cortical hypertrophy].
PubMed:[Participation of lysine and acetate in the biosynthesis of Anabasis aphylla alkaloids].
PubMed:Pharmacotherapeutic implications of the association between genomic instability at chromosome 15q13.3 and autism spectrum disorders.
PubMed:Protonating and determining myosmine intactly by association with citrate anion.
PubMed:The A622 gene in Nicotiana glauca (tree tobacco): evidence for a functional role in pyridine alkaloid synthesis.
PubMed:[Effect of in-utero surgical repair at different stages on mid-facial development of goats with cleft palate].
PubMed:The fetal cleft palate: v. elucidation of the mechanism of palatal clefting in the congenital caprine model.
PubMed:Association constants of pyridine and piperidine alkaloids to amyloid beta peptide determined by electrochemical impedance spectroscopy.
PubMed:Identification and quantification of nicotine biomarkers in human oral fluid from individuals receiving low-dose transdermal nicotine: a preliminary study.
PubMed: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.
PubMed:Parent quit attempts after counseling to reduce children's secondhand smoke exposure and promote cessation: main and moderating relationships.
PubMed:The addition of five minor tobacco alkaloids increases nicotine-induced hyperactivity, sensitization and intravenous self-administration in rats.
PubMed:Nicotinic plant poisoning.
PubMed:Role of nicotinic and estrogen signaling during experimental acute and chronic bladder inflammation.
PubMed:Nicotine-related alkaloids and metabolites as inhibitors of human cytochrome P-450 2A6.
PubMed:Product enhancement and recovery from transformed root cultures of Nicotiana glauca.
PubMed:Congenital deformities in swine induced by wild tree tobacco, Nicotiana glauca.
PubMed:Discriminative stimulus properties of nicotine: further evidence for mediation at a cholinergic receptor.
PubMed:Biosynthesis and metabolism of the basic alkaloids.
PubMed:Why does anatabine, but not nicotine, accumulate in jasmonate-elicited cultured tobacco BY-2 cells?
PubMed:Separation and measurement of plant alkaloid enantiomers by RP-HPLC analysis of their Fmoc-Alanine analogs.
PubMed:Alkaloids of Haloxylon salicornicum (Moq.) Bunge ex Boiss. (Chenopodiaceae).
PubMed:Feeding responses of free-flying honeybees to secondary compounds mimicking floral nectars.
PubMed:Efficient enantiomeric synthesis of pyrrolidine and piperidine alkaloids from tobacco.
PubMed:Effects of Cd2+ and two cadmium organic complexes on isolated rat liver mitochondria.
PubMed:Evidence for endogenous formation of tobacco-specific nitrosamines in rats treated with tobacco alkaloids and sodium nitrite.
PubMed:Dissociations between the locomotor stimulant and depressant effects of nicotinic agonists in rats.
PubMed:On-line molecularly imprinted solid-phase extraction for the selective spectrophotometric determination of nicotine in the urine of smokers.
PubMed:Vacuolar transport of nicotine is mediated by a multidrug and toxic compound extrusion (MATE) transporter in Nicotiana tabacum.
PubMed:Nicotine content and delivery across tobacco products.
PubMed:Enantioseparation of nicotine alkaloids in cigarettes by CE using sulfated beta-CD as a chiral selector and a capillary coated with amino groups.
PubMed:[Rapid determination of alkaloids in tobacco using gas chromatography-mass spectrometry with full scan-selected ion monitoring mode].
PubMed:Synthesis of 2-arylpiperidines by palladium couplings of aryl bromides with organozinc species derived from deprotonation of N-boc-piperidine.
PubMed:Synthesis of 2-(pyridin-3-yl)-1-azabicyclo[3.2.2]nonane, 2-(pyridin-3-yl)-1-azabicyclo[2.2.2]octane, and 2-(pyridin-3-yl)-1-azabicyclo[3.2.1]octane, a class of potent nicotinic acetylcholine receptor-ligands.
PubMed:CE with sequential light-emitting diode-induced fluorescence and electro-chemiluminescence detections for the determination of amino acids and alkaloids.
PubMed:Technical comment on Adler et al. (2006): experimental design compromises conclusions.
PubMed: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.
PubMed:Cytisine for smoking cessation: a literature review and a meta-analysis.
PubMed:Acute and subacute effects of tobacco alkaloids, tobacco-specific nitrosamines and phenethyl isothiocyanate on N'-nitrosonornicotine metabolism in rats.
PubMed:Residential treatment for smokeless tobacco use: a case series.
PubMed:Fast analysis of nicotine related alkaloids in tobacco and cigarette smoke by megabore capillary gas chromatography.
PubMed:[Pharmaceutical botanical studies on some Glycyrrhiza species].
PubMed:The fetal cleft palate: III. Ultrastructural and functional analysis of palatal development following in utero repair of the congenital model.
PubMed:Comparison of methods for extraction of tobacco alkaloids.
PubMed:Fast track to the trichome: induction of N-acyl nornicotines precedes nicotine induction in Nicotiana repanda.
PubMed:Desensitization of nicotinic agonist-induced [3H]gamma-aminobutyric acid release from mouse brain synaptosomes is produced by subactivating concentrations of agonists.
PubMed:Optimization study for the reversed-phase ion-pair liquid chromatographic determination of nicotine in commercial tobacco products.
PubMed:The fetal cleft palate: I. Characterization of a congenital model.
PubMed:Application of high-performance capillary electrophoresis to the quantitative analysis of nicotine and profiling of other alkaloids in ATF-regulated tobacco products.
PubMed:Evaluation of micellar electrokinetic capillary chromatography for the analysis of selected tobacco alkaloids.
PubMed:Dufour's gland and poison gland chemistry of the myrmicine ant,Messor capensis (Mayr).
PubMed:Alkaloidal responses to damage inNicotiana native to North America.
PubMed:Nicotinic receptor function determined by stimulation of rubidium efflux from mouse brain synaptosomes.
PubMed:The effect of varying hormonal and precursor supplementations on levels of nicotine and related alkaloids in cell cultures ofNicotiana tabacum.
PubMed:Studies on the induction of sister-chromatid exchanges in Chinese hamster ovary cells by various tobacco alkaloids.
PubMed:Characterization of the receptor mediating the nicotine discriminative stimulus.
PubMed:Simultaneous determination of thirteen plant alkaloids in a human specimen by SPE and HPLC.
PubMed:Screening of tobacco smoke condensate for nicotinic acetylcholine receptor ligands using cellular membrane affinity chromatography columns and missing peak chromatography.
PubMed:Nicotine lozenges for the treatment of smokeless tobacco use.
PubMed:[Biomarkers of tobacco smoke].
PubMed:[What are the markers of tobacco smoking?].
PubMed:GABAergic systems modulate nicotinic receptor-mediated seizures in mice.
PubMed:Determination of nicotine and other minor alkaloids in international cigarettes by solid-phase microextraction and gas chromatography/mass spectrometry.
PubMed:Determination of tobacco alkaloids by gas chromatography with nitrogen-phosphorus detection.
PubMed:Determination of tobacco alkaloids in single plant cells by capillary electrophoresis.
PubMed:Molecular characterization of quinolinate phosphoribosyltransferase (QPRtase) in Nicotiana.
PubMed:The fetal cleft palate: II. Scarless healing after in utero repair of a congenital model.
PubMed:Lupines, poison-hemlock and Nicotiana spp: toxicity and teratogenicity in livestock.
PubMed:Recognition of novel artifacts produced during the microsomal incubation of secondary alicyclic amines in the presence of cyanide.
PubMed:Nicotinic acetylcholine receptor (nACh-R) agonist-induced changes in brain monoamine turnover in mice.
PubMed:Smokeless tobacco contains an inhibitor of prolyl hydroxylase activity.
PubMed:Change of Alkaloid Distribution in the Regenerated Plants of Duboisia myoporoides During Development.
PubMed:Nature of nicotine binding to rat brain P2 fraction.
PubMed:Tropane alkaloids of species of anthocercis, cyphanthera and crenidium.
PubMed:Alkaloid Changes in Tobacco Seeds during Germination.
Anabasine is a nicotinic receptor agonist toxin and Cholinesterase inhibitor which acts upon the nicotinic acetylcholine receptors. Anabasine is an unstable yellow liquid which is succeptable to light, heat and moisture. It's decomposition products include Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases and carbon dioxide. Anabasine is a pyridine alkaloid found in the stem of the (Nicotiana glauca) plant, a close relative of (Nicotiana tabacum) the common tobacco plant. Anabasine is a metabolite of nicotine which can be used as an indicator of a person's exposure to tobbacco smoke. A piperidine botanical insecticide. [HMDB]
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