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Anabasine
Anabasine is a pyridine and piperidine alkaloid found in the Tree Tobacco ('' Nicotiana glauca'') plant, a close relative of the common tobacco plant (''Nicotiana tabacum''). It is a structural isomer of, and chemically similar to, nicotine. Its principal (historical) industrial use is as an insecticide. Anabasine is present in trace amounts in tobacco smoke, and can be used as an indicator of a person's exposure to tobacco smoke. Pharmacology Anabasine is a nicotinic acetylcholine receptor agonist. In high doses, it produces a depolarizing block of nerve transmission, which can cause symptoms similar to those of nicotine poisoning and, ultimately, death by asystole. In larger amounts it is thought to be teratogenic in swine. The intravenous LD50 of anabasine ranges from 11 mg/kg to 16 mg/kg in mice, depending on the enantiomer. Analogs B. Bhatti, et al. made some higher potency sterically strained bicyclic In chemistry, a bicyclic molecule () is a m ...
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Pyridine Alkaloids
Pyridine alkaloids are a class of alkaloids, nitrogen-containing chemical compounds widely found in plants, that contain a pyridine ring. Examples include nicotine and anabasine which are found in plants of the genus ''Nicotiana'' including tobacco. Alkaloids with a pyridine partial structure are usually further subdivided according to their occurrence and their biogenetic origin. The most important examples of pyridine alkaloids are the nicotine and anabasine, which are found in tobacco, the areca alkaloids in betel and ricinine in castor oil. File:Nikotin - Nicotine.svg, nicotine File:Anabasine.svg, anabasine Anabasine is a pyridine and piperidine alkaloid found in the Tree Tobacco ('' Nicotiana glauca'') plant, a close relative of the common tobacco plant (''Nicotiana tabacum''). It is a structural isomer of, and chemically similar to, nicotine. It ... File:Ricinine.png, ricinine References External links * {{alkaloid-stub ...
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Alkaloids Found In Nicotiana
Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar structure may also be termed alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and, more rarely, other elements such as chlorine, bromine, and phosphorus.Chemical Encyclopedia: alkaloids
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Alkaloids are produced by a large variety of organisms including , ,
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Nicotiana Glauca
''Nicotiana glauca'' is a species of flowering plant in the tobacco genus Nicotiana of the nightshade family Solanaceae. It is known by the common name tree tobacco. Its leaves are attached to the stalk by petioles (many other ''Nicotiana'' species have sessile leaves), and its leaves and stems are neither pubescent nor sticky like ''Nicotiana tabacum''. It resembles ''Cestrum parqui'' but differs in the form of leaves and fusion of the outer floral parts. It grows to heights of more than two meters. Tree tobacco is native to South America but it is now widespread as an introduced species on other continents. It is a common roadside weed in the southwestern United States, and an invasive plant species in California native plant habitats. Description ''Nicotiana glauca'' is a small tree or shrub with many branches that normally grows to over 2 m, but can reach as high as 7 m. Its leaves are thick and rubbery and can be up to 20 cm long. It has yellow tubular flowers about ...
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Nicotiana Tabacum
''Nicotiana tabacum'', or cultivated tobacco, is an annually grown herbaceous plant of the '' Nicotiana'' genus. The plant is tropical in origin, is commonly grown throughout the world, and is often found in cultivation. It grows to heights between 1 and 2 meters (3' to 6'). Research is ongoing into its ancestry among wild '' Nicotiana'' species, but it is believed to be a hybrid of '' Nicotiana sylvestris'', ''Nicotiana tomentosiformis'', and possibly ''Nicotiana otophora''. It is the most commonly grown of all plants in the genus ''Nicotiana,'' the plants' leaves commercially grown to be processed into tobacco. Description It is an annual plant that grows high and is sticky hairy on all parts. The stems are thick and not very branched. The leaves can be over long with the blades ovate to elliptical, or obovate, pointed towards the front and, at the base, run down the stem or are sessile, encompassing the stem. The scented inflorescences are multi-branched panicles. The ...
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Anatabine
Anatabine (uh-nat-uh-been,-bin) is one of the minor alkaloids found in plants in the family Solanaceae, which includes the tobacco plant and tomato. Commercial tobacco plants typically produce alkaloids at levels between 2% and 4% of total dry weight, with nicotine accounting for about 90% of the total alkaloid content, and the related compounds anatabine, nornicotine, and anabasine making up nearly all the rest. These compounds are thought to be biologically active, and part of plants' natural defense system against insects. Anatabine has anti-inflammatory activity partly through inhibition of STAT3 phosphorylation in vitro and in vivo. Pharmacology On a biochemical level, it appears to be active against certain nicotinic acetylcholine receptors. Commercial development Star Scientific developed and sold the compound as a dietary supplement primarily through GNC up until mid 2014. Subsequently, Rock Creek Pharmaceuticals (formerly a subsidiary of Star Scientific), head ...
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Piperidine
Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic compound, heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). It is a colorless liquid with an odor described as objectionable, and typical of amines. The name comes from the genus name ''Piper (genus), Piper'', which is the Latin word for Black pepper, pepper. Although piperidine is a common organic compound, it is best known as a representative structure element within many pharmaceuticals and alkaloids, such as natural-occurring Solenopsin, solenopsins. Production Piperidine was first reported in 1850 by the Scottish chemist Thomas Anderson (chemist), Thomas Anderson and again, independently, in 1852 by the French chemist Auguste André Thomas Cahours, Auguste Cahours, who named it. Both of them obtained piperidine by reacting piperine with nitric acid. Industrially, piperidine is produced by the hydrogenation o ...
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Pyridine
Pyridine is a basic (chemistry), basic heterocyclic compound, heterocyclic organic compound with the chemical formula . It is structurally related to benzene, with one methine group replaced by a nitrogen atom. It is a highly flammable, weakly alkaline, water-miscible liquid with a distinctive, unpleasant fish-like smell. Pyridine is colorless, but older or impure samples can appear yellow, due to the formation of extended, unsaturated polymeric chains, which show significant electrical conductivity. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Historically, pyridine was produced from coal tar. As of 2016, it is synthesized on the scale of about 20,000 tons per year worldwide. Properties Physical properties The molecular electric dipole moment is 2.2 debyes. Pyridine is diamagnetism, diamagnetic and has a Magnetic susceptibility, diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1. Th ...
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Enantiomer
In chemistry, an enantiomer ( /ɪˈnænti.əmər, ɛ-, -oʊ-/ ''ih-NAN-tee-ə-mər''; from Ancient Greek ἐνάντιος ''(enántios)'' 'opposite', and μέρος ''(méros)'' 'part') – also called optical isomer, antipode, or optical antipode – is one of two stereoisomers that are non-superposable onto their own mirror image. Enantiomers are much like one's right and left hands, when looking at the same face, they cannot be superposed onto each other. No amount of reorientation will allow the four unique groups on the chiral carbon (see Chirality (chemistry)) to line up exactly. The number of stereoisomers a molecule has can be determined by the number of chiral carbons it has. Stereoisomers include both enantiomers and diastereomers. Diastereomers, like enantiomers, share the same molecular formula and are non-superposable onto each other however, they are not mirror images of each other. A molecule with chirality rotates plane-polarized light. A mixture of equals ...
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Piperidine Alkaloids
Piperidine alkaloids are naturally occurring chemical compounds from the group of alkaloids, which are chemically derived from piperidine. Alkaloids with a piperidine Building block (chemistry), building block are widespread and are usually further subdivided according to their occurrence and biogenetic origin. The most important representative of piperidine alkaloids is piperine, which is responsible for the pungent taste of pepper. The piperidine alkaloids also include the sedum alkaloids (e.g. sedamine), pelletierine, the lobelia alkaloids (e.g. lobeline), the conium alkaloids (such as coniine) and the pinus alkaloids. Piperin.svg, Piperine Lobeline Structural Formula V2.svg, Lobeline (S)-Coniine Structural Formula V.1.svg, Coniine, (''S'')-Coniine (2R,8R)-Sedamine Structural Formula V4.svg, Sedamin Solenopsin Structural Formula V.1.svg, Solenopsin Literature

* {{RömppOnline, Name=Piperidin-Alkaloide, Datum=19. Juni 2014, ID=RD-16-02518 Piperidine alkaloids, ...
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Plant Toxin Insecticides
Plants are predominantly photosynthetic eukaryotes of the kingdom Plantae. Historically, the plant kingdom encompassed all living things that were not animals, and included algae and fungi; however, all current definitions of Plantae exclude the fungi and some algae, as well as the prokaryotes (the archaea and bacteria). By one definition, plants form the clade Viridiplantae (Latin name for "green plants") which is sister of the Glaucophyta, and consists of the green algae and Embryophyta (land plants). The latter includes the flowering plants, conifers and other gymnosperms, ferns and their allies, hornworts, liverworts, and mosses. Most plants are multicellular organisms. Green plants obtain most of their energy from sunlight via photosynthesis by primary chloroplasts that are derived from endosymbiosis with cyanobacteria. Their chloroplasts contain chlorophylls a and b, which gives them their green color. Some plants are parasitic or mycotrophic and have lost the abili ...
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Nicotinic Agonists
A nicotinic agonist is a drug that mimics the action of acetylcholine (ACh) at nicotinic acetylcholine receptors (nAChRs). The nAChR is named for its affinity for nicotine. Examples include nicotine (by definition), acetylcholine (the endogenous agonist of nAChRs), choline, epibatidine, lobeline, varenicline and cytisine. History Nicotine has been known for centuries for its intoxicating effect. It was first isolated in 1828 from the tobacco plant by German chemists Posselt and Reimann. The discovery of positive effects from nicotine on animal memory was discovered by in vivo researches in the mid 1980s. Those researches led to a new era in studies of nicotinic acetylcholine receptor (nAChR) and their stimulation but until then the focus had mainly been on nicotine addiction. The development of nAChR agonists began in the early 1990s after the discovery of nicotine's positive effects. Some research showed a possible therapy option in preclinical researches. ABT-418 ...
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TC-1698
TC-1698 is a drug developed by Targacept which acts as a partial agonist for the α7 subtype of neural nicotinic acetylcholine receptors. It has neuroprotective effects in animal studies, and has been used as a lead compound to find further potent derivatives. See also * Anabasine Anabasine is a pyridine and piperidine alkaloid found in the Tree Tobacco ('' Nicotiana glauca'') plant, a close relative of the common tobacco plant (''Nicotiana tabacum''). It is a structural isomer of, and chemically similar to, nicotine. It ... References Nicotinic agonists Stimulants 3-Pyridyl compounds {{nervous-system-drug-stub ...
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