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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. Its ... File:Ricinine.png, ricinine References External links * {{alkaloid-stub ...
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Alkaloid
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 , , Medicinal plant, plants, an ...
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Pyridine
Pyridine is a basic 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 diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase ...
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Nicotine
Nicotine is a naturally produced alkaloid in the nightshade family of plants (most predominantly in tobacco and ''Duboisia hopwoodii'') and is widely used recreationally as a stimulant and anxiolytic. As a pharmaceutical drug, it is used for smoking cessation to relieve withdrawal symptoms. Nicotine acts as a receptor agonist at most nicotinic acetylcholine receptors (nAChRs), except at two nicotinic receptor subunits (nAChRα9 and nAChRα10) where it acts as a receptor antagonist. Nicotine constitutes approximately 0.6–3.0% of the dry weight of tobacco. Nicotine is also present at ppb-concentrations in edible plants in the family Solanaceae, including potatoes, tomatoes, and eggplants, though sources disagree on whether this has any biological significance to human consumers. It functions as an antiherbivore toxin; consequently, nicotine was widely used as an insecticide in the past, and neonicotinoids (structurally similar to nicotine), such as imidacloprid, are s ...
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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 analogs of anabasine: *2-(Pyridin-3-yl)-1-azabicyclo .2. ...
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Nicotiana
''Nicotiana'' () is a genus of herbaceous plants and shrubs in the Family (biology), family Solanaceae, that is Native plant, indigenous to the Americas, Australia, Southwestern Africa and the South Pacific. Various ''Nicotiana'' species, commonly referred to as tobacco plants, are cultivated as ornamental garden plants. ''Nicotiana tabacum, N. tabacum'' is grown worldwide for the cultivation of tobacco leaves used for manufacturing and producing List of tobacco products, tobacco products, including cigars, cigarillos, cigarettes, chewing tobacco, dipping tobacco, Snuff (tobacco), snuff, and snus. Taxonomy Species The 79 accepted species include: * ''Nicotiana acuminata'' (Graham) William Jackson Hooker, Hook. – manyflower tobaccoKnapp et al. (2004) Nomenclatural changes and a new sectional classification in Nicotiana (Solanaceae) Taxon. 53(1):73-82. * ''Nicotiana africana'' Merxm. * ''Nicotiana alata'' Johann Heinrich Friedrich Link, Link & Christoph Friedrich Otto, ...
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Tobacco
Tobacco is the common name of several plants in the genus '' Nicotiana'' of the family Solanaceae, and the general term for any product prepared from the cured leaves of these plants. More than 70 species of tobacco are known, but the chief commercial crop is ''N. tabacum''. The more potent variant ''N. rustica'' is also used in some countries. Dried tobacco leaves are mainly used for smoking in cigarettes and cigars, as well as pipes and shishas. They can also be consumed as snuff, chewing tobacco, dipping tobacco, and snus. Tobacco contains the highly addictive stimulant alkaloid nicotine as well as harmala alkaloids. Tobacco use is a cause or risk factor for many deadly diseases, especially those affecting the heart, liver, and lungs, as well as many cancers. In 2008, the World Health Organization named tobacco use as the world's single greatest preventable cause of death. Etymology The English word ''tobacco'' originates from the Spanish word "tabaco ...
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Ricinine
Ricinine is a toxic alkaloid found in the castor plant. It can serve as a biomarker of ricin poisoning. It was first isolated from the castor seeds by Tuson in 1864. Ricinine has insecticidal effects. It sublimes between 170 and 180 °C at 20 mmHg. It does not form salts, and is precipitated in iodine or mercuric chloride solutions, but not in Mayer's reagent. It can be hydrolyzed to methanol and ricininic acid by alkali. See also *Ricin Ricin ( ) is a lectin (a carbohydrate-binding protein) and a highly potent toxin produced in the seeds of the castor oil plant, ''Ricinus communis''. The median lethal dose (LD50) of ricin for mice is around 22 micrograms per kilogram of body ... References Alkaloids 2-Pyridones Nitriles Ethers Ricin Plant toxins Castor oil plant {{Alkaloid-stub ...
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Castor Oil
Castor oil is a vegetable oil pressed from castor beans. It is a colourless or pale yellow liquid with a distinct taste and odor. Its boiling point is and its density is 0.961 g/cm3. It includes a mixture of triglycerides in which about 90% of fatty acids are ricinoleates. Oleic acid and linoleic acid are the other significant components. Castor oil and its derivatives are used in the manufacturing of soaps, lubricants, hydraulic and brake fluids, paints, dyes, coatings, inks, cold-resistant plastics, waxes and polishes, nylon, and perfumes. Etymology The name probably comes from a confusion between the ''Ricinus'' plant that produces it and another plant, the ''Vitex agnus-castus''. An alternative etymology, though, suggests that it was used as a replacement for castoreum. Composition Castor oil is well known as a source of ricinoleic acid, a monounsaturated, 18-carbon fatty acid. Among fatty acids, ricinoleic acid is unusual in that it has a hydroxyl functional gro ...
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