Alkaloids Found In Erythroxylum Coca
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Alkaloids Found In Erythroxylum Coca
Coca alkaloids are the alkaloids found in the coca plant, ''Erythroxylum coca''.Variation of Alkaloid Content in Erythroxylum coca Leaves from Leaf Bud to Leaf Drop. Emanuel L. Johnson and Stephen D. Emche, Ann. Bot., 1994, volume 73, issue 6, pages 645-650, They are predominantly of either the pyrrolidine or the tropane types. __NOTOC__ Tropane-type alkaloids * Benzoylecgonine * Cocaine * Ecgonidine * Ecgonine * Hydroxytropacocaine * Methylecgonine cinnamate * Tropacocaine * Truxilline Pyrrolidine-type alkaloids * Cuscohygrine * Dihydrocuscohygrine * Hygrine * Nicotine See also * Cocaine metabolites (Human) * Coca wine, an alcoholic beverage combining wine with extracted coca alkaloids * Methylecgonidine * Troparil Troparil (also known as (–)-2β-Carbomethoxy-3β-phenyltropane, WIN 35,065-2, or β-CPT) is a stimulant drug used in scientific research. Troparil is a phenyltropane-based dopamine reuptake inhibitor (DRI) that is derived from methylecgonidine ... R ...
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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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Tropacocaine
Tropacocaine (tropacaine, benzoylpseudotropine, pseudotropine benzoate, descarbomethoxycocaine) is a cocaine-related alkaloid and a contaminant of street cocaine. Chemistry Synthesis It can be synthesized from tropine using the Mitsunobu reaction. See also *Hydroxytropacocaine *Benzoylecgonine * ''p''-Fluorotropacocaine *Indatraline *Tropane alkaloid Tropane alkaloids are a class of bicyclic .2.1alkaloids and secondary metabolites that contain a tropane ring in their chemical structure. Tropane alkaloids occur naturally in many members of the plant family Solanaceae. Certain tropane alkal ... References Tropane alkaloids found in Erythroxylum coca Benzoate esters {{heterocyclic-stub ...
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Methylecgonidine
Methylecgonidine (anhydromethylecgonine; anhydroecgonine methyl ester; AEME) is a chemical intermediate derived from ecgonine or cocaine. Methylecgonidine is a pyrolysis product formed when crack cocaine is smoked, making this substance a useful biomarker to specifically test for use of crack cocaine, as opposed to powder cocaine which does not form methylecgonidine as a metabolite. Methylecgonidine has a relatively short half-life of 18–21 minutes, after which it is metabolised to ecgonidine, meaning that the relative concentrations of the two compounds can be used to estimate how recently crack cocaine has been smoked. Methylecgonidine has been shown to be specifically more harmful to the body than other byproducts of cocaine; for example to the heart, lungs & liver. The toxicity is due to a partial agonist effect at M1 and M3 muscarinic receptors, leading to DNA fragmentation and neuronal death by apoptosis. AEME is also used in scientific research for the manufacture of p ...
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Coca Wine
Coca wine is an alcoholic beverage combining wine with cocaine. One popular brand was ''Vin Mariani'', developed in 1863 by French-Corsican chemist and entrepreneur Angelo Mariani. At the end of the 19th century, the fear of drug abuse made coca-based drinks less popular. This led to the prohibition of cocaine in the United States in 1914 via the Harrison Narcotics Tax Act, and the removal of cocaine from coca wine, though coca leaf remained. Coca wine itself became illegal in the United States when its other main drug, alcohol, was banned just a few years later with the Eighteenth Amendment in 1920. Peruvian Wine of Coca.png, Peruvian Wine of Coca Médaille Coca Mariani revers O.Roty.JPG, Coca Mariani medal by Louis-Oscar Roty Related beverages In Atlanta, John Pemberton, a pharmacist, developed a beverage based on Vin Mariani, called Pemberton's French Wine Coca. It proved popular among American consumers. In 1886, when Georgia introduced Prohibition, Pemberton had to repl ...
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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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Hygrine
Hygrine is a pyrrolidine alkaloid, found mainly in coca leaves (0.2%). It was first isolated by Carl Liebermann in 1889 (along with a related compound cuscohygrine) as an alkaloid accompanying cocaine in coca. Hygrine is extracted as a thick yellow oil, having a pungent taste and odor. See also * Coca alkaloids * Pseudotropine * Troparil Troparil (also known as (–)-2β-Carbomethoxy-3β-phenyltropane, WIN 35,065-2, or β-CPT) is a stimulant drug used in scientific research. Troparil is a phenyltropane-based dopamine reuptake inhibitor (DRI) that is derived from methylecgonidine ... References * * * {{cite web, title=USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. National Germplasm Resources Laboratory, Beltsville, Maryland. , url=http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=HYGRINE , archive-url=https://archive.today/20121211210941/http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical= ...
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Dihydrocuscohygrine
Dihydrocuscohygrine is an alkaloid that has been isolated from coca leaves. See also * Cuscohygrine * Pseudotropine Pseudotropine (3β-tropanol, ψ-tropine, 3-pseudotropanol, or PTO) is a derivative of tropane and an isomer of tropine. Pseudotropine can be found in the ''Coca'' plant along with several other alkaloids See also * Pseudotropine acyltransfe ... References {{alkaloid-stub Alkaloids found in Erythroxylum coca ...
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Cuscohygrine
Cuscohygrine is a pyrrolidine alkaloid found in coca. It can also be extracted from plants of the family Solanaceae, including ''Atropa belladonna'' (deadly nightshade), ''Datura innoxia'' and ''Datura stramonium'' (jimson weed). Cuscohygrine usually occurs along with other, more potent alkaloids such as atropine or cocaine. Cuscohygrine, along with the related metabolite hygrine, was first isolated by Carl Liebermann in 1889 as an alkaloid accompanying cocaine in coca leaves (also known as Cusco-leaves). Cuscohygrine is an oil that can be distilled without decomposition only in vacuum. It is soluble in water. It also forms a crystalline trihydrate which melts at 40–41 °C. See also * Coca alkaloids * Dihydrocuscohygrine Dihydrocuscohygrine is an alkaloid that has been isolated from coca Coca is any of the four cultivated plants in the family Erythroxylaceae, native to western South America. Coca is known worldwide for its psychoactive alkaloid, cocaine. The ... ...
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Methylecgonine Cinnamate
Methylecgonine cinnamate is a natural tropane alkaloid found within the Erythroxylum coca, coca plant. Its more common name, cinnamoylcocaine, reflects its close structural similarity to cocaine. It is pharmacologically inactive,Merck Chemical Index, 1985 but some studies funded by anti-drug agencies imply that it is active when smoked. Furthermore, the discovery of differing impurity products yielding methylecgonine cinnamate in confiscated cocaine have led enforcing agencies to postulate that illicit manufacturers have changed their oxidation procedures when refining cocaine from a crude form. Methylecgonine cinnamate can dimerize to the truxillic acid derivative (chemistry), derivative truxilline. It is notable that methylecgonine cinnamate is given in patents of active cocaine analogue structures. See also * Coca alkaloids * Cocaethylene * Salicylmethylecgonine References External linksIsolation of ''cis''-Cinnamoylcocaine from Crude Illicit Cocaine via Alumina Column Ch ...
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Erythroxylum Coca
''Erythroxylum coca'' is one of two species of cultivated coca. Description The coca plant resembles a blackthorn bush, and grows to a height of . The branches are straight, and the leaves, which have a green tint, are thin, opaque, oval, and taper at the extremities. A marked characteristic of the leaf is an areolated portion bounded by two longitudinal curved lines, one line on each side of the midrib, and more conspicuous on the underside of the leaf. The flowers are small, and disposed in little clusters on short stalks; the corolla is composed of five yellowish-white petals, the anthers are heart-shaped, and the pistil consists of three carpels united to form a three-chambered ovary. The flowers mature into red berries. Unlike ''Erythroxylum novogranatense'', ''Erythroxylum coca'' requires very acidic soil conditions. Soil acidity and water acidity need to be below pH 5.5, with the optimal value being pH 3.5, similar to that of ''Rhododendron'' potting soils. At pH 6.5 and ...
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Hydroxytropacocaine
Hydroxytropacocaine is a tropane alkaloid found in ''Erythroxylum coca''. See also * Coca alkaloid Coca alkaloids are the alkaloids found in the coca plant, ''Erythroxylum coca''.Variation of Alkaloid Content in Erythroxylum coca Leaves from Leaf Bud to Leaf Drop. Emanuel L. Johnson and Stephen D. Emche, Ann. Bot., 1994, volume 73, issue 6, page ...s References Tropane alkaloids found in Erythroxylum coca Benzoate esters Tertiary alcohols {{alkaloid-stub ...
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