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Cryogenine
Cryogenine, also known as vertine or (10α)-4,5-dimethoxy-2-hydroxylythran-12-one, is a biphenylquinolizidine lactone alkaloid from the plants Sinicuichi (''Heimia salicifolia'') and '' H. myrtifolia''. The compound has no psychoactive properties in humans up to 310 mg, but has shown anti-inflammatory activity similar to aspirin. The freebase form melts at 250–251 °C and is soluble in moderately polar organic solvents such as chloroform, methylene chloride, benzene, and methanol, but is insoluble in water and petroleum ether. In the development of thin layer chromatography plates with diazotized p-nitroaniline spray, cryogenine produces a purple spot (as does sinicuichine, another biphenylquinolizidine lactone alkaloid found in ''Heimia ''Heimia'' is a genus of flowering plants in the loosestrife family, Lythraceae. It contains two or three species of closely related shrubs commonly known as sun opener or shrubby yellowcrest. They are native to the Americas, fr ...
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Heimia Salicifolia
''Heimia salicifolia'' is a species of flowering plant in the Lythrum, Loosestrife family, Lythraceae. It is native to the Americas, ranging from the southwestern United States (Texas and New Mexico) through Mexico and Central America to Argentina. Common names include shrubby yellowcrest, sinicuichi, sun opener, willow-leaf heimia, sini. The plant has been used for shamanic purposes by native peoples in Central America and Mexico. Isolated alkaloids * Vertine, also known as cryogenine, is regarded as the primary bioactive component and is also generally the most abundant constituent of alkaloidal extracts. * Lyfoline, the second most abundant alkaloid * Lythrine, the third most abundant alkaloid * Heimidine, a minor alkaloid * Lythridine, a minor alkaloid Spiritual use Use of ''H. salicifolia'' for shamanic purposes by native peoples of Central America and Mexico has been described. In the method of preparation commonly used, fresh leaves are collected and allowed to wilt. ...
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Lactone
Lactones are cyclic carboxylic esters, containing a 1-oxacycloalkan-2-one structure (), or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. Lactones are formed by intramolecular esterification of the corresponding hydroxycarboxylic acids, which takes place spontaneously when the ring that is formed is five- or six-membered. Lactones with three- or four-membered rings (α-lactones and β-lactones) are very reactive, making their isolation difficult. Special methods are normally required for the laboratory synthesis of small-ring lactones as well as those that contain rings larger than six-membered. Nomenclature Lactones are usually named according to the precursor acid molecule (''aceto'' = 2 carbon atoms, ''propio'' = 3, ''butyro'' = 4, ''valero'' = 5, ''capro'' = 6, etc.), with a ''-lactone'' suffix and a Greek letter prefix that specifies the number of carbon atoms in the heterocycle — that is, the distance between the relevant -OH ...
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Methanol
Methanol (also called methyl alcohol and wood spirit, amongst other names) is an organic chemical and the simplest aliphatic alcohol, with the formula C H3 O H (a methyl group linked to a hydroxyl group, often abbreviated as MeOH). It is a light, volatile, colourless, flammable liquid with a distinctive alcoholic odour similar to that of ethanol (potable alcohol). A polar solvent, methanol acquired the name wood alcohol because it was once produced chiefly by the destructive distillation of wood. Today, methanol is mainly produced industrially by hydrogenation of carbon monoxide. Methanol consists of a methyl group linked to a polar hydroxyl group. With more than 20 million tons produced annually, it is used as a precursor to other commodity chemicals, including formaldehyde, acetic acid, methyl tert-butyl ether, methyl benzoate, anisole, peroxyacids, as well as a host of more specialised chemicals. Occurrence Small amounts of methanol are present in normal, healthy hu ...
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Catechol Ethers
Catechol ( or ), also known as pyrocatechol or 1,2-dihydroxybenzene, is a toxic organic compound with the molecular formula . It is the ''ortho'' isomer of the three isomeric benzenediols. This colorless compound occurs naturally in trace amounts. It was first discovered by destructive distillation of the plant extract catechin. About 20,000 tonnes of catechol are now synthetically produced annually as a commodity organic chemical, mainly as a precursor to pesticides, flavors, and fragrances. Catechol occurs as feathery white crystals that are very rapidly soluble in water. Isolation and synthesis Catechol was first isolated in 1839 by Edgar Hugo Emil Reinsch (1809–1884) by distilling it from the solid tannic preparation catechin, which is the residuum of catechu, the boiled or concentrated juice of ''Mimosa catechu'' (''Acacia catechu''). Upon heating catechin above its decomposition point, a substance that Reinsch first named ''Brenz-Katechusäure'' (burned catechu acid) ...
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Alkaloids
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 , ,

List Of Entheogens
This page lists substances used in ritualistic context. Psychoactive use Entheogens This is a list of species and genera that are used as entheogens or are used in an entheogenic concoction (such as ayahuasca). For ritualistic use they may be classified as hallucinogens. The active principles and historical significance of each are also listed to illustrate the requirements necessary to be categorized as an entheogen. The psychoactive substances are usually classified as soft drugs in terms of drug harmfulness. Animal Mushroom Plant Chemicals Many man-made chemicals with little human history have been recognized to catalyze intense spiritual experiences, and many synthetic entheogens are simply slight modifications of their naturally occurring counterparts. Some synthetic substances like 4-AcO-DMT are prodrugs that metabolize into psychoactive substances that have been used as entheogens. While synthetic DMT and mescaline are reported to have identical entheogenic qual ...
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Heimia
''Heimia'' is a genus of flowering plants in the loosestrife family, Lythraceae. It contains two or three species of closely related shrubs commonly known as sun opener or shrubby yellowcrest. They are native to the Americas, from northern Argentina north to the southernmost United States (southern Texas). The leaves are 2–5 cm long and 1 cm broad, entire, and variably arranged alternate, opposite or whorled on the stems. All species produce five-petaled yellow flowers. The plants have a history of medicinal use in a variety of American cultures. Several pharmacologically active alkaloids have been detected in the plants. The generic names honours German physician Ernst Ludwig Heim (1747–1834). Species The genus contains three species. They are similar to the extent that expert knowledge is required to differentiate between specimens of the different species. The alkaloid contents of specimens of all three species has been studied, and although similar, they ...
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P-nitroaniline
4-Nitroaniline, p-nitroaniline or 1-amino-4-nitrobenzene is an organic compound with the formula C6H6N2O2. A yellow solid, it is one of three isomers of nitroaniline. It is an intermediate in the production of dyes, antioxidants, pharmaceuticals, gasoline, gum inhibitors, poultry medicines, and as a corrosion inhibitor. Synthesis 4-Nitroaniline is produced industrially via the amination of 4-Nitrochlorobenzene, 4-nitrochlorobenzene: :ClC6H4NO2 + 2 NH3 → H2NC6H4NO2 + NH4Cl Below is a laboratory synthesis of 4-nitroaniline from aniline. The key step in this reaction sequence is an electrophilic aromatic substitution to install the nitro group ''para'' to the amino group. The amino group can be easily protonated and become a meta director. Therefore, a protection of the acetyl group is required. After this reaction, a separation must be performed to remove 2-nitroaniline, which is also formed in a small amount during the reaction. Applications 4-Nitroaniline is mainly consumed in ...
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Thin Layer Chromatography
Thin-layer chromatography (TLC) is a chromatography technique used to separate non-volatile mixtures. Thin-layer chromatography is performed on a sheet of an inert substrate such as glass, plastic, or aluminium foil, which is coated with a thin layer of adsorbent material, usually silica gel, aluminium oxide (alumina), or cellulose. This layer of adsorbent is known as the stationary phase. After the sample has been applied on the plate, a solvent or solvent mixture (known as the mobile phase) is drawn up the plate via capillary action. Because different analytes ascend the TLC plate at different rates, separation is achieved. It may be performed on the analytical scale as a means of monitoring the progress of a reaction, or on the preparative scale to purify small amounts of a compound. TLC is an analytical tool widely used because of its simplicity, relative low cost, high sensitivity, and speed of separation. TLC functions on the same principle as all chromatography: a com ...
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Petroleum Ether
Petroleum ether is the petroleum fraction consisting of aliphatic hydrocarbons and boiling in the range 35–60 °C, and commonly used as a laboratory solvent. Despite the name, petroleum ether is not classified as an ether; the term is used only figuratively, signifying extreme lightness and volatility. Properties The very lightest, most volatile liquid hydrocarbon solvents that can be bought from laboratory chemical suppliers may also be offered under the name petroleum ether. Petroleum ether consists mainly of aliphatic hydrocarbons and is usually low on aromatics. It is commonly hydrodesulfurized and may be hydrogenated to reduce the amount of aromatic and other unsaturated hydrocarbons. Petroleum ether bears normally a descriptive suffix giving the boiling range. Thus, from the leading international laboratory chemical suppliers it is possible to buy various petroleum ethers with boiling ranges such as 30–50 °C, 40–60 °C, 50–70 °C, 60–80&nbs ...
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Benzene
Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon. Benzene is a natural constituent of petroleum and is one of the elementary petrochemicals. Due to the cyclic continuous pi bonds between the carbon atoms, benzene is classed as an aromatic hydrocarbon. Benzene is a colorless and highly flammable liquid with a sweet smell, and is partially responsible for the aroma of gasoline. It is used primarily as a precursor to the manufacture of chemicals with more complex structure, such as ethylbenzene and cumene, of which billions of kilograms are produced annually. Although benzene is a major industrial chemical, it finds limited use in consumer items because of its toxicity. History Discovery The word "''benzene''" derives from "''gum benzoin''" (benzoin res ...
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