Trifluoromescaline
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Trifluoromescaline
Trifluoromescaline (TF-M) is a derivative of the phenethylamine hallucinogen mescaline, which has a trifluoromethoxy group replacing the central methoxy group of mescaline. Synthesis of this compound was first reported by Daniel Trachsel in 2011, alongside many other related compounds. Trifluoromescaline was found to be one of the most potent compounds in the series, with a reported dosage of 15-40 mg (and 60 mg being described as a "strong overdose"), and a slow onset of action and long duration of effects, lasting 14-24 hours or more. See also * 2C-TFM * 2C-TFE * 2C-T-28 * 3C-DFE * 4-TM * Allylescaline Allylescaline (4-allyloxy-3,5-dimethoxyphenethylamine) is a lesser-known psychedelic drug. It is closely related in structure to mescaline. Allylescaline was first synthesized by Otakar Leminger in 1972. The compound was later synthesized by Alex ... * 2-Bromomescaline References Psychedelic phenethylamines Serotonin receptor agonists Trifluoromethyl ethers
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2C-T-28
2C-T-28 is a lesser-known psychedelic drug related to compounds such as 2C-T-7 and 2C-T-21. It was named by Alexander Shulgin but was never made or tested by him, and was instead first synthesised by Daniel Trachsel some years later. It has a binding affinity of 75 nM at 5-HT2A and 28 nM at 5-HT2C. It is reportedly a potent psychedelic drug with an active dose in the 8–20 mg range, and a duration of action of 8–10 hours, with prominent visual effects. 2C-T-28 is the 3-fluoropropyl instead of 2-fluoroethyl chain-lengthened homologue of 2C-T-21 and has very similar properties, although unlike 2C-T-21 it will not form toxic fluoroacetate as a metabolite. See also * 2C-T-16 * 2C-TFE * 3C-DFE * DOPF * Trifluoromescaline * 2C-x * DOx * 25-NB The 25-NB (25''x''-NB''x'') series, sometimes alternatively referred to as the NBOMe compounds, is a family of serotonergic psychedelics. They are substituted phenethylamines and were derived from the 2C (psychedelics), 2C family ...
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2C-TFE
2C-TFE is a lesser-known psychedelic drug related to compounds such as 2C-E and 2C-TFM. It was first synthesised by Daniel Trachsel, and is reportedly a potent psychedelic with an active dose in the 5-15 mg range, and a long duration of action of 12-24 hours. See also * 2C-EF * 3C-DFE * Trifluoromescaline Trifluoromescaline (TF-M) is a derivative of the phenethylamine hallucinogen mescaline, which has a trifluoromethoxy group replacing the central methoxy group of mescaline. Synthesis of this compound was first reported by Daniel Trachsel in 20 ... References 2C (psychedelics) Entheogens {{psychoactive-stub ...
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3C-DFE
3C-DFE is a lesser-known psychedelic drug, which is a fluorinated derivative of 3C-E. It was first synthesised by Daniel Trachsel in 2002, and has been reported as showing similar psychedelic activity to related compounds, with a dose range of around 20–40 mg and a duration of approximately 10 hours. Despite its reported psychedelic activity, binding studies ''in vitro'' showed 3C-DFE to have a surprisingly weak binding affinity of 2695 nM at 5-HT2A with negligible affinity at 5-HT2C, making it only slightly higher affinity than mescaline, despite its higher potency ''in vivo''. See also * 2C-TFE * Escaline * DOTFM * 2C-T-21 * 2C-T-28 * 3C-P * Trifluoromescaline Trifluoromescaline (TF-M) is a derivative of the phenethylamine hallucinogen mescaline, which has a trifluoromethoxy group replacing the central methoxy group of mescaline. Synthesis of this compound was first reported by Daniel Trachsel in 2011 ... References Mescalines Entheogens {{ha ...
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Chemical Derivative
In chemistry, a derivative is a compound that is derived from a similar compound by a chemical reaction. In the past, derivative also meant a compound that ''can be imagined to'' arise from another compound, if one atom or group of atoms is replaced with another atom or group of atoms, but modern chemical language now uses the term structural analog for this meaning, thus eliminating ambiguity. The term "structural analogue" is common in organic chemistry. In biochemistry, the word is used for compounds that at least theoretically can be formed from the precursor compound. Chemical derivatives may be used to facilitate analysis. For example, melting point (MP) analysis can assist in identification of many organic compounds. A crystalline derivative may be prepared, such as a semicarbazone or 2,4-dinitrophenylhydrazone (derived from aldehydes or ketones), as a simple way of verifying the identity of the original compound, assuming that a table of derivative MP values is available ...
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Substituted Phenethylamine
Substituted phenethylamines (or simply phenethylamines) are a chemical class of organic compounds that are based upon the phenethylamine structure; the class is composed of all the derivative compounds of phenethylamine which can be formed by replacing, or substituting, one or more hydrogen atoms in the phenethylamine core structure with substituents. The structural formula of any substituted phenethylamine contains a phenyl ring that is joined to an amino (NH) group via a two-carbon sidechain. Hence, any substituted phenethylamine can be classified according to the substitution of hydrogen (H) atoms on phenethylamine's phenyl ring, sidechain, or amino group with a specific group of atoms. Many substituted phenethylamines are psychoactive drugs which belong to a variety of different drug classes, including central nervous system stimulants (e.g., amphetamine), hallucinogens (e.g., dl- 2,5-dimethoxy-4-methylamphetamine DOM), entactogens (e.g., 3,4-methylenedioxyamphe ...
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Hallucinogen
Hallucinogens are a large, diverse class of psychoactive drugs that can produce altered states of consciousness characterized by major alterations in thought, mood, and perception as well as other changes. Most hallucinogens can be categorized as either being psychedelics, dissociatives, or deliriants. However, certain hallucinogens such as Fly agaric as well as other gabaergic hallucinogenics are more often considered to technically be hypnotics, therefore indicating another separate subcategory of drugs which can substantially alter visual perception. Etymology The word ''hallucinogen'' is derived from the word ''hallucination''. The term ''hallucinate'' dates back to around 1595–1605, and is derived from the Latin ''hallūcinātus'', the past participle of ''(h)allūcināri'', meaning "to wander in the mind." Characteristics Leo Hollister gave five criteria for classifying a drug as hallucinogenic.Glennon RA. Classical drugs: an introductory overview. In Lin GC and Gle ...
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Mescaline
Mescaline or mescalin (3,4,5-trimethoxyphenethylamine) is a naturally occurring psychedelic protoalkaloid of the substituted phenethylamine class, known for its hallucinogenic effects comparable to those of LSD and psilocybin. Biological sources It occurs naturally in several species of cacti. It is also found in small amounts in certain members of the bean family, Fabaceae, including ''Acacia berlandieri''. However those claims concerning ''Acacia'' species have been challenged and have been unsupported in any additional analysis. History and use Peyote has been used for at least 5,700 years by Indigenous peoples of the Americas in Mexico. Europeans noted use of peyote in Native American religious ceremonies upon early contact, notably by the Huichols in Mexico. Other mescaline-containing cacti such as the San Pedro have a long history of use in South America, from Peru to Ecuador. While religious and ceremonial peyote use was widespread in the Aztec empire and northern M ...
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Trifluoromethoxy
The trifluoromethoxy group is the chemical group –O–. It can be seen as a methoxy group –O– whose hydrogen atoms are replaced by fluorine atoms; or as a trifluoromethyl group attached to the rest of the molecule by a bridging oxygen Oxygen is the chemical element with the symbol O and atomic number 8. It is a member of the chalcogen group in the periodic table, a highly reactive nonmetal, and an oxidizing agent that readily forms oxides with most elements as ... atom.''Synthetic Approaches to Trifluoromethoxy-Substituted Compounds'' A. Tlili, F. Toulgoat, T. Billard, Angew. Chem. Int. Ed. 2016, 55, 11726–11735; Compounds having this functional group are of some relevance as pharmaceuticals. One example is riluzole. References {{organohalide-stub Haloalkyl groups ...
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Methoxy
In organic chemistry, a methoxy group is the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula . On a benzene ring, the Hammett equation classifies a methoxy substituent at the ''para'' position as an electron-donating group, but as an electron-withdrawing group if at the ''meta'' position. At the ''ortho'' position, steric effects are likely to cause a significant alteration in the Hammett equation prediction which otherwise follows the same trend as that of the ''para'' position. Occurrence The simplest of methoxy compounds are methanol and dimethyl ether. Other methoxy ethers include anisole and vanillin. Many alkoxides contain methoxy groups, e.g. tetramethyl orthosilicate and titanium methoxide. Such compounds are often classified as methoxides. Esters with a methoxy group can be referred to as methyl esters, and the —COOCH3 substituent is called a methoxycarbonyl. Biosynthesis In nature, methoxy groups are found on nucleosi ...
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2C-TFM
2C-TFM is a psychedelic phenethylamine of the 2C family. It was first synthesized in the laboratory of David E. Nichols. It has also been called 2C-CF3, a name derived from the Para-trifluoromethyl group it contains. Chemistry 2C-TFM is a code that represents 4-trifluoromethyl-2,5-dimethoxyphenethylamine. The full name of the chemical is 2- ,5-dimethoxy-4-(trifluoromethyl)phenylthanamine. Dosage A psychedelic dosage of 2C-TFM is reported to be 3–5 mg. Effects Very little data exists, but some reports suggest 2C-TFM produces psychedelic (hallucinogenic/entheogenic) effects that last between 5 and 7 hours. It is considered to be the strongest 2C variation. Legality United States 2C-TFM is unscheduled and uncontrolled in the United States, but possession and sales of 2C-TFM could potentially be prosecuted under the Federal Analog Act because of its structural similarities to 2C-B and 2C-T-7. However, 2C-TFM, unlike many other phenethylamines, has not been widely sold by ...
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4-TM
Thiomescaline (TM) is a pair of lesser-known psychedelic drugs with the molecular formula C11H17NO2S. 3-TM and 4-TM are analogs of mescaline in which an oxygen atom has been replaced with a sulfur atom. They were first synthesized by Alexander Shulgin and described in his book '' PiHKAL''. Very little data exists on the pharmacological properties, metabolism, and toxicity of thiomescaline. 3-TM ''Dosage'': 60–100 mg ''Duration'': 8–12 hours ''Effects'': strong open and closed-eye visuals, synesthesia upon listening to music, +++ on the Shulgin Rating Scale 4-TM ''Dosage'': 20–40 mg ''Duration'': 10–15 hours ''Effects'': LSD-like imagery and effects See also * Thioescaline Thioescaline (TE) is a pair of lesser-known psychedelic drugs with the chemical formula C12H19NO2S. They structural analogs of escaline in which an oxygen atom has been replaced with a sulfur atom. They were first synthesized by Alexander Shulgin ... References {{reflist Psyche ...
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Allylescaline
Allylescaline (4-allyloxy-3,5-dimethoxyphenethylamine) is a lesser-known psychedelic drug. It is closely related in structure to mescaline. Allylescaline was first synthesized by Otakar Leminger in 1972. The compound was later synthesized by Alexander Shulgin and further described in his book '' PiHKAL''. The dosage range is listed as 20–35 mg, and the duration 8–12 hours. Allylescaline produces an entactogenic warmth, an entheogenic effect, and a feeling of flowing energy. Very little data exists about the pharmacological properties, metabolism, and toxicity of allylescaline. Legal status Allylescaline is illegal in Sweden as of January 2016. See also * Proscaline * Phenethylamine * Psychedelics, dissociatives and deliriants * Substituted phenethylamine * Elemicin Elemicin is a phenylpropene, a natural organic compound, and is a constituent of several plant species' essential oils. Natural occurrence Elemicin is a constituent of the oleoresin and the essential ...
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