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2C-AL
2C-AL is a drug from the substituted phenethylamine family which acts as an agonist of the 5-HT2A receptor, with an EC50 of 2.15nM at 5-HT2A vs 77.71nM at 5-HT2B, and produces a head-twitch response in animal studies. It was first discussed as a hypothetical compound in Daniel Trachsel's 2013 review of the field after his successful synthesis of the related compounds 2C-V and 2C-YN, and finally synthesised by a team at Gilgamesh Pharmaceuticals in 2020 using a different synthetic route from that employed by Trachsel. Retrieved 2025-05-12 See also * 2C-CP * 2C-IP * 2C-P 2C-P, also known as 2,5-dimethoxy-4-propylphenethylamine, is a relatively potent and long-acting psychedelic phenethylamine of the 2C family. Dosage In his book ''PiHKAL'', Shulgin listed 2C-P's dosage range as 6–10 mg and wrote that wh ... * 2C-T-16 * 2C-T-TFM * Allylescaline * 3C-AL References 2C (psychedelics) Designer drugs Psychedelic phenethylamines Serotonin receptor agon ...
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2C (psychedelics)
2C (2C-''x'') is a general name for the family of psychedelic drug, psychedelic substituted phenethylamine, phenethylamines containing Methoxy, methoxy groups on the 2 and 5 carbon, positions of a benzene ring. Most of these compounds also carry lipophilic substituents at the 4 position, usually resulting in more potent and more metabolism, metabolically stable and longer acting compounds. Most of the currently known 2C compounds were first synthesized by Alexander Shulgin in the 1970s and 1980s and published in his book ''PiHKAL'' (''Phenethylamines i Have Known And Loved''). Shulgin also coined the term 2C, being an acronym for the 2 carbon atoms between the benzene ring and the amino group. 2C-B is the most popular of the 2C drugs. Use The 2C drugs are oral administration, orally active, are used at oral doses of 6 to 150mg depending on the drug, and have duration of action, durations of 3 to 48hours depending on the drug. However, many have doses in the range of 10 to 60mg an ...
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2C-T-16
2C-T-16, also known as 4-allylthio-2,5-dimethoxyphenethylamine, is a lesser-known psychedelic drug. It was originally named by Alexander Shulgin as described in his book PiHKAL (Phenethylamines i Have Known And Loved), however while Shulgin began synthesis of this compound he only got as far as the nitrostyrene intermediate, and did not complete the final synthetic step. Synthesis of 2C-T-16 was finally achieved by Daniel Trachsel some years later, and it was subsequently reported as showing similar psychedelic activity to related compounds, with a dose range of 10–25 mg and a duration of 4–6 hours, making it around the same potency as the better-known saturated analogue 2C-T-7, but with a significantly shorter duration of action. Binding studies ''in vitro'' showed 2C-T-16 to have a binding affinity of 44 nM at 5-HT2A and 15 nM at 5-HT2C. 2C-T-16 and related derivatives are potent partial agonists of the 5-HT1A, 5-HT2A, 5-HT2B and 5-HT2C receptors and i ...
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2C-V
2C-V is a recreational designer drug from the substituted phenethylamine family, with psychedelic effects. It was first synthesised by Daniel Trachsel and colleagues in 2006. It is active at a dosage of 25 mg with a duration of around 5 hours. See also * 2C-AL * 2C-CP * 2C-E * 2C-YN 2C-YN is an analog of phenethylamine that can be synthesized from 2C-I. Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-YN, although Daniel Trachsel lists it as having a dosage of around 50mg and a d ... References 2C (psychedelics) Designer drugs Psychedelic phenethylamines Serotonin receptor agonists Methoxy compounds Vinyl compounds {{hallucinogen-stub ...
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2C-YN
2C-YN is an analog of phenethylamine that can be synthesized from 2C-I. Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-YN, although Daniel Trachsel lists it as having a dosage of around 50mg and a duration of around 2 hours, with relatively mild psychedelic effects. Legality Canada As of October 31st, 2016; 2C-YN is a controlled substance (Schedule III) in Canada. See also * 2C-AL * 2C-E 2C-E is a Psychedelic drug, psychedelic phenethylamines, phenethylamine of the 2C (psychedelics), 2C family. It was first synthesized by Alexander Shulgin and documented in his book ''PiHKAL''. Like the other substances in its family, it produces ... * 2C-CP * 2C-V References 2C (psychedelics) Ethynyl compounds {{hallucinogen-stub ...
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3C-AL
3C-AL (4-Allyloxy-3,5-dimethoxyamphetamine) is a psychedelic phenethylamine with structural similarities to allylescaline. Little information exists on the human pharmacology of 3C-AL and it has little-to-no history of human use. It can be synthesized from syringaldehyde by reaction with allyl iodide followed by condensation with nitroethane and reduction. The hydrochloride salt is a white crystal with a melting point of 180–181°C. See also * 3C (psychedelics) * 2C-AL * 2C-T-16 * 3C-MAL * 3C-P 3C-P, also known as 4-propoxy-3,5-dimethoxyamphetamine, is a psychedelic phenethylamine. It has structural and pharmacodynamic properties similar to the drugs mescaline, proscaline, and amphetamine. Little information exists on the human pharma ... * Allylescaline References External links Explore 3C-AL , Pihkal.info 3C (psychedelics) Substituted amphetamines O-methylated phenols {{Hallucinogen-stub ...
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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 (chemistry), derivative compounds of phenethylamine which can be formed by replacing, or substitution reaction, substituting, one or more hydrogen atoms in the phenethylamine core structure with substituents. Phenylethylamines are also generally found to be central nervous system stimulants with many also being entactogens/empathogens, and hallucinogens. Structural classification The structural formula of any substituted phenethylamine contains a phenyl group, phenyl ring that is joined to an amino group, amino (NH) group via a two-carbon substituent, sidechain. Hence, any substituted phenethylamine can be classified according to the substitution of hydrogen atom, hydrogen (H) atoms on phenethylamine's phenyl ring, sidechain, or amino group with a moiety (chemistry), specific group of at ...
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Serotonin Receptor Agonists
A serotonin receptor agonist is an agonist of one or more serotonin receptors. They activate serotonin receptors in a manner similar to that of serotonin (5-hydroxytryptamine; 5-HT), a neurotransmitter and hormone and the endogenous ligand of the serotonin receptors. Non-selective agonists Serotonergic psychedelics such as tryptamines (e.g., psilocybin, psilocin, , 5-MeO-DMT, bufotenin), lysergamides (e.g., , ergine ()), phenethylamines (e.g., mescaline, 2C-B, 25I-NBOMe), and amphetamines (e.g., , ) are non-selective agonists of serotonin receptors. Their hallucinogenic effects are specifically mediated by activation of the 5-HT2A receptor. Drugs that increase extracellular serotonin levels such as serotonin reuptake inhibitors (e.g., fluoxetine, venlafaxine), serotonin releasing agents (e.g., fenfluramine, ), and monoamine oxidase inhibitors (e.g., phenelzine, moclobemide) are indirect non-selective serotonin receptor agonists. They are used variously as an ...
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Psychedelic Phenethylamines
Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary mental states (known as psychedelic experiences or "trips") and a perceived "expansion of consciousness". Also referred to as classic hallucinogens or serotonergic hallucinogens, the term ''psychedelic'' is sometimes used more broadly to include various other types of hallucinogens as well, such as those which are atypical or adjacent to psychedelia like salvia and MDMA, respectively. Classic psychedelics generally cause specific psychological, visual, and auditory changes, and oftentimes a substantially altered state of consciousness. They have had the largest influence on science and culture, and include mescaline, LSD, psilocybin, and DMT. There are a large number of both naturally occurring and synthetic serotonergic psychedelics. Most psychedelic drugs fall into one of the three families of chemical compounds: tryptamines, phenethylamines, or lysergamides. They produ ...
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Designer Drugs
A designer drug is a structural or functional analog of a controlled substance that has been designed to mimic the pharmacological effects of the original drug, while avoiding classification as illegal and/or detection in standard drug tests. Designer drugs include psychoactive substances that have been designated by the European Union, Australia, and New Zealand, as new psychoactive substances (NPS) as well as analogs of performance-enhancing drugs such as designer steroids. Some of these designer drugs were originally synthesized by academic or industrial researchers in an effort to discover more potent derivatives with fewer side effects and shorter duration (and possibly also because it is easier to apply for patents for new molecules) and were later co-opted for recreational use. Other designer drugs were prepared for the first time in clandestine laboratories. Because the efficacy and safety of these substances have not been thoroughly evaluated in animal and human tr ...
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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 Sweden Allylescaline is illegal in Sweden as of January 2016. United States Allylescaline is not directly scheduled under the Controlled Substances Act. However, due to its structural similarities with mescaline, it could potentially be prosecuted under the Federal Analogue Act if sold for human consumption. See also * Substituted mescaline analogue A substituted mescali ...
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2C-T-TFM
CYB210010, also known as 2C-T-TFM or 2C-T-36 and as 2,5-dimethoxy-4-(trifluoromethylsulfanyl)phenethylamine, is a lesser-known psychedelic drug of the phenethylamine family related to compounds such as 2C-T and 2C-T-21. Alexander Shulgin attempted to synthesise this compound in the 1990s, and mentions it in his book PiHKAL under the entry for 2C-T-21, but was unsuccessful in producing a key intermediate and never assigned it a 2C-T number. This compound was ultimately first synthesised by Geoffrey Varty and colleagues at Irish biopharmaceutical company Cybin in 2023. It has a Ki of 0.35nM at the serotonin 5-HT2A receptor, and an of 4.1nM at the serotonin 5-HT2A receptor and 7.3nM at the serotonin 5-HT2C receptor, compared to 88nM at the serotonin 5-HT2B receptor. It is a potent, selective, long acting, and orally active agonist for the serotonin 5-HT2A and 5-HT2C receptors and produces psychedelic-like responding in several different animal species. The interactions ...
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2C-P
2C-P, also known as 2,5-dimethoxy-4-propylphenethylamine, is a relatively potent and long-acting psychedelic phenethylamine of the 2C family. Dosage In his book ''PiHKAL'', Shulgin listed 2C-P's dosage range as 6–10 mg and wrote that while most reports with dosages between 6 and 12 mg were favorable, "there was one report of an experience in which a single dosage of 16 mg was clearly an overdose, with the entire experiment labeled a physical disaster, not to be repeated." He cautioned readers regarding dosing with 2C-P by commenting that "a consistent observation is that there may not be too much latitude in dosage between that which would be modest, or adequate, and that which would be excessive. The need for individual titration would be most important with this compound." 2C-P is one of the most potent compounds in the 2C family of psychedelics, rivaled only by 2C-TFM. A wider dosage range of 1 to 16mg or more, with a dose estimate of 7mg, has also been rep ...
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