Mescalines
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Mescalines
A substituted mescaline analogue, also known as a scaline and typically but not always a 4-substituted 3,5-dimethoxyphenethylamine, is an structural analog, analogue of the substituted phenethylamine, phenethylamine serotonergic psychedelic mescaline (3,4,5-trimethoxyphenethylamine). Other related compounds include the 2C (psychedelics), 2C (4-substituted 2,5-dimethoxyphenethylamine) and DOx (4-substituted 2,5-dimethoxyamphetamine) chemical compound, compounds as well as 3,4,5-trimethoxyamphetamine (TMA) and other 4-substituted 3,5-dimethoxyamphetamines (3C drugs). They are also mescaline analogues, but the 2C and DOx drugs have a third methoxy group in the 2 position instead of the 3 position while TMA is an substituted amphetamine, amphetamine rather than a phenethylamine. The pharmacology of mescaline analogues has been studied. Mescaline analogues, or 4-substituted 3,5-dimethoxyphenethylamines specifically, tend to be much less potency (pharmacology), potent than the 2C and D ...
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Mescaline Structural Formulae Bondline
Mescaline, also known as mescalin or mezcalin, and in chemical terms 3,4,5-trimethoxyphenethylamine, is a natural product, naturally occurring psychedelic drug, psychedelic alkaloid, protoalkaloid of the substituted phenethylamine class, found in Cactus, cacti like peyote (''Lophophora williamsii'') and San Pedro cactus, San Pedro (certain species of the Echinopsis genus) and known for its Serotonin, serotonergic Hallucinogen, hallucinogenic effects. Mescaline is typically taken orally and used recreationally, spiritually, and medically, with psychedelic effects occurring at doses from 100 to 1,000 mg, including microdosing below 75 mg, and it can be consumed in pure form or via mescaline-containing cacti. Mescaline induces a psychedelic experience characterized by vivid visual patterns, altered perception of time and self, synesthesia, and spiritual effects, with an onset of 0.5–0.9 hours and a duration that increases with dose, ranging from about 6 to 14 hours. Mescaline h ...
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PiHKAL
''PiHKAL: A Chemical Love Story'' is a book by Alexander Shulgin and Ann Shulgin published in 1991. The subject of the work is Psychoactive drug, psychoactive phenethylamine Derivative (chemistry), chemical derivatives, notably those that act as psychedelic drug, psychedelics and/or empathogen-entactogens. The main title, PiHKAL, is an acronym that stands for "Phenethylamines I Have Known and Loved". The book is arranged into two parts, the first part being a fictionalized autobiography of the couple and the second part describing 179 different psychedelic compounds (most of which Shulgin discovered himself), including detailed synthesis instructions, bioassays, dosages, and other commentary. The second part was made freely available by Shulgin on Erowid while the first part is available only in the printed text. While the reactions described are beyond the ability of people with a basic chemistry education, some tend to emphasize techniques that do not require difficult-to-ob ...
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4-Desoxymescaline
4-Desoxymescaline, or 4-methyl-3,5-dimethoxyphenethylamine, is a mescaline analogue related to other psychedelic phenethylamines. It is commonly referred to as DESOXY. DESOXY was discovered by Alexander Shulgin and published in his book ''PiHKAL''. Effects The effects of DESOXY vary significantly from mescaline, despite their chemical similarity. Dosage A typical dosage is within the range of 40–120 mg and lasts 6–8 hours. Pharmacology DESOXY acts as a serotonin 5-HT2 receptor agonist. Legal status In 1970 the Controlled Substances Act placed mescaline into Schedule I in the United States. It is similarly controlled in other nations. Depending on whether or not it is intended for human consumption, 4-desoxymescaline could be considered an analogue of mescaline, under the Federal Analogue Act and similar bills in other countries, making it illegal to manufacture, buy, possess, or distribute without a DEA or related license. DESOXY is also an isomer of 2C-D whic ...
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4-Desmethylmescaline
4-''O''-Desmethylmescaline, also known as 3,5-dimethoxy-4-hydroxyphenethylamine, 3,5-dimethoxytyramine, or DESMETHYL, is an alkaloid and drug of the phenethylamine and scaline families related to mescaline. It is the analogue of mescaline in which the methyl ether at the 4-position hydroxyl group has been removed. The compound occurs naturally in various cacti species, for instance those of the genera ''Lophophora'', ''Trichocereus'', ''Opuntia'', and ''Stenocereus'', among others. It also occurs in certain ''Acacia'' species. 4-''O''-Desmethylmescaline may be a biosynthetic precursor of mescaline in cacti and is also known to be a minor metabolite of mescaline. It is known to be pharmacologically active in cats, including producing catatonia and a hypokinetic rigid syndrome similarly to large doses of mescaline. According to Alexander Shulgin, the effects of 4-''O''-desmethylmescaline in humans are unknown, and it is unclear whether it might have psychedelic effects simila ...
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Cyclopropylmescaline
Cyclopropylmescaline (CPM or 4-cyclopropylmethoxy-3,5-dimethoxyphenethylamine) is a lesser-known psychedelic drug. CPM was first synthesized by Alexander Shulgin. In his book ''PiHKAL'', the dosage range is listed as 60–80 mg and the duration listed as 12–18 hours. CPM produces closed-eye imagery, visuals, and fantasies. It also causes enhancement of music. Very little data exists about the pharmacological properties, metabolism, and toxicity of CPM. The drug acts as a serotonin 5-HT2 receptor agonist. See also * Substituted mescaline analogue A substituted mescaline analogue, also known as a scaline and typically but not always a 4-substituted 3,5-dimethoxyphenethylamine, is an analogue of the phenethylamine serotonergic psychedelic mescaline (3,4,5-trimethoxyphenethylamine). Other ... References 5-HT2A agonists 5-HT2B agonists 5-HT2C agonists Cyclopropyl compounds Psychedelic phenethylamines Scalines {{Hallucinogen-stub ...
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Buscaline
Buscaline (3,5-dimethoxy-4-butoxyphenethylamine) is a chemical compound prepared as a possible psychedelic drug. It is an analog of mescaline. Buscaline was first synthesized by Alexander Shulgin. In his book ''PiHKAL'', the minimum dosage is listed as 150 mg, and the duration is "several hours". Buscaline produces no psychedelic or psychoactive effects, but causes heart arrhythmia and light diarrhea. It does not cause any visuals or insights. Very little data exists about the pharmacological properties, metabolism, and toxicity of buscaline. See also * Substituted mescaline analogue A substituted mescaline analogue, also known as a scaline and typically but not always a 4-substituted 3,5-dimethoxyphenethylamine, is an analogue of the phenethylamine serotonergic psychedelic mescaline (3,4,5-trimethoxyphenethylamine). Other ... References External links Buscaline Entry at ''PiHKAL''·info Pyrogallol ethers Scalines {{Psychoactive-stub ...
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Biscaline
Biscaline, also known as 3,5-dimethoxy-4-phenylphenethylamine, is a monoamine receptor modulator of the phenethylamine family. It is the analogue of mescaline (3,4,5-dimethoxyphenethylamine) in which the methoxy group at the 4 position has been replaced with a phenyl ring. The drug shows affinity for the serotonin 5-HT1A receptor (Ki = 4,021nM). Conversely, it did not bind to the serotonin 5-HT2A, 5-HT2B, or 5-HT2C receptors at the assessed concentrations (Ki = >13,400nM, >10,000nM, and >14,590nM, respectively). It is said to have lacked activational effects on the serotonin 5-HT2A and 5-HT2B receptors at the assessed concentrations. Biscaline also bound to the α2A-adrenergic receptor (Ki = 797nM), but not to the α1A-adrenergic receptor, the dopamine D2 receptor, or the monoamine transporters (, , or ) at the assessed concentrations (Ki = >7,510–10,550nM). It was a very weak monoamine reuptake inhibitor, with values of 457,000nM for serotonin, 160,000nM for norepine ...
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Benzscaline
Benzscaline (BZ), also known as 4-benzyloxy-3,5-dimethoxyphenethylamine (4-BzlO-3,5-DMPEA), is a serotonin receptor agonist and possible serotonergic psychedelic of the phenethylamine and scaline families. It is a potent serotonin 5-HT2A receptor partial agonist, with an affinity (Ki) of 150nM, an activational potency () of 27nM, and an efficacy () of 77%. Its affinity and activational potency were 63- and 370-fold more potent than those of mescaline, respectively, and it was the most potent assessed mescaline analogue. In addition, benzscaline was more efficacious in activating the receptor than mescaline ( = 56% vs. 77%, respectively). Benzscaline does not activate the serotonin 5-HT2B receptor ( = >10,000nM), but does show affinity for the serotonin 5-HT2C receptor (Ki = 440nM). It also shows high affinity for the rat trace amine-associated receptor 1 (TAAR1) (Ki = 110nM), but not for the mouse TAAR1 (Ki = 2,400nM), and does not activate the human TAAR1 ( = >10,000nM). T ...
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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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4-D (psychedelic)
4-D (3,5-methoxy-4-trideuteromethoxyphenethylamine) is a lesser-known recreational psychedelic drug. It is one of the few drugs that bears deuterium. It is a deuterated analog of mescaline. It may be prepared either as a sulfate salt or a hydrochloride salt. 4-D was first synthesized by Alexander Shulgin. In his book ''PiHKAL'', the dosage is listed as approximately 200–400 mg for the sulfate salt, and 178–356 mg for the hydrochloride salt. 4-D lasts for approximately 12 hours. It causes closed-eye visuals, mild open-eye visuals, color distortion, and mydriasis. Very little data exists about the pharmacological properties, metabolism, and toxicity of 4-D. See also * Beta-D, another deuterated phenethylamine * Substituted mescaline analogue A substituted mescaline analogue, also known as a scaline and typically but not always a 4-substituted 3,5-dimethoxyphenethylamine, is an analogue of the phenethylamine serotonergic psychedelic mescaline (3,4,5-trimethoxyphe ...
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