This article needs additional citations for verification .(October 2022) |
Names | |
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Preferred IUPAC name 2-[4-(Butylsulfanyl)-3,5-dimethoxyphenyl]ethan-1-amine | |
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CompTox Dashboard (EPA) | |
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Properties | |
C14H23NO2S | |
Molar mass | 269.40 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Thiobuscaline, or 3,5-dimethoxy-4-butylthiophenethylamine]], is a lesser-known psychedelic drug. [1]
It is an analog of buscaline. [1] Thiobuscaline was first synthesized by Alexander Shulgin. [2] In his book PiHKAL (Phenethylamines i Have Known And Loved) , the dosage range is listed as 60–120 mg, and the duration is listed as 8 hours. [3] Thiobuscaline is an entheogen, and it causes a threshold.[ citation needed ] Very little data exists about the pharmacological properties, metabolism, and toxicity of thiobuscaline.
2C-T is a psychedelic and hallucinogenic drug of the 2C family. It is used by some as an entheogen. It has structural and pharmacodynamic properties similar to the drugs mescaline and 2C-T-2.
2C-O-4 (4-isopropoxy-2,5-dimethoxyphenethylamine) is a phenethylamine of the 2C family. It is also a positional isomer of isoproscaline and was probably first synthesized by Alexander Shulgin. It produces hallucinogenic, psychedelic, and entheogenic effects. Because of the low potency of 2C-O-4, and the inactivity of 2C-O, Shulgin felt that the 2C-O series would not be an exciting area for research, and did not pursue any further analogues.
2,5-Dimethoxy-4-ethylamphetamine is a psychedelic drug of the phenethylamine and amphetamine chemical classes. It was first synthesized by Alexander Shulgin, and was described in his book PiHKAL.
2C (2C-x) is a general name for the family of psychedelic phenethylamines containing methoxy groups on the 2 and 5 positions of a benzene ring. Most of these compounds also carry lipophilic substituents at the 4 position, usually resulting in more potent and more 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. Shulgin also coined the term 2C, being an acronym for the 2 carbon atoms between the benzene ring and the amino group.
Aleph is a psychedelic hallucinogenic drug and a substituted amphetamine of the phenethylamine class of compounds, which can be used as an entheogen. It was first synthesized by Alexander Shulgin. In his book PiHKAL, Shulgin lists the dosage range as 5–10 mg. According to Shulgin, the effects of aleph typically last for 6 to 8 hours.
2C-T-15 or 2,5-dimethoxy-4-(β-cyclopropylthio)phenethylamine is a psychedelic phenethylamine of the 2C family. It was presumably first synthesized by Alexander Shulgin and reported in his book PiHKAL .
2C-T-17 or 2,5-dimethoxy-4-(β-secbutylthio)phenethylamine is a psychedelic phenethylamine of the 2C family. It was presumably first synthesized by Alexander Shulgin and reported in his book PiHKAL .
3,4-Methylenedioxy-N-hydroxyamphetamine is an entactogen, psychedelic, and stimulant of the phenethylamine and amphetamine chemical classes. It is the N-hydroxy homologue of MDA, and the N-desmethyl homologue of MDHMA. MDOH was first synthesized and assayed by Alexander Shulgin. In his book PiHKAL, Shulgin listed the dosage range as 100–160 mg, and the duration as approximately 3–6 hours. He describes MDOH as being very psychedelic and producing increased pleasure in beauty and nature. He also mentioned several negative side effects also seen with MDMA ("Ecstasy") such as difficulty urinating and internal dryness.
Cyclopropylmescaline 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.
Phenescaline, or 3,5-dimethoxy-4-phenylethoxyphenethylamine, is a lesser-known psychedelic drug. It is an analog of mescaline. Phenescaline was first synthesized by Alexander Shulgin. In his book PiHKAL , the minimum dosage is listed as 150 mg, and the duration is unknown. Phenescaline produces a threshold effect. Very little data exists about the pharmacological properties, metabolism, and toxicity of phenescaline.
3,4-Methylenedioxy-N-hydroxy-N-methylamphetamine is an entactogen, psychedelic, and stimulant of the phenethylamine and amphetamine chemical classes. It is the N-hydroxy homologue of MDMA ("Ecstasy"), and the N-methyl homologue of MDOH. MDHMA was first synthesized and assayed by Alexander Shulgin. In his book PiHKAL, Shulgin listed the dosage range as 100–160 mg, and the duration as approximately 4–8 hours. He describes MDHMA as causing entactogenic and open MDMA-like effects, easing communication, and increasing appreciation of the senses.
Bis-TOM (4-methyl-2,5-dimethylthio-alpha-methylphenethylamine) is a substituted amphetamine. It is an analog of DOM. Bis-TOM was first synthesized by Alexander Shulgin. In his book PiHKAL, the minimum dosage is listed as 160 mg, and the duration unknown. Bis-TOM produces no psychoactive effects. Very little data exists about the pharmacological properties, metabolism, and toxicity of Bis-TOM.
BOD (4-methyl-2,5,β-trimethoxyphenethylamine) is a lesser-known psychedelic drug. It is the beta-methoxy analog of 2C-D. BOD was first synthesized by Alexander Shulgin. In his book PiHKAL, the dosage range is listed as 15–25 mg, and the duration listed as 8–16 hours. BOD produces strongly distorted open-eye visuals, and some closed-eye visuals. It also has an entheogenic effect and produces humor. Very little data exists about the pharmacological properties, metabolism, and toxicity of BOD.
BOM (3,4,5,beta-tetramethoxyphenethylamine) is a lesser-known psychedelic drug. It is the beta-methoxy derivative of mescaline. BOM was first synthesized by Alexander Shulgin. In his book PiHKAL, the minimum dosage is listed as 200 mg, and the duration unknown. BOM produces few to no effects. Very little data exists about its pharmacological properties, metabolism, and toxicity.
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.
Beta-D (3,4,5-trimethoxy-beta-dideuterophenethylamine) is a lesser-known psychedelic drug. It is one of the few phenethylamines used as a recreational drug that is enriched in deuterium. Beta-D can be prepared as a sulfate salt or as a hydrochloride salt. It is the beta-dideutero analog of mescaline. Beta-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. Its effects last for 12 hours. Beta-D has a very rapid onset. It produces an increased appreciation of music and a strong connection with God. Very little data exists about the pharmacological properties, metabolism, and toxicity of Beta-D.
2,5-Dimethoxy-4-propylamphetamine (DOPR) is a psychedelic drug of the phenethylamine and amphetamine chemical classes. It was first synthesized by Alexander Shulgin, and was described in his book PiHKAL. Shulgin described DOPR is a "heavy duty psychedelic", complete with alterations of the thought process and visual distortion. Very little data exists about the pharmacological properties, metabolism, and toxicity of DOPR.
Thioproscaline, or 3,5-dimethoxy-4-propylthiophenethylamine, is a lesser-known psychedelic drug. It is the 4-propylthio analog of mescaline. Thioproscaline was first synthesized by Alexander Shulgin. In his book PiHKAL , the dosage range is listed as 20–25 mg, and the duration listed as 10–15 hours. Thioproscaline causes closed-eye visuals, slight open-eye visuals, and a body load. Very little data exists about the pharmacological properties, metabolism, and toxicity of thioproscaline.
2C-T-16 is a lesser-known psychedelic drug. It was originally named by Alexander Shulgin as described in his book PiHKAL, 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 44nM at 5-HT2A and 15nM 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 induce a head-twitch response in mice.
2C-Se is a lesser-known psychedelic drug. It was originally named by Alexander Shulgin as described in his book PiHKAL. Shulgin considered 2C-Se to be around three times the potency of mescaline, but was too concerned about toxicity to test it extensively, though he considered it noteworthy as the only psychedelic drug to contain a selenium atom.