| 词条 | 2C-T-16 |
| 释义 |
| ImageFile = 2CT16_structure.png | IUPACName = 2-[2,5-Dimethoxy-4-(prop-2-en-1-ylsulfanyl)phenyl]ethan-1-amine |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | InChI = 1S/C13H19NO2S/c1-4-7-17-13-9-11(15-2)10(5-6-14)8-12(13)16-3/h4,8-9H,1,5-7,14H2,2-3H3 | InChIKey = BXCMEIZBXNLJKM-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|??}} | CASNo = 748131-14-8 | CASNo2 = 648957-42-0 | CASNo2_Comment = (HCl) | PubChem = 12063256 | ChemSpiderID = 58191439 | SMILES = COc1cc(SCC=C)c(OC)cc1CCN | StdInChI = 1S/C13H19NO2S/c1-4-7-17-13-9-11(15-2)10(5-6-14)8-12(13)16-3/h4,8-9H,1,5-7,14H2,2-3H3 | StdInChIKey = BXCMEIZBXNLJKM-UHFFFAOYSA-N }} |Section2={{Chembox Properties | Formula = | C=13 | H=19 | N=1 | O=2 | S=1 | MolarMass = 253.360 g/mol | Appearance = | Density = | MeltingPtC = 193-194 | BoilingPt = | Solubility = }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} }}2C-T-16 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.[1] Synthesis of 2C-T-16 was finally achieved by Daniel Trachsel some years later,[2] 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,[3]{{rp|788–789}} 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.[3]{{rp|791}} 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.[4] LegalityCanadaAs of October 31, 2016, 2C-T-16 is a controlled substance (Schedule III) in Canada.[5] See also
References1. ^{{CitePiHKAL}} 2. ^{{cite journal |author=Daniel Trachsel |year=2003 |title=Synthesis of novel (phenylalkyl)amines for the investigation of structure-activity relationships. Part 2. 4-Thio-substituted [2-(2,5-dimethoxyphenyl)ethyl]amines (=2,5-dimethoxybenzeneethanamines) |journal=Helvetica Chimica Acta |volume=86 |issue=7 |pages=2610–2619 |doi=10.1002/hlca.200390210}} 3. ^1 {{cite book |author=Daniel Trachsel |author2=David Lehmann |author3=Christoph Enzensperger |last-author-amp=yes |year=2013 |title=Phenethylamine: Von der Struktur zur Funktion |publisher=Nachtschatten Verlag AG |isbn=978-3-03788-700-4}} 4. ^Luethi D, Trachsel D, Hoener MC, Liechti ME. Monoamine receptor interaction profiles of 4-thio-substituted phenethylamines (2C-T drugs). Neuropharmacology. 2018 May; Volume 134, Part A: 141-148.{{Cite journal|doi=10.1016/j.neuropharm.2017.07.012|pmid=28720478|title=Monoamine receptor interaction profiles of 4-thio-substituted phenethylamines (2C-T drugs)|journal=Neuropharmacology|volume=134|issue=Pt A|pages=141–148|year=2018|last1=Luethi|first1=Dino|last2=Trachsel|first2=Daniel|last3=Hoener|first3=Marius C|last4=Liechti|first4=Matthias E}} 5. ^http://gazette.gc.ca/rp-pr/p2/2016/2016-05-04/html/sor-dors72-eng.php External links
5 : Phenol ethers|2C (psychedelics)|Entheogens|Thioethers|Allyl compounds |
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