2C-YN: Difference between revisions

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{{Drugbox

| Verifiedfields = changed

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| verifiedrevid = ~~428958919~~

| Watchedfields = changed

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| IUPAC_name = 1-(4-ethynyl-2,5-dimethoxyphenyl)~~-2-aminoethane~~

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| verifiedrevid = 452168265

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| IUPAC_name = 2-(4-ethynyl-2,5-dimethoxyphenyl)ethanamine

| image = 2C-YN_skeletal.svg

| width = 200

| tradename =

| legal_UK = Class A

| CAS_number_Ref = {{cascite|correct|??}}

| CAS_number = 752982-24-4

| CAS_supplemental = <BR> 633290-73-0

| PubChem =

| PubChem = 12063400

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| ChemSpiderID = 26234934

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

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| ChemSpiderID = 26234934

| UNII_Ref = {{fdacite|changed|FDA}}

| UNII = 5L67256F94

| C=12 | H=15 | N=1 | O=2

| molecular_weight = 205.252 g/mol

| smiles = COc1cc(CCN)c(OC)cc1C#C

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| ~~InChI~~ = 1/C12H15NO2/c1-4-9-7-12(15-3)10(5-6-13)8-11(9)14-2/h1,7-8H,5-6,13H2,2-3H3

| StdInChI = 1S/C12H15NO2/c1-4-9-7-12(15-3)10(5-6-13)8-11(9)14-2/h1,7-8H,5-6,13H2,2-3H3

| InChIKey = MLJHHYIJBZVUEA-UHFFFAOYAX

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C12H15NO2/c1-4-9-7-12(15-3)10(5-6-13)8-11(9)14-2/h1,7-8H,5-6,13H2,2-3H3

| StdInChIKey = MLJHHYIJBZVUEA-UHFFFAOYSA-N

}}

'''2C-YN''' is an analogue of the [[phenethylamine]] derived hallucinogen [[2C-E]] where the ethyl group has been replaced by an ethynyl group. It has similar potency to [[2C-B]] but a short duration of action.<ref>Trachsel D. Synthesis of Novel (Phenylalkyl)amines for the Investigation of Structure-Activity Relationships. Part 3. 4-Ethynyl-2,5-dimethoxyphenethylamine (4-Ethynyl-2,5-dimethoxybenzeneethanamine; 2C-YN) ''Helvetica Chimica Acta'' 2003; 86:2754-2759.</ref>

'''2C-YN''' is an [[structural analog|analog]] of [[phenethylamine]] that can be synthesized from [[2C-I]].<ref>{{cite journal | vauthors = Trachsel D | title = Synthesis of Novel (Phenylalkyl) amines for the Investigation of Structure–Activity Relationships, Part 3: 4-Ethynyl-2,5-dimethoxyphenethylamine (= 4-Ethynyl-2, 5-dimethoxybenzeneethanamine; 2C-YN). | journal = Helvetica Chimica Acta | date = August 2003 | volume = 86 | issue = 8 | pages = 2754–2759 | doi = 10.1002/hlca.200390224 }}</ref> 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.<ref>{{cite book | vauthors = Trachsel D, Lehmann D, Enzensperger C | title = Phenethylamine Von der Struktur zur Funktion | page = 768 | publisher = Nachtschatten Verlag AG | date = 2013 | isbn = 978-3-03788-700-4 }}</ref>

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==References==

==Legality==

===Canada===

As of October 31st, 2016; 2C-YN is a controlled substance (Schedule III) in Canada.<ref>{{cite web | title = Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines) | url = http://gazette.gc.ca/rp-pr/p2/2016/2016-05-04/html/sor-dors72-eng.php | date = 4 May 2016 | work = Canada Gazette }}</ref>

== See also ==

* [[2C-AL]]

* [[2C-E]]

* [[2C-CP]]

* [[2C-V]]

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== References ==

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[[Category:2C (psychedelics)]]

[[Category:~~Alkynes~~]]

[[Category:Ethynyl compounds]]

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