2C-YN

2C-YN
Clinical data
Other names	4-Ethynyl-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-ethynylphenethylamine
Routes of; administration	Oral
Drug class	Serotonergic psychedelic; Hallucinogen
Legal status
Legal status	UK: Class A;
Pharmacokinetic data
Duration of action	~2 hours
Identifiers
	IUPAC name 2-(4-ethynyl-2,5-dimethoxyphenyl)ethanamine;
CAS Number	752982-24-4 ; 633290-73-0;
PubChem CID	12063400;
ChemSpider	26234934 ;
UNII	5L67256F94;
CompTox Dashboard (EPA)	DTXSID00476741 ;
Chemical and physical data
Formula	C12H15NO2
Molar mass	205.257 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COc1cc(CCN)c(OC)cc1C#C;
	InChI InChI=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 ; Key:MLJHHYIJBZVUEA-UHFFFAOYSA-N ;
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2C-YN, also known as 4-ethynyl-2,5-dimethoxyphenethylamine, is an analogue of phenethylamine that can be synthesized from 2C-I.^[2]

Use and effects

Daniel Trachsel lists 2C-YN as having a dosage of around 50 mg orally and a duration of around 2 hours, with relatively mild psychedelic effects.^[1]

As of October 31st, 2016; 2C-YN is a controlled substance (Schedule III) in Canada.^[3]

2C-YN is not an explicitly controlled substance in the United States.^[4] However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption.

1 2 3 Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine Von der Struktur zur Funktion. Nachtschatten Verlag AG. p. 768. ISBN 978-3-03788-700-4.
↑ Trachsel D (August 2003). "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. 86 (8): 2754–2759. doi:10.1002/hlca.200390224.
↑ "Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". Canada Gazette. 4 May 2016.
↑ Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026) (PDF), United States: U.S. Department of Justice: Drug Enforcement Administration (DEA): Diversion Control Division, January 2026