Propynyl (drug)

Propynyl
Clinical data
Other names	PROPYNYL; 4-Propynyloxy-3,5-dimethoxyphenethylamine; Propynylmescaline; Propynylscaline
Routes of; administration	Oral
Drug class	Psychoactive drug
ATC code	None;
Pharmacokinetic data
Duration of action	8–12 hours
Identifiers
	IUPAC name 2-{3,5-dimethoxy-4-[(prop-2-yn-1-yl)oxy]phenyl}ethan-1-amine;
CAS Number	952017-05-9 ;
PubChem CID	44719613;
ChemSpider	21106371 ;
UNII	5AG5MZJ75G;
CompTox Dashboard (EPA)	DTXSID50660375 ;
Chemical and physical data
Formula	C13H17NO3
Molar mass	235.283 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COc1cc(cc(OC)c1OCC#C)CCN;
	InChI InChI=1S/C13H17NO3/c1-4-7-17-13-11(15-2)8-10(5-6-14)9-12(13)16-3/h1,8-9H,5-7,14H2,2-3H3 ; Key:KNIWBMMJSJHUJB-UHFFFAOYSA-N ;
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Propynyl, also known as 4-propynyloxy-3,5-dimethoxyphenethylamine or as propynylscaline, is a psychoactive drug of the scaline family related to mescaline. It is the derivative of mescaline in which the methoxy group at the 4 position has been replaced with a propynyl oxy group.

In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists propynyl's dose as 80 mg or more orally and its duration as 8 to 12 hours. The effects of propynyl have been reported to include "[not] that much mental stuff", obviously altered behavior, body load, physical fuzziness, cold feet, and next-day hangover or after-effects such as sluggishness. The drug produced no visual changes or closed-eye visuals, and clear hallucinogenic effects were not described. Higher doses than 80 mg orally were not explored, but there was no suggestion of value in exploring higher levels.

The chemical synthesis of propynyl has been described. Analogues of propynyl include mescaline, escaline, proscaline, allylescaline, and methallylescaline, among others.

Propynyl was first described in the literature by Shulgin in PiHKAL in 1991. It is not a controlled substance in Canada as of 2025.