Allylescaline

Clinical data
Other names	AL; Allylmescaline; 4-Allyloxy-3,5-dimethoxyphenethylamine; 3,5-Dimethoxy-4-allyloxyphenethylamine
Routes of administration	Oral[1]
Drug class	Serotonin5-HT2 receptoragonist;Serotonin5-HT2A receptoragonist;Serotonergic psychedelic;Hallucinogen
ATC code	None
Pharmacokinetic data
Onset of action	10–50 minutes[1]
Duration of action	8–12 hours[1]
Identifiers
IUPAC name {3,5-dimethoxy-4-[(prop-2-en-1-yl)oxy]phenyl}ethan-1-amine
CAS Number	39201-75-7 Y
PubChemCID	44719469
ChemSpider	21106254 Y
UNII	J39IWS08EN
ChEMBL	ChEMBL126803 Y
CompTox Dashboard(EPA)	DTXSID80660348
Chemical and physical data
Formula	C13H19NO3
Molar mass	237.299 g·mol−1
3D model (JSmol)	Interactive image
SMILES COc1cc(cc(OC)c1OCC=C)CCN
InChI InChI=1S/C13H19NO3/c1-4-7-17-13-11(15-2)8-10(5-6-14)9-12(13)16-3/h4,8-9H,1,5-7,14H2,2-3H3 N Key:JNUAYHHGCXYBHX-UHFFFAOYSA-N N
(verify)

Allylescaline (AL), orallylmescaline, also known as4-allyloxy-3,5-dimethoxyphenethylamine, is apsychedelic drug of thephenethylamine andscaline families related tomescaline.^[1] It is takenorally.^[1]

The drug acts as anagonist of theserotonin5-HT₂ receptors, including the serotonin5-HT_2A receptor.^[2][3] It is closelyrelated to other scalines including mescaline,escaline, andproscaline, among others.^[1][4]

Allylescaline was first described in thescientific literature by Otakar Leminger in 1972.^[5] Subsequently, it was further described byAlexander Shulgin in his 1991 bookPiHKAL (Phenethylamines I Have Known and Loved).^[1] It was encountered as a noveldesigner drug in 2013.^[6][7]

According toAlexander Shulgin in his bookPiHKAL (Phenethylamines I Have Known and Loved) and other publications, the dose range of allylescaline is 20 to 35 mg and itsduration is 8 to 12 hours.^[1][8][9] Itsonset ranged from 10 minutes to 50 minutes, with peak effects occurring at around 1 to 1.25 hours.^[1] The drug has been described as having a very gradual onset, an unusually long plateau of effects, a very gradual descent, and some effects persisting past 12 hours or even into the middle of the next day.^[1][5] Allylescaline is about 10 times aspotent as mescaline, which has a listed dose range of 200 to 400 mg.^[1][8][9] It was the most potentscaline (mescaline analogue) of all those described.^[1][8][9]

The effects of allylescaline have been reported to includeperceptual changes, warmer and enhanced colors, objects looking different or more "plastic", colorfulhallucinations in the dark, surroundings being much more interesting than usual, no sharpening of the senses includingvisual,auditory, orolfactory, pleasantly and abundantly increasedenergy,creative and free-flowing thoughts, clearheadedness, unusual ease offree association, everything feelingfunny andlaughter, feelings of innerexcitement andenjoyment,desire to move, simultaneouspositive andnegative feelings, working through and being freed ofdepression, feelings ofdissociation and being disconnected from one's thoughts, whollysocial and no requirement ofwithdrawal,religious feelings and connection, slightvertigo, lightdrunkenness,restless sleep and unusual and difficultdreams duringsleep, and next-dayhangover such aslethargy.^[1][5]

Allylescaline acts as apotentagonist of theserotonin5-HT₂ receptors, including the serotonin5-HT_2A,5-HT_2B, and5-HT_2C receptors.^[2][3] It also possesses other activities, such as weak interactions withdopamineD₂-like receptors.^[2] A 2021 study evaluated thepharmacodynamics of many scalines, but did not include allylescaline.^[4] However, a subsequent 2025 study comprehensively assessed and reported the drug's pharmacodynamics.^[2]

Thechemical synthesis of allylescaline has been described.^[1]

Analogues of allylescaline includemescaline,escaline,proscaline,methallylescaline,cyclopropylmescaline, and3C-AL, among others.^[1][4]

Allylescaline was firstsynthesized and studied by Otakar Leminger in 1972.^[5] The drug was later synthesized byAlexander Shulgin and further described in his 1991 bookPiHKAL (Phenethylamines I Have Known and Loved).^[1] It was encountered as a noveldesigner drug inEurope in 2013.^[6][7]

Allylescaline is illegal in Sweden as of January 2016.^[10]

Allylescaline is not directly scheduled under theControlled Substances Act. However, due to its structural similarities withmescaline, it could potentially be prosecuted under theFederal Analogue Act if sold for human consumption.^{[citation needed]}

• Substituted mescaline analogue
• Elemicin

• AL (Allylescaline) - Isomer Design
• AL - PiHKAL - Erowid
• AL - PiHKAL - Isomer Design
• Allylescaline - PsychonautWiki
• The Big & Dandy Allylescaline Thread - Bluelight
• Leminger's Scalines - countyourculture

• Drugs not assigned an ATC code
• 5-HT2A agonists
• 5-HT2B agonists
• 5-HT2C agonists
• Allyl compounds
• Designer drugs
• Dopamine receptor modulators
• PiHKAL
• Psychedelic phenethylamines
• Scalines

• CS1 Swedish-language sources (sv)
• Articles with short description
• Short description is different from Wikidata
• Articles with changed InChI identifier
• Chemical pages without DrugBank identifier
• Articles without KEGG source
• Drugs with no legal status
• All articles with unsourced statements
• Articles with unsourced statements from October 2025