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Allylescaline

4-allyloxy-3,5-dimethoxyphenethylamine

6Node page

what any key link opens

psx:substance/allylescaline/value/duration/oral/offset@1

valuereferenced by edges — no row of its own

derived from · upstream

feeds · downstream

none recorded

Closure of psx:substance/allylescaline/value/duration/oral/offset@1: 1 upstream, 0 downstream.

psx:substance/allylescaline/value/duration/oral/offset@1
└─ derived_from  proposal/duration/48b80b0d-cc8f-4f29-ab5d-5a34c6f091cf  duration · oral · offset

indented by distance from this node, not by parentage

1Provenance card

the boundary, as counts

Sources

167 with DOI

5 strong · 6 moderate · 5 weak

Compilations

12026-05-11T05:02:28.259Z

pipeline-v5 · prompt hash not recorded — run predates 2026-09

Decisions

29last ruled 2026-06-04

0 awaiting a ruling

Issued documents

62026-10-19T20:30:31.121Z

notice · info card · emergency

Searches

213 with no results

queries and counts on the build

Claims checked

6424 supported

24 supported · 40 not

Correspondence

0received

consent field ships in Phase 4

Edges

211

derivations recorded for this entity

Complete over 16 sources, 1 compilation, and 29 decisions.Not here: the private journal (never).Working material — drafts, discards, unsupported claims — is listed below and readable on the working page.Cite: psychedex.org/substances/allylescaline/archive

2Build

one panel per compilation run

generation run 2026-05-11

53 min completedmodel pipeline-v5plan not recordedrun/906952a8…

Selection

results seen143
selected by the model28
consumed as sources16

Verification

claims checked64
supported22
partially supported2
not supported0
inconclusive40
  • record
  • seen / partial
  • working

The model's own caveats

4 further caveats recorded as free text — readable on the working page

Reproduce

inputs
16 source keys (listed under Sources)
plan
not recorded — template version, prompt hash and git SHA are written from 2026-09 onward
model
pipeline-v5
streams
none — agent transcripts are persisted from 2026-09 onward
21 searches — query, source, results, what was kept and why
21 searches for this run
#sourcequeryseenkeptrationale
1ClinicalTrials.gov · absenceallylescaline00—
2WebSearch · absenceallylescaline forensic toxicology case report adverse effects intoxication00—
3PubMedallylescaline phenethylamine psychedelic150—
4PubMedphenethylamine serotonin 2A receptor agonist hallucinogen potency drug discrimination32Relevant for phenethylamine 5-HT2A pharmacology context.
5OpenAlexPiHKAL Shulgin phenethylamine synthesis psychedelic672Relevant for 2C-series pharmacology context and designer drug classification.
6PubChemallylescaline11Primary chemical identity verification; all data matches brief seed data.
7OpenAlexallylescaline mescaline analog phenethylamine22Directly relevant: NMR characterization of mescaline analogs from grey-market samples, potentially including allylescaline.
8WebSearchallylescaline UK law 2017 psychoactive substances act legal status Europe Australia103Legal status across major jurisdictions confirmed.
9ErowidPiHKAL entry #2 AL allylescaline11Primary source for Shulgin's self-experiment data and historical attribution.
10PubMedmescaline analogue 3,5-dimethoxy-4-alkoxyhenethylamine receptor binding serotonin72Directly relevant to mescaline-class pharmacology and 5-HT2A receptor binding, providing important class context for allylescaline.
11CountYourCulture/IsomerDesignLeminger 1972 scalines allylescaline history12Essential for first-described history of allylescaline.
12PubMedmescaline pharmacokinetics metabolism human bioavailability oral11Most relevant PK paper for mescaline class; directly applicable to allylescaline as closest structural analog.
13WebSearchallylescaline PiHKAL Shulgin mescaline analog pharmacology103Key secondary sources for historical context, dosing, and effects.
14Cayman Chemicalallylescaline hydrochloride CAS physical properties12CAS number verification and toxicity disclaimer for safety section.
15Multiple · absenceallylescaline seed data vs published sources00Verification of brief data integrity.
16WebSearchallylescaline physical properties melting point solubility hydrochloride102Physical property data for chemical identity section.
17PubMedPMID 35900876 tolerance cross-tolerance psychedelic 5-HT2A11Directly relevant for allylescaline tolerance and cross-tolerance section.
18WebSearchallylescaline new psychoactive substance EMCDDA 2013 Europe101Regulatory/market history context.
19PubMedPMID 14761703 Nichols 2004 Hallucinogens11Canonical pharmacology reference for 5-HT2A agonist mechanism applicable to allylescaline as a phenethylamine psychedelic.
20PubMedPMID 41977267 mescaline ethnopharmacology psychiatric systematic review11Provides class-level adverse effect profile for mescaline directly applicable to allylescaline.
21PubMedPMID 1969270 LSD downregulates serotonin2 receptors11Important for mescaline-class tolerance mechanism; mescaline's tolerance mechanism may differ from indole hallucinogens.
64 claims by section — every cited sentence, checked against its source
safety22 · 8 ok
  • Claim in safety — inconclusiveinconclusiveworking →

  • Claim in safety — inconclusiveinconclusiveworking →

  • Claim in safety — inconclusiveinconclusiveworking →

  • Claim in safety — inconclusiveinconclusiveworking →

  • Claim in safety — inconclusiveinconclusiveworking →

  • Claim in safety — inconclusiveinconclusiveworking →

  • Claim in safety — inconclusiveinconclusiveworking →

  • Claim in safety — inconclusiveinconclusiveworking →

  • Claim in safety — inconclusiveinconclusiveworking →

  • Claim in safety — inconclusiveinconclusiveworking →

  • Claim in safety — inconclusiveinconclusiveworking →

  • The most relevant class-level safety data derives from a systematic review of mescaline across 66 studies, which identified hypertension, headache, nausea, and vomiting as the most commonly reported adverse effectssupported

    Systematic review of 66 studies (10 suitable for analysis). Common AEs: hypertension, headache, nausea, vomiting. ijms27073081

  • The broader phenethylamine designer drug class (primarily 2C-series compounds) has been associated with hallucinations, agitation, aggression, dysphoria, hypertension, tachycardia, seizures, hyperthermia, and — in fatal cases — excited-deliriumsupported

    Excited delirium common among fatalities. Sympathomimetic and serotonin toxicity presentations. s13181-013-0295-x

  • Five deaths attributed to 2C-series drugs appear in published literature; however, these involve the 2,5-dimethoxy substituted 2C series rather than the 3,5-dimethoxy scaline series and are not directly comparable.supported

    At least 5 deaths reported; excited delirium common among fatalities. s13181-013-0295-x

  • Class-level risks for phenethylamine psychedelics include:supported

    Hallucinogens are physiologically safe and do not produce dependence or addiction. They stimulate 5-HT2A receptors especially on neocortical pyramidal cells. pmid:14761703

  • Phenethylamine psychedelics, including the mescaline class, do not produce physical-dependence or addictionsupported

    Hallucinogens are physiologically safe and do not produce dependence or addiction. pmid:14761703

  • De la Fuente Revenga et al. demonstrated tolerance in mice after a single administration of doi within 24 hours, with cross-tolerance to lsdsupported

    Tolerance after single dose. Cross-tolerance between DOI and LSD. acschemneuro.2c00170

  • Claim in safety — inconclusiveinconclusiveworking →

  • Cross-tolerance: Cross-tolerance between serotonergic psychedelics acting at 5-ht2a is establishedsupported

    Cross-tolerance between DOI and LSD. No cross-tolerance with non-psychedelic 5-HT2AR agonist lisuride. acschemneuro.2c00170

  • Claim in safety — inconclusiveinconclusiveworking →

  • Severe cardiovascular disease (relative): phenethylamine psychedelics produce transient sympathomimetic effects (hypertension, tachycardia)supported

    Common AEs: hypertension, headache, nausea, vomiting. ijms27073081

  • Claim in safety — inconclusiveinconclusiveworking →

pharmacology14 · 5 ok
  • Claim in pharmacology — inconclusiveinconclusiveworking →

  • Claim in pharmacology — inconclusiveinconclusiveworking →

  • Claim in pharmacology — inconclusiveinconclusiveworking →

  • Claim in pharmacology — inconclusiveinconclusiveworking →

  • Claim in pharmacology — inconclusiveinconclusiveworking →

  • Claim in pharmacology — inconclusiveinconclusiveworking →

  • Claim in pharmacology — inconclusiveinconclusiveworking →

  • As a 3,5-dimethoxy-4-substituted phenethylamine, allylescaline is presumed to act primarily as an agonist at serotonin 5-ht2a receptors expressed on neocortical layer V pyramidal neuronssupported

    They stimulate 5-HT2A receptors especially on neocortical pyramidal cells. pmid:14761703

  • Activation of these receptors increases cortical glutamate release, presumably via modulation of thalamocortical afferentssupported

    Activation leads to increased cortical glutamate levels presumably via presynaptic receptor-mediated release from thalamic afferents. pmid:14761703

  • The parent compound mescaline functions as a full agonist at 5-HT₂A receptors (ED₅₀ = 33.5 µmol/kg in drug discrimination assays)supported

    Mescaline fully substituted for LSD (ED50=33.5 micromol/kg). pmid:9301661

  • Structure-activity relationship studies demonstrate that the 3,5-methoxy groups must remain conformationally mobile for receptor activation — conformational restriction of these groups abolishes activitysupported

    Rigid mescaline analogs did not fully substitute. Results consistent with requirement for full 5-HT2A agonism for hallucinogenic activity. pmid:9301661

  • Claim in pharmacology — inconclusiveinconclusiveworking →

  • Claim in pharmacology — inconclusiveinconclusiveworking →

  • For structurally related dimethoxyphenethylamines in the NBOMe series, cyp3a4 and cyp2d6 have been identified as the principal metabolic enzymessupported

    Major CYPs for 25I-NBOMe: CYP3A4 and CYP2D6. dta.2031

receptor-pharmacology6 · 1 ok
  • Claim in receptor-pharmacology — inconclusiveinconclusiveworking →

  • Claim in receptor-pharmacology — inconclusiveinconclusiveworking →

  • Claim in receptor-pharmacology — inconclusiveinconclusiveworking →

  • 5-HT₂A: Presumed primary target. Mescaline is a full agonist (ED₅₀ = 33.5 µmol/kg, rat drug discrimination). The 4-position ether modification is pharmacologically tolerated.supported

    Mescaline fully substituted for LSD (ED50=33.5 micromol/kg). Results consistent with requirement for full 5-HT2A agonism for hallucinogenic activity. pmid:9301661

  • Claim in receptor-pharmacology — inconclusiveinconclusiveworking →

  • Claim in receptor-pharmacology — inconclusiveinconclusiveworking →

summary6 · 3 ok
  • Claim in summary — inconclusiveinconclusiveworking →

  • Claim in summary — inconclusiveinconclusiveworking →

  • Claim in summary — inconclusiveinconclusiveworking →

  • As a 3,5-dimethoxyphenethylamine, allylescaline is presumed to act primarily through agonism at serotonin 5-ht2a receptors on neocortical layer V pyramidal neurons, consistent with its structural classsupported

    They stimulate 5-HT2A receptors especially on neocortical pyramidal cells. pmid:14761703

  • The compound is not expected to produce physical-dependence based on the pharmacology of its structural class. tolerance develops rapidly following single administration, consistent with 5-HT₂A receptor-mediated tachyphylaxis observed in related psychedelicspartially supported

    Hallucinogens are physiologically safe and do not produce dependence or addiction. pmid:14761703

  • The compound is not expected to produce physical-dependence based on the pharmacology of its structural class. tolerance develops rapidly following single administration, consistent with 5-HT₂A receptor-mediated tachyphylaxis observed in related psychedelicssupported

    Repeated DOI induces progressive decrease in HTR. Tolerance after single dose. DOI caused 5-HT2AR downregulation in frontal cortex. acschemneuro.2c00170

comparative-pharmacology4 · 2 ok
  • Claim in comparative-pharmacology — inconclusiveinconclusiveworking →

  • Claim in comparative-pharmacology — inconclusiveinconclusiveworking →

  • The SAR established by Monte et al. demonstrates that structural modifications at the 4-position are tolerated provided the 3,5-dimethoxy groups retain conformational mobilitypartially supported

    Rigid mescaline analogs did not fully substitute. Results consistent with requirement for full 5-HT2A agonism for hallucinogenic activity. pmid:9301661

  • McLean et al. confirmed that 4-position modifications modulate potency at 5-ht2a within the mescaline scaffold.supported

    Conformationally restricted mescaline analogue with 3-fold higher 5-HT2A affinity/potency than mescaline. R-(+) isomer more potent. pmid:16821786

neuroscience4 · 2 ok
  • Claim in neuroscience — inconclusiveinconclusiveworking →

  • Claim in neuroscience — inconclusiveinconclusiveworking →

  • As a presumed serotonin 2A receptor agonist, allylescaline is expected to produce its effects through mechanisms established for the psychedelic phenethylamine and tryptamine classes:supported

    They stimulate 5-HT2A receptors especially on neocortical pyramidal cells. Activation leads to increased cortical glutamate levels presumably via presynaptic receptor-mediated release from thalamic afferents. pmid:14761703

  • Cortical glutamate release: 5-HT₂A activation triggers glutamate release from thalamocortical afferents, increasing excitatory neurotransmission in prefrontal and associative cortices.supported

    Activation leads to increased cortical glutamate levels presumably via presynaptic receptor-mediated release from thalamic afferents. In vivo imaging shows hallucinogens increase prefrontal cortical metabolism. pmid:14761703

pharmacokinetic-detail4 · 1 ok
  • Claim in pharmacokinetic-detail — inconclusiveinconclusiveworking →

  • Claim in pharmacokinetic-detail — inconclusiveinconclusiveworking →

  • Claim in pharmacokinetic-detail — inconclusiveinconclusiveworking →

  • For the structurally related NBOMe series of 2,5-dimethoxyphenethylamines, cyp3a4 and cyp2d6 were identified as the major metabolic enzymes via in vitro reaction phenotypingsupported

    Major CYPs for 25I-NBOMe: CYP3A4 and CYP2D6. Intrinsic clearance 70.1 mL/min/kg. dta.2031

clinical-evidence2 · 1 ok
  • Claim in clinical-evidence — inconclusiveinconclusiveworking →

  • The broader mescaline class has shown preliminary therapeutic signals in depression, well-being, and substance use disorders in a systematic review encompassing 66 studies, but these findings apply to mescaline itself and cannot be extrapolated to allylescaline without dedicated investigation.supported

    Systematic review of 66 studies (10 suitable for analysis). Therapeutic effects: improved depression, well-being, nicotine dependence, alcohol use, obsessions. ijms27073081

history2 · 1 ok
  • Claim in history — inconclusiveinconclusiveworking →

  • In 2015, Chapman and Avanes published ¹H NMR spectroscopic characterization of grey-market allylescaline samples obtained from North American and European vendors, confirming the structural identity of material circulating commerciallysupported

    1H NMR spectra of 28 alleged psychedelic phenylethanamines from 15 grey-market internet vendors. Members from each principal phenylethanamine family analyzed...four mescaline analogues. isomerdesign-1

3Sources

16 consumed · sorted by year · feeds = sections resting on it

Sources
yearsourcetierstatusfeeds
2026The Ethnopharmacological Use of Mescaline for Psychiatric Disorders: A Systematic ReviewShaw J, Yong A, Lee J, Cheng J, Andricioaei A, Wang JY, Zisman-Ilani Y, Bota R · International Journal of Molecular Sciencesdoi:10.3390/ijms27073081strongconsumed2 sections
2025Pharmacokinetics, Pharmacodynamics, and Urinary Recovery of Oral Mescaline Hydrochloride in Healthy ParticipantsMueller L, Klaiber A, Ley L, Becker AM, Thomann J, Luethi D, Schmid Y, Liechti ME · Clinical Pharmacokineticsdoi:10.1007/s40262-025-01544-xstrongconsumed2 sections
2024Allylescaline - WikipediaWikipedia contributorsurl:20b4e419263036ebweakconsumedcited only
2024Allylescaline (hydrochloride) product entryCayman Chemicalurl:cff8d02627d95cc3weakconsumedcited only
2024Allylescaline compound entryPubChemurl:1a18d8cbc0757c2bmoderateconsumedcited only
2022Tolerance and Cross-Tolerance among Psychedelic and Nonpsychedelic 5-HT2A Receptor Agonists in Micede la Fuente Revenga M, Jaster AM, McGinn J, Silva G, Saha S, Gonzalez-Maeso J · ACS Chemical Neurosciencedoi:10.1021/acschemneuro.2c00170moderateconsumed2 sections
2020Designer drugs: mechanism of action and adverse effectsLuethi D, Liechti ME · Archives of Toxicologydoi:10.1007/s00204-020-02693-7strongconsumed1 section
2017Characterization of the hepatic cytochrome P450 enzymes involved in the metabolism of 25I-NBOMe and 25I-NBOHNielsen LM, Holm NB, Leth-Petersen S, Kristensen JL, Olsen L, Linnet K · Drug Testing and Analysisdoi:10.1002/dta.2031moderateconsumed2 sections
2015Allylescaline compound entry (PiHKAL database)IsomerDesignurl:263aeb3871e96b0cweakconsumedcited only
2015PeakAL: Protons I Have Known and Loved — NMR spectra of psychedelic phenylethanamines including TMA-2Chapman SJ, Avanes AAdoi:10.16889/isomerdesign-1weakconsumed1 section
20132C or Not 2C: Phenethylamine Designer Drug ReviewDean BV, Stellpflug SJ, Burnett A, Engebretsen KM · Journal of Medical Toxicologydoi:10.1007/s13181-013-0295-xstrongconsumed1 section
2012Leminger's ScalinesChapman SJurl:64fe93aafb2f5b59weakconsumedcited only
2006C-(4,5,6-trimethoxyindan-1-yl)methanamine: a mescaline analogue designed using a homology model of the 5-HT2A receptorMcLean TH, Chambers JJ, Parrish JC, Braden MR, Marona-Lewicka D, Kurrasch-Orbaugh D, Nichols DE · Journal of Medicinal Chemistrypmid:16821786moderateconsumed3 sections
2004HallucinogensNichols DE · Pharmacology & Therapeuticspmid:14761703strongconsumed5 sections
1997Dihydrobenzofuran analogues of hallucinogens. 4. Mescaline derivativesMonte AP, Waldman SR, Marona-Lewicka D, Wainscott DB, Nelson DL, Sanders-Bush E, Nichols DE · Journal of Medicinal Chemistrypmid:9301661moderateconsumed3 sections
1990Lysergic acid diethylamide (LSD) administration selectively downregulates serotonin2 receptors in rat brainBuckholtz NS, Zhou DF, Freedman DX, Potter WZ · Neuropsychopharmacologypmid:1969270moderateconsumed1 section
—Searched ClinicalTrials.gov for "allylescaline" — no resultsabsenceno results—
—Searched Multiple for "allylescaline seed data vs published sources" — no resultsabsenceno results—
—Searched WebSearch for "allylescaline forensic toxicology case report adverse effects intoxication" — no resultsabsenceno results—

4Docket

one filing per activity — decisions, correspondence, reports

  1. 0012026-05-11revisionRevision 1

    Initial LLM generation (v5 pipeline, wiki, prose phase)

    psx:substance/allylescaline/version/1
  2. 0022026-06-04proposal27 value proposals approved together

    one review action inferred from a shared reviewer and instant — the graph records one activity per proposal

    27 items in this filing

    • contraindication · other
    • contraindication · neurological
    • contraindication · cardiovascular
    • contraindication · pregnancy_breastfeeding
    • contraindication · neurological
    • dose_tier · threshold
    • dose_tier · light
    • dose_tier · common
    • dose_tier · strong
    • dose_tier · heavy
    • timeline · oral · onset
    • timeline · oral · come_up
    • timeline · oral · peak
    • timeline · oral · resolution
    • timeline · oral · afterglow
    • toxicity
    • dependence · full
    • withdrawal
    • tolerance
    • dosage · oral
    • duration · oral · onset
    • duration · oral · come_up
    • duration · oral · peak
    • duration · oral · offset
    • duration · oral · total
    • duration · oral · aftereffects
    psx:substance/allylescaline/proposal/contraindication/72506e60-e7cd-47a0-9b80-da981610180c
  3. 0032026-06-04publicationPublication — backfill

5Issued documents

what the notice, info card and emergency page said, by hash

Issued documents
documentcontent hashissuedfrom versionsuperseded
emergencyc15c760aabf6f0fcf5b6fc6b…2026-10-19 20:30Revision 1current
info_card64c9b8dc0dc52da11c921957…2026-10-19 20:30Revision 1current
notice53ffc98bc5c175e403d133df…2026-10-19 20:30Revision 1current
emergency3f0909c25c714d225b4bb3e3…2026-09-04 04:28Revision 1superseded2026-10-19
info_card7fe14761de2672ace8c44833…2026-09-04 04:28Revision 1superseded2026-10-19
notice64878b43a1d2932a5305f55b…2026-09-04 04:28Revision 1superseded2026-10-19