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6-APDB

6-(2-aminopropyl)-2,3-dihydrobenzofuran

6Node page

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psx:substance/6-apdb/search/8c051ebc-ae40-4bcf-a881-a85c6847f023

search2026-05-03recorddatabase_lookup

derived from · upstream

none recorded

feeds · downstream

Closure of psx:substance/6-apdb/search/8c051ebc-ae40-4bcf-a881-a85c6847f023: 47 upstream, 75 downstream.

psx:substance/6-apdb/search/8c051ebc-ae40-4bcf-a881-a85c6847f023
  ├─ used  search/c56def6e-ade0-4058-a208-598945111e48  Searched PubMed for "1-(2,3-dihydrobenzofuran-6-yl)propan-2-amine"
  ├─ used  search/92dee784-77eb-4dae-b9d4-b031426b6605  Searched ClinicalTrials.gov for "6-APDB benzofuranyl amphetamine"
  ├─ used  search/9c41021c-2570-425b-9eb1-e1025da6c8c6  Searched PubMed for "6-APDB benzofuran entactogen pharmacology"
  ├─ used  search/3cb001e9-2848-40ba-a5db-a06cd484dc1c  Searched PubMed for "PMID 25765500"
  ├─ used  search/0361c35f-d9ab-4bd9-a1f7-8b03e67b02df  Searched OpenAlex for "6-APDB benzofuran psychoactive pharmacology"
  ├─ used  search/ca97e394-c65b-4808-874b-97bb944a8dbd  Searched PubMed for "benzofuran analogues amphetamine metabolism CYP forensic detection"
  ├─ used  search/3942f73a-de21-45ed-8c37-9c3e4683641b  Searched OpenAlex for "novel psychoactive benzofuran 5-APB 6-APB monoamine transporter MDMA analog"
  ├─ used  search/a83851b3-684f-48db-b542-b573c308121b  Searched WebSearch for "6-APDB legal status UK USA scheduling controlled substance"
  ├─ used  search/99798bc0-8895-40ad-b56c-367b3e8c1570  Searched WebSearch for "Nichols 6-APDB 5-APDB 1993 Journal of Medicinal Chemistry dihydrobenzofuran synthesis"
  ├─ used  search/a70f6125-455e-45b3-9e82-cc2d7dc95f24  Searched Crossref (via verify_doi) for "10.1021/jm00075a027"
  ├─ used  search/95c6c096-2264-46c5-8af1-c3ea8a98d1bb  Searched PubMed for "Monte Marona-Lewicka Cozzi Nichols benzofuran indan tetralin methylenedioxyamphetamine 1993"
  ├─ used  search/d293412b-070c-4f19-a404-11c058793c06  Searched WebSearch for "6-APDB Australia Canada legal status scheduling analogue"
  ├─ used  search/d83dab32-b3eb-45e7-82a8-24fc607f70a4  Searched PubMed for "tramadol serotonin reuptake inhibitor combination fatal death case report"
  ├─ used  search/e569b3dc-588f-4ab4-888f-ca7029b45517  Searched PubChem REST API for "CID 192599 properties SMILES InChIKey"
  ├─ used  search/db32372b-f21d-4362-9fbf-1f8581187c12  Searched PubMed for "5-APB 6-APB aminoalkylbenzofuran MDA monoamine transmission rats microdialysis"
  ├─ used  search/4914cfcf-eb7d-4759-9ccb-63aeb16fa4eb  Searched PubMed for "Oeri 2021 entactogen MDMA alternative psychotherapy beyond ecstasy"
  ├─ used  search/c852b963-7643-4678-a9a5-c2f289b5d673  Searched WebSearch for "6-APDB sold as MDMA substitute research chemical market prevalence UK"
  ├─ used  search/50d3b07e-1ac8-4477-bed2-90be6512b967  Searched WebSearch for "6-APDB Germany Austria Sweden EU scheduling controlled 2013 2014"
  ├─ used  search/95217b90-aad6-4a76-93d9-b0ec797cbae8  Searched WebSearch (multiple) for "6-APDB IC50 SERT DAT NET transporter pharmacology"
  ├─ used  search/b374f56a-de51-46a8-b546-702c4de81a81  Searched PubMed for "serotonin 5-HT2B receptor cardiac valvulopathy fenfluramine NPS"
  ├─ used  search/ed8cd4c1-4ccb-44d6-a38e-0fb971ee3a1c  Searched PubChem REST API for "CID 192599 SMILES InChI properties"
  ├─ used  search/a01a69f1-0670-4c94-b6f4-8f84864d4dd2  Searched Multiple for "Cross-reference seed data against primary sources"
    ├─ used  src/doi:10.1111/bph.13128  Pharmacological profile of novel psychoactive benzofurans
    ├─ used  src/doi:10.1021/jm00075a027  Synthesis and pharmacological examination of benzofuran, indan, and tetralin analogues of 3,4-(methylenedioxy)amphetamine
    ├─ used  src/doi:10.1177/0269881120920420  Beyond ecstasy: Alternative entactogens to 3,4-methylenedioxymethamphetamine with potential applications in psychotherapy
    ├─ used  src/doi:10.1016/j.drugalcdep.2017.07.041  Discriminative stimulus and locomotor effects of para-substituted and benzofuran analogs of amphetamine
    ├─ used  src/doi:10.1517/14740330902931524  Serotonergic drugs and valvular heart disease
    ├─ used  src/doi:10.1007/s00204-020-02693-7  Designer drugs: mechanism of action and adverse effects
    ├─ used  src/doi:10.1080/17512433.2023.2279192  Stimulant and hallucinogenic novel psychoactive substances; an update
    ├─ used  src/url:3a72c1aff847156c  ACMD Report: Temporary Class Drug Order on 5- and 6-APB and NBOMe compounds
    ├─ used  src/url:f1323f21c3a3ddfa  Circular 008/2013: Temporary Class Drug Order on NBOMe and Benzofuran compounds
    ├─ used  src/url:e893afe27501a39c  PubChem CID 192599: 6-APDB Chemical Properties
    ├─ used  src/doi:10.1124/jpet.123.001837  Novel Benzofuran Derivatives Induce Monoamine Release and Substitute for the Discriminative Stimulus Effects of 3,4-Methylenedioxymethamphetamine
    ├─ used  src/doi:10.1177/02698811231225609  Microdosing psychedelics and the risk of cardiac fibrosis and valvulopathy: Comparison to known cardiotoxins
    ├─ used  src/doi:10.1007/s00216-014-8360-0  Benzofuran analogues of amphetamine and methamphetamine: studies on the metabolism and toxicological analysis of 5-APB and 5-MAPB in urine and plasma using GC-MS and LC-(HR)-MSn techniques
    ├─ used  src/doi:10.1124/mol.105.011239  Molecular determinants for the interaction of the valvulopathic anorexigen norfenfluramine with the 5-HT2B receptor
    ├─ used  src/doi:10.4414/smw.2015.14043  Novel psychoactive substances (designer drugs): overview and pharmacology of modulators of monoamine signaling
    ├─ used  src/doi:10.1016/j.dadr.2023.100182  Locomotor and discriminative stimulus effects of three benzofuran compounds in comparison to abused psychostimulants
    ├─ used  src/doi:10.1007/s13181-013-0306-y  Acute psychosis associated with recreational use of benzofuran 6-(2-aminopropyl)benzofuran (6-APB) and cannabis
    ├─ used  src/doi:10.1007/s00213-020-05648-z  The psychoactive aminoalkylbenzofuran derivatives, 5-APB and 6-APB, mimic the effects of 3,4-methylenedioxyamphetamine (MDA) on monoamine transmission in male rats
    ├─ used  src/doi:10.3389/fnins.2016.00153  Neuropharmacology of New Psychoactive Substances (NPS): Focus on the Rewarding and Reinforcing Properties of Cannabimimetics and Amphetamine-Like Stimulants
    ├─ used  src/doi:10.1111/bph.13981  The role of 5-HT2B receptors in mitral valvulopathy: bone marrow mobilization of endothelial progenitors
    ├─ used  src/doi:10.1021/acs.jmedchem.3c01178  2B Determined: The Future of the Serotonin Receptor 2B in Drug Discovery
    ├─ used  src/doi:10.1007/s00204-018-2244-6  Opioid analgesic drugs and serotonin toxicity (syndrome): mechanisms, animal models, and links to clinical effects
    ├─ used  src/pmid:11111800  Lethal combination of tramadol and multiple drugs affecting serotonin
    ├─ used  src/doi:10.1515/ijamh-2013-0052  Ecstasy use and serotonin syndrome: a neglected danger to adolescents and young adults prescribed selective serotonin reuptake inhibitors
    └─ generated_by  pub/512a9c40-a9fc-415c-9e21-f4956ce61d92  Publication — backfill
├─ used  gen/9c7046a1-923d-4780-87d6-6c9831fafba0  Generation — pipeline-v5
  ├─ derived_from  version/1  Revision 1
    ├─ derived_from  issue/notice@d5dffd407b8c  Issued notice
    ├─ derived_from  issue/info_card@836551e055ec  Issued info_card
    ├─ derived_from  issue/emergency@47cf1475db8d  Issued emergency
    ├─ derived_from  issue/info_card@e7d8b0497e9a  Issued info_card
      ├─ used  claim/eabab105-22ce-42d0-a803-c772c0f8aadc  Claim in summary — inconclusive  working
      ├─ used  claim/5c363419-d023-4663-a643-e2e5c93da581  Claim in summary — supported
      ├─ used  claim/845f541e-cbfc-4e5d-b1da-ed4a66e5c810  Claim in summary — supported
      ├─ used  claim/b5875e01-e8b8-43c3-aad5-274543d673c6  Claim in pharmacology — supported
      ├─ used  claim/1296b098-229a-4fbc-89b8-ccf2542ca2b2  Claim in pharmacology — supported
      ├─ used  claim/d788566f-beda-4d75-977c-1c82e291ecf7  Claim in pharmacology — supported
      ├─ used  claim/cb289316-a2c5-4e1c-bf2a-ab35e6618d79  Claim in safety — supported
      ├─ used  claim/ea659bba-a02a-4e69-9c65-e3222e17f345  Claim in safety — supported
      ├─ used  claim/3bb473aa-d368-4b42-89e0-a39ea72cd178  Claim in receptor-pharmacology — supported
      ├─ used  claim/9ae4de25-ef29-4ed0-a4c7-e519a38029f1  Claim in receptor-pharmacology — supported
      ├─ used  claim/614be6a3-404e-4b45-a119-7cfcd373ffcb  Claim in receptor-pharmacology — supported
      ├─ used  claim/2c675bc1-6e90-4585-bb5c-df3bd7f40e70  Claim in receptor-pharmacology — supported
      ├─ used  claim/67db2741-2ce2-4a1d-ad21-902628dfc067  Claim in receptor-pharmacology — supported
      ├─ used  claim/139e6663-12bc-4d68-b781-2e0c28202d90  Claim in comparative-pharmacology — supported
      ├─ used  claim/deb587f2-c963-4f28-93c2-37ccbec6cbfe  Claim in comparative-pharmacology — supported
      ├─ used  claim/5a05ee02-e1a1-42cc-8c44-2dfd567a5c27  Claim in neuroscience — supported
      ├─ used  claim/a4fe90c3-15ed-4323-aa46-ae721cbb371f  Claim in summary — inconclusive  working
      ├─ used  claim/3b518b9d-6d1a-4d3d-85ed-a50357770363  Claim in summary — inconclusive  working
      ├─ used  claim/94284816-4f47-4741-bdd2-cd881cae2c7e  Claim in pharmacology — inconclusive  working
      ├─ used  claim/7c489ee2-18bb-4051-a000-ef906986cbfc  Claim in safety — inconclusive  working
      ├─ used  claim/3b7b73cb-054c-4111-8b7a-a0c6986c5567  Claim in history — inconclusive  working
      ├─ used  claim/4a8bc8e9-6994-4a71-933c-db471c8cf21e  Claim in history — supported
      ├─ used  claim/43c3cd1a-e26a-4f99-9314-8f38364ff9a9  Claim in chemistry — supported
      ├─ used  claim/37815d4e-7edd-4de7-a84a-711bec3d25f4  Claim in chemistry — inconclusive  working
      ├─ used  claim/090d2dff-4f4a-4132-bebe-73df5621d2d3  Claim in receptor-pharmacology — inconclusive  working
      ├─ used  claim/5fdcce5d-ccb6-4921-87ee-b7c0dc24f1fc  Claim in comparative-pharmacology — inconclusive  working
      ├─ used  claim/3400af82-05a9-4988-abd5-839ccd411fe7  Claim in neuroscience — inconclusive  working
      ├─ used  claim/b22818d3-e1d5-4b19-ae3a-daf86af739ef  Claim in neuroscience — inconclusive  working
      ├─ used  claim/1bc0560b-c2fb-423b-a4ba-cd48e22ab356  Claim in summary — inconclusive  working
      ├─ used  claim/2d1c6cf4-5921-4655-a8cb-e72fa979622e  Claim in summary — partially_supported
      ├─ used  claim/e37e3df3-8193-4964-a489-9e51492375f1  Claim in pharmacology — partially_supported
      ├─ used  claim/95d0b63e-11e3-4dd3-9089-e2874dc7ac88  Claim in safety — supported
      ├─ used  claim/4e782154-6982-419d-be3e-ab6d5a771591  Claim in clinical-evidence — supported
      ├─ used  claim/b7ecd17e-c6cf-4c7a-8dab-1c0ce9525c50  Claim in comparative-pharmacology — supported
      ├─ used  claim/c5f10f67-b2d2-4aa0-aedd-5d94ede0876b  Claim in neuroscience — supported
      ├─ used  claim/69b1fa7c-3ae7-443a-ad87-32a6ff712c7b  Claim in effects-overview — supported
      ├─ used  claim/1bf9ce4c-6cfa-4f79-9fc6-8adf75eae6d2  Claim in legal-status — supported
      ├─ used  claim/18fc2555-e636-4f14-9ac8-1e92d91cd8c4  Claim in summary — supported
      ├─ used  claim/13da2f97-7ce4-4488-bdb3-0702ea003a40  Claim in pharmacology — supported
      ├─ used  claim/ec5d0552-27fc-48d3-8096-3b6e1465922f  Claim in safety — supported
      ├─ used  claim/472a2f2d-e016-4ca8-a3d2-172bee3a2289  Claim in summary — inconclusive  working
      ├─ used  claim/b8180c6a-db9a-44ee-8944-774e4f7ee7c1  Claim in safety — supported
      ├─ used  claim/36f57543-b45b-474b-ba18-47a3726cd021  Claim in safety — inconclusive  working
      ├─ used  claim/72e30b4d-e758-41b8-a7a0-e763bee208b2  Claim in safety — supported
      ├─ used  claim/91e04476-c3bc-4fe4-8cfa-47a6bc339043  Claim in clinical-evidence — supported
      ├─ used  claim/c15d5f20-aacd-40f8-b693-6ae969b1dc0e  Claim in pharmacology — supported
      ├─ used  claim/2c8705de-9913-4b85-9a98-aee4dcb2fdf6  Claim in safety — supported
      ├─ used  claim/a4ba98ca-e7d6-4877-9c03-8be49a4e8a93  Claim in safety — supported
      ├─ used  claim/af7e43b6-8106-40da-950e-e530e1c87633  Claim in pharmacology — supported
      ├─ used  claim/ae8ff855-a3b5-44c1-b2db-8e94952592c6  Claim in pharmacokinetic-detail — supported
      ├─ used  claim/d9c091c8-f049-4854-ba5a-be3c00504b5e  Claim in pharmacokinetic-detail — supported
      ├─ used  claim/93b00b41-fb75-4a8a-a033-b57443202b9a  Claim in receptor-pharmacology — supported
      ├─ used  claim/c796317a-a5dd-434d-be71-fc31ad143765  Claim in clinical-evidence — supported
      ├─ used  claim/92667e97-7645-4850-82bf-b14e40dfe44a  Claim in comparative-pharmacology — supported
      ├─ used  claim/1a02a576-e0f7-402a-9aac-7d82189ccf78  Claim in safety — supported
      ├─ used  claim/ee46946b-0955-4c53-81a4-8676cbaaf799  Claim in safety — supported
      ├─ used  claim/5f983c56-2e27-46f0-9c9c-0b34cee6d5c4  Claim in safety — supported
      ├─ used  claim/4bea3470-bc44-40ea-97e2-b493752fea2a  Claim in clinical-evidence — supported
      ├─ used  claim/c4db2dbb-c495-411d-8beb-24aa413fcab4  Claim in safety — supported
      ├─ used  claim/fc071875-2411-441b-b081-0056b66bb7c3  Claim in comparative-pharmacology — supported
      ├─ used  claim/2fcee243-d316-4405-a6f6-376f5c8dc842  Claim in neuroscience — inconclusive  working
      ├─ used  claim/25e24cef-309a-4e20-a267-c5c62cd699d4  Claim in neuroscience — inconclusive  working
      ├─ used  claim/22ce0a20-9802-4f1a-9470-acaed17f188b  Claim in safety — partially_supported
      ├─ used  claim/11a1b19d-a801-42aa-b576-fcff63223ae0  Claim in safety — supported
      ├─ used  claim/270214dd-81b8-48af-bd54-ae85b17b1b3a  Claim in safety — supported
      ├─ used  claim/b0e7b5c4-31c4-4b44-a882-06e1b83592a8  Claim in safety — supported
      ├─ used  claim/cc1d7f46-f9cc-463a-baef-5823b5d91db1  Claim in safety — supported
      ├─ used  claim/01c4da14-b072-4a26-89fd-cd929d48f7a9  Claim in safety — supported
      └─ used  claim/743bf49e-52ab-4b95-8a0b-d73dc69e39f2  Claim in safety — supported
… closure truncated at 200 nodes

indented by distance from this node, not by parentage

1Provenance card

the boundary, as counts

Sources

2420 with DOI

8 strong · 11 moderate · 5 weak

Compilations

12026-05-03T19:26:37.776Z

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

Decisions

31last ruled 2026-06-04

0 awaiting a ruling

Issued documents

42026-10-19T20:30:20.311Z

notice · info card · emergency

Searches

233 with no results

queries and counts on the build

Claims checked

6953 supported

53 supported · 16 not

Correspondence

0received

consent field ships in Phase 4

Edges

229

derivations recorded for this entity

Complete over 24 sources, 1 compilation, and 31 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/6-apdb/archive

2Build

one panel per compilation run

generation run 2026-05-03

57 min completedmodel pipeline-v5plan not recordedrun/df46643d…

Selection

results seen106
selected by the model28
consumed as sources24

Verification

claims checked69
supported50
partially supported3
not supported0
inconclusive16
  • record
  • seen / partial
  • working

The model's own caveats

none raised on this run

Reproduce

inputs
24 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
23 searches — query, source, results, what was kept and why
23 searches for this run
#sourcequeryseenkeptrationale
1OpenAlex6-APDB benzofuran psychoactive pharmacology145High-citation landmark papers; Rickli 2015 confirmed as most specific to 6-APDB. Chan 2013 case report for structural analog 6-APB toxicity.
2PubMedPMID 2576550011Primary pharmacology source with direct 6-APDB data; highest evidential value for mechanism section
3PubChem6-APDB11Confirmed chemical identity data; SMILES not returned by API but full identity confirmed
4ClinicalTrials.gov · absence6-APDB benzofuranyl amphetamine00No trials registered; substance is unscheduled research chemical with no clinical development program
5PubMed6-APDB benzofuran entactogen pharmacology22Both directly characterize 6-APDB pharmacology — selected as primary references
6PubMed · absence1-(2,3-dihydrobenzofuran-6-yl)propan-2-amine00PubMed does not index by IUPAC name; systematic literature searches use class/common names
7PubMedbenzofuran analogues amphetamine metabolism CYP forensic detection11Structural analog metabolism data; extrapolable with caution to 6-APDB CYP profile
8OpenAlexnovel psychoactive benzofuran 5-APB 6-APB monoamine transporter MDMA analog104Most-cited NPS pharmacology papers for contextualizing 6-APDB within benzofuran class
9PubMedMonte Marona-Lewicka Cozzi Nichols benzofuran indan tetralin methylenedioxyamphetamine 199311Primary discovery paper with original pharmacological data for 6-APDB
10WebSearchNichols 6-APDB 5-APDB 1993 Journal of Medicinal Chemistry dihydrobenzofuran synthesis101Original synthesis/pharmacology paper for 6-APDB found
11Crossref (via verify_doi)10.1021/jm00075a02711DOI confirmed valid via Crossref; paper confirmed as original synthesis work for 6-APDB
12WebSearch6-APDB legal status UK USA scheduling controlled substance101Established UK legal status definitively; US status unclear from these results
13WebSearch6-APDB Australia Canada legal status scheduling analogue100Preliminary legal status for Canada and Australia found; requires further verification
14PubMedtramadol serotonin reuptake inhibitor combination fatal death case report11Supports the seed data interaction listing 'Tramadol: lethal' for 6-APDB
15PubMedOeri 2021 entactogen MDMA alternative psychotherapy beyond ecstasy11Comprehensive review contextualizing 6-APDB within therapeutic and harm reduction frameworks
16WebSearch6-APDB Germany Austria Sweden EU scheduling controlled 2013 2014100EU legal status beyond UK could not be confirmed from available sources
17WebSearch (multiple)6-APDB IC50 SERT DAT NET transporter pharmacology100IC50 values cited in Wikipedia and web sources as rodent synaptosome data from Monte et al. 1993; flagged as unverified specific values pending paper access
18WebSearch6-APDB sold as MDMA substitute research chemical market prevalence UK100Market context and history of 6-APDB recreational use confirmed
19PubMed5-APB 6-APB aminoalkylbenzofuran MDA monoamine transmission rats microdialysis11Critical in vivo data for bezofuran class monoamine releasing potency
20PubChem REST APICID 192599 properties SMILES InChIKey11Confirmed complete chemical identity data including SMILES not returned by get_pubchem_compound tool
21Multiple · absenceCross-reference seed data against primary sources00Systematic cross-reference to identify gaps and confirm or flag seed data
22PubMedserotonin 5-HT2B receptor cardiac valvulopathy fenfluramine NPS1055-HT2B cardiac risk is a critical safety concern for 6-APDB; selected most relevant mechanism and clinical papers
23PubChem REST APICID 192599 SMILES InChI properties11Verified SMILES and physical property data missing from the seed data
69 claims by section — every cited sentence, checked against its source
safety21 · 19 ok
  • Tramadol inhibits SERT in addition to its µ-opioid agonismsupported

    Reviews tramadol as SERT inhibitor. Tramadol combined with serotonergic drugs can precipitate serotonin syndrome. s00204-018-2244-6

  • Ripple et al. documented the first reported death from tramadol combined with multiple serotonergic drugs.supported

    First reported death from tramadol + serotonin-affecting drug combination. pmid:11111800

  • The closest published clinical toxicology data come from the structural analog 6-APB: Chan et al. reported a case of acute psychosis associated with recreational 6-APB use combined with cannabis, confirmed by comprehensive toxicological analysissupported

    Case report of acute toxicity with 6-APB and cannabis. Toxicological analysis confirmed 6-APB plus THC metabolites and JWH-122. s13181-013-0306-y

  • Intoxication reports for the benzofuran class consistently involve polydrug use, complicating attribution of specific toxicological effects to individual compounds.supported

    Covers mechanism of action at monoamine transporters, sympathomimetic adverse effects, and risk of concurrent use. s00204-020-02693-7

  • 6-APDB is a confirmed 5-HT₂B receptor agonistsupported

    Most benzofurans were partial 5-HT2A receptor agonists and also 5-HT2B receptor agonists. bph.13128

  • Chronic 5-HT₂B activation causes cardiac valvulopathy (mitral and aortic valve fibrosis) and pulmonary arterial hypertension — a mechanism established from fenfluramine and ergotamine case seriessupported

    Fenfluramine cardiac risk via 5-HT hypothesis: increased plasma 5-HT and 5-HT2B receptor activation underlie valvular heart disease. 14740330902931524

  • Chronic 5-HT₂B activation causes cardiac valvulopathy (mitral and aortic valve fibrosis) and pulmonary arterial hypertension — a mechanism established from fenfluramine and ergotamine case seriessupported

    5-HT2B receptor activation associated with cardiac fibrosis and valvulopathy. 02698811231225609

  • The 5-HT₂B-mediated valvulopathy mechanism involves activation of mitogenic signaling pathways in valvular interstitial cells, including TGFβ-dependent fibrotic remodelingpartially supported

    Nordexfenfluramine model demonstrates 5-HT2B receptor role in valve degeneration via endothelial progenitor mobilization. bph.13981

  • Bender et al. reviewed the broader implications of 5-HT₂B pharmacology for drug safety, confirming that 5-HT₂B agonism remains a critical liability in drug development.supported

    Comprehensive review of 5-HT2B receptor pharmacology; cardiotoxicity from 5-HT2B agonism established from fenfluramine-phentermine withdrawal. acs.jmedchem.3c01178

  • Claim in safety — inconclusiveinconclusiveworking →

  • Acute psychosis has been documented for the structural analog 6-APBsupported

    Case report of acute toxicity with 6-APB and cannabis. Toxicological analysis confirmed 6-APB plus THC metabolites and JWH-122. s13181-013-0306-y

  • Claim in safety — inconclusiveinconclusiveworking →

  • Dolan et al. concluded that 6-APDB's MDMA-like discriminative stimulus profile suggests MDMA-like abuse potentialsupported

    Results indicate MDMA-like abuse pattern expected for the benzofurans. j.drugalcdep.2017.07.041

  • Brandt et al. noted that benzofurans' greater potency than MDMA may increase risk for adverse effects including reinforcement-related outcomes.supported

    All four benzofuran derivatives are substrate-type releasers at DAT, NET, and SERT with nanomolar potencies, at least threefold more potent than MDA and MDMA. Induce dose-related elevations in extracellular dopamine and serotonin in the brain. Produce profound behavioral activation. s00213-020-05648-z

  • Dobry et al. documented serotonin syndrome risk from MDMA combined with serotonergic polypharmacy.supported

    Addresses high risks associated with serotonin syndrome from this drug combination. ijamh-2013-0052

  • Both represent acute-use contraindications.supported

    Addresses high risks associated with serotonin syndrome from this drug combination. ijamh-2013-0052

  • Luethi and Liechti note that intoxication reports for benzofuran compounds consistently involve polydrug use, with high risk of severe adverse effects and deathsupported

    Covers mechanism of action at monoamine transporters, sympathomimetic adverse effects, and risk of concurrent use. s00204-020-02693-7

  • Pre-existing cardiac valve disease (mitral valve prolapse, aortic regurgitation) and pulmonary arterial hypertension represent absolute contraindications given 6-APDB's confirmed 5-HT₂B agonismsupported

    Pharmacology suggests MDMA-like entactogenic properties with added cardiac risk from 5-HT2B activation. bph.13128

  • The compound adds direct pharmacological insult to structurally compromised valve tissue through 5-HT₂B-mediated mitogenic signaling.supported

    Nordexfenfluramine model demonstrates 5-HT2B receptor role in valve degeneration via endothelial progenitor mobilization. bph.13981

  • Personal or family history of psychotic disorders constitutes a relative contraindication, supported by the 6-APB acute psychosis case report and the general serotonergic stimulant psychosis risk profile.supported

    Case report of acute toxicity with 6-APB and cannabis. Toxicological analysis confirmed 6-APB plus THC metabolites and JWH-122. s13181-013-0306-y

  • If 6-APDB is metabolized through hepatic CYP enzymes — inferred from structural analogy to MDMA and 5-APB metabolism data — hepatic impairment could result in elevated plasma concentrations and prolonged duration of actionsupported

    CYP isoenzymes involved in 5-MAPB N-demethylation: CYP1A2, CYP2B6, CYP2C19, CYP2D6 (CYP2B6 main contributor). s00216-014-8360-0

summary9 · 4 ok
  • Claim in summary — inconclusiveinconclusiveworking →

  • Claim in summary — inconclusiveinconclusiveworking →

  • Claim in summary — inconclusiveinconclusiveworking →

  • 6-APDB functions as a triple monoamine releasing agent, releasing serotonin, norepinephrine, and dopamine through substrate-type transporter interactions with preferential serotonergic activitysupported

    All benzofurans inhibited NA and 5-HT uptake more than dopamine uptake (MDMA-like), released monoamines, and interacted with TAAR1. bph.13128

  • Claim in summary — inconclusiveinconclusiveworking →

  • Discriminative stimulus studies in rodents confirm full substitution for MDMA and no substitution for methamphetamine or DOMpartially supported

    6-APDB fully substituted for MDMA discriminative stimulus but only partially or not at all for methamphetamine, cocaine, and DOM. j.drugalcdep.2017.07.041

  • The principal identified risk is 5-HT₂B receptor agonism, associated with cardiac valvulopathy and pulmonary arterial hypertension upon chronic exposure — a hazard absent from MDMA's profilesupported

    Pharmacology suggests MDMA-like entactogenic properties with added cardiac risk from 5-HT2B activation. bph.13128

  • The principal identified risk is 5-HT₂B receptor agonism, associated with cardiac valvulopathy and pulmonary arterial hypertension upon chronic exposure — a hazard absent from MDMA's profilesupported

    Fenfluramine cardiac risk via 5-HT hypothesis: increased plasma 5-HT and 5-HT2B receptor activation underlie valvular heart disease. 14740330902931524

  • Claim in summary — inconclusiveinconclusiveworking →

pharmacology8 · 7 ok
  • Rickli et al. characterized 6-APDB's interactions with human monoamine transporters expressed in HEK293 cells and demonstrated that the compound inhibits norepinephrine and serotonin uptake more potently than dopamine uptake — the same selectivity profile as MDMA and unlike methamphetamine, which preferentially inhibits DAT. 6-APDB acts as a substrate-type releaser at all three transporters, consistent with the MDMA mechanism of action.supported

    All benzofurans inhibited NA and 5-HT uptake more than dopamine uptake (MDMA-like), released monoamines, and interacted with TAAR1. bph.13128

  • Rickli et al. characterized 6-APDB's interactions with human monoamine transporters expressed in HEK293 cells and demonstrated that the compound inhibits norepinephrine and serotonin uptake more potently than dopamine uptake — the same selectivity profile as MDMA and unlike methamphetamine, which preferentially inhibits DAT. 6-APDB acts as a substrate-type releaser at all three transporters, consistent with the MDMA mechanism of action.supported

    All benzofurans inhibited NA and 5-HT uptake more than dopamine uptake (MDMA-like), released monoamines, and interacted with TAAR1. bph.13128

  • Claim in pharmacology — inconclusiveinconclusiveworking →

  • Beyond transporter interactions, 6-APDB acts at several receptor targets: it is a partial agonist at 5-HT₂A receptors (consistent with MDMA and likely contributing to mild perceptual and empathogenic effects), an agonist at trace amine-associated receptor 1 (TAAR1, modulating monoaminergic signaling as with classical amphetamines), and — critically — an agonist at 5-HT₂B receptorssupported

    interacted with TAAR1. Most benzofurans were partial 5-HT2A receptor agonists and also 5-HT2B receptor agonists. bph.13128

  • The 5-HT₂B agonism distinguishes 6-APDB from MDMA, which does not significantly activate this receptor, and represents a specific cardiovascular hazard: chronic 5-HT₂B activation is causally linked to cardiac valvulopathy and pulmonary arterial hypertension.supported

    Fenfluramine cardiac risk via 5-HT hypothesis: increased plasma 5-HT and 5-HT2B receptor activation underlie valvular heart disease. 14740330902931524

  • The 5-HT₂B agonism distinguishes 6-APDB from MDMA, which does not significantly activate this receptor, and represents a specific cardiovascular hazard: chronic 5-HT₂B activation is causally linked to cardiac valvulopathy and pulmonary arterial hypertension.supported

    5-HT2B receptor activation associated with cardiac fibrosis and valvulopathy. MDMA associated with heart valve damage chronically. 02698811231225609

  • In vivo, Dolan et al. tested 6-APDB directly in rodent behavioral paradigms: the compound produced locomotor stimulation in Swiss-Webster mice and fully substituted for MDMA's discriminative stimulus in Sprague-Dawley rats trained on a two-lever operant task. 6-APDB did not substitute for methamphetamine, cocaine, or DOM — confirming an MDMA-like rather than classical stimulant or psychedelic profile.partially supported

    6-APDB fully substituted for MDMA discriminative stimulus but only partially or not at all for methamphetamine, cocaine, and DOM. j.drugalcdep.2017.07.041

  • Metabolic data from the structural analog 5-APB provide limited extrapolation: Welter et al. identified 3-carboxymethyl-4-hydroxy amphetamine as the main urinary metabolite of 5-APB in rats, with CYP1A2, CYP2B6, CYP2C19, and CYP2D6 implicated in the metabolism of the related compound 5-MAPB (CYP2B6 contributing primarily to N-demethylation)supported

    Main metabolite of 5-APB: 3-carboxymethyl-4-hydroxy amphetamine. CYP isoenzymes involved in 5-MAPB N-demethylation: CYP1A2, CYP2B6, CYP2C19, CYP2D6 (CYP2B6 main contributor). s00216-014-8360-0

receptor-pharmacology7 · 6 ok
  • The most comprehensive published characterization of 6-APDB's receptor pharmacology comes from Rickli et al., who tested the compound alongside multiple benzofuran analogs (5-APB, 5-APDB, 6-APB, 4-APB, 7-APB, 5-EAPB, 5-MAPDB) and reference compounds in a unified human transporter and receptor assay system using HEK293 cells.supported

    In vitro characterization of benzofurans including 5-APB, 5-APDB, 6-APB, 6-APDB, 4-APB, 7-APB, 5-EAPB, 5-MAPDB, and 2C-B-FLY. bph.13128

  • The selectivity order for uptake inhibition is SERT > NET > DAT, paralleling MDMA rather than methamphetamine (which shows DAT-preferential activity)supported

    All benzofurans inhibited NA and 5-HT uptake more than dopamine uptake (MDMA-like) bph.13128

  • Claim in receptor-pharmacology — inconclusiveinconclusiveworking →

  • 5-HT₂B: Agonist. This is a safety-critical finding. Neither MDMA nor methamphetamine significantly activates 5-HT₂B; 6-APDB's agonism at this receptor represents an additional cardiovascular hazard specific to the benzofuran class. The α-methyl group present in 6-APDB's amphetamine scaffold may contribute to 5-HT₂B binding geometry, as Setola et al. demonstrated for the structurally related valvulopathic anorexigen norfenfluramine. Emax and EC₅₀ values at 5-HT₂B for 6-APDB specifically were not reported in the available abstract.supported

    Most benzofurans were partial 5-HT2A receptor agonists and also 5-HT2B receptor agonists. Pharmacology suggests MDMA-like entactogenic properties with added cardiac risk from 5-HT2B activation. bph.13128

  • 5-HT₂B: Agonist. This is a safety-critical finding. Neither MDMA nor methamphetamine significantly activates 5-HT₂B; 6-APDB's agonism at this receptor represents an additional cardiovascular hazard specific to the benzofuran class. The α-methyl group present in 6-APDB's amphetamine scaffold may contribute to 5-HT₂B binding geometry, as Setola et al. demonstrated for the structurally related valvulopathic anorexigen norfenfluramine. Emax and EC₅₀ values at 5-HT₂B for 6-APDB specifically were not reported in the available abstract.supported

    Alpha-methyl group (present in phenethylamine-type releasing agents) contributes to 5-HT2B selectivity. mol.105.011239

  • Within the Rickli et al. dataset, 6-APDB's profile places it in the MDMA-like cluster: preferential serotonergic uptake inhibition, substrate-type release at all three transporters, 5-HT₂A partial agonism, and TAAR1 activationsupported

    All benzofurans inhibited NA and 5-HT uptake more than dopamine uptake (MDMA-like), released monoamines, and interacted with TAAR1. Most benzofurans were partial 5-HT2A receptor agonists and also 5-HT2B receptor agonists. bph.13128

  • Among the benzofuran analogs tested, 6-APDB shares this 5-HT₂B liability with several congeners, suggesting it is a class-level property of benzofuran entactogens rather than unique to 6-APDB.supported

    Most benzofurans were partial 5-HT2A receptor agonists and also 5-HT2B receptor agonists. bph.13128

comparative-pharmacology6 · 5 ok
  • 6-APDB and MDMA share a core mechanism as preferentially serotonergic triple monoamine releasing agents, and 6-APDB fully substitutes for MDMA in drug discrimination assayssupported

    6-APDB fully substituted for MDMA discriminative stimulus...Results indicate MDMA-like abuse pattern expected for the benzofurans. j.drugalcdep.2017.07.041

  • 5-HT₂B agonism: 6-APDB activates 5-HT₂B receptors; MDMA does not significantly. This represents a specific chronic cardiovascular risk unique to 6-APDB within this comparison.supported

    Pharmacology suggests MDMA-like entactogenic properties with added cardiac risk from 5-HT2B activation. bph.13128

  • Brandt et al. characterized 5-APB and 6-APB as highly potent releasers exceeding MDA and MDMA potency at least three-fold in evoking transporter-mediated monoamine release in male ratssupported

    All four benzofuran derivatives are substrate-type releasers at DAT, NET, and SERT with nanomolar potencies, at least threefold more potent than MDA and MDMA. s00213-020-05648-z

  • Both compounds share 5-HT₂B agonism as a class-level liabilitysupported

    Most benzofurans were partial 5-HT2A receptor agonists and also 5-HT2B receptor agonists. bph.13128

  • Claim in comparative-pharmacology — inconclusiveinconclusiveworking →

  • Hill et al. tested 5-APDB in locomotor and drug discrimination paradigms and found weak locomotor effects but full MDMA substitutionsupported

    5-APDB and 5-MAPB produced weak locomotor effects...All three fully substituted in MDMA-trained rats. j.dadr.2023.100182

neuroscience6 · 2 ok
  • The partial 5-HT₂A agonism documented for 6-APDB may contribute mild perceptual effects at higher doses through disruption of thalamocortical gating, though at substantially lower intensity than full 5-HT₂A agonists such as LSD or psilocin.supported

    Most benzofurans were partial 5-HT2A receptor agonists bph.13128

  • Dolan et al. confirmed locomotor activation in mice — a behavioral correlate of dopaminergic stimulation — alongside MDMA-like discriminative stimulus effects indicating serotonergic predominance over pure stimulant character.supported

    5-APB and 6-APDB produced locomotor stimulation. 6-APDB fully substituted for MDMA discriminative stimulus but only partially or not at all for methamphetamine, cocaine, and DOM. j.drugalcdep.2017.07.041

  • Claim in neuroscience — inconclusiveinconclusiveworking →

  • Claim in neuroscience — inconclusiveinconclusiveworking →

  • Claim in neuroscience — inconclusiveinconclusiveworking →

  • Claim in neuroscience — inconclusiveinconclusiveworking →

clinical-evidence4 · 4 ok
  • Dolan et al. tested 6-APDB directly in two rodent paradigms: locomotor stimulation in Swiss-Webster mice (open-field assay) and drug discrimination in Sprague-Dawley rats trained to discriminate MDMA. 6-APDB fully substituted for MDMA's discriminative stimulus while producing partial or no substitution for methamphetamine, cocaine, and DOMsupported

    5-APB and 6-APDB produced locomotor stimulation. 6-APDB fully substituted for MDMA discriminative stimulus but only partially or not at all for methamphetamine, cocaine, and DOM. j.drugalcdep.2017.07.041

  • Hill et al. tested the closely related 5-APDB (the 5-positional isomer) and found weak locomotor effects but full MDMA-lever substitution, with all tested benzofuran compounds more potent than MDMA in the discrimination assay.supported

    5-APDB and 5-MAPB produced weak locomotor effects...All compounds more potent than MDMA. All three fully substituted in MDMA-trained rats. j.dadr.2023.100182

  • Johnson et al. explored novel benzofuran derivatives as potential therapeutic entactogens with stereoselective profiles, but 6-APDB itself was not among the candidates tested.supported

    S isomers of 5-MABB and 6-MABB are efficacious releasers at SERT, NET, DAT. R isomers are SERT/partial NET releasers lacking DAT releasing activity. jpet.123.001837

  • The closest clinical data come from the structural analog 6-APB: Chan et al. reported a case of acute psychosis associated with recreational 6-APB use combined with cannabis, confirmed by comprehensive toxicological analysis identifying 6-APB and THC metabolitessupported

    Case report of acute toxicity with 6-APB and cannabis. Toxicological analysis confirmed 6-APB plus THC metabolites and JWH-122. s13181-013-0306-y

chemistry2 · 1 ok
  • It is the 2,3-dihydro (saturated) analog of 6-APB, and a structural analog of MDA in which the methylenedioxy oxygen at the 4-position of the 3,4-methylenedioxy ring has been replaced with a methylene bridge forming a dihydrobenzofuran ring systemsupported

    Benzofuran, indan and tetrahydronaphthalene analogs of MDA were prepared to examine role of dioxole ring oxygens in serotonin and catecholamine uptake carrier interaction. jm00075a027

  • Claim in chemistry — inconclusiveinconclusiveworking →

history2 · 1 ok
  • Claim in history — inconclusiveinconclusiveworking →

  • Behavioral studies in the original paper demonstrated that 6-APDB produced discriminative cues in rats trained to discriminate MBDB, MMAI, and amphetamine, and possessed high potency at serotonin, dopamine, and norepinephrine uptake sites.supported

    Compound 6 (6-APDB) possessed high potency at all uptake sites (SERT, DAT, NET). Benzofuran and indan analogs produced similar discriminative cues in rats trained to discriminate MBDB, MMAI, and amphetamine. jm00075a027

pharmacokinetic-detail2 · 2 ok
  • Plasma concentrations in six clinical cases of 5-MAPB intoxication ranged from 5–124 µg/L.supported

    Plasma concentrations in six clinical cases: 5-124 μg/L for 5-MAPB. s00216-014-8360-0

  • The closest available data come from Welter et al., who characterized 5-APB metabolism in rat urine using GC-MS and LC-(HR)-MSⁿ techniquessupported

    Metabolism studies of 5-APB and 5-MAPB in rat urine...using GC-MS and LC-(HR)-MSn techniques s00216-014-8360-0

effects-overview1 · 1 ok
  • Within the entactogen class, 6-APDB occupies a position between MDMA and MDA: structurally an MDA analog with MDMA-like subjective character, but distinguished from both by its 5-HT₂B agonism and dihydrobenzofuran scaffoldsupported

    6-APDB fully substituted for MDMA discriminative stimulus...Results indicate MDMA-like abuse pattern expected for the benzofurans. j.drugalcdep.2017.07.041

legal-status1 · 1 ok
  • The Federal Analogue Act requires both substantial structural similarity and substantially similar pharmacological effects — criteria 6-APDB meets given its MDA-derived scaffold and MDMA-like discriminative stimulus profilesupported

    6-APDB fully substituted for MDMA discriminative stimulus but only partially or not at all for methamphetamine, cocaine, and DOM. Results indicate MDMA-like abuse pattern expected for the benzofurans. j.drugalcdep.2017.07.041

3Sources

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

Sources
yearsourcetierstatusfeeds
2024Microdosing psychedelics and the risk of cardiac fibrosis and valvulopathy: Comparison to known cardiotoxinsRouaud A, Calder AE, Hasler G · Journal of Psychopharmacologydoi:10.1177/02698811231225609strongconsumed2 sections
2024Novel Benzofuran Derivatives Induce Monoamine Release and Substitute for the Discriminative Stimulus Effects of 3,4-MethylenedioxymethamphetamineJohnson CB, Walther D, Baggott MJ, Baker LE, Baumann MH · Journal of Pharmacology and Experimental Therapeuticsdoi:10.1124/jpet.123.001837moderateconsumed1 section
2024PubChem CID 192599: 6-APDB Chemical PropertiesNational Center for Biotechnology Informationurl:e893afe27501a39cweakconsumedcited only
20232B Determined: The Future of the Serotonin Receptor 2B in Drug DiscoveryBender AM, Parr LC, Livingston WB, Lindsley CW, Merryman WD · Journal of Medicinal Chemistrydoi:10.1021/acs.jmedchem.3c01178strongconsumed1 section
2023Locomotor and discriminative stimulus effects of three benzofuran compounds in comparison to abused psychostimulantsHill RD, Shetty RA, Sumien N, Forster MJ, Gatch MB · Drug and Alcohol Dependence Reportsdoi:10.1016/j.dadr.2023.100182moderateconsumed2 sections
2023Stimulant and hallucinogenic novel psychoactive substances; an updateSchifano F, Vento A, Scherbaum N, Guirguis A · Expert Review of Clinical Pharmacologydoi:10.1080/17512433.2023.2279192moderateconsumedcited only
2021Beyond ecstasy: Alternative entactogens to 3,4-methylenedioxymethamphetamine with potential applications in psychotherapyOeri HE · Journal of Psychopharmacologydoi:10.1177/0269881120920420strongconsumed1 section
2020Designer drugs: mechanism of action and adverse effectsLuethi D, Liechti ME · Archives of Toxicologydoi:10.1007/s00204-020-02693-7strongconsumed2 sections
2020The psychoactive aminoalkylbenzofuran derivatives, 5-APB and 6-APB, mimic the effects of 3,4-methylenedioxyamphetamine (MDA) on monoamine transmission in male ratsBrandt SD, Walters HM, Partilla JS, Blough BE, Kavanagh PV, Baumann MH · Psychopharmacologydoi:10.1007/s00213-020-05648-zmoderateconsumed2 sections
2018Opioid analgesic drugs and serotonin toxicity (syndrome): mechanisms, animal models, and links to clinical effectsBaldo BA · Archives of Toxicologydoi:10.1007/s00204-018-2244-6moderateconsumed1 section
2017Discriminative stimulus and locomotor effects of para-substituted and benzofuran analogs of amphetamineDolan SB, Forster MJ, Gatch MB · Drug and Alcohol Dependencedoi:10.1016/j.drugalcdep.2017.07.041moderateconsumed8 sections
2017The role of 5-HT2B receptors in mitral valvulopathy: bone marrow mobilization of endothelial progenitorsAyme-Dietrich E, et al. · British Journal of Pharmacologydoi:10.1111/bph.13981strongconsumed1 section
2016Neuropharmacology of New Psychoactive Substances (NPS): Focus on the Rewarding and Reinforcing Properties of Cannabimimetics and Amphetamine-Like StimulantsMiliano C, Serpelloni G, Rimondo C, Mereu M, Marti M · Frontiers in Neurosciencedoi:10.3389/fnins.2016.00153strongconsumed1 section
2015Benzofuran analogues of amphetamine and methamphetamine: studies on the metabolism and toxicological analysis of 5-APB and 5-MAPB in urine and plasma using GC-MS and LC-(HR)-MSn techniquesWelter J, Kavanagh P, Meyer MR, Maurer HH · Analytical and Bioanalytical Chemistrydoi:10.1007/s00216-014-8360-0moderateconsumed3 sections
2015Novel psychoactive substances (designer drugs): overview and pharmacology of modulators of monoamine signalingLiechti ME · Swiss Medical Weeklydoi:10.4414/smw.2015.14043moderateconsumedcited only
2015Pharmacological profile of novel psychoactive benzofuransRickli A, Kopf S, Hoener MC, Liechti ME · British Journal of Pharmacologydoi:10.1111/bph.13128moderateconsumed6 sections
2013ACMD Report: Temporary Class Drug Order on 5- and 6-APB and NBOMe compoundsAdvisory Council on the Misuse of Drugs (ACMD)url:3a72c1aff847156cweakconsumedcited only
2013Acute psychosis associated with recreational use of benzofuran 6-(2-aminopropyl)benzofuran (6-APB) and cannabisChan WL, Wood DM, Hudson S, Dargan PI · Journal of Medical Toxicologydoi:10.1007/s13181-013-0306-yweakconsumed2 sections
2013Circular 008/2013: Temporary Class Drug Order on NBOMe and Benzofuran compoundsUK Home Officeurl:f1323f21c3a3ddfaweakconsumedcited only
2013Ecstasy use and serotonin syndrome: a neglected danger to adolescents and young adults prescribed selective serotonin reuptake inhibitorsDobry Y, Rice T, Sher L · International Journal of Adolescent Medicine and Healthdoi:10.1515/ijamh-2013-0052moderateconsumed1 section
2009Serotonergic drugs and valvular heart diseaseRothman RB, Baumann MH · Expert Opinion on Drug Safetydoi:10.1517/14740330902931524moderateconsumed3 sections
2005Molecular determinants for the interaction of the valvulopathic anorexigen norfenfluramine with the 5-HT2B receptorSetola V, Dukat M, Glennon RA, Roth BL · Molecular Pharmacologydoi:10.1124/mol.105.011239strongconsumed1 section
2000Lethal combination of tramadol and multiple drugs affecting serotoninRipple MG, Pestaner JP, Levine BS, Smialek JE · American Journal of Forensic Medicine and Pathologypmid:11111800weakconsumed1 section
1993Synthesis and pharmacological examination of benzofuran, indan, and tetralin analogues of 3,4-(methylenedioxy)amphetamineMonte AP, Marona-Lewicka D, Cozzi NV, Nichols DE · Journal of Medicinal Chemistrydoi:10.1021/jm00075a027strongconsumed8 sections
—Searched ClinicalTrials.gov for "6-APDB benzofuranyl amphetamine" — no resultsabsenceno results—
—Searched Multiple for "Cross-reference seed data against primary sources" — no resultsabsenceno results—
—Searched PubMed for "1-(2,3-dihydrobenzofuran-6-yl)propan-2-amine" — no resultsabsenceno results—

4Docket

one filing per activity — decisions, correspondence, reports

  1. 0012026-05-03revisionRevision 1

    Initial LLM generation (v5 pipeline, wiki)

    psx:substance/6-apdb/version/1
  2. 0022026-06-04proposal29 value proposals approved together

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

    29 items in this filing

    • 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
    • contraindication · cardiovascular
    • contraindication · cardiovascular
    • contraindication · psychiatric
    • contraindication · psychiatric
    • contraindication · hepatic
    • contraindication · cardiovascular
    • contraindication · pregnancy_breastfeeding
    • contraindication · neurological
    psx:substance/6-apdb/proposal/dose_tier/0d798a11-1a79-4e6c-9bb1-68174ecd8c26
  3. 0032026-06-04publicationPublication — backfill

5Issued documents

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

Issued documents
documentcontent hashissuedfrom versionsuperseded
info_carde7d8b0497e9af5eac34d750b…2026-10-19 20:30Revision 1current
emergency47cf1475db8db7f236c6a01a…2026-09-04 04:28Revision 1current
info_card836551e055ec6a3c0f8d7852…2026-09-04 04:28Revision 1superseded2026-10-19
noticed5dffd407b8c23bf4f504253…2026-09-04 04:28Revision 1current