6-APB
1-(1-benzofuran-6-yl)propan-2-amine
Overview
6-APB belongs to Entactogens/Empathogens / Phenethylamines.
Effects
- An MDA/MDMA-like entactogen: euphoria, emotional warmth, empathy and sociability with strong stimulant energy.
- A mild psychedelic/visual component can appear, reflecting its serotonin-receptor agonism, though it is minor next to classic psychedelics.
- Notably long-lasting (≈7–10 hours, with a drawn-out comedown and after-effects), longer than MDMA.
- Common unwanted effects mirror MDMA: jaw tension, a raised heart rate and body temperature, anxiety and next-day fatigue.
Dosing & duration
Oral. Not a recommendation. 6-APB has never been studied in controlled human trials, so these are only commonly cited community ranges. It is more potent and much longer-lasting than MDMA which: together with its potent 5-HT2B-mediated cardiotoxicity and its hyponatraemia and serotonin-toxicity risks: makes redosing especially dangerous. It is usually handled as the succinate or hydrochloride salt. The succinate is heavier per mole, so a given mass of succinate delivers less active compound than the same mass of freebase or hydrochloride.
Dose ranges
≈15 mg
≈30–60 mg
≈60–90 mg
≈90–120 mg
Duration
≈30–60 min
≈3–4 h
≈7–10 h
Chemical & Physical Properties
| Formula | C11H13NO |
| Molar mass | 175.23 g/mol |
| State | Solid (usually the succinate or hydrochloride salt) |
| Melting point | Not reported |
| Boiling point | Not reported |
| Density | Not reported |
| Vapor pressure | Not reported |
| pKa | Not reported |
| LogP | 2.1 (predicted, XLogP3) |
| Solubility | Not reported |
| Refractive index | Not reported |
Identifiers & Synonyms
| CAS | 286834-85-3 |
| CAS (enantiomer) | |
| PubChem CID | 9794343 |
| InChIKey | FQDAMYLMQQKPRX-UHFFFAOYSA-N |
| InChI | InChI=1S/C11H13NO/c1-8(12)6-9-2-3-10-4-5-13-11(10)7-9/h2-5,7-8H,6,12H2,1H3 |
| SMILES | CC(CC1=CC2=C(C=C1)C=CO2)N |
Synonyms
- 6-APB
- 6-(2-Aminopropyl)benzofuran
- Benzofury
- Benzo Fury
Pharmacodynamics & Biochemistry
6-APB (6-(2-aminopropyl)benzofuran) is a benzofuran entactogen, a positional isomer of 5-APB and the benzofuran analogue of MDA, best known as the main compound sold as 'Benzo Fury'. It acts as a serotonin–noradrenaline–dopamine releasing agent with balanced, potent release of all three monoamines (release EC50 ≈36 nM serotonin, ≈14 nM noradrenaline, ≈10 nM dopamine in rat brain synaptosomes), producing MDA/MDMA-like entactogenic and stimulant effects. It is also a direct serotonin-receptor agonist. Its highest-affinity target is 5-HT2B (Kᵢ ≈3.7 nM, agonist EC50 ≈140 nM, Emax ≈70%). It also has moderate 5-HT2C affinity (Kᵢ ≈270 nM), weak partial 5-HT2A agonism (EC50 ≈5,900 nM, Emax ≈43%), 5-HT1A affinity (Kᵢ ≈1,500 nM), α2C-adrenergic affinity (Kᵢ ≈45 nM) and rodent TAAR1 activity. As a reuptake inhibitor it is much weaker (NET Kᵢ ≈117 nM, DAT ≈150 nM, SERT ≈2,700 nM), so its transporter action is dominated by release. Its potent, high-affinity 5-HT2B agonism is the central safety concern: chronic 5-HT2B activation drives cardiac valve disease, as seen with fenfluramine and (with heavy use) MDMA, so repeated 6-APB use is expected to carry a serious cardiotoxic (valvulopathy) risk.
Biological targets
- SERT
- NET
- DAT
- 5-HT2B
- 5-HT2C
- 5-HT2A
Binding & functional measurements
| Target | Measurement | Species |
|---|---|---|
| Serotonin transporter | EC50 36 ± 5.0 nM Emax 100% | Rat |
| Noradrenaline transporter | EC50 14 ± 2.0 nM Emax 98% | Rat |
| Dopamine transporter | EC50 10 ± 1.0 nM Emax 101% | Rat |
| 5-HT2B | Ki 3.7 nM | Human |
| 5-HT2C | Ki 270 nM | Human |
| 5-HT2A | EC50 5,900 nM | Human |
| 5-HT1A | Ki 1,500 nM | Human |
| TAAR1 | Unspecified Binds rodent TAAR1 (qualitative) | Rodent |
Pharmacokinetics
| Bioavailability | Oral |
| Tmax | Not well characterised (onset ≈30–60 min) |
| Half-life | Not established in humans (duration ≈7–10 h) |
| Vd | Not reported |
| Protein binding | Not reported |
| Metabolism | Hepatic (Phase I furan-ring hydroxylation/cleavage, Phase II glucuronidation) |
| Excretion | Renal (presumed) |
Toxicology & Safety
Not reported
6-APB carries the serotonergic risks of an MDMA-like releaser: hyperthermia, serotonin toxicity (especially combined with other serotonergic drugs) and hyponatraemia (dangerously low blood sodium from drinking too much plain water). Its long duration (≈7–10 h, with after-effects up to ~24 h) strongly encourages redosing and overexertion. Acute psychosis has been reported with recreational use, including in combination with synthetic cannabinoids (e.g. JWH-122). The most distinctive concern is its potent, high-affinity 5-HT2B agonism, which, as with fenfluramine and MDMA, is expected to damage heart valves (valvulopathy) with repeated use. It has never been tested in controlled human trials and its safety margin is unknown. Missing data must never be read as evidence of safety.[2][3]
Legal Status
US: Not federally scheduled. UK: Class B. DE: BtMG Anlage II
Interactions & Contraindications
Drug interactions
Contraindications
No interactions or contraindications listed.
Usage & Context
- Emerged as a 'legal high' / designer drug around 2010, sold as 'Benzo Fury' (pellets or powder) and marketed as an MDMA substitute, often alongside its isomer 5-APB.
- Originally described in 2000 in an Eli Lilly patent as a candidate 5-HT2C agonist. Adopted recreationally before being banned across many countries.
Sources & Evidence
- PubChem: 6-APB (CID 9794343) — identifiers & computed properties
- Wikipedia: 6-APB — pharmacology, effects, adverse effects, history & legal status CC BY-SA 4.0
- Rickli A, Kopf S, Hoener MC, et al. (2015). Pharmacological profile of novel psychoactive benzofurans. Br J Pharmacol 172:3412-25.
PMID 25765500 · doi:10.1111/bph.13128
- Brandt SD, Walters HM, Partilla JS, et al. (2020). The psychoactive aminoalkylbenzofuran derivatives, 5-APB and 6-APB, mimic the effects of 3,4-methylenedioxyamphetamine (MDA) on monoamine transmission in male rats. Psychopharmacology (Berl) 237:3703-3714.
PMID 32875347 · doi:10.1007/s00213-020-05648-z
- DEA Diversion Control Division: Controlled Substance Schedules (6-APB — not scheduled, Federal Analogue Act may apply)
- GOV.UK: Controlled drugs list (Misuse of Drugs legislation) — 6-APB is Class B OGL v3.0
- PsychonautWiki: 6-APB — dosage & duration (community-derived, no controlled human data) CC BY-SA 4.0
- PubChem computed properties (CID 9794343)