4-FA
1-(4-fluorophenyl)propan-2-amine
Overview
4-FA belongs to Entactogens/Empathogens / Phenethylamines.
Effects
- A stimulant–entactogen hybrid: euphoria (some compare it to MDMA and amphetamine), increased energy and sociability, mood elevation, and feelings of warmth and empathy.
- The time-course is characteristic: more empathogenic/MDMA-like in the first few hours, shifting to a more purely stimulant, 'speedy' feel as it continues.
- Common unwanted effects include jaw-clenching (bruxism), appetite suppression, nausea, headache, a raised heart rate and insomnia.
- Duration is roughly 3–7 hours.
Dosing & duration
Oral. Not a recommendation. 4-FA is taken orally. A controlled first-in-man study used single 100 mg and 150 mg doses. Given the documented risk of serious cardiac and cerebral events, often heralded by a sudden severe headache, higher doses and redosing are particularly dangerous, and any severe headache is a reason to stop and seek medical help.
Dose ranges
≈50–75 mg
≈100 mg (controlled-study dose)
≈125–150 mg (upper controlled-study dose)
Duration
≈30–60 min
≈1–2 h
≈3–7 h
Chemical & Physical Properties
| Formula | C9H12FN |
| Molar mass | 153.2 g/mol |
| State | Solid (usually the hydrochloride salt) |
| Melting point | Not reported |
| Boiling point | Not reported |
| Density | Not reported |
| Vapor pressure | Not reported |
| pKa | Not reported |
| LogP | 1.9 (predicted, XLogP3) |
| Solubility | Not reported |
| Refractive index | Not reported |
Identifiers & Synonyms
| CAS | 459-02-9 |
| CAS (enantiomer) | |
| PubChem CID | 9986 |
| InChIKey | DGXWNDGLEOIEGT-UHFFFAOYSA-N |
| InChI | InChI=1S/C9H12FN/c1-7(11)6-8-2-4-9(10)5-3-8/h2-5,7H,6,11H2,1H3 |
| SMILES | CC(CC1=CC=C(C=C1)F)N |
Synonyms
- 4-FA
- 4-FMP
- para-Fluoroamphetamine
- PFA
- PAL-303
- Flux
Pharmacodynamics & Biochemistry
4-Fluoroamphetamine (4-FA, 'Flux') is a ring-fluorinated amphetamine that acts as a substrate-type releasing agent and reuptake inhibitor at the noradrenaline, dopamine and serotonin transporters: a monoamine releaser with a profile sitting between amphetamine and MDMA. Release is most potent for noradrenaline (EC50 ≈37 nM), then dopamine (≈200 nM), then serotonin (≈730 nM). This mixed catecholamine/serotonin release gives it both classic stimulant effects and a milder entactogenic (MDMA-like) quality. It has only weak direct affinity for serotonin receptors (5-HT2A/2C Kᵢ in the micromolar range) and is a weak MAO-A inhibitor. A controlled first-in-man study found it produces a mild 'psychedelic' state intermediate between amphetamine and MDMA. Unlike its chloro- and bromo- analogues (4-CA, 4-BA), 4-FA does not cause long-lasting serotonergic depletion in animals: the C–F bond resists the metabolic activation thought to drive that neurotoxicity.
Biological targets
- NET
- DAT
- SERT
- 5-HT2A
Binding & functional measurements
| Target | Measurement | Species |
|---|---|---|
| NET | EC50 (release) 37 nM | Rat |
| DAT | EC50 (release) 200 nM | Rat |
| SERT | EC50 (release) 730 nM | Rat |
| 5-HT2C | Ki 7,800 nM | Human |
Pharmacokinetics
| Bioavailability | Oral (well absorbed) |
| Tmax | ≈1–2 h (onset 30–60 min) |
| Half-life | Approximately 8–9 h after controlled oral administration in humans, with observed estimates ranging from 5.5 to 16.8 h. |
| Vd | Not reported |
| Protein binding | Not reported |
| Metabolism | Hepatic. The 4-fluoro substituent resists CYP-mediated ring hydroxylation, slowing deactivation |
| Excretion | Renal |
Toxicology & Safety
Not reported
4-FA's most important hazard is cardiovascular and cerebrovascular: its use, especially at higher doses, has been linked to a cluster of serious cardiac events and cerebral haemorrhages (strokes) in the Netherlands, which led the Dutch authorities to ban it in 2017. A sudden severe headache during or after use is a recognised warning sign and a reason to seek urgent medical help. Like other stimulant releasers it raises heart rate and blood pressure and can cause hyperthermia (though less than PMA or 4-methylamphetamine), plus the usual amphetamine risks of insomnia, anxiety, appetite loss and a comedown. It should not be combined with MAOIs, other stimulants or serotonergic drugs. Limited data must never be read as evidence of safety.[2][7]
Legal Status
US: Schedule I. UK: Class A. DE: BtMG Anlage I
Interactions & Contraindications
Drug interactions
Contraindications
No interactions or contraindications listed.
Usage & Context
- A recreational research chemical that became notably popular in the Netherlands, where most users chose it for its particular effects rather than its (then) legal status, before the 2017 ban.
- Sometimes mis-sold or adulterated with related compounds (e.g. 2-fluoroamphetamine, 4-fluoromethamphetamine) and implicated in poisonings when combined with other drugs.
- Studied in controlled human research as a milder, shorter alternative to MDMA and amphetamine.
Sources & Evidence
- PubChem: 4-Fluoroamphetamine (CID 9986) — identifiers & computed properties
- Wikipedia: 4-Fluoroamphetamine — pharmacology, effects, toxicology & legal status CC BY-SA 4.0
- Nagai F, Nonaka R, Satoh Hisashi Kamimura K (2007). The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain. Eur J Pharmacol 559:132-7.
PMID 17223101 · doi:10.1016/j.ejphar.2006.11.075
- Rickli A, Hoener MC, Liechti ME (2015). Monoamine transporter and receptor interaction profiles of novel psychoactive substances: para-halogenated amphetamines and pyrovalerone cathinones. Eur Neuropsychopharmacol 25:365-76.
PMID 25624004 · doi:10.1016/j.euroneuro.2014.12.012
- Kuypers KPC, De Sousa Fernandes Perna EB, Theunissen EL, et al. (2019). A First-in-Man Study with 4-Fluoroamphetamine Demonstrates it Produces a Mild Psychedelic State. J Psychoactive Drugs 51:225-235.
PMID 30676284 · doi:10.1080/02791072.2019.1569286
- Toennes SW, Schneider D, Pogoda W, et al. (2019). Pharmacokinetic properties of 4-fluoroamphetamine in serum and oral fluid after oral ingestion. Drug Test Anal 11:1028-1034.
PMID 30912312 · doi:10.1002/dta.2595
- Linsen F, Koning RP, van Laar M, et al. (2015). 4-Fluoroamphetamine in the Netherlands: more than a one-night stand. Addiction 110:1138-43.
PMID 25808511 · doi:10.1111/add.12932
- DEA Diversion Control Division: Controlled Substance Schedules (4-FA placed in Schedule I, effective 2026-02-17)
- GOV.UK: Controlled drugs list (Misuse of Drugs legislation) — 4-FA is Class A OGL v3.0
- PubChem computed properties (CID 9986)