2-Fluoroamphetamine

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title: "2-Fluoroamphetamine" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["substituted-amphetamines", "2-fluorophenyl-compounds", "designer-drugs", "norepinephrine-dopamine-releasing-agents"] description: "Stimulant designer drug" topic_path: "general/substituted-amphetamines" source: "https://en.wikipedia.org/wiki/2-Fluoroamphetamine" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

::summary Stimulant designer drug ::

| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477213365 | IUPAC_name = 1-(2-Fluorophenyl)propan-2-amine | image = 2-fluoroamphetamine.svg | image_class = skin-invert-image | width = | image2 = 2-Fluoroamphetamine molecule ball.png | image_class2 = bg-transparent | alt2 = Ball-and-stick model of the 2-fluoroamphetamine molecule

| tradename = | legal_CA = Schedule I | legal_DE = NpSG | legal_UK = Class A

| CAS_number_Ref = | CAS_number = 1716-60-5 | UNII_Ref = | UNII = V8Q7K3989D | PubChem = 121531 | DrugBank_Ref = | ChemSpiderID_Ref = | ChemSpiderID = 108441

| C=9 | H=12 | F=1 | N=1 | smiles = CC(CC1=CC=CC=C1F)N | StdInChI_Ref = | StdInChI = 1S/C9H12FN/c1-7(11)6-8-4-2-3-5-9(8)10/h2-5,7H,6,11H2,1H3 | StdInChIKey_Ref = | StdInChIKey = GDSXNLDTQFFIEU-UHFFFAOYSA-N ::figure[src="https://upload.wikimedia.org/wikipedia/commons/1/13/2-FA.jpg" caption="1 gram of 2-FA"] ::

2-Fluoroamphetamine (2-FA) is a stimulant drug from the amphetamine family which has been sold as a designer drug. 2-Fluoroamphetamine differs from 3-fluoroamphetamine and 4-fluoroamphetamine in the position of the fluorine atom on the aromatic ring, making them positional isomers of one another. The replacement of a hydrogen atom with a fluorine atom in certain compounds to facilitate passage through the blood–brain barrier, as is desirable in central nervous system pharmaceutical agents, is a common practice due to the corresponding increase in lipophilicity granted by this substitution.

Pharmacology

Anorexiant dose (amount inhibiting food intake by 50% for 2 hours, given 1 hour earlier) = 15 mg/kg (rat; p.o.).

Analgesic dose (50% inhibition of response to tail-clamp) = 20 mg/kg (mouse; i.p.).

Effect on blood pressure: 0.5 mg/kg (rat; i.v.) produces an increase in BP of 29 mm.

Toxicology

LD50 (mouse; i.p.) = 100 mg/kg.

Legal status

United States

The Federal Analogue Act, 21 U.S.C. § 813, is a section of the United States Controlled Substances Act, allowing any chemical "substantially similar" to an illegal drug (in Schedule I or II) to be treated as if it were also in Schedule I or II, but only if it is intended (ref 1) for human consumption. 2-FA may be considered to be an analog of amphetamine, thus falling under the Federal Analog Act, if, as stated above, it is intended for human consumption.

China

As of October 2015 2-FA is a controlled substance in China.

Finland

Scheduled in the "government decree on substances, preparations and plants considered to be narcotic drugs" and is hence illegal.

References

References

1. (March 2005). "Isomeric fluoro-methoxy-phenylalkylamines: a new series of controlled-substance analogues (designer drugs)". Forensic Science International.
2. (2001). "Fluorine substituent effects on bioactivity". Journal of Fluorine Chemistry.
3. (2002). "Important fluorinated drugs in experimental and clinical use". Journal of Fluorine Chemistry.
4. (1970). "Amphetamines and Related Compounds". Raven Press.
5. (27 September 2015). "关于印发《非药用类麻醉药品和精神药品列管办法》的通知". China Food and Drug Administration.
6. https://www.finlex.fi/fi/lainsaadanto/2008/543

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