2C-F

2C-F
Clinical data
Other names	4-Fluoro-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-fluorophenethylamine
Legal status
Legal status	BR: Class F2 (Prohibited psychotropics); CA: Schedule III ; UK: Class A ;
Identifiers
	IUPAC name 2-(4-Fluoro-2,5-dimethoxyphenyl)-1-aminoethane;
CAS Number	207740-15-6 ;
PubChem CID	44719499 ;
ChemSpider	21106223 ;
UNII	O01SQJ93TV ;
CompTox Dashboard (EPA)	DTXSID70660357 ;
Chemical and physical data
Formula	C10H14FNO2
Molar mass	199.225 g·mol−1
3D model (JSmol)	Interactive image ;
	SMILES Fc1cc(OC)c(cc1OC)CCN;
	InChI InChI=1S/C10H14FNO2/c1-13-9-6-8(11)10(14-2)5-7(9)3-4-12/h5-6H,3-4,12H2,1-2H3 ; Key:QAVFEDRVOUKIPM-UHFFFAOYSA-N ;
	(verify)

Last updated June 30, 2025

2C-F, also known as 4-fluoro-2,5-dimethoxyphenethylamine, is a lesser-known psychedelic drug of the 2C family.^[1]^[2] It was first synthesized by Alexander Shulgin.^[1]

Effects

In Alexander Shulgin's book PiHKAL , the minimum dosage is listed as 250 mg.^[1] At a dose of 250 mg, 2C-F produces modest closed-eye visuals accompanied by lethargy.^[1]

Pharmacology

Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-F.^[1]^[3]

Chemistry

2C-F may be found as a brownish freebase oil, or as a white crystalline hydrochloride salt.

Society and culture

Legal status

Canada

As of October 31, 2016, 2C-F is a controlled substance (Schedule III) in Canada.^[4]

References

1 2 3 4 5 Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. 2C-F Entry in PiHKAL
↑ Shulgin A, Manning T, Daley P (2011). The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds . Vol. 1. Berkeley: Transform Press. ISBN 978-0-9630096-3-0.
↑ Rudin D, Luethi D, Hoener MC, Liechti ME (2022). "Structure-activity Relation of Halogenated 2,5-Dimethoxyamphetamines Compared to their α‑Desmethyl (2C) Analogues". The FASEB Journal. 36 (S1). doi: 10.1096/fasebj.2022.36.S1.R2121 . ISSN 0892-6638.
↑ "Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". Controlled Drugs and Substances Act. 150 (9). Government of Canada. 4 May 2016.

External links

2C-F - Isomer Design

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[PiHKAL-1] 1 2 3 4 5 Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. 2C-F Entry in PiHKAL

[Shulgin_2011-2] Shulgin A, Manning T, Daley P (2011). The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds . Vol. 1. Berkeley: Transform Press. ISBN 978-0-9630096-3-0.

[Rudin_2022-3] Rudin D, Luethi D, Hoener MC, Liechti ME (2022). "Structure-activity Relation of Halogenated 2,5-Dimethoxyamphetamines Compared to their α‑Desmethyl (2C) Analogues". The FASEB Journal. 36 (S1). doi: 10.1096/fasebj.2022.36.S1.R2121 . ISSN 0892-6638.

[4] "Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". Controlled Drugs and Substances Act. 150 (9). Government of Canada. 4 May 2016.

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