2C-F

2C-F
Clinical data
Other names4-Fluoro-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-fluorophenethylamine
Routes of
administration		Oral[1]
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Legal status
Legal status
Pharmacokinetic data
Onset of actionUnknown[1]
Duration of actionUnknown[1]
Identifiers
  • 2-(4-fluoro-2,5-dimethoxyphenyl)-1-aminoethane
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H14FNO2
Molar mass199.225 g·mol−1
3D model (JSmol)
  • Fc1cc(OC)c(cc1OC)CCN
  • 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 checkY
  • Key:QAVFEDRVOUKIPM-UHFFFAOYSA-N checkY
  (verify)

2C-F, also known as 4-fluoro-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families.[1][2] It is taken orally.[1]

Use effects

In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists the dose of 2C-F as greater than 250 mg orally and its duration as unknown.[1] At a dose of 250 mg orally, 2C-F produced slight and uncertain effects including possible modest closed-eye visuals and pleasant lethargy.[1]

Interactions

See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

Pharmacology

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

Chemistry

Properties

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

Synthesis

The chemical synthesis of 2C-F has been described.[1]

Analogues

Analogues of 2C-F include 2C-B, 2C-I, 2C-C, DOF, and 25F-NBOMe, among others.[1]

History

2C-F was first described in the literature by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).[1]

Society and culture

Canada

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

United States

2C-F is not an explicitly controlled substance in the United States.[5] However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption.

See also

References

  1. ^ a b c d e f g h i j k 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
  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.
  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.
  5. ^ Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026) (PDF), United States: U.S. Department of Justice: Drug Enforcement Administration (DEA): Diversion Control Division, January 2026
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