2C-F

{{Short description|Chemical compound}}

{{primary sources|date=December 2007}}

{{Drugbox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 477216188

| IUPAC_name = 2-(4-Fluoro-2,5-dimethoxyphenyl)-1-aminoethane

| image = 2C-F 2DACS.svg

| width = 180

| image2 = 2C-F 3Dan.gif

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| legal_AU =

| legal_BR = F2

| legal_CA = Schedule III

| legal_UK = Class A

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| CAS_number_Ref = {{cascite|changed|??}}

| CAS_number = 207740-15-6

| ATC_prefix =

| ATC_suffix =

| PubChem = 44719499

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| DrugBank =

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 21106223

| UNII_Ref = {{fdacite|changed|FDA}}

| UNII = O01SQJ93TV

| chemical_formula =

| C=10 | H=14 | F=1 | N=1 | O=2

| smiles = Fc1cc(OC)c(cc1OC)CCN

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C10H14FNO2/c1-13-9-6-8(11)10(14-2)5-7(9)3-4-12/h5-6H,3-4,12H2,1-2H3

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = QAVFEDRVOUKIPM-UHFFFAOYSA-N

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2C-F (4-fluoro-2,5-dimethoxyphenethylamine) is a lesser-known psychedelic drug of the 2C family. It was first synthesized by Alexander Shulgin. In his book PiHKAL, the minimum dosage is listed as 250 mg.{{CitePiHKAL|name-list-style = vanc }} [https://www.erowid.org/library/books_online/pihkal/pihkal026.shtml 2C-F Entry in PiHKAL] 2C-F may be found as a brownish freebase oil, or as a white crystalline hydrochloride salt.

Effects

At a dose of 250 milligrams, 2C-F produces modest closed-eye visuals accompanied by lethargy.

Pharmacology

Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-F.{{Where|date=June 2024}}{{cite journal | vauthors = Rudin D, Luethi D, Hoener MC, Liechti ME | title=Structure-activity Relation of Halogenated 2,5-Dimethoxyamphetamines Compared to their α‑Desmethyl (2C) Analogues | journal=The FASEB Journal | volume=36 | issue=S1 | date=2022 | issn=0892-6638 | doi=10.1096/fasebj.2022.36.S1.R2121 | doi-access=free | url=https://www.researchgate.net/publication/360423277_Structure-activity_relation_of_halogenated_25-dimethoxyamphetamines_compared_to_their_a-desmethyl_2C_analogues}}

Legal status

=Canada=

As of October 31, 2016, 2C-F is a controlled substance (Schedule III) in Canada.{{cite journal | title = Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines) | url = http://gazette.gc.ca/rp-pr/p2/2016/2016-05-04/html/sor-dors72-eng.php | volume = 150 | issue = 9 | date = 4 May 2016 | journal = Controlled Drugs and Substances Act | publisher = Government of Canada }}

References

{{reflist}}

{{Psychedelics}}

{{Phenethylamines}}

{{DEFAULTSORT:2c-F}}

Category:2C (psychedelics)

Category:Fluorobenzene derivatives

Category:Methoxy compounds