F-2 (drug)

F-2, or 6-(2-aminopropyl)-5-methoxy-2-methyl-2,3-dihydrobenzofuran, is a lesser-known psychedelic drug. F-2 was first synthesized by Alexander Shulgin. In his book PiHKAL, the minimum dosage is listed as 15 mg, and the duration unknown.^[1] F-2 produces few to no effects at this dose in humans. Animal studies showed it to substitute for the psychedelic drug DOM, but with less than one tenth the potency.^[2]

F2

Legal status
Legal status	CA: Schedule I UK: Class A
Identifiers
IUPAC name 1-(5-Methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)propan-2-amine
CAS Number	99355-74-5 Y
PubChem CID	13056773
ChemSpider	21106309 Y
UNII	75S5T5T7QX
ChEMBL	ChEMBL102877 Y
Chemical and physical data
Formula	C13H19NO2
Molar mass	221.300 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1=C2C(=CC(=C1CC(C)N)OC)CC(O2)C
InChI InChI=1S/C13H19NO2/c1-8(14)4-10-7-13-11(5-9(2)16-13)6-12(10)15-3/h6-9H,4-5,14H2,1-3H3 Y Key:XBHKBTCXRYPZMX-UHFFFAOYSA-N Y
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Legality

United Kingdom

This substance is a Class A drug in the Drugs controlled by the UK Misuse of Drugs Act.^[3]

See also

• F-22 (psychedelic)
• Substituted benzofuran

References

1. Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. F-2 Entry in PiHKAL
2. Nichols DE, Hoffman AJ, Oberlender RA, Riggs RM (February 1986). "Synthesis and evaluation of 2,3-dihydrobenzofuran analogues of the hallucinogen 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane: drug discrimination studies in rats". Journal of Medicinal Chemistry. 29 (2): 302–4. doi:10.1021/jm00152a022. PMID 3950910.
3. "UK Misuse of Drugs act 2001 Amendment summary". Isomer Design. Archived from the original on 22 October 2017. Retrieved 12 March 2014.