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2,5-Dimethoxy-4-(2-fluoroethyl)amphetamine

Names
Preferred IUPAC name 1-propan-2-amine
Identifiers
CAS Number	121649-01-2
3D model (JSmol)	Interactive image Interactive image
ChEMBL	ChEMBL123685
ChemSpider	21106293
PubChem CID	14201982
UNII	72UT55MXE3
CompTox Dashboard (EPA)	DTXSID00557322
InChI InChI=1S/C13H20FNO2/c1-9(15)6-11-8-12(16-2)10(4-5-14)7-13(11)17-3/h7-9H,4-6,15H2,1-3H3Key: QLENKWFQUHHBKZ-UHFFFAOYSA-N InChI=1/C13H20FNO2/c1-9(15)6-11-8-12(16-2)10(4-5-14)7-13(11)17-3/h7-9H,4-6,15H2,1-3H3Key: QLENKWFQUHHBKZ-UHFFFAOYAO
SMILES C1(=CC(=C(C=C1CC(C)N)OC)CCF)OC COc1cc(CC(C)N)c(cc1CCF)OC
Properties
Chemical formula	C13H20FNO2
Molar mass	241.306 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is  ?) Infobox references

2,5-Dimethoxy-4-(2-fluoroethyl)amphetamine (DOEF; also known as dimethoxyfluoroethylamphetamine) is a lesser-known psychedelic drug and member of the DOx class. DOEF was first synthesized by Alexander Shulgin. In his book PiHKAL, the dosage range is listed as 2–3.5 mg, and the duration is listed as 12–16 hours. Very little data exists about the pharmacological properties, metabolism, and toxicity of DOEF.

See also

• DOET
• DOPF
• DOTFM

References

1. Gerdes, John M.; Mathis, Chester A.; Shulgin, Alexander T. (1988). "Synthesis of 1-[2′,5′-dimethoxy-4′-(β-fluoroethyl)phenyl]-2-aminopropane:studies related to 18F-labeled serotonin receptor ligands". Tetrahedron Letters. 29 (50): 6537–6539. doi:10.1016/S0040-4039(00)82391-6.
2. Trachsel, Daniel (2012). "Fluorine in psychedelic phenethylamines". Drug Testing and Analysis. 4 (7–8): 577–590. doi:10.1002/dta.413. PMID 22374819.
3. DOEF Entry in PiHKAL

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