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

DOEF
Clinical data
Other names	DOEF; 2,5-Dimethoxy-4-(2-fluoroethyl)amphetamine; 4-(2-Fluoroethyl)-2,5-dimethoxyamphetamine
Identifiers
	IUPAC name 1-[4-(2-fluoroethyl)-2,5-dimethoxyphenyl]propan-2-amine;
CAS Number	121649-01-2 ;
PubChem CID	14201982;
ChemSpider	21106293 ;
UNII	72UT55MXE3;
ChEMBL	ChEMBL123685 ;
CompTox Dashboard (EPA)	DTXSID00557322 ;
Chemical and physical data
Formula	C13H20FNO2
Molar mass	241.306 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1(=CC(=C(C=C1CC(C)N)OC)CCF)OC;
	InChI InChI=1S/C13H20FNO2/c1-9(15)6-11-8-12(16-2)10(4-5-14)7-13(11)17-3/h7-9H,4-6,15H2,1-3H3 ; Key:QLENKWFQUHHBKZ-UHFFFAOYSA-N ;
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2,5-Dimethoxy-4-(2-fluoroethyl)amphetamine (DOEF) is a lesser-known psychedelic drug and member of the DOx family. DOEF was first synthesized by Alexander Shulgin. In his book PiHKAL, the dosage range is listed as 2 to 3.5 mg, and the duration is listed as 12 to 16 hours. Very little data exists about the pharmacological properties, metabolism, and toxicity of DOEF.