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

2,5-Dimethoxy-4-(2-fluoroethyl)amphetamine (DOEF) is a psychedelic drug and a member of the phenethylamine and amphetamine chemical classes. It is an analog of DOM and DOB.

Chemistry

DOEF is a substituted amphetamine with a phenethylamine backbone. The phenethylamine molecule consists of a phenyl ring bound to an amino (NH2) group through an ethyl chain with an additional methyl substitution at Rα. DOEF contains two methoxy functional groups (OCH3) attached to carbons R2 and R5 as well as a fluoroethyl group attached to carbon R4 of the phenyl ring.

Pharmacology

The mechanism of action for DOEF is not fully understood. It is believed to act primarily as a 5-HT2A receptor agonist, similar to other psychedelic drugs. This receptor is involved in cognitive processes in the prefrontal cortex and the drug's effects are thought to be related to this activity.

Effects

The effects of DOEF are similar to other drugs in the DOx family, but it is significantly less potent than its counterparts. It is described as being very gentle and long-lasting, with a less intense peak than other psychedelics. The effects can last up to 12 hours, with the peak usually occurring around the 2-4 hour mark.

History

DOEF was first synthesized by Alexander Shulgin and described in his book PiHKAL. It is not currently a controlled substance in most countries, but its legal status can vary by region.

See also

• List of psychedelic drugs
• List of substituted amphetamines