5-Methoxy-N,N-diisopropyltryptamine (Foxy), a selective and high affinity inhibitor of serotonin transporter

Chiharu Sogawa, N. Sogawa, J. Tagawa, A. Fujino, Kazumi Ohyama, M. Asanuma, M. Funada, S. Kitayama

Research output: Contribution to journalArticlepeer-review

37 Citations (Scopus)


5-Methoxy-N,N-diisopropyltryptamine (5-MeO-DIPT) is a synthetic orally active hallucinogenic tryptamine derivative, known also as Foxy or Foxy methoxy. However, few studies have examined its effects in vitro. In the present study, we investigated the actions of 5-MeO-DIPT against monoamine neurotransmitter transporters, including the transporters for dopamine (DAT), norepinephrine (NET), and serotonin (SERT), using COS-7 cells heterologously expressing these transporters and rat brain synaptosomes. 5-MeO-DIPT specifically inhibited the uptake of [3H]serotonin (5-HT) by the SERT-expressing COS-7 cells and rat striatal synaptosomes in a high affinity manner at concentrations similar to those for cocaine. The effect was reversible and competitive. 5-MeO-DIPT failed to stimulate reverse transport of [3H]5-HT through SERT, while it prevented the releasing action of methamphetamine. 5-MeO-DIPT induced cell toxicity at high concentrations in COS-7 cells, and it was not influenced by the expression of SERT. These results demonstrated that 5-MeO-DIPT acts as a competitive SERT inhibitor and has an inability to cause reverse transport, underlying its serotonergic actions.

Original languageEnglish
Pages (from-to)75-82
Number of pages8
JournalToxicology Letters
Issue number1
Publication statusPublished - Apr 5 2007


  • Cocaine
  • Foxy methoxy
  • Methamphetamine
  • Serotonin transporter
  • Uptake

ASJC Scopus subject areas

  • Toxicology


Dive into the research topics of '5-Methoxy-N,N-diisopropyltryptamine (Foxy), a selective and high affinity inhibitor of serotonin transporter'. Together they form a unique fingerprint.

Cite this