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general/n-n-dialkyltryptamines

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5-Ethoxy-DMT

Chemical compound


Chemical compound

5-Ethoxy-DMT, or 5-EtO-DMT, also known as 5-ethoxy-N,N-dimethyltryptamine or as O-ethylbufotenine, is a tryptamine derivative which has been previously synthesized as a chemical intermediate, but has not been studied to determine its pharmacology.

Chemistry

Analogues

Analogues of 5-EtO-DMT include bufotenin (5-HO-DMT), 5-MeO-DMT (mebufotenin), 5-EtO-AMT, 5-AlO-AMT, 5-ethyl-DMT, 5-NOT, 5-BT, and 4-AcO-DMT (O-acetylbufotenin), among others.

The widespread recreational use of 5-methoxytryptamines including 5-MeO-DMT, 5-MeO-MiPT and 5-MeO-DiPT has led to concern that the 5-ethoxy homologues of these drugs could emerge as novel designer drugs. Consequently, 5-EtO-DMT and other derivatives, including 5-EtO-DET, 5-EtO-DPT, 5-EtO-DiPT, 5-EtO-DALT, 5-EtO-MPT, 5-EtO-MiPT, 5-EtO-EiPT, 5-EtO-MET, and 5-EtO-EPT, have been synthesized as analytical standards in order to facilitate future research into these compounds.

References

References

  1. {{CiteTiHKAL "There are two structural variations of bufotenine that I feel would be interesting to explore. One deals with the ethers of the 5-hydroxyl group. The O-methyl ether is, of course, 5-MeO-DMT. It is mentioned above under the name O-methylbufotenine. What about the very obvious O-ethylbufotenine, 5-EtO-DMT? It had once been synthesized from 5-ethoxytryptophol in a physostigmine study, and had been converted to bufotenine with aluminum chloride. If the analogy from the phenethylamines applies here (MEM is as potent as TMA-2) then 5-EtO-DMT should be as potent as 5-MeO-DMT. And probably would have to be smoked for the very same reasons."
  2. (September 2011). "Microwave-accelerated preparation and analytical characterization of 5-ethoxy-N,N-dialkyl-[α,α,β,β-H(4) ]- and [α,α,β,β-D(4) ]-tryptamines". Drug Testing and Analysis.
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