5-MeO-EiPT

From Wikipedia, the free encyclopedia

Other names5-Methoxy-N-ethyl-N-isopropyltryptamine
Drug classNon-selective serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class A
5-MeO-EiPT
Clinical data
Other names5-Methoxy-N-ethyl-N-isopropyltryptamine
Drug classNon-selective serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Legal status
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class A
Identifiers
  • N-ethyl-5-methoxy-N-(1-methylethyl)-1H-indole-3-ethanamine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H24N2O
Molar mass260.381 g·mol−1
3D model (JSmol)
  • CC(C)N(CC)CCC1=CNC2=CC=C(OC)C=C21
  • InChI=1S/C16H24N2O/c1-5-18(12(2)3)9-8-13-11-17-16-7-6-14(19-4)10-15(13)16/h6-7,10-12,17H,5,8-9H2,1-4H3
  • Key:VVEQXDHSGNBFLZ-UHFFFAOYSA-N

5-MeO-EiPT, also known as 5-methoxy-N-ethyl-N-isopropyltryptamine, is a psychedelic drug of the tryptamine family which has been sold online as a designer drug.[1][2][3][4]

5-MeO-EiPT was not included nor mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved).[5][6] When subsequently asked about 5-MeO-EiPT, Shulgin said that he never got around to making or exploring it and that its dose, duration, and effects were unknown.[6] In any case, 5-MeO-EiPT has been used as a novel recreational designer drug.[6][4]

Interactions

Pharmacology

Pharmacodynamics

5-MeO-EiPT acts as a potent full agonist of the serotonin 5-HT2A receptor.[3] It also shows high affinity for the serotonin 5-HT1A receptor and interacts very weakly with the serotonin transporter (SERT).[3] The drug produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents.[3] However, it produces a rather weak head-twitch response, suggesting that it might have reduced hallucinogenic effects relative to other psychedelic tryptamines or might be non-hallucinogenic.[3] The serotonin 5-HT1A receptor antagonist WAY-100635 augmented the head-twitch response induced by 5-MeO-EiPT in rodents.[3] The drug also produces hypothermia and hypolocomotion in rodents.[3]

Chemistry

Analogues

Analogues of 5-MeO-EiPT include ethylisopropyltryptamine (EiPT), 4-HO-EiPT (ethiprocin), 4-AcO-EiPT (ethipracetin), 5-MeO-DMT, 5-MeO-DET, 5-MeO-DPT, 5-MeO-DiPT, 5-MeO-DALT, 5-MeO-MET, 5-MeO-MPT, 5-MeO-MiPT, 5-MeO-MsBT, 5-MeO-EPT, 5-MeO-PiPT, and 5-MeO-iPALT (ASR-3001), among others.[5]

History

5-MeO-EiPT was first described by Alexander Shulgin by 2002.[6]

Society and culture

5-MeO-EiPT is illegal in Japan.[7] 5-MeO-EiPT is illegal in Italy.[8] Sweden's public health agency suggested classifying 5-MeO-EiPT as a hazardous substance, on May 15, 2019.[9][10]

See also

References

External links

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