Ethylisopropyltryptamine

Ethylisopropyltryptamine
Clinical data
Other namesEiPT; N-Ethyl-N-isopropyltryptamine
Routes of
administration		Oral[1]
Drug classPsychedelic drug; Serotonergic psychedelic
ATC code
  • none
Legal status
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class A
Pharmacokinetic data
Duration of action4–6 hours[1]
Identifiers
IUPAC name
  • N-ethyl-N-[2-(1H-indol-3-yl)ethyl]propan-2-amine
CAS Number
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H22N2
Molar mass230.355 g·mol−1
3D model (JSmol)
Melting point71 to 73 °C (160 to 163 °F)
SMILES
  • CCN(C(C)C)CCc1c[nH]c2ccccc12
InChI
  • InChI=1S/C15H22N2/c1-4-17(12(2)3)10-9-13-11-16-15-8-6-5-7-14(13)15/h5-8,11-12,16H,4,9-10H2,1-3H3 checkY
  • Key:HQZLBYMOYCJZRF-UHFFFAOYSA-N checkY
  (verify)

Ethylisopropyltryptamine (EiPT), also known as N-ethyl-N-isopropyltryptamine, is a psychedelic drug of the tryptamine family.[1] It is taken orally.[1]

EiPT appears to have been first synthesized and described by Alexander Shulgin.[1]

Use and effects

In his book TiHKAL (Tryptamines I Have Known and Loved), Alexander Shulgin lists the dose of EiPT as 24 to 40 mg and its duration as 4 to 6 hours.[1] According to Shulgin, this compound tends to produce nausea, dysphoria, and other unpleasant side effects.[1] It also seems to largely lack the hallucinatory and visual properties usually associated with psychedelic drugs.[1]

Interactions

Chemistry

EiPT is short for N-ethyl-N-isopropyltryptamine.[1] The full chemical name of this structure is N-ethyl-N-[2-(1H-indol-3-yl)ethyl]propan-2-amine. The compound is a substituted tryptamine, which all belong to a larger family of compounds known as indolethylamines.[1]

Synthesis

The chemical synthesis of EiPT has been described.[1]

Analogues

Analogues of EiPT include 4-HO-EiPT, 5-MeO-EiPT, methylisopropyltryptamine (MiPT), propylisopropyltryptamine (PiPT), ethylpropyltryptamine (EPT), diethyltryptamine (DET), and diisopropyltryptamine (DiPT), among others.[1]

Society and culture

United States

EiPT is unscheduled and uncontrolled in the United States, but possession and sales of EiPT could be prosecuted under the Federal Analog Act because of its structural similarities to DET.

See also

References

  1. 1 2 3 4 5 6 7 8 9 10 11 12 Shulgin, Alexander; Shulgin, Ann (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252. https://www.erowid.org/library/books_online/tihkal/tihkal10.shtml
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