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N,N-diisopropyltryptamine

Structure via PubChem · Public domain (PubChem)

EntityQ1984429· pop 12· linked from 1,912 articles

N,N-diisopropyltryptamine

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Also known as N-[2-(1H-indol-3-yl)ethyl]-N-(1-methylethyl)propan-2-amine, N-[2-(1H-indol-3-yl)ethyl]-N-isopropylpropan-2-amine, N,N-bis(1-methylethyl)-1H-indole-3-ethanamine, DIPT

Diisopropyltryptamine (DiPT), also known as '''N,N-diisopropyltryptamine''', is a psychedelic drug of the tryptamine family related to dimethyltryptamine (DMT). It is unusual among psychedelics in that at usual doses it primarily or exclusively produces strong auditory changes, including decreased pitch, harmonic distortion, and sound unfamiliarity, but produces no other hallucinogenic effects such as visuals. However, the drug may produce more classically psychedelic effects at very high doses. It is taken orally, but can also be smoked.

Key facts

Drug.Watchedfields
verified
Drug.verifiedrevid
448829801
Drug.image
DiPT.svg
Drug.image_class
skin-invert-image
Drug.width
200px
Drug.image2
DiPT (Diisopropyltryptamine) 3D-Structure Xtal.png
Drug.image_class2
bg-transparent
Drug.width2
250px
Drug.routes_of_administration
Oral, smoking
Drug.class
Serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
Drug.ATC_prefix
None
Drug.legal_AU
Unscheduled
Drug.legal_CA
Unscheduled
Drug.legal_DE
NpSG
Drug.legal_UK
Class A
Drug.legal_US
Unscheduled
Drug.legal_UN
Unscheduled
Drug.onset
Oral: 20 minutes–1 hourSmoking: 4–8 minutes

via Wikipedia infobox

Chemical data

Formula
C16H24N2
Molecular weight
244.37 g/mol
IUPAC name
N-[2-(1H-indol-3-yl)ethyl]-N-propan-2-ylpropan-2-amine
SMILES
CC(C)N(CCC1=CNC2=CC=CC=C21)C(C)C
InChIKey
ZRVAAGAZUWXRIP-UHFFFAOYSA-N
XLogP
4.1
Polar surface area
19 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Has part
carbon
Mass
244.194
Show 3 more facts
chemical formula
C₁₆H₂₄N₂
canonical SMILES
CC(C)N(CCC1=CNC2=CC=CC=C21)C(C)C
Commons category
Diisopropyltryptamine
Sources (2)

via Wikidata · CC0

~18 min read

Encyclopedic overview

20 sections
Contents
  • Use and effects
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Chemistry
  • Synthesis
  • Analogues
  • 2-Methyl-DiPT
  • History
  • Society and culture
  • Legal status
  • Canada
  • United Kingdom
  • United States
  • Florida
  • Arizona
  • Sweden
  • See also
  • References
  • External links

Diisopropyltryptamine (DiPT), also known as '''N,N-diisopropyltryptamine', is a psychedelic drug of the tryptamine family related to dimethyltryptamine (DMT). It is unusual among psychedelics in that at usual doses it primarily or exclusively produces strong auditory changes, including decreased pitch, harmonic distortion, and sound unfamiliarity, but produces no other hallucinogenic effects such as visuals. However, the drug may produce more classically psychedelic effects at very high doses. It is taken orally, but can also be smoked.

The drug acts as a serotonin receptor agonist, including of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors. It has weak activity at the serotonin 5-HT1A receptor. DiPT does not appear to bind to the serotonin 5-HT6 receptor or to several other serotonin receptors. It produces psychedelic-like effects in animals, which appear to be mediated primarily by serotonin 5-HT2A receptor activation. The mechanisms by which DiPT produces selective auditory changes are unknown. Derivatives of DiPT include 4-HO-DiPT (iprocin) and 5-MeO-DiPT (foxy methoxy), among others.

Excerpted from Wikipedia’s “N,N-diisopropyltryptamine” article, available under the CC BY-SA 4.0 licence.

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