5-MeO-NiPT

Pharmaceutical compound From Wikipedia, the free encyclopedia

5-MeO-NiPT, also known as 5-methoxy-N-isopropyltryptamine, is a psychedelic drug of the tryptamine family related to 5-MeO-DMT.[1][2][3]

Other names5-Methoxy-N-isopropyltryptamine
ATC code
  • None
Quick facts Clinical data, Other names ...
5-MeO-NiPT
Clinical data
Other names5-Methoxy-N-isopropyltryptamine
Drug classSerotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Identifiers
  • N-[2-(5-methoxy-1H-indol-3-yl)ethyl]propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H20N2O
Molar mass232.327 g·mol−1
3D model (JSmol)
  • COc1ccc2c(c1)c(CCNC(C)C)c[nH]2
  • InChI=1S/C14H20N2O/c1-10(2)15-7-6-11-9-16-14-5-4-12(17-3)8-13(11)14/h4-5,8-10,15-16H,6-7H2,1-3H3
  • Key:QQZJNZJNPDORBO-UHFFFAOYSA-N
Close

The drug acts as a non-selective serotonin receptor agonist, including of the serotonin 5-HT2A receptor.[1][2][3]

5-MeO-NiPT was encountered as a novel designer and recreational drug by 2014.[2][4]

Use and effects

5-MeO-NiPT was not included nor mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved).[5]

Interactions

Pharmacology

Pharmacodynamics

5-MeO-NiPT is a full agonist or near-full agonist of the serotonin 5-HT1A, 5-HT2A, 5-HT2B, and 5-HT2C receptors.[1][2][3] It is inactive as a serotonin releasing agent and is very weak as a serotonin reuptake inhibitor.[2][3]

Unlike most other N-monoalkylated tryptamines, 5-MeO-NiPT produces the head-twitch response (HTR), a behavioral proxy of psychedelic effects, in rodents, albeit relatively weakly.[1][2] It also produces hypolocomotion and hypothermia in rodents.[1][2] In combination with the serotonin 5-HT1A receptor antagonist WAY-100635 however, 5-MeO-NiPT instead produces hyperlocomotion.[1]

5-MeO-NiPT is an active metabolite of 5-MeO-MiPT and 5-MeO-DiPT.[1][6]

Chemistry

Analogues

Analogues of 5-MeO-NiPT include N-isopropyltryptamine (NiPT), 5-MeO-NMT, 5-MeO-NET, 5-MeO-DiPT, and 5-MeO-MiPT, among others.[5]

Society and culture

Canada

5-MeO-NiPT is not a controlled substance in Canada.[7]

Sweden

5-MeO-NiPT is a controlled substance in Sweden.[8]

United States

5-MeO-NiPT is not an explicitly controlled substance in the United States.[9] However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption.

See also

References

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