5-MeO-MiPT

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5-MeO-MiPT is a psychedelic and hallucinogen of the tryptamine family. It used by some as an entheogen. It has structural and pharmacodynamic properties similar to the drugs 5-MeO-DiPT, DiPT, and MiPT.

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

5-MeO-MiPT was first described in the scientific literature by Alexander Shulgin and colleagues in 1985.[4]

Dosage

File:5meomipt.jpg
Two tablets of 5-MeO-MiPT

Based on Shulgin's personal experience,[5] dosage for an adult male of approximately 200Script error: No such module "String".lbs weight:

Dosage: 4–6Script error: No such module "String".mg, orally; 12–20Script error: No such module "String".mg, smoked

Duration: 4–6Script error: No such module "String".hours

A wider recreational dosage range of 0.5 to 20Script error: No such module "String".mg or more orally has also been reported.[6]

Effects

This is an analogue of the more popular drug 5-MeO-DiPT (nicknamed "foxy methoxy") and has the nickname "moxy". Some users report the tactile effects of 5-MeO-DiPT without some of the unwanted side effects. At higher doses it becomes much more psychedelic, sometimes being compared to 5-MeO-DMT. At doses of 4 to 10Script error: No such module "String".mg, users find 5-MeO-MiPT to be a very euphoric and tactile chemical.[7][8] Its energetic effects can be very strong at high doses, increasing normal heart rate considerably. Sounds can be amplified in perception to a point where synesthetic effects ("touching or/and tasting sounds") occur.[9]

Side effects

low-dose 5-MeO-MiPT did not cause any serious histopathological effects on the liver, kidney, and brain. High doses induce apoptotic cell death through caspase activity especially in some parts of the organs[10]. There is no known documentation of death attributed to the use of 5-MeO-MiPT alone.

Interactions

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Pharmacology

Pharmacodynamics

5-MeO-MiPT activities
Target Affinity (Ki, nM)
5-HT1A 12–143 (Ki)
610–>10,000 (EC50Tooltip Half-maximal effective concentration)
109% (EmaxTooltip maximal efficacy)
5-HT1B 303
5-HT1D 23
5-HT1E 3,496
5-HT1F ND
5-HT2A 113–449 (Ki)
5.9–566 (EC50)
82–101% (Emax)
5-HT2B 59 (Ki)
1,500 (EC50)
12% (Emax)
5-HT2C 790–2,186 (Ki)
179 (EC50)
101% (Emax)
5-HT3 >10,000
5-HT4 ND
5-HT5A 953
5-HT6 130
5-HT7 20
α1A >12,000
α1B >10,000
α2A 175–5,300
α2B 1,693
α2C 637
β1–β2 >10,000
D1 >25,000
D2 >25,000
D3 2,470–>25,000
D4 6,331
D5 >10,000
H1 3,900–4,819
H2–H4 >10,000
I1 879
TAAR1 >15,000 (rat/mouse)
σ1 >10,000
σ2 918
SERTTooltip Serotonin transporter 3,300–6,409 (Ki)
2,680–29,768 (IC50Tooltip half-maximal inhibitory concentration)
>100,000 (EC50)
NETTooltip Norepinephrine transporter >22,000 (Ki)
84,000 (IC50)
>100,000 (EC50)
DATTooltip Dopamine transporter >26,000 (Ki)
>100,000 (IC50)
>100,000 (EC50)
Notes: The smaller the value, the more avidly the drug binds to the site. Refs: [11][3][12][1][2][13]

The mechanism that produces the hallucinogenic and entheogenic effects of 5-MeO-MiPT is thought to result primarily from serotonin 5-HT2A receptor agonism, although additional mechanisms of action such as inhibition of monoamine oxidase (MAO) might also be involved.[4][11] In addition to the serotonin 5-HT2A receptor, 5-MeO-MiPT also potently binds to and/or activates other serotonin receptors, such as the serotonin 5-HT1A, 5-HT2B, and 5-HT2C receptors.[1]

In addition to the serotonin receptors, 5-MeO-MiPT has also been found to show significant affinity to the serotonin transporter (SERT) and norepinephrine transporter (NET), thereby acting as a moderately potent serotonin–norepinephrine reuptake inhibitor (SNRI).[3] These mechanisms might help explain anecdotal reports of antidepressant and anxiolytic effects from modest doses of this compound. For example, SNRIs such as venlafaxine are commonly prescribed to treat depression, and the serotonin 5-HT1A receptor agonist buspirone is prescribed primarily for treatment of anxiety. However, subsequent research contradicted the preceding findings and found that 5-MeO-MiPT did not significantly bind to or inhibit the human monoamine transporters.[1] The drug is also inactive as a monoamine releasing agent.[11]

Chemistry

5-MeO-MiPT is in a class of compounds commonly known as tryptamines, and is the N-methyl-N-isopropyl homologue of 5-MeO-DMT. The full name of the chemical is 5-methoxy-N-methyl-N-isopropyltryptamine.

Analogues

Analogues of 5-MeO-MiPT include MiPT, 5-MeO-DMT, 5-MeO-DiPT, and 5-MeO-MET, among others.

Reagent results

5-MeO-MiPT causes the ehrlich reagent to turn purple then fade to faint blue. It causes the marquis reagent to go yellow through to black.[14]

Exposing compounds to the reagents gives a colour change which is indicative of the compound under test. The following test results are from protestkit.

5-MeO-MiPT Marquis Mecke Mandelin Liebermann Ehrlich Hofmann Simon’s
Freebase Orange to brown Orange red Deep greenish brown Unknown Purple No reaction No reaction
HCl Orange to brown Red to brown Greenish brown Brown Violet to purple Green Unknown

Society and culture

Legal status

Canada

5-MeO-MiPT is not scheduled in Canada.[15]

China

As of October 2015 5-MeO-MiPT is a controlled substance in China.[16]

Finland

Scheduled in government decree on psychoactive substances banned from the consumer market.[17]

Luxembourg

In Luxembourg, 5-MeO-MiPT is not cited in the list of prohibited substances.[18] Therefore, it is still a legal substance.

United Kingdom

5-MeO-MiPT is a Class A drug in the United Kingdom as are most ethers of ring-hydroxy tryptamines.Script error: No such module "Unsubst".

United States

5-MeO-MiPT is unscheduled at the federal level in the United States,[19] but it could be considered an analog of 5-MeO-DiPT, in which case purchase, sale, or possession with intent to consume could be prosecuted under the Federal Analog Act.

Florida

"5-Methoxy-N-methyl-N-isopropyltryptamine" is a Schedule I controlled substance in the state of Florida making it illegal to buy, sell, or possess in the state of Florida.[20]

Research

5-MeO-MiPT, under the developmental code name MSD-001, is being developed for potential medical use.[21][22][23] As of September 2024, it is in phase 1 clinical trials in healthy individuals in the United States and the European Union.[21][22][23] It is being developed by Mindstate Design Labs.[21][22][23] The drug was selected for development via artificial intelligence (AI)-assisted processing of 70,000Script error: No such module "String".online trip reports that aimed to identify a psychedelic with unique subjective effects deemed promising for pharmaceutical development.[21]

See also

References

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  1. ↑ a b c d Script error: No such module "Citation/CS1".
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  4. ↑ a b Script error: No such module "Citation/CS1".
  5. ↑ Script error: No such module "citation/CS1".
  6. ↑ Script error: No such module "Citation/CS1".
  7. ↑ Script error: No such module "citation/CS1".
  8. ↑ Script error: No such module "Citation/CS1".
  9. ↑ Script error: No such module "citation/CS1".
  10. ↑ https://pmc.ncbi.nlm.nih.gov/articles/PMC8909217
  11. ↑ a b c Script error: No such module "Citation/CS1".
  12. ↑ Script error: No such module "Citation/CS1".
  13. ↑ Script error: No such module "Citation/CS1".
  14. ↑ Script error: No such module "Citation/CS1".
  15. ↑ Script error: No such module "citation/CS1".
  16. ↑ Script error: No such module "citation/CS1".
  17. ↑ Script error: No such module "citation/CS1".
  18. ↑ Script error: No such module "citation/CS1".
  19. ↑ Script error: No such module "citation/CS1".
  20. ↑ Script error: No such module "citation/CS1".
  21. ↑ a b c d Script error: No such module "citation/CS1".
  22. ↑ a b c Script error: No such module "citation/CS1".
  23. ↑ a b c Script error: No such module "citation/CS1".

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External links

Template:Psychedelics Template:Serotonin receptor modulators Script error: No such module "Navbox".

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