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Description

5-MeO-MiPT Also known as:

  • 1H-Indole-3-ethanamine, 5-methoxy-N-methyl-N-(1-methylethyl)-[ACD/Index Name]
  • 5-Methoxy-N,N-methylisopropyltryptamine
  • 5-Methoxy-N-methyl-N-isopropyltryptamine
  • 5-Methoxy-N-Methyl-N-Isopropyltryptamine(5-MeO-MIPT)
  • N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]-N-methyl-2-propanamin[German][ACD/IUPAC Name]
  • N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]-N-methyl-2-propanamine[ACD/IUPAC Name]
  • N-[2-(5-Méthoxy-1H-indol-3-yl)éthyl]-N-méthyl-2-propanamine[French][ACD/IUPAC Name]
  • N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]-N-methylpropan-2-amine
  • [2-(5-METHOXY-1H-INDOL-3-YL)ETHYL](METHYL)(PROPAN-2-YL)AMINE
  • [2-(5-methoxyindol-3-yl)ethyl]methyl(methylethyl)amine
  • 1H-Indole-3-ethanamine,5-methoxy-N-methyl-N-(1-methylethyl)-
  • 3-[(2-Aminoethyl)-N-isopropyl-N-methyl]-5-methoxyindole
  • 5-?METHOXY-?N-?METHYL-?N-?(1-?METHYLETHYL)-?1H-?INDOLE-?3-?ETHANAMINE
  • 5-MEO-MIPT
  • 5-MeO-NIPT
  • 5-methoxy MiPT
  • 5-Methoxy-3-[2-[methyl(isopropyl)amino]ethyl]-1H-indole
  • 5-Methoxy-N-isopropyl-N-methyltryptamine
  • 5-Methoxy-N-methyl,N-isopropyl tryptamine
  • 5-methoxy-N-methyl-N-(1-methylethyl)-1H-Indole-3-ethanamine
  • 5-Methoxy-N-methyl-N-isopropyl Tryptamine
  • I-7975
  • Isopropyl-[2-(5-methoxy-1H-indol-3-yl)-ethyl]-methyl-amine
  • MFCD04972085[MDL number]
  • MFCD07437975[MDL number]
  • N-(2-(5-Methoxy-1H-indol-3-yl)ethyl)-N-methylpropan-2-amine
  • N-2-(5-methoxy-1H-indole-3-yl)ethyl-N-methylpropan-2-amine[ACD/IUPAC Name]
  • N-Isopropyl-N-methyl-5-methoxytryptamine, free base

A potent, stimulating psychedelic tryptamine, sometimes compared to 5-MeO-DiPT. Has an unusually strong body component and weak visual effects. Often said to be very empathogenic.

Summary

5-MeO-MiPT is chemically related to tryptamines like 5-MeO-DMT and 5-MeO-DiPT. It produces its psychoactive effects through activity at serotonin receptors in the brain. The synthesis and pharmacology of 5-MeO-MiPT was first reported in 1985 by David Repke and Alexander Shulgin.

Its effects in humans was documented in Shulgin’s book TiHKAL (“Tryptamines I Have Known and Loved”). Anecdotal reports describe 5-MeO-MiPT’s effects as highly stimulating and mildly entactogenic, lacking in typical psychedelic visual distortions. Many users report strong physical and tactile effects that serve to enhance libido and sexual pleasure.

An unpleasant “body load” is also often reported at common to high doses, marked by muscle tension and nausea. Very little is known about the pharmacological properties, metabolism and toxicity of 5-MeO-MiPT, and it has a limited history of human use. It has been sold online as a research chemical.

It is highly advised to use harm reduction practices when using this substance.

Chemistry

Tryptamines share a core structure comprised of a bicylic indole heterocycle attached at R3 to an amino group via an ethyl side chain.

5-MeO-MiPT is substituted at R5 of its indole heterocycle with a methoxy (MeO) functional group CH3O−; it also contains a methyl group and an isopropyl chain bound to the terminal amine RN of its tryptamine backbone (MiPT). 5-MeO-MiPT is the N-substituted isopropyl homologue of 5-MeO-DMT.

Common Name5-Methoxy-N,N-methylisopropyltryptamine
Systematic name5-Methoxy-N,N-methylisopropyltryptamine
FormulaC_{15}H_{22}N_{2}O
SMILESCC(C)N(C)CCc1c[nH]c2c1cc(cc2)OC
Std. InChiInChI=1S/C15H22N2O/c1-11(2)17(3)8-7-12-10-16-15-6-5-13(18-4)9-14(12)15/h5-6,9-11,16H,7-8H2,1-4H3
Std. InChiKeyHEDOODBJFVUQMS-UHFFFAOYSA-N
Avg. Mass246.348 Da
Molecular Weight246.348
Monoisotopic Mass246.173218 Da
Nominal Mass246
ChemSpider ID2043845

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Dose Chart

Oral
Threshold0.5mg-1mg
Light1-3mg
Common4-8mg
Strong8-12mg+.

Duration Chart

5-MeO-MiPT Duration Data
Onset30 minutes
Duration3-7 hours
After-effects2-10 hours

Legal Status

  • Brazil: 5-MeO-MiPT is illegal to produce, sell, or possess as it is listed on Portaria SVS/MS nº 344.
  • China: 5-MeO-MiPT is controlled as a Category I psychotropic substance and is illegal to sell, buy, import, export, and manufacture.
  • Finland: 5-MeO-MiPT was banned in Finland in December 2014.
  • Germany: 5-MeO-MiPT is controlled under the NpSG (New Psychoactive Substances Act) as of July 18, 2019. Production and import with the aim to place it on the market, administration to another person and trading is punishable. Possession is illegal but not penalized.
  • Japan: 5-MeO-MiPT is controlled as a "Designated Substance" (Shitei-Yakubutsu) by the Pharmaceutical Affairs Law, making it illegal to possess or sell.
  • Latvia: 5-MeO-MiPT is a Schedule I drug in Latvia.
  • New Zealand: 5-MeO-MiPT is an analogue of DMT which makes it a Class C controlled drug in New Zealand.
  • Romania: 5-MeO-MiPT and other derivatives are illegal in Romania, as of January 2011.
  • United Kingdom: 5-MeO-MiPT is a Class A drug in the UK as it is an ether of the drug 5-HO-MiPT, which is a Class A drug as a result of the tryptamine catch-all clause.
  • United States: 5-MeO-MiPT is unscheduled in the United States. It may be considered an analogue of 5-MeO-DiPT, a Schedule I drug under the Controlled Substances Act. As such, the sale for human consumption or the use for illicit non-medical or industrial intents and purposes could be prosecuted as crimes under the Federal Analogue Act.
    • Florida: 5-MeO-MiPT is a Schedule I drug in Florida.
    • Louisiana: 5-MeO-MiPT is a Schedule I drug (as of June 2013).
    • Minnesota: Minnesota banned a series of drugs including 5-MeO-MiPT.

    • Sources

    References

    1. Repke, D. B., Grotjahn, D. B., & Shulgin, A. T. (1985). Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents. Journal of medicinal chemistry, 28(7), 892-896. PMID: 4009612
    2. http://isomerdesign.com/PiHKAL/read.php?domain=tk&id=40
    3. The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain (ScienceDirect) | http://www.sciencedirect.com/science/article/pii/S0014299906013811
    4. Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents | http://pubs.acs.org/doi/abs/10.1021/jm00145a007
    5. The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain. (PubMed.gov / NCBI) | https://www.ncbi.nlm.nih.gov/pubmed/17223101
    6. Monoamine oxidase inhibitors, opioid analgesics and serotonin toxicity | http://bja.oxfordjournals.org/content/95/4/434
    7. http://portal.anvisa.gov.br/documents/10181/3115436/(1)RDC_130_2016_.pdf/fc7ea407-3ff5-4fc1-bcfe-2f37504d28b7
    8. Erowid China Psychoactive Law Update: September 2015 | https://www.erowid.org/psychoactives/law/countries/china/china_law_2015_09_27_list_of_newly_controlled_chemicals.pdf
    9. Finland's Prohibited Psychoactive Substances: December 19, 2014. https://www.erowid.org/psychoactives/law/countries/finland/finland_law1_2014.pdf
    10. "Verordnung zur Änderung der Anlage des Neue-psychoaktive-Stoffe-Gesetzes und von Anlagen des Betäubungsmittelgesetzes" (PDF) (in German). Bundesanzeiger Verlag. Retrieved December 10, 2019.
    11. "Anlage NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    12. "§ 4 NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    13. Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem (Triptamīni) | http://likumi.lv/doc.php?id=121086
    14. http://www.legislation.govt.nz/act/public/1975/0116/latest/whole.html#DLM436576
    15. Misuse of Drugs Act 1971 (Legislation.gov.uk) | http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I/paragraph/3
    16. Misuse of Drugs Act 1971 (Legislation.gov.uk) |http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I#reference-M_F_c7632653-ddad-4420-f307-e3da1e36d30e
    17. The 2015 Florida Statutes - Title XLVI CRIMES - Chapter 893 - DRUG ABUSE PREVENTION AND CONTROL | http://www.leg.state.fl.us/Statutes/index.cfm?App_mode=Display_Statute&URL=0800-0899/0893/Sections/0893.03.html
    18. 5-MeO-MiPT Legal Status by Erowid | https://www.erowid.org/chemicals/5meo_mipt/5meo_mipt_law.shtml
    19. 2015 Minnesota Statutes | https://www.revisor.mn.gov/statutes/?id=152.02

    Information made possible with:

    1. PsychonautWiki is a community-driven online encyclopedia that aims to document the field of psychonautics in a comprehensive, scientifically-grounded manner.
    2. Erowid is a non-profit educational & harm-reduction resource with 60 thousand pages of online information about psychoactive drugs
    3. PubChem National Center for Bio Informatics
    4. Chemspider is a free chemical structure database providing fast access to over 34 million structures, properties and associated information.
    5. Wikipedia

    Additional APIs were used to construct this information. Thanks to ChemSpider, NCBI, PubChem etc.

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