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Wikipedia

MiPT

N-methyl-N-isopropyltryptamine (MiPT) is a psychedelic tryptamine, closely related to DMT, DiPT and miprocin. It was first synthesized by David Repke in 1984[1] and was subsequently evaluated and described in Alexander Shulgin's 1997 book TiHKAL.

MiPT
Legal status
Legal status
  • AU: Unscheduled
  • CA: Unscheduled
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class A
  • US: Unscheduled
Identifiers
  • N-[2-(1H-indol-3-yl)ethyl]-N-methylpropan-2-amine
CAS Number
  • 96096-52-5
PubChem CID
  • 29935323
ChemSpider
  • 21106353 Y
UNII
  • JO3SCR302A
ChEMBL
  • ChEMBL353728 Y
Chemical and physical data
FormulaC14H20N2
Molar mass216.328 g·mol−1
3D model (JSmol)
  • Interactive image
  • CC(C)N(C)CCc1c[nH]c2ccccc12
  • InChI=1S/C14H20N2/c1-11(2)16(3)9-8-12-10-15-14-7-5-4-6-13(12)14/h4-7,10-11,15H,8-9H2,1-3H3 Y
  • Key:KTQJVAJLJZIKKD-UHFFFAOYSA-N Y
  (verify)

Chemistry edit

MiPT is the N-isopropyl analog of DMT and the N-methyl analog of DiPT.

MiPT base, unlike many other tryptamines in their freebase form, does not decompose rapidly in the presence of light or oxygen.[citation needed]

In August 2019, Chadeayne et al. solved the crystal structure of fumarate salt of MiPT.[2]

Dosage edit

Moderate effects have been reported at 10-25 mg ingested orally, with effects lasting 4–8 hours. One of the test subjects in TiHKAL reported moderate effects at 20 mg ingested intranasally.[3]

Effects edit

In TiHKAL,[4] the subjective experience is reported to be biased towards mental (psychedelic/entheogenic) effects, with mild perceptual (sensory/hallucinogenic) alterations relative to other tryptamines.[3] Subjects reported enhancement of the visual field (brightened and modulated color perception) but a lack of visual distortion typical of tryptamines such as psilocin. Enhancement of auditory perception was also noted. Documented physical effects include stimulation, dry mouth, and muscle tension.

Legality edit

In the United States, MiPT is unscheduled but purchase, sale, or possession for human consumption could be prosecuted under the Federal Analogue Act.[5] MiPT is specifically mentioned in the DEA Orange Book.[6]

Sweden's public health agency suggested classifying MiPT as a hazardous substance, on May 15, 2019.[7]

See also edit

References edit

  1. ^ Glennon RA, Jacyno JM, Young R, McKenney JD, Nelson D (January 1984). "Synthesis and evaluation of a novel series of N,N-dimethylisotryptamines". Journal of Medicinal Chemistry. 27 (1): 41–45. doi:10.1021/jm00367a008. PMID 6581313.
  2. ^ Chadeayne AR, Pham DN, Golen JA, Manke DR (September 2019). "The fumarate salts of the N-isopropyl-N-methyl derivatives of DMT and psilocin". Acta Crystallographica. Section E, Crystallographic Communications. 75 (Pt 9): 1316–1320. doi:10.1107/S2056989019011253. PMC 6727059. PMID 31523457.
  3. ^ a b Shulgin A, Shulgin A (September 1997). "#47 MIPT". Isomer Design. Transform Press. Retrieved 28 November 2023.
  4. ^ Shulgin, Alexander; Shulgin, Ann (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252.
  5. ^ "21 U.S. Code § 841 - Prohibited acts A", LII / Legal Information Institute, retrieved 2016-08-02
  6. ^ "Orange Book - List of Controlled Substances and Regulated Chemicals" (PDF). Drug Enforcement Administration. (PDF) from the original on 6 March 2023.
  7. ^ "Folkhälsomyndigheten föreslår att 20 ämnen klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. 15 May 2019.

External links edit

  • TiHKAL entry
  • MiPT Entry in TiHKAL • info
  • Erowid vault

mipt, methyl, isopropyltryptamine, psychedelic, tryptamine, closely, related, dipt, miprocin, first, synthesized, david, repke, 1984, subsequently, evaluated, described, alexander, shulgin, 1997, book, tihkal, legal, statuslegal, statusau, unscheduled, unsched. N methyl N isopropyltryptamine MiPT is a psychedelic tryptamine closely related to DMT DiPT and miprocin It was first synthesized by David Repke in 1984 1 and was subsequently evaluated and described in Alexander Shulgin s 1997 book TiHKAL MiPTLegal statusLegal statusAU Unscheduled CA Unscheduled DE NpSG Industrial and scientific use only UK Class A US UnscheduledIdentifiersIUPAC name N 2 1H indol 3 yl ethyl N methylpropan 2 amineCAS Number96096 52 5PubChem CID29935323ChemSpider21106353 YUNIIJO3SCR302AChEMBLChEMBL353728 YChemical and physical dataFormulaC 14H 20N 2Molar mass216 328 g mol 13D model JSmol Interactive imageSMILES CC C N C CCc1c nH c2ccccc12InChI InChI 1S C14H20N2 c1 11 2 16 3 9 8 12 10 15 14 7 5 4 6 13 12 14 h4 7 10 11 15H 8 9H2 1 3H3 YKey KTQJVAJLJZIKKD UHFFFAOYSA N Y verify Contents 1 Chemistry 2 Dosage 3 Effects 4 Legality 5 See also 6 References 7 External linksChemistry editMiPT is the N isopropyl analog of DMT and the N methyl analog of DiPT MiPT base unlike many other tryptamines in their freebase form does not decompose rapidly in the presence of light or oxygen citation needed In August 2019 Chadeayne et al solved the crystal structure of fumarate salt of MiPT 2 Dosage editModerate effects have been reported at 10 25 mg ingested orally with effects lasting 4 8 hours One of the test subjects in TiHKAL reported moderate effects at 20 mg ingested intranasally 3 Effects editIn TiHKAL 4 the subjective experience is reported to be biased towards mental psychedelic entheogenic effects with mild perceptual sensory hallucinogenic alterations relative to other tryptamines 3 Subjects reported enhancement of the visual field brightened and modulated color perception but a lack of visual distortion typical of tryptamines such as psilocin Enhancement of auditory perception was also noted Documented physical effects include stimulation dry mouth and muscle tension Legality editIn the United States MiPT is unscheduled but purchase sale or possession for human consumption could be prosecuted under the Federal Analogue Act 5 MiPT is specifically mentioned in the DEA Orange Book 6 Sweden s public health agency suggested classifying MiPT as a hazardous substance on May 15 2019 7 See also editDMT DiPT Miprocin 5 MeO MiPT TiHKALReferences edit Glennon RA Jacyno JM Young R McKenney JD Nelson D January 1984 Synthesis and evaluation of a novel series of N N dimethylisotryptamines Journal of Medicinal Chemistry 27 1 41 45 doi 10 1021 jm00367a008 PMID 6581313 Chadeayne AR Pham DN Golen JA Manke DR September 2019 The fumarate salts of the N isopropyl N methyl derivatives of DMT and psilocin Acta Crystallographica Section E Crystallographic Communications 75 Pt 9 1316 1320 doi 10 1107 S2056989019011253 PMC 6727059 PMID 31523457 a b Shulgin A Shulgin A September 1997 47 MIPT Isomer Design Transform Press Retrieved 28 November 2023 Shulgin Alexander Shulgin Ann September 1997 TiHKAL The Continuation Berkeley California Transform Press ISBN 0 9630096 9 9 OCLC 38503252 21 U S Code 841 Prohibited acts A LII Legal Information Institute retrieved 2016 08 02 Orange Book List of Controlled Substances and Regulated Chemicals PDF Drug Enforcement Administration Archived PDF from the original on 6 March 2023 Folkhalsomyndigheten foreslar att 20 amnen klassas som narkotika eller halsofarlig vara in Swedish Folkhalsomyndigheten 15 May 2019 External links editTiHKAL entry MiPT Entry in TiHKAL info Erowid vault Retrieved from https en wikipedia org w index php title MiPT amp oldid 1194529644, wikipedia, wiki, book, books, library,

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