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Description

4-HO-DiPT Also known as:

  • 1H-Indol-4-ol, 3-[2-[bis(1-methylethyl)amino]ethyl]-[ACD/Index Name]
  • 3-[2-(Diisopropylamino)ethyl]-1H-indol-4-ol[ACD/IUPAC Name]
  • 3-[2-(Diisopropylamino)ethyl]-1H-indol-4-ol[German][ACD/IUPAC Name]
  • 3-[2-(Diisopropylamino)éthyl]-1H-indol-4-ol[French][ACD/IUPAC Name]
  • 4-HO-DiPT
  • 4-Hydroxy-di-isopropyl-tryptamine
  • 4-Hydroxy-N,N-Diisopropyltryptamine(4-OH-DIPT)
  • N,N-Diisopropyl-4-hydroxytryptamine
  • 3- {2- [di (propane-2-yl) amine] ethyl} -1 H-indole-4-ol[ACD/IUPAC Name]
  • 3-(2-(Diisopropylamino)ethyl)-1H-indol-4-ol
  • 3-(2-Aminoethyl)-N,N-diisopropyl-4-hydroxyindole
  • 3-[2-[di(propan-2-yl)amino]ethyl]-1H-indol-4-ol
  • 3-{2-[BIS(PROPAN-2-YL)AMINO]ETHYL}-1H-INDOL-4-OL
  • 3-{2-[Di(propan-2-yl)amino]ethyl}-1H-indol-4-ol
  • 4-Hydroxy-diisopropyltryptamine
  • 4-Hydroxy-di-isopropyl-tryptamine (4-HO-DiPT)
  • 4-Hydroxy-N,N-di(iso)propyltryptamine
  • 4-hydroxy-n,n-diisopropyltryptamine
  • 4-OH-DIPT
  • D-3890
  • MFCD04972059[MDL number]

A psychedelic tryptamine also known as iprocin. A homologue of psilocin, this drug likely has similar effects to psychedelic mushrooms. Said to have a rapid onset and relatively short duration for a drug of its class.

Summary

It is the 4-hydroxy analog of DiPT and is structurally related to tryptamines like 4-HO-DMT (Psilocin), 4-HO-MiPT (Miprocin), and 4-HO-DET (Ethocin). Following the publication of its synthesis by David B. Repke in 1977, its effects in humans were investigated by Alexander Shulgin.

It is characterized in his 1997 book TiHKAL (“Tryptamines I Have Known and Loved”) and is noted for being unique among psychedelics in terms of its speed (apparent 15 minutes after ingestion), intensity (20 milligrams can produce a transcendent peak experience), brevity (2-3 hours), and dose sensitivity. Additionally, idiosyncratic physical effects like muscle tremors and bodily malaise were noted. Today, 4-HO-DiPT is used for both recreational and entheogenic purposes.

It is relatively uncommon and occasionally distributed on the online research chemical market. Very little is known about the pharmacological properties, metabolism, and toxicity in humans, and it has a limited history of human use. It is highly advised to use harm reduction practices if using this substance.

Chemistry

4-HO-DiPT

4-HO-DiPT

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

4-HO-DiPT is substituted at R4 of its indole heterocycle with a hydroxyl functional group OH−.

It also contains two isopropyl groups bound to the terminal amine RN of its tryptamine backbone. 4-HO-DiPT is a 4-hydroxy analog of DiPT and the N-substituted isopropyl homolog of 4-HO-DMT.

Common NameN,N-Diisopropyl-4-hydroxytryptamine
Systematic nameN,N-Diisopropyl-4-hydroxytryptamine
FormulaC_{16}H_{24}N_{2}O
SMILESCC(C)N(CCc1c[nH]c2c1c(ccc2)O)C(C)C
Std. InChiInChI=1S/C16H24N2O/c1-11(2)18(12(3)4)9-8-13-10-17-14-6-5-7-15(19)16(13)14/h5-7,10-12,17,19H,8-9H2,1-4H3
Std. InChiKeyKBRYKXCBGISXQV-UHFFFAOYSA-N
Avg. Mass260.3746 Da
Molecular Weight260.3746
Monoisotopic Mass260.188873 Da
Nominal Mass260
ChemSpider ID10579819

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Dose Chart

Oral
Threshold3-5mg
Light5-10mg
Common10-20mg
Strong20-30mg+

Duration Chart

4-HO-DiPT Duration Data
Onset20-60 minutes
Duration2-4 hours
After-effects1-6 hours

Auditory Effects

Psychological Effects

Pharmacological Effects

Like most psychedelic tryptamines, 4-HO-DiPT is thought to act principally as a 5-HT2A partial agonist. The psychedelic effects are believed to come from 4-HO-DiPT’s binding efficacy at the 5-HT2A receptors. However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.

Physical Effects

Subjective Effects

Visual Effects

Enhancements

Distortions

Hallucinatory states

Legal Status

Due to its relative obscurity, the possession and sale of 4-HO-DiPT is unscheduled in most countries.

  • Germany: 4-HO-DiPT 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.
  • Sweden: 4-HO-DiPT is classified as a "health hazard" under the act "Lagen om förbud mot vissa hälsofarliga varor" (translated to the "Act on the Prohibition of Certain Goods Dangerous to Health") as of March 1, 2005 in their regulation SFS 2005:26, making it illegal to sell or possess.
  • United Kingdom: 4-HO-DiPT is a Class A drug in the United Kingdom as a result of the tryptamine catch-all clause.
  • United States: 4-HO-DiPT is unscheduled in the United States. It may be considered an analogue of psilocin (4-HO-DMT), 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: 4-HO-DiPT is a Schedule I controlled substance in the state of Florida, making it illegal to buy, sell, or possess.
  • Sources

    References

    1. https://www.erowid.org/library/books_online/tihkal/tihkal17.shtml Entry in TIHKAL
    2. Repke, DB; Ferguson, WJ; Bates, DK. Psilocin analogs. 1. Synthesis of 3-[2-(dialkylamino)ethyl]- and 3-[2-(cycloalkylamino)ethyl]indol-4-ols. J. Heterocycl. Chem., 1 Jan 1977, 14 (1), 71–74. 273 kB. http://dx.doi.org/10.1002/jhet.5570140113 | http://onlinelibrary.wiley.com/doi/10.1002/jhet.5570140113/abstract
    3. Shulgin, Alexander. "Pharmacology Lab Notes #2". Lafayette, CA. (1976-1980). p293 (Erowid.org) | https://erowid.org/library/books_online/shulgin_labbooks/shulgin_labbook2_searchable.pdf
    4. Shulgin, A., & Shulgin, A. (1991). IsomerDesign: "TiHKAL" - #17 - 4-HO-DiPT. Retrieved Jan 22, 2018.
    5. Talaie, H.; Panahandeh, R.; Fayaznouri, M. R.; Asadi, Z.; Abdollahi, M. (2009). "Dose-independent occurrence of seizure with tramadol". Journal of Medical Toxicology. 5 (2): 63–67. :10.1007/BF03161089.  1556-9039.
    6. "Verordnung zur Änderung der Anlage des Neue-psychoaktive-Stoffe-Gesetzes und von Anlagen des Betäubungsmittelgesetzes" (PDF) (in German). Bundesanzeiger Verlag. Retrieved December 10, 2019.
    7. "Anlage NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    8. "§ 4 NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    9. http://www.notisum.se/rnp/sls/sfs/20050026.pdf
    10. 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
    11. http://leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0800-0899/0893/0893.html

    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.

    Data is constantly updated so please check back later to see if there is any more available information on this substance.