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Description

4-AcO-DiPT Also known as:

  • 1H-Indol-6-ol, 3-[2-[bis(1-methylethyl)amino]ethyl]-, acetate (ester)[ACD/Index Name]
  • 3-[2-(Diisopropylamino)ethyl]-1H-indol-6-yl acetate[ACD/IUPAC Name]
  • 3-[2-(Diisopropylamino)ethyl]-1H-indol-6-yl-acetat[German][ACD/IUPAC Name]
  • Acétate de 3-[2-(diisopropylamino)éthyl]-1H-indol-6-yle[French][ACD/IUPAC Name]
  • 3-(2-di(propan-2-yl)aminethyl)-1H-indol-4-yl-acetate[ACD/IUPAC Name]
  • 4-Acetoxy-diisopropyltryptamine
  • 4-acetoxy-n,n-diisopropyltryptamine
  • 4-AcO-DIPT

An uncommon psychedelic tryptamine with a short history of human use, also known as Ipracetin. Possibly first synthesised by Alexander Shulgin. Some reports of heavy nausea, with effects comparable to 2c-b and mushrooms.

Summary

It has been described in early online reports as being only vaguely similar to structurally-related tryptamine substances such as psilocin or 4-AcO-DMT but with the disinhibiting, physically euphoric and libidinous signature of psychedelics like 5-MeO-DiPT, and an atypically short duration of around 3 - 4 hours. It has since been reported to be slightly longer lasting and mildly less potent than 4-HO-DiPT (also known as Iprocin) with an active dose reported as between 15 and 40 mg. 4-AcO-DiPT is primarily thought to act as a prodrug to 4-HO-DiPT, a substance which Alexander Shulgin comments on in his book TiHKAL.

In it he writes that he “truly doubt(s) that there is another psychedelic drug, anywhere, that can match this one for speed, for intensity, for brevity, and sensitive to dose, at least one that is active orally. " Anecdotal reports dating from at least 1999 reveals that these properties are largely preserved with 4-AcO-DiPT, with the exception of a less rapid and potentially jarring onset, slightly extended duration and decreased physical side-effects from the excessive stimulation and restlessness that 4-HO-DiPT is commonly reported to produce, making it a more comfortable experience overall. Today, 4-AcO-DiPT is rarely able to be acquired on the consumer market and when it is, is almost exclusively distributed as a gray-area research chemical online for recreational and proclaimed entheogenic purposes.

It is an example of the early wave of psychedelic research chemical that were explored following the wake of its initial synthesis and documentation in TiHKAL, before the emergence of an easily-accessible network of online research chemical vendors during the early 2000s. Very little data exists about the pharmacological properties, metabolism, and toxicity of 4-AcO-DiPT. Users are advised to proceed with caution when choosing to use this substance.

Chemistry

4-AcO-DiPT

4-AcO-DiPT

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

4-AcO-DiPT is substituted at R4 of its indole heterocycle with an acetoxy (-AcO) functional group CH3COO−.

It also contains two diisopropyl chains bound to the terminal amine RN of its base tryptamine backbone (i.e.

DiPT). Structurally, 4-AcO-DiPT is the the acetate ester analog of DiPT, N-substituted isopropyl homolog of 4-HO-DMT (Psilocin), and the N-substituted diisopropyl analog of 4-AcO-DMT.

Common Name3-[2-(Diisopropylamino)ethyl]-1H-indol-6-yl acetate
Systematic name3-[2-(Diisopropylamino)ethyl]-1H-indol-6-yl acetate
FormulaC_{18}H_{26}N_{2}O_{2}
SMILESCC(C)N(CCc1c[nH]c2c1ccc(c2)OC(=O)C)C(C)C
Std. InChiInChI=1S/C18H26N2O2/c1-12(2)20(13(3)4)9-8-15-11-19-18-10-16(22-14(5)21)6-7-17(15)18/h6-7,10-13,19H,8-9H2,1-5H3
Std. InChiKeyGGRGBWNWGIREBY-UHFFFAOYSA-N
Avg. Mass302.4112 Da
Molecular Weight302.4112
Monoisotopic Mass302.199432 Da
Nominal Mass302
ChemSpider ID29760176

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Dose Chart

Oral
Threshold3-5mg
Light5-10mg
Common10-20mg
Strong20-35mg

Duration Chart

4-AcO-DiPT Duration Data
Onset20-90 minutes
Duration2-5 hours
After-effects1-8 hours

Auditory Effects

Psychological Effects

The cognitive effects of 4-AcO-DiPT are described by many as a paradoxical mixture of being both sedating/stoning and markedly stimulating in style when compared to other commonly used tryptamines such as psilocin or 4-AcO-DMT, which tend to be sedating, introspective, personally meaningful, and emotionally charged. It is also regarded as being notably more lucid and un-impairing than psilocybin mushrooms or even LSD, with minimal to no headspace or visual alterations. It displays a number of cognitive effects that are not typically associated with traditional serotonergic psychedelics. The most prominent of these typical effects generally include:

  • Outrospection - This substance has been reported as being atypically non-introspective for a psychedelic substituted tryptamine, instead lending itself to social activities and recreational outings.
  • Disinhibition - This effect is notably pronounced for a psychedelic tryptamine and reportedly lends to increased sociability and pleasure-seeking behavior.
    • Increased libido - Anecdotal reports frequently remark on the highly libidinous and sensual nature of this compound.
  • Anxiety suppression
  • Increased music appreciation
  • Novelty enhancement
  • Immersion enhancement
  • Empathy, affection, and sociability enhancement - This effect can be described as being less prominent, consistent and profound when compared to other traditional psychedelics such as mescaline, LSD or 4-AcO-DMT. It can lead to strong feelings of physical connection and social bonding, both in mass gatherings as well as in more intimate settings. The sociability enhancement occurs at a much higher and consistent rate than with just about all other substituted tryptamines, which tend to produce socially-impairing effects at medium-to-high doses that 4-AcO-DiPT does not.
  • Compulsive redosing - This effect seems to be atypically prominent for this substance when compared to traditional psychedelics, and is likely due to its uniquely short duration and a progression marked by a rapid come up followed by an equally rapid offset.
  • Mindfulness - This effect is typically only prominent at the very beginning stages of the experience, before the stimulating and disinhibiting aspects take over.
  • Time distortion - This effect is comparatively mild when compared to simpler substituted tryptamines with longer durations and more memory-suppressing components.

Pharmacological Effects

4-AcO-DiPT likely acts as a 5-HT2A partial agonist. The primary psychedelic effects are believed to come from 4-AcO-DiPT’s efficacy at the 5-HT2A receptors, although a number of other receptors may be involved as well. However, the role of these interactions and how they result in the psychedelic experience remains subject to ongoing scientific investigation. 4-AcO-DiPT is reported to produce effects that are almost identical to its de-acetylated counterpart (4-HO-DiPT), albeit with a slightly extended duration and slower ramp-up in its activity. This is in a similar manner that substances like 4-AcO-DMT/4-HO-DMT, 4-AcO-MET/4-HO-MET, and 4-AcO-DET/4-HO-DET all seem to share the core pharmacokinetic relationship to their counterparts, suggesting that the 4-acetoxy tryptamine compounds are largely deacetylated into their respective 4-hydroxy homologs before exerting their main effects, though the degree and manner to which this occurs has yet to be scientifically validated..

Physical Effects

The physical effects of 4-AcO-DiPT are perhaps the most pronounced and distinct of any four-position substituted tryptamine. Anecdotal reports suggest that they seem to come at the expense of any introspective quality and instead produces a state marked initially by sedation, deep relaxation, and physical comfort before proceeding to a state marked by a unique type of psychedelic stimulation, bodily awareness enhancements and physical euphoria that remains consistent throughout the experience once it has developed.

  • Sedation and Stimulation - In terms of its effects on the physical energy levels of the user, 4-AcO-DiPT is considered have the paradoxical property of both being relaxing, stoning and mildly sedating that arises in the first part of the experience, before the development of a marked sense of physical stimulation that can promote energetic activities such as dancing.
  • Spontaneous physical sensations - The "body high" of 4-AcO-DiPT can be described as a pleasurable, soft and all-encompassing tingling sensation or glow. This maintains a consistent presence that steadily rises with the onset and hits its limit once the peak has been reached. Once the peak of the experience or sensation is reached it can feel intensely euphoric and tranquil along with a paradoxical sense of energetic stimulation that is considered to be atypical for a substituted tryptamine.
    • Physical euphoria - It should be noted that this effect is a very consistent and predominating component relative to related psychedelics like psilocin and produces energetic and stimulating effects that uniquely resemble those produced by stimulants or entactogens (in as close as a psychedelic can get to the physical euphoria these substances can produce), albeit in a less forced manner.
  • Tactile enhancement - This effect is extremely prominent relative to just about all other substituted tryptamines.
  • Perception of bodily lightness - This effect corresponds to the general sense of sedation and relaxation that characterizes 4-AcO-DiPT experiences, this manifests as a bodily heaviness that discourages movement but is typically only prominent during the first half of the trip.
  • Changes in felt bodily form - This effect is often accompanied by a sense of warmth or unity and usually occurs during the initial part of the experience before the stimulating effects become more prominent. Users can feel as if they are physically part of or conjoined with other objects. This is usually reported as feeling deeply comfortable in its sensations and even peaceful, and is a very prominent effect produced by 4-HO-DiPT.
  • Temperature regulation suppression - A special amount of attention should be paid to the temperature modulating effects of this compound -- especially at its peak -- as reports suggest that it can reliably produce increases in bodily temperature that is somewhat atypical for a substituted tryptamine.
  • Muscle relaxation
  • Muscle contractions
  • Nausea - This effect can be greatly lessened or even completely avoided if the individual has an near-empty stomach prior to ingestion. It is sometimes recommended that one eat a light meal 3 to 4 hours beforehand, particularly if feeling physically fatigued. Relative to other tryptamines like psilocybin mushrooms or 4-AcO-DMT, however, reports suggest that this substance typically produces minimal nausea
  • Increased heart rate
  • Restless leg syndrome
  • Excessive yawning
  • Muscle contractions
  • Watery eyes
  • Pupil dilation
  • Seizure - This is likely a rare effect but can likely happen in those predisposed to them, especially while in physically taxing conditions such as being dehydrated, fatigued or undernourished. However it should be noted that there are no documented cases of seizures occurring with this compound.

Subjective Effects

Disclaimer: The effects listed below are cited from the Subjective Effect Index (SEI), which relies on assorted anecdotal reports and the personal experiences of PsychonautWiki contributors. As a result, they should be taken with a healthy amount of skepticism. It is worth noting that these effects will not necessarily occur in a consistent or reliable manner, although higher doses (common+) are more likely to induce the full spectrum of reported effects. Likewise, adverse effects become much more likely on higher doses and may include serious injury or death.

Visual Effects

In comparison to other psychedelics and substituted tryptamines, 4-AcO-DiPT presents very little in the way of visual effects, with only mild visual alterations even at heavy doses for all of the effects listed across the board. Anecdotal reports suggest that it is incapable of producing any higher level visuals and totally incapable of inducing geometry or hallucinatory states as is the case with other 4-substituted tryptamines such as 4-AcO-DMT or 4-AcO-MET.

Enhancements

Distortions

Legal Status

Sources

References

  1. Erowid. (n.d.). Erowid 4-Acetoxy-DiPT Vault. Retrieved from https://erowid.org/chemicals/4_acetoxy_dipt/4_acetoxy_dipt.shtml
  2. Erowid. (1999, November). Erowid 4-Acetoxy-DiPT Vaults: Primer. Retrieved from https://www.erowid.org/chemicals/4_acetoxy_dipt/4_acetoxy_dipt_primer.shtml
  3. Shulgin, A., & Shulgin, A. (1991). Erowid Online Books: "TIHKAL" - #17. 4-HO-DIPT. Retrieved May 2, 2017.
  4. National Center for Biotechnology Information. PubChem Compound Database; CID=24801868, https://pubchem.ncbi.nlm.nih.gov/compound/24801868 (accessed May 2, 2017).
  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. https://www.retsinformation.dk/Forms/R0710.aspx?id=137169
  7. "Verordnung zur Änderung der Anlage des Neue-psychoaktive-Stoffe-Gesetzes und von Anlagen des Betäubungsmittelgesetzes" (PDF) (in German). Bundesanzeiger Verlag. Retrieved December 10, 2019.
  8. "Anlage NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
  9. "§ 4 NpSG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
  10. ホーム > 政策について > 分野別の政策一覧 > 健康・医療 > 医薬品・医療機器 > 薬物乱用防止に関する情報 | http://www.mhlw.go.jp/bunya/iyakuhin/yakubuturanyou/scheduled-drug/list.html
  11. Svensk författningssamling | http://www.notisum.se/rnp/sls/sfs/20050026.pdf
  12. Misuse of Drugs Act 1971 (Legislation.gov.uk) | http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I/paragraph/3
  13. 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

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.