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m Corrected legal status in UK to being Class A in Misuse of Drugs Act 1971 and thus not covered by the Psychoactive Substances Act 2016. Corrected USA legal status and added citation needed tag.
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'''4-acetoxy-N,N-diisopropyltryptamine''' (abbreviated '''4-AcO-DiPT'''; also known as '''4-Acetoxy-DiPT''' and '''Ipracetin''') is a synthetic [[Psychoactive class::psychedelic]] [[Chemical class::tryptamine]].
'''4-Acetoxy-N,N-diisopropyltryptamine''' (also known as '''4-AcO-DiPT''', '''4-Acetoxy-DiPT''', '''Ipracetin''' and colloquially as '''"Aces"'''<ref>Erowid. (n.d.). Erowid 4-Acetoxy-DiPT Vault. Retrieved from https://erowid.org/chemicals/4_acetoxy_dipt/4_acetoxy_dipt.shtml</ref>) is a lesser-known synthetic [[psychoactive class::psychedelic]] substance of the [[chemical class::tryptamine]] chemical class that reportedly produces a unique mix of primarily physically-oriented and [[stimulating]], minimally [[Visual effects - Psychedelics|visual]] and [[introspection|introspective]] version of [[Psilocin#Subjective effects|psilocin-like]] psychedelic effects when [[Routes of administration|administered]].


It is described online as being similar to [[psilocin]] combined with [[2C-B]] and has a uniquely short duration of 2 - 4 hours. It is around as potent as [[4-HO-DiPT]] with an active dose reported at between 15 and 40 mg.<ref name="Primer">4-acetoxy-DiPT Primer (Erowid) | https://www.erowid.org/chemicals/4_acetoxy_dipt/4_acetoxy_dipt_primer.shtml</ref>
4-AcO-DiPT is described in early online reports as being vaguely similar in nature to [[psilocin]] yet with the energetic signature of more stimulating psychedelics like [[2C-B]] (yet without any significant headspace or visual alterations), and a uniquely short duration of around 2.5 - 4 hours. It is anecdotally been reported to be slightly less potent and a bit longer lasting than [[4-HO-DiPT]] with an active dose reported at between 15 and 40 mg.<ref name="Primer">Erowid. (1999, November). Erowid 4-Acetoxy-DiPT Vaults: Primer. Retrieved from https://www.erowid.org/chemicals/4_acetoxy_dipt/4_acetoxy_dipt_primer.shtml</ref> It is primarily thought to act as a [[prodrug]] to [[4-HO-DiPT]] ('''Iprocin'''), although it has been speculated that it may exhibit some activity of its own.{{citation needed}}


While [[Alexander Shulgin]] doesn't comment on 4-AcO-DiPT explicitly in his book [[TiHKAL]] ("Tryptamines I Have Known and Loved"), he does provide some commentary on its putative metabolic end-product ([[4-HO-DiPT]]), remarking that "I truly doubt 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."<ref name="tihkalweb17">Shulgin, A., & Shulgin, A. (1991). [https://www.erowid.org/library/books_online/tihkal/tihkal17.shtml Erowid Online Books: "TIHKAL" - #17. 4-HO-DIPT]. Retrieved May 2, 2017.</ref> Anecdotal reports dating from at least 1999 reveals that these general characteristics are preserved in 4-AcO-DiPT, with the exception of a less rapid onset and not quite as much excess energy manifested in the form of tremors and physical side-effects, making it a more comfortable experience overall.<ref name="Primer" />
Today, 4-AcO-DiPT is rarely made available on the market and when it is, is almost exclusively distributed online as a gray-area [[research chemical]] for [[entheogenic]] but more typically for [[recreational drug use|recreational 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 popularization of an easily-accessible vendor network of [[psychedelic]] research chemicals arose in the early 2000s, where it has persisted ever since.
==Chemistry==
==Chemistry==
4-AcO-DiPT, or 4-acetoxy-N,N-diisopropyltryptamine, is a synthetic indole alkaloid molecule of the [[tryptamine]] class. Tryptamines share a core structure comprised of a bicylic indole heterocycle attached at R<sub>3</sub> to an amino group via an ethyl side chain. 4-AcO-DiPT is substituted at R<sub>4</sub> of its indole heterocycle with an acetoxy (AcO) functional group CH<sub>3</sub>COO−. It also contains two (di) isopropyl chains bound to the terminal amine R<sub>N</sub> of its tryptamine backbone (DiPT).  
4-Acetoxy-N,N-diisopropyltryptamine, or 4-AcO-DiPT, is a synthetic [[indole]] [[alkaloid]] molecule of the [[tryptamine]] chemical class. Tryptamines share a core structure comprised of a bicylic indole heterocycle attached at R<sub>3</sub> to an amino group via an ethyl side chain. 4-AcO-DiPT is substituted at R<sub>4</sub> of its indole heterocycle with an acetoxy (-AcO) functional group CH<sub>3</sub>COO−. It also contains two diisopropyl chains bound to the terminal amine R<sub>N</sub> of its base tryptamine backbone (i.e. [[DiPT]]).  


4-AcO-DiPT is the N-substituted isopropyl homologue of [[4-HO-DMT]] (''Psilocin''). 4-AcO-DiPT is the acetate ester analogue of [[DiPT]] and the N-substituted diisopropyl analogue of [[4-AcO-DMT]].<ref>4-Acetoxy-DiPT - PubChem | https://pubchem.ncbi.nlm.nih.gov/compound/24801868</ref>
4-AcO-DiPT is the N-substituted isopropyl homolog of [[4-HO-DMT]] (''Psilocin''), the acetate ester analog of [[DiPT]] and the N-substituted diisopropyl analog of [[4-AcO-DMT]].<ref>National Center for Biotechnology Information. PubChem Compound Database; CID=24801868, https://pubchem.ncbi.nlm.nih.gov/compound/24801868 (accessed May 2, 2017).</ref>


==Pharmacology==
==Pharmacology==
{{Further|Serotonergic psychedelic}}
{{Further|Serotonergic psychedelic}}
4-AcO-DiPT likely acts as a [[Serotonin#The_5-HT_system|5-HT<sub>2A</sub>]] [[Agonist#Agonists|partial agonist]]. The [[psychedelic]] effects are believed to come from 4-AcO-DiPT's efficacy at the 5-HT<sub>2A</sub> receptors. However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.
4-AcO-DiPT likely acts as a [[Serotonin#The_5-HT_system|5-HT<sub>2A</sub>]] [[Agonist#Agonists|partial agonist]]. The [[psychedelic]] effects are believed to come from 4-AcO-DiPT's efficacy at the 5-HT<sub>2A</sub> receptors. However, the role of these interactions and how they result in the psychedelic experience remains subject to elucidation.


It is worth noting that 4-AcO-DiPT is reported to feel identical to its [[4-HO-DiPT]] counterpart.<ref name="Primer"></ref> This is in the same manner that [[4-AcO-DMT]]/[[4-HO-DMT]], [[4-AcO-MET]]/[[4-HO-MET]], and [[4-AcO-DET]]/[[4-HO-DMT]] all feel subjectively identical to their counterpart, suggesting that 4-AcO compounds are deacetylated into 4-HO compounds.
It is worth noting that 4-AcO-DiPT is reported to produce effects that are almost identical to its [[4-HO-DiPT]] counterpart, albeit with a slightly extended duration and slower ramp-up in its activity.<ref name="Primer" /> This is in the same manner that [[4-AcO-DMT]]/[[4-HO-DMT]], [[4-AcO-MET]]/[[4-HO-MET]], and [[4-AcO-DET]]/[[4-HO-DMT]] all share the core phenomenology to their counterparts, suggesting that the 4-acetoxy tryptamine compounds are largely deacetylated into their respective 4-hydroxy analogs before exerting their main effects, though the degree and manner to which this occurs has yet to be scientifically elucidated.


==Subjective effects==
==Subjective effects==
{{effectStub}}
{{Preamble/SubjectiveEffects}}
{{Preamble/SubjectiveEffects}}
===Physical effects===
===Physical effects===
*'''[[Effect::Spontaneous tactile sensations]]'''
*'''[[Effect::Spontaneous tactile 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 incredibly euphoric and tranquil along with a paradoxical sense of energetic stimulation that is atypical for a [[Tryptamine|substituted tryptamine]].
**'''[[Effect::Physical euphoria]]''' - It should be noted that this effect is very consistent and predominating component relative to psychedelics like [[psilocin]] and produces energetic and stimulating effects resemblant of those produced by [[stimulants]] or [[entactogens]], albeit in a less forced manner.
*'''[[Effect::Sedation]]''' - In terms of its effects on the physical energy levels of the tripper, 4-AcO-DiPT is considered by most to be relaxing, stoning and mildly sedating. This sense of sedation is often accompanied by compulsive yawning.
*'''[[Effect::Perception of increased weight]]'''- This effect corresponds with 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.
*'''[[Effect::Tactile enhancement]]''' - This effect is very prominent relative to just about all other [[Tryptamine|substituted tryptamine]].
*'''[[Effect::Changes in felt bodily form]]''' - This effect is often accompanied by a sense of warmth or [[Unity and interconnectedness#Unity between the self and specific external systems|unity]] and usually occurs around the peak of the experience or directly after. 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]].
*'''[[Effect::Nausea]]''' - This effect can be greatly lessened or even completely avoided if the individual has an empty stomach prior to ingestion. It is often recommended that one either refrain from eating for approximately 6 to 8 hours beforehand, or eat a light meal 3 to 4 hours before if they are feeling physically fatigued.
*'''[[Effect::Bodily pressures]]'''
*'''[[Effect::Increased bodily temperature]]'''
*'''[[Effect::Temperature regulation suppression]]'''
*'''[[Effect::Increased heart rate]]'''
*'''[[Effect::Increased heart rate]]'''
*'''[[Effect::Nausea]]'''
*'''[[Effect::Restless leg syndrome]]'''
*'''[[Effect::Excessive yawning]]'''
*'''[[Effect::Muscle relaxation]]'''
*'''[[Effect::Muscle contractions]]'''
*'''[[Effect::Watery eyes]]'''
*'''[[Effect::Olfactory hallucinations]]'''
*'''[[Effect::Pupil dilation]]'''
*'''[[Effect::Pupil dilation]]'''
*'''[[Effect::Seizure]]''' - This is a '''very''' rare effect but can happen in those predisposed to them, especially while in physically taxing conditions such as being dehydrated, fatigued or undernourished.


===Cognitive effects===
===Cognitive effects===
*'''[[Effect::Conceptual thinking]]'''
The cognitive effects of psilocin are described by many as extremely relaxing, profound and stoning in style when compared to other commonly used [[psychedelic]]s such as [[LSD]] or [[2C-B]] which tend to be energetic and stimulating, it is also regarded as being notably more lucid than [[Psilocybin#Psilocybin-containing mushrooms|psilocybin mushrooms]] but not as clearheaded as [[DMT]]. It contains a large number of both typical and unique psychedelic cognitive effects.
*'''[[Effect::Cognitive euphoria]]'''
 
*'''[[Effect::Delusions]]'''
The most prominent of these typical effects generally include:
*'''[[Effect::Emotion enhancement]]'''
*'''[[Effect::Disinhibition]]'''
*'''[[Effect::Immersion enhancement]]'''
*'''[[Effect::Stimulation]]'''
*'''[[Effect::Thought acceleration]]'''
*'''[[Effect::Increased libido]]'''
*'''[[Effect::Increased music appreciation]]'''
*'''[[Effect::Increased music appreciation]]'''
*'''[[Effect::Memory suppression]]'''
**'''[[Effect::Ego death]]'''
*'''[[Effect::Novelty enhancement]]'''
*'''[[Effect::Novelty enhancement]]'''
*'''[[Effect::Personal bias suppression]]'''
*'''[[Effect::Immersion enhancement]]'''
*'''[[Effect::Thought loops]]'''
*'''[[Effect::Emotion 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]]. This can lead to strong feelings of physical connection and social bonding, both in mass gatherings as well as in more intimate settings.
**'''[[Effect::Empathy, love, and sociability enhancement]]''' - This effect differs from [[MDMA]] and other [[entactogens]] in that it isn't as central to the experience, feels less forced, and is inseparable from the sensuality enhancement that dominates the experience. The sociability enhancement occurs at a much higher and consistent rate than with just about all other [[Tryptamine|substituted tryptamines]].
*'''[[Effect::Ego inflation]]'''
*'''[[Effect::Creativity enhancement]]'''
*'''[[Effect::Anxiety suppression]]'''
*'''[[Effect::Compulsive redosing]]'''
*'''[[Effect::Mindfulness]]'''
*'''[[Effect::Time distortion]]'''
*'''[[Effect::Time distortion]]'''
*'''[[Effect::Unity and interconnectedness]]'''


===Visual effects===
===Visual effects===
In comparison to other [[psychedelics]] and [[Tryptamine|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 it is the case with other 4-substituted tryptamines such as [[4-AcO-DMT]] or [[4-AcO-MET]].
====Enhancements====
====Enhancements====
*'''[[Effect::Colour enhancement]]'''
*'''[[Effect::Colour enhancement]]'''<ref name="Primer" />
*'''[[Effect::Pattern recognition enhancement]]'''
*'''[[Effect::Visual acuity enhancement]]'''<ref name="Primer" />
*'''[[Effect::Visual acuity enhancement]]'''
 
====Distortions====
====Distortions====
*'''[[Effect::Drifting]]''' ''([[Drifting#Melting|melting]], [[Drifting#Breathing|breathing]], [[Drifting#Morphing|morphing]] and [[Drifting#Flowing|flowing]])''
*'''[[Effect::Visual drifting|Drifting]]''' ''([[Visual drifting#Melting|melting]], [[Visual drifting#Flowing|flowing]], [[Visual drifting#Breathing|breathing]] and [[Visual drifting#morphing|morphing]])'' - In comparison to other psychedelics, this effect can be described as extremely mild to moderate, even at heavy doses, and does not comprise a significant portion of the experience.
*'''[[Effect::Colour shifting]]'''
*'''[[Effect::Colour shifting]]'''
*'''[[Effect::Depth perception distortions]]'''
*'''[[Effect::Perspective distortions]]'''
*'''[[Effect::Symmetrical texture repetition]]'''
*'''[[Effect::Tracers]]'''
*'''[[Effect::Tracers]]'''
*'''[[Effect::After images]]'''
*'''[[Effect::Brightness alteration]]'''
*'''[[Effect::Diffraction]]'''


===[[Effect::Geometry]]===
===Auditory effects===
*'''[[Effect::Auditory enhancement|Enhancements]]'''<ref name="Primer" />
*'''[[Effect::Auditory distortion|Distortions]]'''


====Hallucinatory states====
===Combinational effects===
*'''[[Effect::Transformations]]'''
*'''[[Cannabis]]''' - When used in conjunction with cannabis, both the visual and cognitive effects of psilocin can be intensified and extended with extreme efficiency. This should be used with extreme caution, especially if one is not experienced with psychedelics. Many users sometimes report a dramatically more intense visual trip when combining it with [[THC]] concentrates such as hashish as opposed to cannabis flower; however, this can also amplify the [[anxiety]], [[confusion]] and [[psychosis]] producing aspects of cannabis significantly, so extreme caution is advised.
*'''[[Effect::Internal hallucinations]]''' (''[[effect::autonomous entities]]''; ''[[effect::settings, sceneries, and landscapes]]''; ''[[effect::alterations in perspective]]'' and ''[[effect::scenarios and plots]]'')
*'''[[Dissociatives]]''' - When used in combination with dissociatives, the geometry, euphoria, dissociation and hallucinatory effects are often greatly enhanced. Dissociative-induced [[Visual_disconnection#Holes.2C_spaces_and_voids|holes, spaces, and voids]] while under the influence of psilocin can result in significantly more vivid visuals than dissociatives alone present, along with more intense [[internal hallucinations]], [[confusion]], [[delusions]] and chances of a [[psychosis|psychotic reaction]].
*'''[[MDMA]]''' - When used in conjunction with MDMA, the physical and cognitive effects of MDMA are amplified. The visual, physical and cognitive effects of psilocin are also intensified with an overwhelming euphoric pleasure manifested through uniquely pleasurable body highs and headspaces, and uniquely colorful and awe-inspiring visuals. The synergy between these substances is unpredictable, and it is best to start with markedly lower dosages than one would take for both substances individually.
*'''[[Alcohol]]''' - This interaction is not typically recommended due to alcohol’s ability to cause [[dehydration]], [[depression]] and thought disorganization which can negatively affect a trip if taken in high dosages. This combination is however reasonably safe in low doses and when used responsibly, this can often take the edge off a trip as well as dull its psychedelic effects in a fashion somewhat similar to benzodiazepines, albeit more stressful on the body.
*'''[[Benzodiazepines]]''' - When used in combination with benzodiazepines, benzodiazepines can, depending on the dosage, slightly to completely reduce the intensity of the cognitive, physical and visual effects of a psilocin trip. They are very efficient at stopping [[bad trip]]s at the cost of amnesia and reduced trip intensity. Caution is advised when acquiring them for this purpose, however, due to the very high addiction potential that benzodiazepines possess.


===Auditory effects===
===Experience reports===
*'''[[Effect::Auditory enhancement|Enhancements]]'''
Anecdotal reports which describe the effects of this compound within our [[experience index]] include:
*'''[[Effect::Auditory distortion|Distortions]]'''
{{#ask: [[Category:4-AcO-DiPT]][[Category:Experience]]|format=ul|Columns=1}}
*'''[[Effect::Auditory hallucinations|Hallucinations]]'''
Additional experience reports can be found here:
* [https://erowid.org/chemicals/4_acetoxy_dipt/4_acetoxy_dipt.shtml Erowid Experience Vaults: 4-Acetoxy-DiPT]


==Toxicity and harm potential==
==Toxicity and harm potential==
Line 76: Line 98:


It is strongly recommended that one use [[responsible drug use|harm reduction practices]] when using this drug.
It is strongly recommended that one use [[responsible drug use|harm reduction practices]] when using this drug.
===Tolerance and addiction potential===
===Tolerance and addiction potential===
4-AcO-DiPT is [[Addiction potential::not habit-forming]] and the desire to use it can actually decrease with use. It is most often self-regulating.  
4-AcO-DiPT is [[Addiction potential::not habit-forming]] and the desire to use it can actually decrease with repeatedd use. As with most psychedelics, it is generally considered to have a built-in, self-regulating aspect to it.


Tolerance to the effects of 4-AcO-DiPT are built [[Time to full tolerance::almost immediately after ingestion]]. Afterwards, it takes about [[Time to half tolerance::3 days]] for the tolerance to be reduced to half and [[Time to zero tolerance::7 days]] to be back at baseline (in the absence of further consumption). 4-AcO-DiPT presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 4-AcO-DiPT all psychedelics will have a reduced effect.
Tolerance to the effects of 4-AcO-DiPT are built [[Time to full tolerance::almost immediately after ingestion]]. Afterward, it takes about [[Time to half tolerance::3 days]] for the tolerance to be reduced to half and [[Time to zero tolerance::7 days]] to be back at baseline (in the absence of further consumption). 4-AcO-DiPT presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 4-AcO-DiPT all psychedelics will have a reduced effect.


==Legal issues==
==Legal issues==
*'''United Kingdom''' - 4-AcO-DiPT is a Class A drug in the UK as it is an ester of the drug [[4-HO-DiPT]]<ref>Misuse of Drugs Act 1971 (Legislation.gov.uk) | http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I/paragraph/3</ref>, which is a Class A drug as a result of the tryptamine catch-all clause.<ref>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</ref>
{{legalStub}}
*'''Denmark''' - 4-AcO-DiPT is a Schedule B controlled substance in Denmark.<ref>https://www.retsinformation.dk/Forms/R0710.aspx?id=137169</ref>
*'''Denmark''' - 4-AcO-DiPT is a Schedule B controlled substance in Denmark.<ref>https://www.retsinformation.dk/Forms/R0710.aspx?id=137169</ref>
*'''Japan''' - 4-AcO-DiPT is a controlled substance in Japan.<ref>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</ref>
*'''Japan''' - 4-AcO-DiPT is a controlled substance in Japan.<ref>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</ref>
*'''Sweden''' - 4-AcO-DiPT is illegal to sell or possess in Sweden.<ref>Svensk författningssamling | http://www.notisum.se/rnp/sls/sfs/20050026.pdf</ref>
*'''Sweden''' - 4-AcO-DiPT is illegal to sell or possess in Sweden.<ref>Svensk författningssamling | http://www.notisum.se/rnp/sls/sfs/20050026.pdf</ref>
*'''United States''' - 4-AcO-DiPT is unscheduled in the United States. It may be considered an analogue of [[psilocin]] (''4-HO-DMT'') which is 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.{{citation needed}}
*'''United States''' - 4-AcO-DiPT is unscheduled in the United States. It may be considered an analogue of [[psilocin]] (''4-HO-DMT'') which is 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.{{citation needed}}
*'''United Kingdom''' - 4-AcO-DiPT is a Class A drug in the UK as it is an ester of the drug [[4-HO-DiPT]]<ref>Misuse of Drugs Act 1971 (Legislation.gov.uk) | http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I/paragraph/3</ref>, which is a Class A drug as a result of the tryptamine catch-all clause.<ref>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</ref>


==See also==
==See also==
*[[Responsible use]]
*[[Responsible use#Hallucinogens|Responsible use - Hallucinogens]]
*[[Research chemical]]
*[[Psychedelic]]
*[[Tryptamine]]
*[[Tryptamine]]
*[[4-HO-DiPT]]
*[[4-AcO-DMT]]
*[[4-AcO-DMT]]
*[[4-AcO-MiPT]]
*[[4-AcO-MiPT]]
*[[4-AcO-MET]]
 
*[[Psychedelic]]
==External links==
==External links==
*[https://www.erowid.org/chemicals/4_acetoxy_dipt/ 4-AcO-DiPT (Erowid)]
*[https://www.erowid.org/chemicals/4_acetoxy_dipt/ 4-AcO-DiPT (Erowid)]
Line 102: Line 128:


==References==
==References==
<references/>
<references />
[[Category:Substance]]
[[Category:Psychoactive substance]]
[[Category:Research chemical]]
[[Category:Hallucinogen]]
[[Category:Psychedelic]]
[[Category:Psychedelic]]
[[Category:Tryptamine]]
[[Category:Tryptamine]]
[[Category:Psychoactive substance]]
{{#set:Featured=true
|RN1=CH(CH₃)₂
|RN2=CH(CH₃)₂
|Rα=
|R4=O-C(=O)-CH₃
|R5=
}}
{{#set:Featured=true}}
{{#set:Featured=true}}

Revision as of 07:01, 2 May 2017

4-AcO-DiPT
Chemical Nomenclature
Common names 4-AcO-DiPT, 4-Acetoxy-DiPT, Ipracetin, Aces
Substitutive name 4-Acetoxy-N,N-diisopropyltryptamine
Systematic name 3-[2-(Diisopropylamino)ethyl]-1H-indol-4-yl acetate
Class Membership
Psychoactive class Psychedelic
Chemical class Tryptamine
Routes of Administration

WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section.



⇣ Oral
Dosage
Threshold 3 mg
Light 5 - 15 mg
Common 15 - 30 mg
Strong 30 - 45 mg
Heavy 45 mg +
Duration
Total 3 - 4 hours
Onset 15 - 40 minutes
Come up 20 - 40 minutes
Peak 1.5 - 2 hours
Offset 1 - 1.5 hours
After effects 2 - 6 hours









DISCLAIMER: PW's dosage information is gathered from users and resources for educational purposes only. It is not a recommendation and should be verified with other sources for accuracy.

Interactions
Summary sheet: 4-AcO-DiPT

4-Acetoxy-N,N-diisopropyltryptamine (also known as 4-AcO-DiPT, 4-Acetoxy-DiPT, Ipracetin and colloquially as "Aces"[1]) is a lesser-known synthetic psychedelic substance of the tryptamine chemical class that reportedly produces a unique mix of primarily physically-oriented and stimulating, minimally visual and introspective version of psilocin-like psychedelic effects when administered.

4-AcO-DiPT is described in early online reports as being vaguely similar in nature to psilocin yet with the energetic signature of more stimulating psychedelics like 2C-B (yet without any significant headspace or visual alterations), and a uniquely short duration of around 2.5 - 4 hours. It is anecdotally been reported to be slightly less potent and a bit longer lasting than 4-HO-DiPT with an active dose reported at between 15 and 40 mg.[2] It is primarily thought to act as a prodrug to 4-HO-DiPT (Iprocin), although it has been speculated that it may exhibit some activity of its own.[citation needed]

While Alexander Shulgin doesn't comment on 4-AcO-DiPT explicitly in his book TiHKAL ("Tryptamines I Have Known and Loved"), he does provide some commentary on its putative metabolic end-product (4-HO-DiPT), remarking that "I truly doubt 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."[3] Anecdotal reports dating from at least 1999 reveals that these general characteristics are preserved in 4-AcO-DiPT, with the exception of a less rapid onset and not quite as much excess energy manifested in the form of tremors and physical side-effects, making it a more comfortable experience overall.[2]

Today, 4-AcO-DiPT is rarely made available on the market and when it is, is almost exclusively distributed online as a gray-area research chemical for entheogenic but more typically for recreational 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 popularization of an easily-accessible vendor network of psychedelic research chemicals arose in the early 2000s, where it has persisted ever since.

Chemistry

4-Acetoxy-N,N-diisopropyltryptamine, or 4-AcO-DiPT, is a synthetic indole alkaloid molecule of the tryptamine chemical class. 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).

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

Pharmacology

Further information: Serotonergic psychedelic

4-AcO-DiPT likely acts as a 5-HT2A partial agonist. The psychedelic effects are believed to come from 4-AcO-DiPT's efficacy at the 5-HT2A receptors. However, the role of these interactions and how they result in the psychedelic experience remains subject to elucidation.

It is worth noting that 4-AcO-DiPT is reported to produce effects that are almost identical to its 4-HO-DiPT counterpart, albeit with a slightly extended duration and slower ramp-up in its activity.[2] This is in the same manner that 4-AcO-DMT/4-HO-DMT, 4-AcO-MET/4-HO-MET, and 4-AcO-DET/4-HO-DMT all share the core phenomenology to their counterparts, suggesting that the 4-acetoxy tryptamine compounds are largely deacetylated into their respective 4-hydroxy analogs before exerting their main effects, though the degree and manner to which this occurs has yet to be scientifically elucidated.

Subjective effects

Disclaimer: The effects listed below cite the Subjective Effect Index (SEI), an open research literature based on anecdotal user reports and the personal analyses of PsychonautWiki contributors. As a result, they should be viewed with a healthy degree of skepticism.

It is also worth noting that these effects will not necessarily occur in a predictable or reliable manner, although higher doses are more liable to induce the full spectrum of effects. Likewise, adverse effects become increasingly likely with higher doses and may include addiction, severe injury, or death ☠.

Physical effects

  • Spontaneous tactile 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 incredibly euphoric and tranquil along with a paradoxical sense of energetic stimulation that is atypical for a substituted tryptamine.
    • Physical euphoria - It should be noted that this effect is very consistent and predominating component relative to psychedelics like psilocin and produces energetic and stimulating effects resemblant of those produced by stimulants or entactogens, albeit in a less forced manner.
  • Sedation - In terms of its effects on the physical energy levels of the tripper, 4-AcO-DiPT is considered by most to be relaxing, stoning and mildly sedating. This sense of sedation is often accompanied by compulsive yawning.
  • Perception of increased weight- This effect corresponds with 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.
  • Tactile enhancement - This effect is very prominent relative to just about all other substituted tryptamine.
  • Changes in felt bodily form - This effect is often accompanied by a sense of warmth or unity and usually occurs around the peak of the experience or directly after. 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.
  • Nausea - This effect can be greatly lessened or even completely avoided if the individual has an empty stomach prior to ingestion. It is often recommended that one either refrain from eating for approximately 6 to 8 hours beforehand, or eat a light meal 3 to 4 hours before if they are feeling physically fatigued.
  • Bodily pressures
  • Increased bodily temperature
  • Temperature regulation suppression
  • Increased heart rate
  • Restless leg syndrome
  • Excessive yawning
  • Muscle relaxation
  • Muscle contractions
  • Watery eyes
  • Olfactory hallucinations
  • Pupil dilation
  • Seizure - This is a very rare effect but can happen in those predisposed to them, especially while in physically taxing conditions such as being dehydrated, fatigued or undernourished.

Cognitive effects

The cognitive effects of psilocin are described by many as extremely relaxing, profound and stoning in style when compared to other commonly used psychedelics such as LSD or 2C-B which tend to be energetic and stimulating, it is also regarded as being notably more lucid than psilocybin mushrooms but not as clearheaded as DMT. It contains a large number of both typical and unique psychedelic cognitive effects.

The most prominent of these typical effects generally include:

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 it is the case with other 4-substituted tryptamines such as 4-AcO-DMT or 4-AcO-MET.

Enhancements

Distortions

Auditory effects

Combinational effects

  • Cannabis - When used in conjunction with cannabis, both the visual and cognitive effects of psilocin can be intensified and extended with extreme efficiency. This should be used with extreme caution, especially if one is not experienced with psychedelics. Many users sometimes report a dramatically more intense visual trip when combining it with THC concentrates such as hashish as opposed to cannabis flower; however, this can also amplify the anxiety, confusion and psychosis producing aspects of cannabis significantly, so extreme caution is advised.
  • Dissociatives - When used in combination with dissociatives, the geometry, euphoria, dissociation and hallucinatory effects are often greatly enhanced. Dissociative-induced holes, spaces, and voids while under the influence of psilocin can result in significantly more vivid visuals than dissociatives alone present, along with more intense internal hallucinations, confusion, delusions and chances of a psychotic reaction.
  • MDMA - When used in conjunction with MDMA, the physical and cognitive effects of MDMA are amplified. The visual, physical and cognitive effects of psilocin are also intensified with an overwhelming euphoric pleasure manifested through uniquely pleasurable body highs and headspaces, and uniquely colorful and awe-inspiring visuals. The synergy between these substances is unpredictable, and it is best to start with markedly lower dosages than one would take for both substances individually.
  • Alcohol - This interaction is not typically recommended due to alcohol’s ability to cause dehydration, depression and thought disorganization which can negatively affect a trip if taken in high dosages. This combination is however reasonably safe in low doses and when used responsibly, this can often take the edge off a trip as well as dull its psychedelic effects in a fashion somewhat similar to benzodiazepines, albeit more stressful on the body.
  • Benzodiazepines - When used in combination with benzodiazepines, benzodiazepines can, depending on the dosage, slightly to completely reduce the intensity of the cognitive, physical and visual effects of a psilocin trip. They are very efficient at stopping bad trips at the cost of amnesia and reduced trip intensity. Caution is advised when acquiring them for this purpose, however, due to the very high addiction potential that benzodiazepines possess.

Experience reports

Anecdotal reports which describe the effects of this compound within our experience index include:

Additional experience reports can be found here:

Toxicity and harm potential

Further information: Research chemicals § Toxicity and harm potential, and Responsible use § Hallucinogens

The toxicity and long-term health effects of recreational 4-AcO-DiPT use do not seem to have been studied in any scientific context and the exact toxic dose is unknown. This is because 4-AcO-DiPT is a research chemical with very little history of human usage. Anecdotal evidence from people within the psychonaut community who have tried 4-AcO-DiPT suggests that there are no negative health effects attributed to simply trying the drug by itself at low to moderate doses and using it very sparingly (but nothing can be completely guaranteed). Independent research should always be done to ensure that a combination of two or more substances is safe before consumption.

It is strongly recommended that one use harm reduction practices when using this drug.

Tolerance and addiction potential

4-AcO-DiPT is not habit-forming and the desire to use it can actually decrease with repeatedd use. As with most psychedelics, it is generally considered to have a built-in, self-regulating aspect to it.

Tolerance to the effects of 4-AcO-DiPT are built almost immediately after ingestion. Afterward, it takes about 3 days for the tolerance to be reduced to half and 7 days to be back at baseline (in the absence of further consumption). 4-AcO-DiPT presents cross-tolerance with [[Cross-tolerance::all psychedelics]], meaning that after the consumption of 4-AcO-DiPT all psychedelics will have a reduced effect.

This legality section is a stub.

As such, it may contain incomplete or wrong information. You can help by expanding it.

  • Denmark - 4-AcO-DiPT is a Schedule B controlled substance in Denmark.[5]
  • Japan - 4-AcO-DiPT is a controlled substance in Japan.[6]
  • Sweden - 4-AcO-DiPT is illegal to sell or possess in Sweden.[7]
  • United States - 4-AcO-DiPT is unscheduled in the United States. It may be considered an analogue of psilocin (4-HO-DMT) which is 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.[citation needed]
  • United Kingdom - 4-AcO-DiPT is a Class A drug in the UK as it is an ester of the drug 4-HO-DiPT[8], which is a Class A drug as a result of the tryptamine catch-all clause.[9]

See also

References

  1. ↑ Erowid. (n.d.). Erowid 4-Acetoxy-DiPT Vault. Retrieved from https://erowid.org/chemicals/4_acetoxy_dipt/4_acetoxy_dipt.shtml
  2. ↑ 2.0 2.1 2.2 2.3 2.4 2.5 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. ↑ https://www.retsinformation.dk/Forms/R0710.aspx?id=137169
  6. ↑ 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
  7. ↑ Svensk författningssamling | http://www.notisum.se/rnp/sls/sfs/20050026.pdf
  8. ↑ Misuse of Drugs Act 1971 (Legislation.gov.uk) | http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I/paragraph/3
  9. ↑ 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


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