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4-HO-DiPT: Difference between revisions

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| ''[[4-HO-DiPT/Summary|Summary sheet: 4-HO-DiPT]]''
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'''4-hydroxy-diisopropyltryptamine''' (abbreviated '''4-HO-DiPT''' and also known as '''iprocin''') is a synthetic [[psychoactive class::psychedelic]] [[chemical class::tryptamine]]. Alexander Shulgin first synthesized 4-HO-DiPT and documented it in his book [[TiHKAL]] (''Tryptamines I Have Known and Loved''). It is the 4-hydroxyl analog of [[DiPT]].<ref>https://www.erowid.org/library/books_online/tihkal/tihkal17.shtml Entry in TIHKAL</ref>


Today it is either used recreationally or as an [[entheogen]]ic compound and is typically acquired through the use of online [[research chemical]] vendors. It remains relatively uncommon even for a substituted tryptamine and has very little history of human usage.
'''4-Hydroxy-N,N-diisopropyltryptamine ''' (also known as '''4-HO-DiPT''' and '''Iprocin''') is a lesser-known [[psychoactive class::psychedelic]] substance of the [[chemical class::tryptamine]] class that produces [[psilocin]]-like [[psychedelic]] effects when [[administered]].
It is the 4-hydroxy analog of [[DiPT]]<ref name="TiHKAL">{{cite book|title=TiHKAL: The Continuation|title-link=TiHKAL|last1=Shulgin|first1=Alexander|last2=Shulgin|first2=Ann|author-link1=Alexander Shulgin|year=1997|publisher=Transform Press|location=United States|isbn=0-9630096-9-9|oclc=38503252|chapter-url=https://erowid.org/library/books_online/tihkal/tihkal17.shtml|chapter=#17. 4-HO-DIPT}}</ref> 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,<ref>{{cite journal|title=Psilocin analogs. 1. Synthesis of 3‐[2‐(dialkylamino)ethyl] ‐and 3‐[2‐(cycloalkylamino)ethyl] indol‐4‐ols|last1=Repke|first1=D. B.|last2=Ferguson|first2=W. J.|last3=Bates|first3=D. K.|year=1977|volume=14|issue=1|pages=71–74|doi=10.1002/jhet.5570140113|journal=Journal of Heterocyclic Chemistry|issn=0022-152X|oclc=1783072}}</ref> its effects in humans were investigated by [[Alexander Shulgin]].<ref>{{cite book|author=Alexander Shulgin|author-link=Alexander Shulgin|title=Pharmacology Notes II (The Shulgin Lab Books)|publisher=Erowid|url=https://erowid.org/library/books_online/shulgin_labbooks/shulgin_pharmacology_notebook9_searchable.pdf|page=293|place=Lafayette, CA|year=1980}}</ref>
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.<ref name="TiHKAL"></ref>
 
Today, 4-HO-DiPT is used for both recreational and [[entheogen]]ic 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==
==Chemistry==
{{chemistry}}
4-HO-DiPT, or 4-Hydroxy-N,N-diisopropyltryptamine, is a synthetic indole alkaloid molecule of the tryptamine chemical class. 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]].
 
==Pharmacology==
==Pharmacology==
{{Main|Serotonergic psychedelic}}
{{Further|Serotonergic psychedelic}}
Like with most [[psychedelic]] tryptamines, 4-HO-DiPT is thought to act principally 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-HO-DiPT's binding 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.
Like most [[psychedelic]] tryptamines, 4-HO-DiPT is thought to act principally 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-HO-DiPT's binding 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.


==Subjective effects==
==Subjective effects==
{{effectStub}}
{{effectStub}}
{{Preamble/SubjectiveEffects}}
{{Preamble/SubjectiveEffects}}
===Physical effects===
{{effects/base
*'''[[Effect::Spontaneous tactile sensations]]'''
|{{effects/physical|
*'''[[Effect::Increased heart rate]]'''
*'''[[Effect::Stimulation]]'''
*'''[[Effect::Spontaneous physical sensations]]'''
*'''[[Effect::Increased heart rate]]'''{{citation needed}}
*'''[[Effect::Increased blood pressure]]'''{{citation needed}}
*'''[[Effect::Nausea]]'''
*'''[[Effect::Nausea]]'''
*'''[[Effect::Pupil dilation]]'''
*'''[[Effect::Pupil dilation]]'''


===Cognitive effects===
}}
*'''[[Effect::Conceptual thinking]]'''
{{effects/visual|
*'''[[Effect::Cognitive euphoria]]'''
*'''[[Effect::Delusions]]'''
*'''[[Effect::Emotion enhancement]]'''
*'''[[Effect::Immersion enhancement]]'''
*'''[[Effect::Increased music appreciation]]'''
*'''[[Effect::Memory suppression]]'''
**'''[[Effect::Ego death]]'''
*'''[[Effect::Novelty enhancement]]'''
*'''[[Effect::Personal bias suppression]]'''
*'''[[Effect::Thought loops]]'''
*'''[[Effect::Time distortion]]'''
*'''[[Effect::Unity and interconnectedness]]'''
 
===Visual effects===
====Enhancements====
====Enhancements====
*'''[[Effect::Colour enhancement]]'''
*'''[[Effect::Colour enhancement]]'''
Line 54: Line 48:
*'''[[Effect::Brightness alteration]]'''
*'''[[Effect::Brightness alteration]]'''
*'''[[Effect::Diffraction]]'''
*'''[[Effect::Diffraction]]'''
===[[Effect::Geometry]]===


====Hallucinatory states====
====Hallucinatory states====
*'''[[Effect::Transformations]]'''
*'''[[Effect::Transformations]]'''
*'''[[Effect::Internal hallucinations]]''' (''[[effect::autonomous entities]]''; ''[[effect::settings, sceneries, and landscapes]]''; ''[[effect::alterations in perspective]]'' and ''[[effect::scenarios and plots]]'')
*'''[[Effect::Internal hallucination]]''' (''[[effect::autonomous entities]]''; ''[[effect::settings, sceneries, and landscapes]]''; ''[[effect::perspective hallucinations]]'' and ''[[effect::scenarios and plots]]'')
 
}}
|{{effects/cognitive|
*'''[[Effect::Conceptual thinking]]'''
*'''[[Effect::Cognitive euphoria]]'''
*'''[[Effect::Delusion]]'''
*'''[[Effect::Emotion enhancement]]'''
*'''[[Effect::Immersion enhancement]]'''
*'''[[Effect::Increased music appreciation]]'''
*'''[[Effect::Memory suppression]]'''
**'''[[Effect::Ego death]]'''
*'''[[Effect::Novelty enhancement]]'''
*'''[[Effect::Personal bias suppression]]'''
*'''[[Effect::Thought loops]]'''
*'''[[Effect::Time distortion]]'''
 
}}
{{effects/auditory|
*'''[[Effect::Auditory enhancement]]'''
*'''[[Effect::Auditory distortion]]'''
*'''[[Effect::Auditory hallucination]]'''


===Auditory effects===
}}
*'''[[Effect::Auditory enhancement|Enhancements]]'''
{{effects/transpersonal|
*'''[[Effect::Auditory distortion|Distortions]]'''
*'''[[Effect::Unity and interconnectedness]]'''
*'''[[Effect::Auditory hallucinations|Hallucinations]]'''
}}
}}
===Experience reports===
===Experience reports===
There are currently no anecdotal reports which describe the effects of this compound within our [[experience index]]. Additional experience reports can be found here:
There are currently no anecdotal reports which describe the effects of this compound within our [[experience index]]. Additional experience reports can be found here:
* [https://erowid.org/experiences/subs/exp_4HODiPT.shtml Erowid Experience Vaults: 4-HO-DiPT]
 
*[https://erowid.org/experiences/subs/exp_4HODiPT.shtml Erowid Experience Vaults: 4-HO-DiPT]


==Toxicity and harm potential==
==Toxicity and harm potential==
{|  
{{further|Research chemicals#Toxicity and harm potential|Responsible use #Hallucinogens}}
|-
The toxicity and long-term health effects of recreational 4-HO-DiPT use do not seem to have been studied in any scientific context and the exact [[Toxicity::toxic dose is unknown]]. This is because 4-HO-DiPT is a [[research chemical]] with very little history of human usage.  
| [[File:Lolol.png|17px]]''Main articles: [[Research chemicals#Toxicity and harm potential|Research chemicals § Toxicity and harm potential]]'' ''&'' ''[[Responsible use #Hallucinogens|Responsible use § Hallucinogens]]''
 
|}
Anecdotal reports from those who have tried 4-HO-DiPT suggests that there are no negative health effects attributed to simply trying it by itself at low to moderate doses and using it very sparingly (but nothing can be completely guaranteed). [https://www.google.com/ Independent research] should always be done to ensure that a combination of two or more substances is safe before consumption.  
The toxicity and long-term health effects of recreational 4-HO-DiPT use do not seem to have been studied in any scientific context and the exact [[Toxicity::toxic dose is unknown]]. This is because 4-HO-DiPT is a [[research chemical]] with very little history of human usage. Anecdotal evidence from people within the psychonaut community who have tried 4-HO-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). [https://www.google.com/ 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 [[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-HO-DiPT is [[Addiction potential::not habit-forming]] and the desire to use it can actually decrease with regular consumption. Like with most [[psychedelics]] it is most often thought to be self-regulating.  
4-HO-DiPT is [[Addiction potential::not habit-forming]], and the desire to use it can actually decrease with regular consumption. Like with most [[psychedelics]], it is most often thought to be self-regulating.  


Tolerance to the effects of 4-HO-DiPT are built [[Time to full tolerance::almost immediately after ingestion]]. After that, 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-HO-DiPT presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 4-HO-DiPT all psychedelics will have a reduced effect.
Tolerance to the effects of 4-HO-DiPT is built [[Time to full tolerance::almost immediately after ingestion]]. After that, 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-HO-DiPT presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 4-HO-DiPT all psychedelics will have a reduced effect.


==Legal issues==
===Dangerous interactions===
{{DangerousInteractions/Intro}}
{{DangerousInteractions/Psychedelics}}
 
==Legal status==
Due to its relative obscurity, the possession and sale of 4-HO-DiPT is unscheduled in most countries.  
Due to its relative obscurity, the possession and sale of 4-HO-DiPT is unscheduled in most countries.  


*'''United Kingdom''' - It is illegal to produce, supply, or import this drug under the Psychoactive Substance Act, which came into effect on May 26th, 2016.<ref>Psychoactive Substances Act 2016 (Legislation.gov.uk) | http://www.legislation.gov.uk/ukpga/2016/2/contents/enacted</ref>
*'''Germany''': 4-HO-DiPT is controlled under the NpSG<ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/anlage.html|title=Anlage NpSG|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref> (''New Psychoactive Substances Act'') as of July 18, 2019.<ref>{{cite web|url=http://www.bgbl.de/xaver/bgbl/start.xav?startbk=Bundesanzeiger_BGBl&jumpTo=bgbl119s1083.pdf|title=Verordnung zur Änderung der Anlage des Neue-psychoaktive-Stoffe-Gesetzes und von Anlagen des Betäubungsmittelgesetzes|publisher=Bundesanzeiger Verlag|work=Bundesgesetzblatt Jahrgang 2019 Teil I Nr. 27|pages=1083-1094|publication-date=July 17, 2019|language=de|issn=0341-1095}}</ref> Production and import with the aim to place it on the market, administration to another person, placing it on the market and trading is punishable. Possession is illegal but not punishable.<ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/__4.html|title=§ 4 NpSG|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref><ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/__3.html|title=§ 3 NpSG|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref> The legislator considers it possible that orders of 4-HO-DiPT are punishable as an incitement to place it on the market.<ref>{{cite web|url=http://dip21.bundestag.de/dip21/btd/18/085/1808579.pdf|title=Gesetzentwurf der Bundesregierung: Entwurf eines Gesetzes zur Bekämpfung der Verbreitung neuer psychoaktiver Stoffe|page=20|date=May 30, 2016|id=Drucksache 18/8579|publisher=Deutscher Bundestag|language=de}}</ref>
*'''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.<ref>http://www.notisum.se/rnp/sls/sfs/20050026.pdf</ref>
*'''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.<ref>{{cite web|title=Svensk författningssamling Förordning om ändring i förordningen (1999:58) om förbud mot vissa hälsofarliga varor|url=http://www.notisum.se/rnp/sls/sfs/20050026.pdf|id=SFS 2005:26|language=sv|date=February 3, 2005|publication-date=February 15, 2005|}}</ref>
*'''USA''' - 4-HO-DiPT is not scheduled at the federal level in the United States,<ref>https://www.deadiversion.usdoj.gov/21cfr/cfr/1308/1308_11.htm</ref> but it is possible that it could be considered an analog of 5-MeO-DiPT. In which case, the purchase, sale, or possession could be prosecuted under the Federal Analog Act.
*'''Switzerland''': 4-HO-DiPT is not controlled under Buchstabe A, B, C and D. It could be considered legal.<ref>{{cite web|url=https://www.admin.ch/opc/de/classified-compilation/20101220/index.html|title=Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien|publisher=Bundeskanzlei [Federal Chancellery of Switzerland]|access-date=January 1, 2020|language=de}}</ref>
**'''Florida''' - "4-Hydroxy-N,N-diisopropyltryptamine" is a Schedule I controlled substance in the state of Florida, making it illegal to buy, sell, or possess.<ref>http://leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0800-0899/0893/0893.html</ref>
*'''United Kingdom''': 4-HO-DiPT is a Class A drug in the United Kingdom as a result of the tryptamine catch-all clause.<ref>{{cite web|title=Schedule 2: Part I: Class A Drugs|url=http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I|work="Misuse of Drugs Act 1971"|access-date=August 20, 2020|publisher=UK Government}}</ref>
*'''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.{{citation needed}}
**'''Florida''': 4-HO-DiPT is a Schedule I controlled substance in the state of Florida, making it illegal to buy, sell, or possess.<ref>{{cite web|url=http://leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0800-0899/0893/0893.html|work=The 2019 Florida Statutes|title=Chapter 893: Drug Abuse Prevention and Control|publisher=The Florida Legislature|access-date=August 21, 2020}}</ref>


==See also==
==See also==
*[[Responsible use]]
*[[Responsible use]]
*[[Research chemical]]
*[[Research chemical]]
*[[Psychedelic]]
*[[Tryptamine]]
*[[4-AcO-DiPT]]
*[[DiPT]]
*[[DiPT]]
*[[4-HO-DMT]]
*[[4-HO-MiPT]]
*[[4-AcO-DiPT]]
*[[Tryptamine]]


==External links==
==External links==
*[https://en.wikipedia.org/wiki/4-HO-DiPT 4-HO-DiPT (Wikipedia)]
*[https://en.wikipedia.org/wiki/4-HO-DiPT 4-HO-DiPT (Wikipedia)]
*[https://www.erowid.org/library/books_online/tihkal/tihkal20.shtml 4-HO-DiPT (Erowid, TiHKAL)]
*[https://erowid.org/chemicals/4_ho_dipt/4_ho_dipt.shtml 4-HO-DiPT (Erowid Vault)]
*[http://www.bluelight.org/vb/threads/57739-The-Big-amp-Dandy-4-HO-DiPT-Thread 4-HO-DiPT (Bluelight)]
*[https://isomerdesign.com/PiHKAL/read.php?domain=tk&id=17 4-HO-DiPT  (TiHKAL / Isomer Design)]
*[http://drugs.tripsit.me/4-ho-dipt 4-HO-DiPT (TripSit)]
 
===Community===
 
*[http://www.bluelight.org/vb/threads/57739-The-Big-amp-Dandy-4-HO-DiPT-Thread The Big & Dandy 4-HO-DiPT Thread (Bluelight)]


==References==
==References==
<references/>
<references />
[[Category:Substance]]
[[Category:Psychoactive substance]]
[[Category:Hallucinogen]]
[[Category:Psychedelic]]
[[Category:Psychedelic]]
[[Category:Tryptamine]]
[[Category:Tryptamine]]
[[Category:Psychoactive substance]]
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{{#set:Featured=true}}
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