1P-ETH-LAD: Difference between revisions
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{{SubstanceBox/1P-ETH-LAD}} | {{SubstanceBox/1P-ETH-LAD}} | ||
'''[[Common name::1-Propionyl-6-ethyl-6-nor-lysergic acid diethyamide]]''' (also known as '''[[Common name::1P-ETH-LAD]]''') is a semisynthetic [[Psychoactive class::psychedelic]] substance of the [[Chemical class::lysergamide]] chemical class. It is a [[designer drug]] analog and suspected [[prodrug]] to [[ETH-LAD]], which shares a close structural relationship with [[LSD]] and [[1P-LSD]]. Anecdotal reports suggest that this compound produces largely similar psychedelic effects comparable to [[ETH-LAD]] or [[AL-LAD]]. | |||
Like its parent compound ETH-LAD, this compound has been reported to be moderately to significantly more potent than LSD itself. It has also been reported as being subtly different in effect to LSD and is often described as being more visual and synaesthetic, with a deeper, less emotionally-charged headspace analogous to that of psychedelics like [[2C-E]] or [[DPT]]. It has also been reported to be more likely to induce undesirable effects like [[anxiety]], [[thought loops]] in addition to pronounced [[nausea]] and other [[discomforting physical effects]] it displays relative to other lysergamides. | |||
Very little data exists about the pharmacological properties, metabolism, and toxicity of 1P-ETH-LAD, and it has little history of human usage before January 2016.<ref>{{cite web|url=https://trends.google.com/trends/explore?date=all&q=1P-ETH-LAD|title=1P-ETH-LAD (Google Trends)|access-date=January 1, 2020}}</ref> It has recently become commonly marketed alongside other [[designer drug|designer psychedelics]] such as [[1P-LSD]] and [[ETH-LAD]] as a legal alternative to LSD and is commercially distributed through online research chemical vendors. | |||
==Chemistry== | ==Chemistry== | ||
1P-ETH-LAD, or 1-propionyl-6-ethyl-6-nor-lysergic acid | [[File:Substituted lysergamide.svg|thumb|right|225px|Generic structure of a lysergamide]] | ||
1P-ETH-LAD, or 1-propionyl-6-ethyl-6-nor-lysergic acid diethylamide, is a semi-synthetic alkaloid of the [[lysergamide]] family. 1P-ETH-LAD is a structural analog of lysergic acid, with an N, N-diethylamide functional group bound to R<sub>N</sub> of the chemical structure. This core polycyclic structure is an ergoline derivative and has [[tryptamine]] and [[phenethylamine]] groups embedded within it. | |||
1P-ETH-LAD's structure contains a bicyclic | 1P-ETH-LAD's structure contains a bicyclic hexahydro indole fused to a bicyclic quinoline group (nor-lysergic acid). 1P-ETH-LAD does not contain a methyl group substituted at R<sub>6</sub> of its nor-lysergic acid skeleton; the nor- prefix represents this. Instead, 1P-ETH-LAD is substituted at R<sub>6</sub> with an ethyl group and at R<sub>1</sub> with a propionyl group. At carbon 8 of the quinoline, an N, N-diethyl carboxamide is bound. | ||
1P-ETH-LAD is a chiral compound with two stereocenters at R<sub>5</sub> and R<sub>8</sub>. 1P-ETH-LAD, also called (+)-D-1P-ETH-LAD, has an absolute configuration of (5''R'', 8''R''). The three other stereoisomers of 1P-ETH-LAD | 1P-ETH-LAD is a chiral compound with two stereocenters at R<sub>5</sub> and R<sub>8</sub>. 1P-ETH-LAD, also called (+)-D-1P-ETH-LAD, has an absolute configuration of (5''R'', 8''R''). The three other stereoisomers of 1P-ETH-LAD have not been shown to possess psychoactive properties.<ref>{{cite book|last1=Nichols|first1=David E.|author-link=David E. Nichols|year=2017|chapter=Chemistry and Structure–Activity Relationships of Psychedelics|title=Behavioral Neurobiology of Psychedelic Drugs|pages=1-43|doi=10.1007/7854_2017_475|isbn=978-3-662-55878-2|editor1-last=Halberstadt|editor1-first=Adam L.|editor2-last=Vollenweider|editor2-first=Franz X.|editor3-last=Nichols|editor3-first=David E.|editor3-link=David E. Nichols}}</ref> | ||
==Pharmacology== | ==Pharmacology== | ||
{{ | {{Further|Serotonergic psychedelic}} | ||
This compound 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 1P-ETH-LAD'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. | This compound 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 1P-ETH-LAD'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. | ||
1P-ETH-LAD shares many common traits with its parent compound [[LSD]]; it appears to be roughly equal in potency as well as similar in mechanism although the progression and duration of effects are compressed (while remaining qualitatively less intense and more manageable) due to suspected differences in how it is metabolized. | 1P-ETH-LAD shares many common traits with its parent compound [[LSD]]; it appears to be roughly equal in potency as well as similar in mechanism although the progression and duration of effects are compressed (while remaining qualitatively less intense and more manageable) due to suspected differences in how it is metabolized. Research has shown formation of [[ETH-LAD]] from 1P-ETH-LAD incubated in human serum, suggesting that it functions as a pro-drug.<ref>{{cite journal|last1=Brandt|first1=S. D.|last2=Kavanagh|first2=P. V.|last3=Westphal|first3=F.|last4=Elliott|first4=S. P.|last5=Wallach|first5=J.|last6=Stratford|first6=A.|last7=Nichols|first7=D. E.|author7-link=David E. Nichols|last8=Halberstadt|first8=A. L.|year=2017|title=Return of the lysergamides. Part III: Analytical characterization of N<sup>6</sup>‐ethyl‐6‐norlysergic acid diethylamide (ETH‐LAD) and 1‐propionyl ETH‐LAD (1P–ETH‐LAD)|journal=Drug Testing and Analysis|volume=9|issue=10|pages=1641-1649|doi=10.1002/dta.2196|issn=1942-7611}}</ref> | ||
==Subjective effects== | ==Subjective effects== | ||
{{EffectStub}} | |||
In comparison to other psychedelics such as [[psilocybin mushrooms]], [[LSA]] and [[ayahuasca]], 1P-ETH-LAD is significantly more stimulating and fast-paced in its cognitive effects and general head space. In comparison to [[LSD]], it is reported to be less [[anxiety]]-provoking and more emotionally comfortable and forgiving. | |||
{{Preamble/SubjectiveEffects}} | |||
{{effects/base | |||
|{{effects/physical| | |||
*'''[[Effect::Spontaneous | *'''[[Effect::Stimulation]]''' - 1P-ETH-LAD is usually considered to be very energetic and stimulating without being forced. For example, when taken in any environment it will usually encourage physical activities such as running, walking, climbing or dancing. In comparison, other more commonly used psychedelics such as [[psilocin]] are sedating and relaxing. | ||
*'''[[Effect::Spontaneous bodily sensations]]''' - The "body high" of 1P-ETH-LAD can be described as proportionally intense in comparison to its accompanying visual and cognitive effects. It behaves as a euphoric, fast-moving, sharp and location specific tingling sensation. For some, it is manifested spontaneously at different, unpredictable points throughout the trip, but for most, it maintains a steady presence that rises with the onset and hits its limit once the peak has been reached. In comparison to LSD, it is a little less sharp in its tingles, less likely to be uncomfortable but otherwise essentially identical. | |||
*'''[[Effect::Bodily control enhancement]]''' | *'''[[Effect::Bodily control enhancement]]''' | ||
*'''[[Effect::Increased heart rate]]''' | *'''[[Effect::Increased heart rate]]''' | ||
Line 40: | Line 39: | ||
*'''[[Effect::Temperature regulation suppression]]''' | *'''[[Effect::Temperature regulation suppression]]''' | ||
}} | |||
{{effects/visual| | |||
====Enhancements==== | ====Enhancements==== | ||
*'''[[Effect::Colour enhancement]]''' | *'''[[Effect::Colour enhancement]]''' | ||
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====[[Geometry]]==== | ====[[Geometry]]==== | ||
1P-ETH-LAD visual geometry can be described as more similar in appearance to that of [[LSD]], [[2C-B]] or [[2C-I]] than [[psilocin]], [[LSA]] or [[DMT]]. It can be comprehensively described through its [[Visual_effects:_Geometry#Variations|variations]] as primarily intricate in complexity, algorithmic in form, unstructured in organization, brightly lit, colourful in scheme, organic in feel, multicoloured in scheme, flat in shading, soft in its edges, large in size, slow in speed, smooth in motion, either angular or round in its corners, non-immersive in-depth and consistent in intensity. At higher dosages, it consistently results in states of [[Effect::level 8B]] visual geometry over [[level 8A]]. | |||
In comparison to LSD specifically, its geometry tends to be more rounded in its corners, slightly softer in its edges and | In comparison to LSD specifically, its geometry tends to be more rounded in its corners, slightly softer in its edges and a little less intricate in its form. Aside from this, it is otherwise identical in its appearance. | ||
====Hallucinatory states==== | ====Hallucinatory states==== | ||
1P-ETH-LAD is capable of producing a full range of low and high level hallucinatory states in a fashion that is a little less consistent and reproducible than that of many other commonly used psychedelics such as [[psilocin]] or [[DMT]] but considerably more likely when to compared to that of [[LSD]]. This can feel similar to the hallucinations which occur with [[4-AcO-DMT]] but tends to occur almost exclusively at [[heavy|heavier]] [[dosage]]s. These effects include: | 1P-ETH-LAD is capable of producing a full range of low and high-level hallucinatory states in a fashion that is a little less consistent and reproducible than that of many other commonly used psychedelics such as [[psilocin]] or [[DMT]] but considerably more likely when to compared to that of [[LSD]]. This can feel similar to the hallucinations which occur with [[4-AcO-DMT]] but tends to occur almost exclusively at [[heavy|heavier]] [[dosage]]s. These effects include: | ||
*'''[[Effect::Transformations]]''' | *'''[[Effect::Transformations]]''' | ||
*'''[[Effect::Internal | *'''[[Effect::Internal hallucination]]''' (''[[effect::autonomous entities]]''; ''[[effect::settings, sceneries, and landscapes]]''; ''[[effect::perspective hallucinations]]'' and ''[[effect::scenarios and plots]]'') - This effect is very consistent in dark environments at appropriately high dosages. The hallucinations can be comprehensively described through their [[Visual_effects:_Internal_hallucinations#Variations|variations]] as lucid in believability, interactive in style, new experiences in content, autonomous in controllability, [[Geometry|geometry]]-based in style and occasionally of a personal, religious, spiritual, science-fiction, fantasy, surreal, nonsensical or transcendental nature in their overall theme. | ||
}} | |||
|{{effects/cognitive| | |||
*'''[[Effect::Analysis enhancement]]''' | |||
*'''[[Effect::Conceptual thinking]]''' | |||
*'''[[Effect::Delusion]]''' | |||
*'''[[Effect::Déjà vu]]''' | |||
*'''[[Effect::Emotion enhancement]]''' | |||
*'''[[Effect::Immersion enhancement]]''' | |||
*'''[[Effect::Increased music appreciation]]''' | |||
*'''[[Effect::Laughter]]''' | |||
*'''[[Effect::Memory suppression]]''' | |||
**'''[[Effect::Ego death]]''' | |||
*'''[[Effect::Motivation enhancement]]''' | |||
*'''[[Effect::Novelty enhancement]]''' | |||
*'''[[Effect::Personal bias suppression]]''' | |||
*'''[[Effect::Thought acceleration]]''' | |||
*'''[[Effect::Thought loops]]''' | |||
*'''[[Effect::Time distortion]]''' | |||
*'''[[Effect::Wakefulness]]''' | |||
}} | |||
{{effects/auditory| | |||
*'''[[Effect::Auditory distortion|Distortions]]''' | *'''[[Effect::Auditory distortion|Distortions]]''' | ||
*'''[[Effect::Auditory enhancement|Enhancements]]''' | *'''[[Effect::Auditory enhancement|Enhancements]]''' | ||
*'''[[Effect::Auditory hallucinations|Hallucinations]]''' | *'''[[Effect::Auditory hallucinations|Hallucinations]]''' | ||
}} | |||
{{effects/transpersonal| | |||
*'''[[Effect::Existential self-realization]]''' | |||
*'''[[Effect::Unity and interconnectedness]]''' | |||
}} | |||
}} | |||
===Experience reports=== | |||
Anecdotal reports which describe the effects of this compound within our [[experience index]] include: | |||
{{#ask: [[Category:1P-ETH-LAD]][[Category:Experience]]|format=ul|Columns=1}} | |||
Additional experience reports can be found here: | |||
*[https://erowid.org/experiences/subs/exp_1PETHLAD.shtml Erowid Experience Vaults: 1P-ETH-LAD] | |||
==Toxicity and harm potential== | ==Toxicity and harm potential== | ||
{| | {{Further|Responsible use #Hallucinogens|Research chemicals#Toxicity and harm potential}} | ||
The toxicity and long-term health effects of recreational 1P-ETH-LAD use do not seem to have been studied in any scientific context and the exact [[Toxicity::toxic dose is unknown]]. This is because 1P-ETH-LAD is a [[research chemical]] with very little history of human usage. | |||
Anecdotal reports from those who have tried 1P-ETH-LAD suggests that there are no negative health effects attributed to simply trying the substance by itself at low to moderate doses and using it very sparingly (but nothing can be completely guaranteed). | |||
The toxicity and long-term health effects of recreational 1P-ETH-LAD use do not seem to have been studied in any scientific context and the exact [[Toxicity::toxic dose is unknown]]. This is because 1P-ETH-LAD is a [[research chemical]] with very little history of human usage. Anecdotal | |||
It is strongly recommended that one use [[responsible drug use|harm reduction practices]] when using this | Independent research should always be conducted 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 substance. | |||
===Tolerance and addiction potential=== | ===Tolerance and addiction potential=== | ||
1P-ETH-LAD is [[Addiction potential::not habit-forming]] and the desire to use it can actually decrease with use. Like with most psychedelics, it is thought to be most often self-regulating rather than self-reinforcing. | 1P-ETH-LAD is [[Addiction potential::not habit-forming]] and the desire to use it can actually decrease with use. Like with most psychedelics, it is thought to be most often self-regulating rather than self-reinforcing. | ||
Tolerance to the effects of 1P-ETH-LAD | Tolerance to the effects of 1P-ETH-LAD 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). It should be noted that this only applies to the physiological tolerance. Mental or psychological tolerance is thought by some to take two weeks or more for the full experience to re-manifest. | ||
Due to its activity at the 5-HT<sub>2A</sub> receptor, 1P-ETH-LAD presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 1P-ETH-LAD all psychedelics (particularly tryptamines and other lysergamides) will display a reduced effect. | Due to its activity at the 5-HT<sub>2A</sub> receptor, 1P-ETH-LAD presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of 1P-ETH-LAD all psychedelics (particularly the tryptamines and other lysergamides) will display a reduced effect. | ||
==Legal | ===Dangerous interactions=== | ||
{{DangerousInteractions/Intro}} | |||
{{DangerousInteractions/Psychedelics}} | |||
==Legal status== | |||
It is unclear in many countries whether this compound is legal or not and one should take precaution by assuming it is illegal to avoid legal issues. | It is unclear in many countries whether this compound is legal or not and one should take precaution by assuming it is illegal to avoid legal issues. | ||
*''' | |||
*'''Canada''': 1P-ETH-LAD is controlled as Schedule III substance under the Precursor Control Regulations of the Controlled Drugs and Substances Act.<ref>{{cite web|url=https://laws-lois.justice.gc.ca/eng/regulations/SOR-2002-359/page-17.html|title=Precursor Control Regulations (SOR/2002-359) - SCHEDULE|publisher=Government of Canada|access-date=January 1, 2020}}</ref> | |||
*'''Germany''': 1P-ETH-LAD is controlled under the NpSG (''New Psychoactive Substances Act'')<ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/anlage.html|title=Anlage NpSG|publisher=Bundesministerium der Justiz und für Verbraucherschutz [Federal Ministry of Justice and Consumer Protection]|access-date=December 10, 2019|language=de}}</ref> 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|access-date=January 1, 2020|language=de}}</ref> 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.<ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/__4.html|title=§ 4 NpSG|publisher=Bundesministerium der Justiz und für Verbraucherschutz [Federal Ministry of Justice and Consumer Protection]|access-date=December 10, 2019|language=de}}</ref> | |||
*'''Switzerland''': 1P-ETH-LAD can be considered a controlled substance as a defined derivative of Lysergic Acid under Verzeichnis E point 263. It is legal when used for scientific or industrial use.<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> | |||
*'''Turkey:''' 1P-ETH-LAD is a classed as drug and is illegal to possess, produce, supply, or import.<ref>{{cite web|title=Cumhurbaşkanı Kararı: Karar Sayısı: 1335|url=https://resmigazete.gov.tr/eskiler/2019/07/20190720-19.pdf|publisher=Başbakanlık Mevzuatı Geliştirme ve Yayın Genel Müdürlüğü [General Directorate of Legislation Development and Publication]|publication-date=July 20, 2019|date=July 19, 2020|work=Resmî Gazete, Sayı: 30837|language=tr}}</ref> | |||
*'''United States''': 1P-ETH-LAD may be considered illegal in the U.S. under the Federal Analogue Act.{{citation needed}} | |||
*'''United Kingdom''': It is illegal to produce, supply, or import this substance under the Psychoactive Substance Act, which came into effect on May 26, 2016.<ref>{{cite web|url=http://www.legislation.gov.uk/ukpga/2016/2/contents/enacted|title=Psychoactive Substances Act 2016|publisher=UK Government|access-date=January 1, 2020}}</ref>. | |||
==See also== | ==See also== | ||
*[[Responsible use]] | *[[Responsible use]] | ||
*[[Designer drug]] | |||
*[[Psychedelics]] | *[[Psychedelics]] | ||
*[[Prodrug]] | |||
*[[ETH-LAD]] | *[[ETH-LAD]] | ||
*[[1P-LSD]] | |||
*[[LSD]] | *[[LSD]] | ||
*[[1P- | |||
*[ | ==External links== | ||
*[https://en.wikipedia.org/wiki/1P-ETH-LAD 1P-ETH-LAD (Wikipedia)] | |||
*[https://isomerdesign.com/PiHKAL/explore.php?id=5917 1P-ETH-LAD (Isomer Design)] | |||
===Discussion=== | |||
*[https://www.bluelight.org/xf/threads/781221 The Small & Handy 1P-ETH-LAD Thread (Bluelight)] | |||
==References== | ==References== | ||
<references /> | <references /> | ||
{{#set:Featured=false | |||
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|RN1=CH₂CH₃ | |RN1=CH₂CH₃ | ||
|RN2=CH₂CH₃ | |RN2=CH₂CH₃ | ||
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|R6=CH₂-CH=CH₂ | |R6=CH₂-CH=CH₂ | ||
}} | }} | ||
[[Category:Substance]] | |||
[[Category:Psychoactive substance]] | |||
[[Category:Hallucinogen]] | |||
[[Category:Psychedelic]] | |||
[[Category:Lysergamide]] | |||
[[Category:Research chemical]] |