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'''3,5-Dimethoxy-4-ethoxyphenethylamine''' (commonly known as '''Escaline''') is a synthetic [[psychoactive class::psychedelic]] substance of the [[chemical class::phenethylamine]] chemical class that produces [[psychedelic]] effects when [[Route of administration|administered]]. It is a closely related structural analog of [[mescaline]] with which it shares many common properties.
Escaline was first synthesized and reported in the scientific literature by Benington, et al., in 1954, but was later re-examined in the laboratory of [[David E. Nichols]] who prepared a series of mescaline analogues, including [[proscaline]], [[jimscaline]], [[isoproscaline]], and others.
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'''Escaline''', or '''3,5-dimethoxy-4-ethoxyphenethylamine''', is a [[psychoactive class::psychedelic]] drug and [[entheogen]] of the [[chemical class::phenethylamine]] class of compounds. Escaline was first synthesized and reported in the scientific literature by Benington, et al., in 1954, but was later re-examined in the laboratory of [[David E. Nichols]] who prepared a series of mescaline analogues, including [[proscaline]], [[jimscaline]], [[isoproscaline]], and others.
The effects of escaline were first described by [[Alexander Shulgin]] in his book [[PiHKAL]]: A Chemical Love Story. He lists the dosage range as 40 mg to 60 mg orally and describes the duration of action to be 8–12 hours.<ref>www.erowid.org/library/books_online/pihkal/pihkal072.shtml | #72 E; ESCALINE</ref> Shulgin states that escaline “differs from mescaline in that the onset of action is quicker (within the first hour) and there is no nausea noted, but otherwise the time course, and much of the qualitative content, is quite similar.”<ref>https://www.erowid.org/archive/rhodium/chemistry/shulgin.pea.sar.hop.html | Psychotomimetic Drugs: Structure-Activity Relationships</ref>
The effects of escaline were first described by [[Alexander Shulgin]] in his book [[PiHKAL]]: A Chemical Love Story. He lists the dosage range as 40 mg to 60 mg orally and describes the duration of action to be 8–12 hours.<ref>www.erowid.org/library/books_online/pihkal/pihkal072.shtml | #72 E; ESCALINE</ref> Shulgin states that escaline “differs from mescaline in that the onset of action is quicker (within the first hour) and there is no nausea noted, but otherwise the time course, and much of the qualitative content, is quite similar.”<ref>https://www.erowid.org/archive/rhodium/chemistry/shulgin.pea.sar.hop.html | Psychotomimetic Drugs: Structure-Activity Relationships</ref>
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==Subjective effects==
==Subjective effects==
{{effectStub}}
{{effectStub}}
In comparison to [[mescaline]], this compound has significantly more negative physical side effects, less insightful cognitive effects and more simplistic or less complex visual effects.
In comparison to [[mescaline]], this compound has significantly more negative physical side effects, less insightful cognitive effects and less complex visual effects.
{{Preamble/SubjectiveEffects}}
{{Preamble/SubjectiveEffects}}
===Physical effects===
{{effects/base
The negative physical side effects are more intense in comparison to [[mescaline]], resulting in a more synthetic and unnatural feel in general.
|{{effects/physical|
The negative physical side effects are more intense in comparison to [[mescaline]], resulting in a more synthetic and unnatural feel.
Although typical psychedelic cognitive effects are apparent on escaline, they are less insightful and shorter lasting when compared to those found on other classical psychedelics like [[mescaline]], [[mushrooms]] or [[LSD]].
*'''[[Effect::External hallucinations]]''' (''[[effect::autonomous entities]]''; ''[[effect::settings, sceneries, and landscapes]]''; ''[[effect::alterations in perspective]]'' and ''[[effect::scenarios and plots]]'')
*'''[[Effect::External hallucinations]]''' (''[[effect::autonomous entities]]''; ''[[effect::settings, sceneries, and landscapes]]''; ''[[effect::alterations in perspective]]'' and ''[[effect::scenarios and plots]]'')
===Auditory effects===
}}
|{{effects/cognitive|
Although typical psychedelic cognitive effects are apparent on escaline, they are less insightful and shorter lasting when compared to those found on other classical psychedelics like [[mescaline]], [[magic mushrooms]] or [[LSD]].
{{further|Research chemicals#Toxicity and harm potential|Responsible use #Hallucinogens}}
{{further|Research chemicals#Toxicity and harm potential|Responsible use #Hallucinogens}}
The toxicity and long-term health effects of recreational escaline use do not seem to have been studied in any scientific context and the exact [[Toxicity::toxic dose is unknown]]. This is because escaline is a [[research chemical]] with very little history of human usage. Anecdotal evidence from people within the psychonaut community who have tried escaline 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.
The toxicity and long-term health effects of recreational escaline use do not seem to have been studied in any scientific context and the exact [[Toxicity::toxic dose is unknown]]. This is because escaline is a [[research chemical]] with a very brief history of human usage. Anecdotal evidence from people within the community who have tried escaline 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). [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 substance.
===Tolerance and addiction potential===
===Tolerance and addiction potential===
Escaline is [[Addiction potential::not habit-forming]], and the desire to use it can actually decrease with use. It is most often self-regulating.
Escaline is [[Addiction potential::not habit-forming]], and the desire to use it can actually decrease with use. It is most often self-regulating.
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Tolerance to the effects of escaline 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). Escaline presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of escaline all psychedelics will have a reduced effect.
Tolerance to the effects of escaline 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). Escaline presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of escaline all psychedelics will have a reduced effect.
==Legal issues==
===Dangerous interactions===
{{DangerousInteractions/Intro}}
*'''[[Tramadol]]''' - Tramadol lowers the seizure threshold<ref>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. doi:10.1007/BF03161089</ref> and [[psychedelics]] may act as triggers for seizures, particularly in those who are predisposed to them.{{citation needed}}
*'''[[Stimulants]]''' - Stimulants affect many parts of the brain. Combined with psychedelics, stimulation can turn into uncontrollable [[anxiety]], [[Panic attacks|panic]], [[thought loops]] and [[paranoia]]. This interaction may cause elevated risk of psychosis.{{citation needed}}
*'''[https://en.wikipedia.org/wiki/Lithium_(medication) Lithium]''' - Lithium is often used as treatment for bipolar disorder. It may possibly cause elevated risk of seizures and psychosis due to its [[Glutamate|glutaminergic]] and [[GABA|GABAergic]] effects.{{citation needed}}
==Legality==
{{LegalStub}}
{{LegalStub}}
*'''United States''' - Escaline is unscheduled in the U.S. but may be illegal via the Federal Analog Act.
*'''United States''' - Escaline is unscheduled in the U.S. but may be illegal via the Federal Analog Act.
WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section.
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.
3,5-Dimethoxy-4-ethoxyphenethylamine (commonly known as Escaline) is a synthetic psychedelic substance of the phenethylamine chemical class that produces psychedelic effects when administered. It is a closely related structural analog of mescaline with which it shares many common properties.
Escaline was first synthesized and reported in the scientific literature by Benington, et al., in 1954, but was later re-examined in the laboratory of David E. Nichols who prepared a series of mescaline analogues, including proscaline, jimscaline, isoproscaline, and others.
The effects of escaline were first described by Alexander Shulgin in his book PiHKAL: A Chemical Love Story. He lists the dosage range as 40 mg to 60 mg orally and describes the duration of action to be 8–12 hours.[1] Shulgin states that escaline “differs from mescaline in that the onset of action is quicker (within the first hour) and there is no nausea noted, but otherwise the time course, and much of the qualitative content, is quite similar.”[2]
Escaline, or 3,5-dimethoxy-4-ethoxyphenethylamine, is a substituted phenethylamine featuring a phenyl ring bound to an amino -NH2 group through an ethyl chain. Escaline contains two methoxy functional groups CH3O- which are attached to carbons R3 and R5 as well as an additional ethoxy group at carbon R4 of the phenyl ring. Escaline is the 4-ethoxy analog of mescaline.
Escaline's agonist activity at the serotonin 5-HT2A receptor is known to be 5-8 times greater than that of mescaline.
[3][4] The effects of this compound are believed to come from its efficacy at the 5-HT2A receptor as a partial agonist. However, the role of these interactions and how they result in the psychedelic experience continues to remain elusive.
In comparison to mescaline, this compound has significantly more negative physical side effects, less insightful cognitive effects and less complex visual 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 PsychonautWikicontributors. 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
The negative physical side effects are more intense in comparison to mescaline, resulting in a more synthetic and unnatural feel.
Although typical psychedelic cognitive effects are apparent on escaline, they are less insightful and shorter lasting when compared to those found on other classical psychedelics like mescaline, magic mushrooms or LSD.
The toxicity and long-term health effects of recreational escaline use do not seem to have been studied in any scientific context and the exact toxic dose is unknown. This is because escaline is a research chemical with a very brief history of human usage. Anecdotal evidence from people within the community who have tried escaline 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). Independent research should always be done to ensure that a combination of two or more substances is safe before consumption.
Escaline is not habit-forming, and the desire to use it can actually decrease with use. It is most often self-regulating.
Tolerance to the effects of escaline is built almost immediately after ingestion. After that, 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). Escaline presents cross-tolerance with [[Cross-tolerance::all psychedelics]], meaning that after the consumption of escaline all psychedelics will have a reduced effect.
Dangerous interactions
Warning:Many psychoactive substances that are reasonably safe to use on their own can suddenly become dangerous and even life-threatening when combined with certain other substances. The following list provides some known dangerous interactions (although it is not guaranteed to include all of them).
Always conduct independent research (e.g. Google, DuckDuckGo, PubMed) to ensure that a combination of two or more substances is safe to consume. Some of the listed interactions have been sourced from TripSit.
Tramadol - Tramadol lowers the seizure threshold[5] and psychedelics may act as triggers for seizures, particularly in those who are predisposed to them.[citation needed]
Stimulants - Stimulants affect many parts of the brain. Combined with psychedelics, stimulation can turn into uncontrollable anxiety, panic, thought loops and paranoia. This interaction may cause elevated risk of psychosis.[citation needed]
Lithium - Lithium is often used as treatment for bipolar disorder. It may possibly cause elevated risk of seizures and psychosis due to its glutaminergic and GABAergic effects.[citation needed]
As such, it may contain incomplete or wrong information. You can help by expanding it.
United States - Escaline is unscheduled in the U.S. but may be illegal via the Federal Analog Act.
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.[6]
↑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. doi:10.1007/BF03161089
