Talk:4C-D: Difference between revisions

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'''4-Methyl-2,5-dimethoxy-alpha-ethylphenethylamine''' (also known as '''ARIADNE''', '''~~dimoxamine''', '''BL-3912~~''' and more commonly as '''4C-D''') is a synthetic [[Psychoactive class::psychedelic]] that produces a mixture of [[psychedelic]], [[entactogenic]] and [[stimulant]] effects when [[routes of administration|administered]].

'''4-Methyl-2,5-dimethoxy-alpha-ethylphenethylamine''' (also known as '''ARIADNE''', '''Dimoxamine''' and more commonly as '''4C-D''') is a synthetic [[Psychoactive class::psychedelic]] that produces a mixture of [[psychedelic]], [[entactogenic]] and [[stimulant]] effects when [[routes of administration|administered]].

4C-D was first synthesized by [[Alexander Shulgin]] and documented in his 1991 book [[PiHKAL]] ("Phenethylamines I Have Known and Loved").<ref>https://erowid.org/library/books_online/pihkal/pihkal008.shtml</ref> Shulgin has researched dosages up to 32 milligrams, although anecdotal reports suggest that the dosage range for 4C-D is generally higher than what Shulgin documented. Shulgin describes 4C-D as not a true psychedelic and it ~~possessing~~ anti-depressant effects. It has been researched as a potential therapeutic agent for depression and loss of motivation due to its mood-lifting effects.{{citation needed}}

4C-D was first synthesized by [[Alexander Shulgin]] and documented in his 1991 book [[PiHKAL]] ("Phenethylamines I Have Known and Loved").<ref>https://erowid.org/library/books_online/pihkal/pihkal008.shtml</ref> Shulgin has researched dosages up to 32 milligrams, although anecdotal reports suggest that the dosage range for 4C-D is generally higher than what Shulgin documented. Shulgin describes 4C-D as not a true psychedelic and that it possesses anti-depressant effects. It has been researched as a potential therapeutic agent for depression and loss of motivation due to its mood-lifting effects.{{citation needed}}

4C-D has been scarcely distributed as a gray area [[research chemical]] by online vendors. Many anecdotal reports suggest that the psychedelic effects begin to unfold at the higher dose range. The dosage levels of 4C-D are therefore not fully clear and one should start at a lower dose when researching this compound. It is highly advised to use [[harm reduction]] practices if using this substance.

4C-D has been scarcely distributed as a gray area [[research chemical]] by online vendors. Many anecdotal reports suggest that the psychedelic effects begin to unfold at the higher dose range. The dosage levels of 4C-D are therefore not fully clear, and one should start at a lower dose when researching this compound. It is highly advised to use [[harm reduction]] practices if using this substance.

==History and culture==

4C-D was once patented as a therapeutic aid in elderly people for restoring motivation under the name Dimoxamine.{{citation needed}}

4C-D was once patented as a therapeutic aid in elderly people for restoring motivation under the name '''Dimoxamine'''.{{citation needed}}

==Chemistry==

[[File:Phenethylamine.png|thumb|right|253px|thumb|right||Generic structure of a phenethylamine molecule]]

4C-D, or 4-Methyl-2,5-dimethoxy-alpha-ethylphenethylamine, is a substituted [[phenylisobutylamine]] featuring a phenyl ring bound to an sec-butylamino chain. 4C-D contains methoxy functional groups CH3O- attached to carbons R2 and R5 as well as a methyl group attached to carbon R4 of the phenyl ring.

4C-D, or 4-Methyl-2,5-dimethoxy-alpha-ethylphenethylamine, is a substituted [[phenylisobutylamine]] featuring a phenyl ring bound to a sec-butylamino chain. 4C-D contains methoxy functional groups CH3O- attached to carbons R2 and R5 as well as a methyl group attached to carbon R4 of the phenyl ring.

4C-D belongs is an alpha-ethyl substituted [[phenethylamine]] and can be considered the alpha-ethyl analog of [[2C-D]] and [[DOM]].

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4C-D's [[psychedelic]] effects are believed to come from its efficacy at the [[Serotonin#The 5-HT system|5-HT2A receptor]] as a [[Agonist#Agonists|partial agonist]]. However, the role of these interactions and how they result in the [[psychedelic]] experience continues to remain elusive.

In a forum thread,<ref>https://www.bluelight.org/xf/threads/4c-d-ariadne.859113/</ref> users have proposed that 4C-D may act as a [[MAOI]], based on structural similarities to 5-MeO-7-Me-AET or [https://en.wikipedia.org/wiki/7-Methyl-%CE%B1-ethyltryptamine 7-Me-AET], which has been shown to act as a strong MAOI and serotonin releasing agent. There is no evidence to support this claim that 4C-D may share these properties as well but it should be taken into consideration when choosing to combine this substance with other monoaminergics.

In a forum thread,<ref>https://www.bluelight.org/xf/threads/4c-d-ariadne.859113/</ref> users have proposed that 4C-D may act as a [[MAOI]], based on structural similarities to 5-MeO-7-Me-AET or [https://en.wikipedia.org/wiki/7-Methyl-%CE%B1-ethyltryptamine 7-Me-AET], which has been shown to act as a strong MAOI and serotonin releasing agent. There is no evidence to support this claim that 4C-D may share these properties as well, but it should be taken into consideration when choosing to combine this substance with other monoaminergics.

==Subjective effects==

The head space of 4C-D is relatively mild at lower dosages and it has been noted for its unusual mood-lifting and motivational effects.

The head space of 4C-D is relatively mild at lower dosages, and it has been noted for its unusual mood-lifting and motivational effects.

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}}

{{effects/visual|

The visual effects of 4C-D tend to be weak at lower dosages and begin to unfold at higher ones. It is purported to resemble many other psychedelics with it having features such as the patterning of [[psilocin]], the mild waviness of [[2C-D]] as well as visual distortions reminiscent of [[3C-E]].

The visual effects of 4C-D tend to be weak at lower dosages and begin to unfold at higher ones. It is purported to resemble many other psychedelics with it having features such as the patterning of [[psilocin]] and [[DOM]], the mild waviness of [[2C-D]] as well as visual distortions reminiscent of [[3C-E]].

====Enhancements====

*'''[[Effect::Colour enhancement]]'''

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*'''Switzerland''': 4C-D can be considered a controlled substance as a defined derivative of Phenethylamine under Verzeichnis E point 130. 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>

*'''United Kingdom''': 4C-D is a Class A drug in the United Kingdom as a result of the phenethylamine catch-all clause.<ref>United Kingdom. (1977). Misuse of Drugs Act 1971 (S.I. 1977/1243). London: The Stationery Office Limited. Retrieved July 5, 2017, from http://www.legislation.gov.uk/uksi/1977/1243/made</ref>

*'''United States''': 4C-D is technically not scheduled in the United States, but could be considered an analogue of 2C-D or ~~DOMand~~ may therefore be considered a Schedule I drug under the Federal Analogue Act.{{citation needed}}

*'''United States''': 4C-D is technically not scheduled in the United States but could be considered an analogue of 2C-D or DOM and may therefore be considered a Schedule I drug under the Federal Analogue Act.{{citation needed}}

==See also==

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*[https://isomerdesign.com/PiHKAL/explore.php?domain=tk&id=8 4C-D (PiHKAL / Isomer Design)]

===~~Forums~~===

===Discussion===

*[https://www.bluelight.org/xf/threads/4c-d-ariadne.859113/]

*[https://www.bluelight.org/xf/threads/4c-d-ariadne.859113/ 4C-D (Bluelight)]

==References==

@@ Line 2: / Line 2: @@
 {{SubstanceBox/4C-D}}
-'''4-Methyl-2,5-dimethoxy-alpha-ethylphenethylamine''' (also known as '''ARIADNE''', '''dimoxamine''', '''BL-3912''' and more commonly as '''4C-D''') is a synthetic [[Psychoactive class::psychedelic]] that produces a mixture of [[psychedelic]], [[entactogenic]] and [[stimulant]] effects when [[routes of administration|administered]].
+'''4-Methyl-2,5-dimethoxy-alpha-ethylphenethylamine''' (also known as '''ARIADNE''', '''Dimoxamine''' and more commonly as '''4C-D''') is a synthetic [[Psychoactive class::psychedelic]] that produces a mixture of [[psychedelic]], [[entactogenic]] and [[stimulant]] effects when [[routes of administration|administered]].
-C-D was first synthesized by [[Alexander Shulgin]] and documented in his 1991 book [[PiHKAL]] ("Phenethylamines I Have Known and Loved").<ref>https://erowid.org/library/books_online/pihkal/pihkal008.shtml</ref> Shulgin has researched dosages up to 32 milligrams, although anecdotal reports suggest that the dosage range for 4C-D is generally higher than what Shulgin documented. Shulgin describes 4C-D as not a true psychedelic and it possessing anti-depressant effects. It has been researched as a potential therapeutic agent for depression and loss of motivation due to its mood-lifting effects.{{citation needed}}
+C-D was first synthesized by [[Alexander Shulgin]] and documented in his 1991 book [[PiHKAL]] ("Phenethylamines I Have Known and Loved").<ref>https://erowid.org/library/books_online/pihkal/pihkal008.shtml</ref> Shulgin has researched dosages up to 32 milligrams, although anecdotal reports suggest that the dosage range for 4C-D is generally higher than what Shulgin documented. Shulgin describes 4C-D as not a true psychedelic and that it possesses anti-depressant effects. It has been researched as a potential therapeutic agent for depression and loss of motivation due to its mood-lifting effects.{{citation needed}}
-C-D has been scarcely distributed as a gray area [[research chemical]] by online vendors. Many anecdotal reports suggest that the psychedelic effects begin to unfold at the higher dose range. The dosage levels of 4C-D are therefore not fully clear and one should start at a lower dose when researching this compound. It is highly advised to use [[harm reduction]] practices if using this substance.
+C-D has been scarcely distributed as a gray area [[research chemical]] by online vendors. Many anecdotal reports suggest that the psychedelic effects begin to unfold at the higher dose range. The dosage levels of 4C-D are therefore not fully clear, and one should start at a lower dose when researching this compound. It is highly advised to use [[harm reduction]] practices if using this substance.
 ==History and culture==
-C-D was once patented as a therapeutic aid in elderly people for restoring motivation under the name Dimoxamine.{{citation needed}}
+C-D was once patented as a therapeutic aid in elderly people for restoring motivation under the name '''Dimoxamine'''.{{citation needed}}
 ==Chemistry==
 [[File:Phenethylamine.png|thumb|right|253px|thumb|right||Generic structure of a phenethylamine molecule]]
-C-D, or 4-Methyl-2,5-dimethoxy-alpha-ethylphenethylamine, is a substituted [[phenylisobutylamine]] featuring a phenyl ring bound to an sec-butylamino chain. 4C-D contains methoxy functional groups CH<sub>3</sub>O- attached to carbons R<sub>2</sub> and R<sub>5</sub> as well as a methyl group attached to carbon R<sub>4</sub> of the phenyl ring.
+C-D, or 4-Methyl-2,5-dimethoxy-alpha-ethylphenethylamine, is a substituted [[phenylisobutylamine]] featuring a phenyl ring bound to a sec-butylamino chain. 4C-D contains methoxy functional groups CH<sub>3</sub>O- attached to carbons R<sub>2</sub> and R<sub>5</sub> as well as a methyl group attached to carbon R<sub>4</sub> of the phenyl ring.
 C-D belongs is an alpha-ethyl substituted [[phenethylamine]] and can be considered the alpha-ethyl analog of [[2C-D]] and [[DOM]].
@@ Line 22: / Line 22: @@
 C-D's [[psychedelic]] effects are believed to come from its efficacy at the [[Serotonin#The 5-HT system|5-HT<sub>2A</sub> receptor]] as a [[Agonist#Agonists|partial agonist]]. However, the role of these interactions and how they result in the [[psychedelic]] experience continues to remain elusive.
-In a forum thread,<ref>https://www.bluelight.org/xf/threads/4c-d-ariadne.859113/</ref> users have proposed that 4C-D may act as a [[MAOI]], based on structural similarities to 5-MeO-7-Me-AET or [https://en.wikipedia.org/wiki/7-Methyl-%CE%B1-ethyltryptamine 7-Me-AET], which has been shown to act as a strong MAOI and serotonin releasing agent. There is no evidence to support this claim that 4C-D may share these properties as well but it should be taken into consideration when choosing to combine this substance with other monoaminergics.
+In a forum thread,<ref>https://www.bluelight.org/xf/threads/4c-d-ariadne.859113/</ref> users have proposed that 4C-D may act as a [[MAOI]], based on structural similarities to 5-MeO-7-Me-AET or [https://en.wikipedia.org/wiki/7-Methyl-%CE%B1-ethyltryptamine 7-Me-AET], which has been shown to act as a strong MAOI and serotonin releasing agent. There is no evidence to support this claim that 4C-D may share these properties as well, but it should be taken into consideration when choosing to combine this substance with other monoaminergics.
 ==Subjective effects==
-The head space of 4C-D is relatively mild at lower dosages and it has been noted for its unusual mood-lifting and motivational effects.
+The head space of 4C-D is relatively mild at lower dosages, and it has been noted for its unusual mood-lifting and motivational effects.
 {{Preamble/SubjectiveEffects}}
@@ Line 44: / Line 44: @@
 }}
 {{effects/visual|
-The visual effects of 4C-D tend to be weak at lower dosages and begin to unfold at higher ones. It is purported to resemble many other psychedelics with it having features such as the patterning of [[psilocin]], the mild waviness of [[2C-D]] as well as visual distortions reminiscent of [[3C-E]].
+The visual effects of 4C-D tend to be weak at lower dosages and begin to unfold at higher ones. It is purported to resemble many other psychedelics with it having features such as the patterning of [[psilocin]] and [[DOM]], the mild waviness of [[2C-D]] as well as visual distortions reminiscent of [[3C-E]].
 ====Enhancements====
 *'''[[Effect::Colour enhancement]]'''
@@ Line 131: / Line 131: @@
 *'''Switzerland''': 4C-D can be considered a controlled substance as a defined derivative of Phenethylamine under Verzeichnis E point 130. 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>
 *'''United Kingdom''': 4C-D is a Class A drug in the United Kingdom as a result of the phenethylamine catch-all clause.<ref>United Kingdom. (1977). Misuse of Drugs Act 1971 (S.I. 1977/1243). London: The Stationery Office Limited. Retrieved July 5, 2017, from http://www.legislation.gov.uk/uksi/1977/1243/made</ref>
-*'''United States''': 4C-D is technically not scheduled in the United States, but could be considered an analogue of 2C-D or DOMand may therefore be considered a Schedule I drug under the Federal Analogue Act.{{citation needed}}
+*'''United States''': 4C-D is technically not scheduled in the United States but could be considered an analogue of 2C-D or DOM and may therefore be considered a Schedule I drug under the Federal Analogue Act.{{citation needed}}
 ==See also==
@@ Line 148: / Line 148: @@
 *[https://isomerdesign.com/PiHKAL/explore.php?domain=tk&id=8 4C-D (PiHKAL / Isomer Design)]
-===Forums===
+===Discussion===
-*[https://www.bluelight.org/xf/threads/4c-d-ariadne.859113/]
+*[https://www.bluelight.org/xf/threads/4c-d-ariadne.859113/ 4C-D (Bluelight)]
 ==References==