4-AcO-DMT: Difference between revisions

4-AcO-DMT
INN
Drug class
Routes of administration	Oral, Insufflation, Intravenous
Pregnancy category
Bioavailability
Metabolism
Elimination half-life
Excretion
Legal status	Unscheduled
CAS Number	92292-84-7
PubChem	443378
DrugBank
ChemSpider	391759
KEGG

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Revision as of 05:53, 11 December 2024

A synthetic psychedelic compound

4-Acetoxy-N,N-dimethyltryptamine (4-AcO-DMT) is a synthetic psychedelic compound that is structurally related to psilocybin, the active ingredient in magic mushrooms. It is a member of the tryptamine class of compounds and is known for its psychedelic effects, which are similar to those of psilocin and DMT.

Chemical Structure and Properties

4-AcO-DMT is the acetylated form of psilocin, which is the active metabolite of psilocybin. Its chemical structure consists of an indole ring, which is a common feature of tryptamines, with an acetoxy group at the 4-position and a dimethylaminoethyl side chain. The molecular formula of 4-AcO-DMT is C₁₄H₁₈N₂O₂.

Pharmacology

4-AcO-DMT is believed to act as a prodrug to psilocin, meaning that it is metabolized in the body to produce psilocin, which then exerts its effects on the brain. Psilocin primarily acts as a partial agonist at the 5-HT2A receptor, which is a subtype of the serotonin receptor. This interaction is thought to be responsible for the psychedelic effects of 4-AcO-DMT.

Effects

The effects of 4-AcO-DMT are similar to those of psilocybin and DMT, and can include:

Altered perception of time and space
Visual and auditory hallucinations
Enhanced introspection and emotional experiences
Altered thought processes
Euphoria

The onset of effects typically occurs within 20 to 40 minutes when taken orally, with the peak effects lasting for 2 to 4 hours, and the total duration of effects lasting 4 to 6 hours.

Legal Status

The legal status of 4-AcO-DMT varies by country. In some jurisdictions, it is considered a controlled substance, while in others it remains unscheduled. It is important to check local laws and regulations regarding its use and possession.

Research and Use

4-AcO-DMT has been used in psychedelic research to study its effects on the brain and its potential therapeutic applications. Some researchers are interested in its potential to treat conditions such as depression, anxiety, and PTSD. However, more research is needed to fully understand its safety and efficacy.

Also see

@@ Line 1: / Line 1: @@
-# 4-AcO-DMT
+{{Short description|A synthetic psychedelic compound}}
+{{Drugbox
+| verifiedrevid = 477318295
+| IUPAC_name = 3-[2-(dimethylamino)ethyl]-1H-indol-4-yl acetate
+| image = 4-AcO-DMT.svg
+| width = 200
+| legal_status = Unscheduled
+| routes_of_administration = Oral, Insufflation, Intravenous
+| CAS_number = 92292-84-7
+| PubChem = 443378
+| ChemSpiderID = 391759
+| UNII = 6K3X4POA0S
+| C=14
+| H=18
+| N=2
+| O=2
+| smiles = CC(=O)OC1=CC2=C(C=C1)C(=CN2)CCN(C)C
+}}
--Acetoxy-N,N-dimethyltryptamine (4-AcO-DMT) is a synthetic psychedelic compound that is structurally similar to psilocybin, the active ingredient in psychedelic mushrooms. It is a prodrug of psilocin, meaning that it is metabolized in the body to produce psilocin, which is responsible for its psychoactive effects.
+'''4-Acetoxy-N,N-dimethyltryptamine''' ('''4-AcO-DMT''') is a synthetic [[psychedelic]] compound that is structurally related to [[psilocybin]], the active ingredient in [[magic mushrooms]]. It is a member of the [[tryptamine]] class of compounds and is known for its psychedelic effects, which are similar to those of [[psilocin]] and [[DMT]].
-== Chemical Structure and Properties ==
+==Chemical Structure and Properties==
+-AcO-DMT is the acetylated form of [[psilocin]], which is the active metabolite of [[psilocybin]]. Its chemical structure consists of an indole ring, which is a common feature of tryptamines, with an acetoxy group at the 4-position and a dimethylaminoethyl side chain. The molecular formula of 4-AcO-DMT is C<sub>14</sub>H<sub>18</sub>N<sub>2</sub>O<sub>2</sub>.
--AcO-DMT belongs to the tryptamine class of compounds, which are characterized by a core indole structure. Its chemical formula is C14H18N2O2, and it has a molecular weight of 246.31 g/mol. The compound is an acetylated form of psilocin, with an acetoxy group attached to the 4-position of the indole ring.
+==Pharmacology==
+-AcO-DMT is believed to act as a prodrug to [[psilocin]], meaning that it is metabolized in the body to produce psilocin, which then exerts its effects on the brain. Psilocin primarily acts as a partial agonist at the [[5-HT2A receptor]], which is a subtype of the [[serotonin receptor]]. This interaction is thought to be responsible for the psychedelic effects of 4-AcO-DMT.
-== Pharmacology ==
+==Effects==
+The effects of 4-AcO-DMT are similar to those of [[psilocybin]] and [[DMT]], and can include:
+* Altered perception of time and space
+* Visual and auditory hallucinations
+* Enhanced introspection and emotional experiences
+* Altered thought processes
+* Euphoria
--AcO-DMT is believed to exert its effects primarily through agonism of the serotonin 5-HT2A receptor, similar to other classical psychedelics. Upon ingestion, 4-AcO-DMT is rapidly deacetylated to psilocin, which then interacts with serotonin receptors in the brain. This interaction is thought to lead to the characteristic alterations in perception, mood, and cognition associated with psychedelic experiences.
+The onset of effects typically occurs within 20 to 40 minutes when taken orally, with the peak effects lasting for 2 to 4 hours, and the total duration of effects lasting 4 to 6 hours.
-== Effects ==
+==Legal Status==
+The legal status of 4-AcO-DMT varies by country. In some jurisdictions, it is considered a controlled substance, while in others it remains unscheduled. It is important to check local laws and regulations regarding its use and possession.
-The effects of 4-AcO-DMT are similar to those of psilocybin mushrooms, including visual and auditory hallucinations, altered sense of time, and profound changes in thought and mood. Users often report experiences of euphoria, introspection, and spiritual or mystical experiences. The onset of effects typically occurs within 20 to 40 minutes after ingestion, with peak effects lasting 2 to 4 hours and a total duration of 4 to 6 hours.
+==Research and Use==
+-AcO-DMT has been used in [[psychedelic research]] to study its effects on the brain and its potential therapeutic applications. Some researchers are interested in its potential to treat conditions such as [[depression]], [[anxiety]], and [[PTSD]]. However, more research is needed to fully understand its safety and efficacy.
-== Safety and Toxicity ==
+==Also see==
+* [[Psilocybin]]
+* [[Psilocin]]
+* [[DMT]]
+* [[Tryptamine]]
+* [[Psychedelic therapy]]
-The safety profile of 4-AcO-DMT is not well-studied, but it is generally considered to be similar to that of psilocybin. It is important to note that the use of 4-AcO-DMT, like other psychedelics, can pose psychological risks, particularly in individuals with a predisposition to mental health disorders. Adverse effects may include anxiety, paranoia, and confusion, especially at higher doses.
+{{Psychedelics}}
+{{Tryptamines}}
-== Legal Status ==
+[[Category:Psychedelic tryptamines]]
+[[Category:Serotonin receptor agonists]]
-The legal status of 4-AcO-DMT varies by country. In some jurisdictions, it is classified as a controlled substance, while in others it remains unscheduled. It is important for individuals to be aware of the legal implications of possessing or using 4-AcO-DMT in their respective regions.
+[[Category:Acetate esters]]
-== Research and Potential Therapeutic Uses ==
-Research into the therapeutic potential of psychedelics has been gaining momentum, with studies exploring their use in treating conditions such as depression, anxiety, and PTSD. While 4-AcO-DMT itself has not been the focus of clinical trials, its close relation to psilocybin suggests it may have similar therapeutic benefits. Further research is needed to fully understand its potential applications in medicine.
-== Conclusion ==
--AcO-DMT is a synthetic psychedelic compound with effects similar to those of psilocybin mushrooms. While it shows promise for therapeutic use, more research is needed to establish its safety and efficacy. As with all psychedelics, caution is advised due to the potential for psychological risks and legal issues.
-== References ==
-* Nichols, D. E. (2016). Psychedelics. Pharmacological Reviews, 68(2), 264-355.
-* Carhart-Harris, R. L., & Goodwin, G. M. (2017). The therapeutic potential of psychedelic drugs: past, present, and future. Neuropsychopharmacology, 42(11), 2105-2113.
-* Johnson, M. W., Griffiths, R. R., & Hendricks, P. S. (2018). The abuse potential of medical psilocybin according to the 8 factors of the Controlled Substances Act. Neuropharmacology, 142, 143-166.