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{{SubstanceBox/DMXE}}
{{SubstanceBox/DMXE}}


'''3-Me-2'-oxo-PCE''' (also known as '''Deoxymethoxetamine''', '''DMXE''', '''3D-MXE''') is a [[psychoactive class::dissociative]] substance of the [[Chemical class::arylcyclohexylamine]] class that produces [[ketamine|ketamine-like]] [[dissociative]] effects when [[administered]]. It is structurally related to [[MXE]], [[ketamine]], [[PCE]], and [[3-MeO-PCP]].<ref>https://pubchem.ncbi.nlm.nih.gov/compound/157010705</ref>
== '''DMXE (Deoxymethoxetamine)''' ==


DMXE has been sold online since around October 2020, marketed as a legal replacement for MXE after the global ban of the substance made it extinct.<ref name="JPHS2022">Irie, T., Yanase, Y., Demizu, Y., Usami, M., & Kikura-Hanajiri, R. (2022). Derivatives of methoxetamine and major methoxetamine metabolites potently block NMDA receptors. Journal of Pharmacological Sciences, 150(4), 233-243. https://doi.org/10.1016/j.jphs.2022.09.005</ref>
'''3-Me-2'-oxo-PCE''' (also known as '''Deoxymethoxetamine''', '''DMXE''') is a [[psychoactive class::dissociative]] substance in the [[Chemical class::arylcyclohexylamine]] class. It produces [[ketamine|ketamine-like]] [[dissociative]] effects and is structurally related to [[MXE]], [[ketamine]], [[PCE]], and [[3-MeO-PCP]].<ref>[https://pubchem.ncbi.nlm.nih.gov/compound/157010705 PubChem Entry]</ref>


Limited data exists about the pharmacological properties, metabolism, and toxicity of DMXE in humans, and it has a limited history of human use. It is highly advised to use [[harm reduction practices]] if using this substance.
DMXE emerged in October 2020, marketed as a legal replacement for MXE following MXE's global ban.<ref name="JPHS2022">Irie, T., Yanase, Y., Demizu, Y., Usami, M., & Kikura-Hanajiri, R. (2022). ''Derivatives of methoxetamine and major methoxetamine metabolites potently block NMDA receptors''. ''Journal of Pharmacological Sciences, 150(4)'', 233-243. [https://doi.org/10.1016/j.jphs.2022.09.005 DOI]</ref>


==History and culture==
Due to its limited history of human use, little is known about its long-term effects, metabolism, or toxicity. '''Harm reduction practices''' are strongly advised.
The compound does not have a clear first synthesis date. DMXE was first reported as being used for recreational purposes in 2020,<ref>https://erowid.org/experiences/subs/exp_DMXE.shtml</ref> and has been increasing in popularity as an alternative to the now-banned MXE. DMXE, alongside another compound, [[MXiPr]], have been sold online as a [[research chemical]] since around October 2020.<ref name="JPHS2022" /><ref>Alert from NDEWS Web Monitoring team: Increases in Reddit discussions of DMXE, October 2020–March 2021, https://ndews.org/?wysija-page=1&controller=email&action=view&email_id=125&wysijap=subscriptions</ref>
== '''History and Culture''' ==


It is rarely sold on the streets and is almost exclusively sold as a gray-area research chemical alternative to the more recognizable MXE for recreational and entheogenic purposes.
DMXE was first reported in 2020 and quickly gained popularity as an alternative to MXE.<ref>[https://erowid.org/experiences/subs/exp_DMXE.shtml Erowid Experience Reports]</ref> Alongside [[MXiPr]], it has been sold online as a research chemical dissociative since October 2020.<ref name="JPHS2022" /><ref>[https://ndews.org/?wysija-page=1&controller=email&action=view&email_id=125&wysijap=subscriptions NDEWS Web Monitoring Alert, 2021]</ref>


==Chemistry==
DMXE is rarely sold on the streets and is almost exclusively found in online research chemical markets.
DMXE (Deoxymethoxetamine), or 2-(ethylamino)-2-(3-methylphenyl)-cyclohexanone, is classed as an arylcyclohexylamine, similar to PCP, ketamine, and MXE, which include a cyclohexane ring bound to an aromatic ring along with an amine group. It is an analog of MXE (Methoxetamine) distinguished by the replacement of the methoxy group at the 3-position with a methyl group. This modification removes an oxygen atom, hence <u>Deoxy-</u>(without oxygen)-methoxetamine, creating a more hydrophobic and less bulky molecule, which slightly alters its pharmacological effects compared to MXE.


DMXE features a phenyl ring that has a methyl (CH<sub>3</sub>) substituent at the R<sub>3</sub> position, which is connected to a cyclohexane structure. This cyclohexane ring is modified at the R<sub>2</sub> position with an oxo group, defining it as a cyclohexanone. Attached to the same site (R<sub>1</sub>) on the cyclohexanone ring is an ethylamino chain (-N-CH<sub>2</sub>CH<sub>3</sub>).
== '''Chemistry''' ==


It is a white crystalline solid at room temperature that is sparingly soluble at 10mg/mL in ethanol as well as DMSO. DMXE is stable for approximately 5 years when stored at -20°C.<ref>https://www.caymanchem.com/product/33962/deoxymethoxetamine-(hydrochloride)</ref>
DMXE '''(Deoxymethoxetamine)''', or '''2-(ethylamino)-2-(3-methylphenyl)-cyclohexanone''', belongs to the '''arylcyclohexylamine''' family, which includes '''ketamine, PCP, and MXE'''.
 
=== '''Structural Differences from MXE''' ===
 
* DMXE lacks the '''3-methoxy (-OCH₃)''' group of MXE, replacing it with a '''methyl (-CH₃)''' group instead.
* This makes DMXE '''less bulky and more hydrophobic''', potentially altering its pharmacology.
=== '''Physical Properties''' ===
 
* DMXE is usually a '''light yellow-tan crystalline solid''', often '''sandy or flaky in texture'''.
* It is '''sparingly soluble''' (10 mg/mL in ethanol or DMSO).
* Stability: '''~5 years''' when stored at -20°C.<ref>[https://www.caymanchem.com/product/33962/deoxymethoxetamine-(hydrochloride) Cayman Chemical]</ref>
==== '''Comparison to 3D-MXE''' ====
 
* '''DMXE: Lighter (yellow-tan), more crystalline/sandy.'''
* '''3D-MXE: Darker (brown/gray), finer, more powdery.'''


==Pharmacology==
==Pharmacology==
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