Talk:DMXE - PsychonautWiki

Talk:DMXE

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Not to be confused with Methoxetamine.
Summary sheet: DMXE
DMXE
DMXE.svg
Chemical Nomenclature
Common names DMXE
Substitutive name Deoxymethoxetamine
Systematic name 2-(ethylamino)-2-(3-methylphenyl)cyclohexan-1-one
Class Membership
Psychoactive class Dissociative / Hallucinogen
Chemical class Arylcyclohexylamine
Routes of Administration

WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section.






Insufflated
Dosage
Threshold 5 mg
Light 5 - 20 mg
Common 20 - 35 mg
Strong 35 - 60 mg
Heavy 60 mg +
Duration
Total 2 - 6 hours
Onset 5 - 15 minutes
Come up 30 - 90 minutes
Peak 1 - 3 hours
Offset 1 - 2 hours






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.

Interactions


3-Me-2'-oxo-PCE (also known as Deoxymethoxetamine, DMXE, 3D-MXE) is a dissociative substance of the arylcyclohexylamine class that produces ketamine-like dissociative effects when administered. It is structurally related to MXE, ketamine, PCE, and 3-MeO-PCP.[1]

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.[2]

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.

History and culture

The compound does not have a clear first synthesis date. DMXE was first reported as being used for recreational purposes in 2020,[3] 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.[2][4]

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.

Chemistry

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 Deoxy-(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 (CH3) substituent at the R3 position, which is connected to a cyclohexane structure. This cyclohexane ring is modified at the R2 position with an oxo group, defining it as a cyclohexanone. Attached to the same site (R1) on the cyclohexanone ring is an ethylamino chain (-N-CH2CH3).

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.[5]

Pharmacology

DMXE acts as a non-competitive NMDA receptor antagonist. NMDARs (N-methyl-D-aspartate receptors) are specific types of glutamate receptors which modulate the transmission of electrical signals between neurons in the brain and spinal cord; for the signals to pass, the receptor must be open. The substance has shown a IC50 (half-maximal inhibitory concentration), which measures the potency of DMXE and related compounds in blocking NMDARs, of 0.679mM, indicating significant potency. DMXE and related compounds bind to the phcyclidine (PCP) site of NMDARs, which was determined via in silico docking results. This binding is implicated in the antagonistic activity observed, which includes the blocking of NMDA-induced inward currents in a dose-dependent manner. DMXE shows a high affinity and potent inhibitory capacity comparable to that of other MXE analogs like MXiPr and O-desmethyl MXE, with some variations in potency explained by different interactions at the receptor site. Additionally, DMXE significantly reduces excitatory postsynaptic currents (EPSCs) evoked in the presence of NMDA.[6]

Dissociatives inhibit the normal functioning NMDA receptors by binding to and blocking them. This disruption of neural network activity leads to loss of normal cognitive and affective processing, psychomotor functioning, anesthesia and eventually the equivalent of a “k-hole.”

Subjective effects

 
This subjective effects section is a stub.

As such, it is still in progress and may contain incomplete or wrong information.

You can help by expanding or correcting it.

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 PsychonautWiki contributors. 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
 

Disconnective effects
 

Visual effects
 


Experience reports

There are currently 0 experience reports which describe the effects of this substance in our experience index.

Additional experience reports can be found here:

Toxicity and harm potential

Due to its similarity to MXE, it is advised to use MXE's safety profile when taking this substance. The toxicity and long-term health effects of recreational DMXE use specifically have not been researched.

This is because DMXE is a research chemical with a very brief history of human usage.

It is strongly recommended that one use harm reduction practices when using this substance.

Lethal dosage

Tolerance and addiction potential

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.

  • DOx - As an NMDA antagonist MXE potentiates DOx which can be unpleasantly intense.
  • 25x-NBOMe - As an NMDA antagonist MXE potentiates NBOMes which can be unpleasantly intense.
  • 2C-T-x
  • PCP - There are no reports available about this combination.
  • Amphetamines - Risk of tachycardia, hypertension, and manic states.
  • MDMA - There have been reports of risky serotonergic interactions when the two are taken at the same time, but MXE taken to the end of an MDMA experience does not appear to cause the same issues.
  • Cocaine - Stimulants taken with MXE can lead to hypermanic states much more easily, especially if sleep is avoided.
  • Benzodiazepines - Both substances potentiate the ataxia and sedation caused by the other and can lead to unexpected loss of consciousness at high doses. Place affected patients in the recovery position to prevent vomit aspiration from excess.
  • SSRIs - Depending on the SSRI this combination can be unpredictable.
  • MAOIs - MAO-B inhibitors appear to increase the potency of MXE. MAO-A inhbitors have some negative reports associated with the combination but there isn't much information available.
  • ΑMT
  • Alcohol - There is a high risk of memory loss, vomiting and severe ataxia from this combination.
  • GHB - Both substances cause ataxia and bring a risk of vomiting and unconsciousness. If the patient falls unconscious while under the influence there is a severe risk of vomit aspiration if they are not placed in the recovery position.
  • GBL - Both substances cause ataxia and bring a risk of vomiting and unconsciousness. If the patient falls unconscious while under the influence there is a severe risk of vomit aspiration if they are not placed in the recovery position.
  • Opioids - This combination can potentiate the effects of the opioid.
  • Tramadol

Legal status

  • US: DMXE itself is not scheduled, but due to its similarities to now schedule I MXE, one can be prosecuted for under the Federal Analog Act, which states any chemical "substantially similar" to a controlled substance listed in Schedule I or II to be treated as if it were listed in Schedule I, but only if intended for human consumption.
  • CA: DMXE is on Schedule 1 in Canada.
  • DE: DMXE is regulated under the NpSG in Germany.
  • UK: DMXE is scheduled under Class B in the United Kingdom.

See also

External links

(List along order below)

Literature

  • 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

References

  1. https://pubchem.ncbi.nlm.nih.gov/compound/157010705
  2. 2.0 2.1 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
  3. https://erowid.org/experiences/subs/exp_DMXE.shtml
  4. 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
  5. https://www.caymanchem.com/product/33962/deoxymethoxetamine-(hydrochloride)
  6. 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
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