Methoxetamine: Difference between revisions
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{{SubstanceBox/MXE}} | {{SubstanceBox/MXE}} | ||
'''3-MeO-2'-Oxo-PCE''' (commonly known as '''Methoxetamine''', '''MXE''', and also as '''Mexxy''') is a synthetic [[psychoactive class::dissociative]] of the [[Chemical class::arylcyclohexylamine]] class that produces [[dissociative]], [[hallucinogenic]] and [[euphoric]] effects when administered. It is an analog of [[ketamine]] that also contains structural features of [[PCE]] and [[3-MeO-PCP]]. | '''3-MeO-2'-Oxo-PCE''' (commonly known as '''Methoxetamine''', '''MXE''', and also as '''Mexxy''') is a synthetic [[psychoactive class::dissociative]] of the [[Chemical class::arylcyclohexylamine]] class that produces [[dissociative]], [[hallucinogenic]] and [[euphoric|euphoriant]] effects when administered. It is an analog of [[ketamine]] that also contains structural features of [[PCE]] and [[3-MeO-PCP]]. | ||
<ref>MXE Binding profile | http://www.homeoffice.gov.uk/publications/agencies-public-bodies/acmd1/methoxetamine2012?view=Binary</ref> | <ref>MXE Binding profile | http://www.homeoffice.gov.uk/publications/agencies-public-bodies/acmd1/methoxetamine2012?view=Binary</ref> | ||
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==Chemistry== | ==Chemistry== | ||
Methoxetamine, or (RS)2-(3-methoxyphenyl)-2-(ethylamino)cyclohexanone, is classed as an [[arylcyclohexylamine]]. | Methoxetamine, or (RS)2-(3-methoxyphenyl)-2-(ethylamino)cyclohexanone, is classed as an [[arylcyclohexylamine]]. Arylcyclohexylamines are named for their structures which include a cyclohexane ring bound to an aromatic ring along with an amine group. | ||
MXE contains a phenyl ring with a methoxy (CH<sub>3</sub>-O-) substituent at R<sub>3</sub> bonded to a cyclohexane ring substituted at R<sub>2</sub> with an oxo group (cyclohexanone). Bound to the same location (R<sub>1</sub>) of the cyclohexanone ring is an amino ethyl chain -N-CH<sub>2</sub>CH<sub>3</sub>. | MXE contains a phenyl ring with a methoxy (CH<sub>3</sub>-O-) substituent at R<sub>3</sub> bonded to a cyclohexane ring substituted at R<sub>2</sub> with an oxo group (cyclohexanone). Bound to the same location (R<sub>1</sub>) of the cyclohexanone ring is an amino ethyl chain -N-CH<sub>2</sub>CH<sub>3</sub>. | ||
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==Pharmacology== | ==Pharmacology== | ||
{{Further|NMDA receptor antagonist}} | {{Further|NMDA receptor antagonist}} | ||
MXE acts as a | MXE acts as a non-competitive [[NMDA receptor antagonist]] and [[serotonin]]-[[Reuptake Inhibitor|reuptake inhibitor]].<ref name="MXE Binding Profile">[http://www.homeoffice.gov.uk/publications/agencies-public-bodies/acmd1/methoxetamine2012?view=Binary "ACMD Methoxetamine Report (2012)"]. Advisory Council on the Misuse of Drugs. October 2012. pp. 14–15. Retrieved 6 February 2013.</ref> NMDA receptors allow for electrical signals to pass between neurons in the brain and spinal column; for the signals to pass, the receptor must be open. Dissociatives close the NMDA receptors by blocking them. This disconnection of neurons leads to loss of feeling, difficulty moving, and eventually an almost identical equivalent of the famous “[http://en.wikipedia.org/wiki/K-hole k-hole].” MXE was reported to be similar to [[Ketamine|ketamine]] <ref>Kjellgren, A., & Jonsson, K. (2013). Methoxetamine (MXE)--a phenomenological study of experiences induced by a {\dq}legal high{\dq} from the internet. Journal of Psychoactive Drugs, 45(3), 276–286. https://doi.org/10.1080/02791072.2013.803647</ref>, despite being stronger and having a longer duration. <ref>Coppola, M., & Mondola, R. (2012). Methoxetamine: From drug of abuse to rapid-acting antidepressant. Medical Hypotheses, 79(4), 504–507. https://doi.org/10.1016/j.mehy.2012.07.002</ref> | ||
Because of its structural similarity to [https://en.wikipedia.org/wiki/3-HO-PCP 3- | Because of its structural similarity to [https://en.wikipedia.org/wiki/3-HO-PCP 3-HO-PCP], it was falsely believed to carry [[opioid]] properties.<ref>Morris, H., & Wallach, J. (2014). From PCP to MXE: A comprehensive review of the non-medical use of dissociative drugs. Drug Testing and Analysis. https://doi.org/10.1002/dta.1620</ref> This claim cannot be supported by actual data, instead showing only insignificant affinity for the µ-opioid receptor by the substance itself, although in-vivo metabolites could yield different effects.<ref name="MXE Binding Profile"/> | ||
==Subjective effects== | ==Subjective effects== | ||
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==Legality== | ==Legality== | ||
{{legalStub}} | {{legalStub}} | ||
*'''Brazil''' - Possession, production and sale is illegal as it is listed on Portaria SVS/MS nº 344 <ref>http://portal.anvisa.gov.br/documents/10181/3115436/%281%29RDC_130_2016_.pdf/fc7ea407-3ff5-4fc1-bcfe-2f37504d28b7</ref> | *'''Brazil''' - Possession, production and sale is illegal as it is listed on Portaria SVS/MS nº 344 <ref>http://portal.anvisa.gov.br/documents/10181/3115436/%281%29RDC_130_2016_.pdf/fc7ea407-3ff5-4fc1-bcfe-2f37504d28b7</ref> | ||
*'''Germany:''' | *'''Germany:''' It is illegal to possess, produce, or sell MXE.{{citation needed}} | ||
*'''Japan:''' | *'''Japan:''' It is illegal to possess, produce, or sell MXE.{{citation needed}} | ||
*'''Russia:''' | *'''Russia:''' It is illegal to possess, produce, or sell MXE.{{citation needed}} | ||
*'''France:''' Methoxetamine was added to the list of illicit substances in August 2013.{{citation needed}} | *'''France:''' Methoxetamine was added to the list of illicit substances in August 2013.{{citation needed}} | ||
*'''Netherlands:''' | *'''Netherlands:''' It is illegal to possess, produce, trasnport, import, export, or sell MXE.<ref>"Opiumwet lijst 1", http://wetten.overheid.nl/BWBR0001941/2017-05-25</ref> | ||
*'''Switzerland:''' | *'''Switzerland:''' It is illegal to possess, produce, or sell MXE.{{citation needed}} | ||
*'''United Kingdom:''' MXE is a Class B drug.{{citation needed}} | *'''United Kingdom:''' MXE is a Class B drug.{{citation needed}} | ||
*'''United States:''' MXE is not illegal, however, if it is sold with the intention for human consumption (such as in capsules) it becomes illegal to possess under the Federal Analogue Act. This is avoided by placing the label "not for human consumption" on the container of | *'''United States:''' MXE is not illegal, however, if it is sold with the intention for human consumption (such as in capsules) it becomes illegal to possess under the Federal Analogue Act. This is avoided by placing the label "not for human consumption" on the container of the chemical.{{citation needed}} | ||
*'''Canada:''' Health Canada declared MXE a controlled substance, citing it as "considered an analogue of ketamine."<ref>"STATUS DECISION OF CONTROLLED | *'''Canada:''' Health Canada declared MXE a controlled substance, citing it as "considered an analogue of ketamine."<ref>"STATUS DECISION OF CONTROLLED | ||
AND NON-CONTROLLED SUBSTANCE(S)", https://web.archive.org/web/20160409135922/http://isomerdesign.com/Cdsa/HC/StatusDecisions/A-2013-00235%20-%20PDFs/C-Methoxetamine-2011-01-31.pdf. Retrieved January 24th, 2017.</ref> The possession, production, and sale are illegal. | AND NON-CONTROLLED SUBSTANCE(S)", https://web.archive.org/web/20160409135922/http://isomerdesign.com/Cdsa/HC/StatusDecisions/A-2013-00235%20-%20PDFs/C-Methoxetamine-2011-01-31.pdf. Retrieved January 24th, 2017.</ref> The possession, production, and sale are illegal. | ||
*'''Italy:''' | *'''Italy:''' According to the table of drugs, MXE has been illegal in Italy since 2016.<ref>http://www.salute.gov.it/imgs/C_17_pagineAree_3729_listaFile_itemName_0_file.pdf</ref> | ||
==See also== | ==See also== |