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{{Short description|Chemical compound}}
{{DISPLAYTITLE:''N''-Ethylnorketamine}}
{{Drugbox
| drug_name = ''N''-Ethylnorketamine
| IUPAC_name = 2-(2-Chlorophenyl)-2-(ethylamino)cyclohexan-1-one
| image = N-
| width = 200
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| tradename =
| legal_status =
|
| legal_UK = Class B
| legal_DE = NpSG
<!--Identifiers-->
| CAS_number = 1354634-10-8
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = TLL3802A3P
| ATC_prefix = none
| PubChem = 57483649
| ChemSpiderID = 35805667
<!--Chemical data-->
| C=14 | H=18 | Cl=1 | N=1 | O=1
| smiles = Clc2ccccc2C1(NCC)CCCCC1=O
| StdInChI = 1S/C14H18ClNO/c1-2-16-14(10-6-5-9-13(14)17)11-7-3-4-8-12(11)15/h3-4,7-8,16H,2,5-6,9-10H2,1H3
| StdInChIKey = ITBBBZIIFJJMDU-UHFFFAOYSA-N
}}
'''''N''-Ethylnorketamine''' ('''ethketamine''', '''NENK''', '''2-Cl-2'-Oxo-PCE''') is a [[designer drug]] which is presumed to have similar properties to [[ketamine]], a [[Dissociative drug|dissociative]] [[anesthesia|anesthetic]] drug with [[hallucinogen]]ic and [[sedative]] effects. It has been sold over the internet since around September 2012, and identified in seized drug samples by analytical laboratories in the UK and other European countries.<ref>[http://www.homeoffice.gov.uk/publications/agencies-public-bodies/acmd1/methoxetamine2012?view=Binary Advisory Council on the Misuse of Drugs (ACMD) Methoxetamine Report (2012)]</ref>
It is an [[NMDA receptor]] antagonist. In mice its antidepressant effects are dependent on activation of [[AMPA receptor|AMPA]] and [[5-HT2 receptor|5-HT2]] receptors, as blocking those abolishes said activity.<ref name="Sayson_2019">{{cite journal | vauthors = Sayson LV, Botanas CJ, Custodio RJ, Abiero A, Kim M, Lee HJ, Kim HJ, Yoo SY, Lee KW, Ryu HW, Acharya S, Kim KM, Lee YS, Cheong JH | display-authors = 6 | title = The novel methoxetamine analogs N-ethylnorketamine hydrochloride (NENK), 2-MeO-N-ethylketamine hydrochloride (2-MeO-NEK), and 4-MeO-N-ethylketamine hydrochloride (4-MeO-NEK) elicit rapid antidepressant effects via activation of AMPA and 5-HT2 receptors | journal = Psychopharmacology | volume = 236 | issue = 7 | pages = 2201–2210 | date = July 2019 | pmid = 30891619 | doi = 10.1007/s00213-019-05219-x | s2cid = 253743164 }}</ref>
==Legal Status==
As of October 2015 NENK is a controlled substance in the United Kingdom,<ref>[http://www.legislation.gov.uk/ukdsi/2013/9780111532980/pdfs/ukdsiem_9780111532980_en.pdf Explanatory Memorandum to the Misuse of Drugs (1971) Amendment Order 2013]</ref> China,<ref>{{cite web | url=http://www.sfda.gov.cn/WS01/CL0056/130753.html | title=关于印发《非药用类麻醉药品和精神药品列管办法》的通知 | publisher=China Food and Drug Administration | date=27 September 2015 | language=
==References==
{{Reflist}}
{{Hallucinogens}}
{{Glutamate receptor modulators}}
{{DEFAULTSORT:Ethylnorketamine, N-}}
[[Category:Arylcyclohexylamines]]
[[Category:2-Chlorophenyl compounds]]
[[Category:Designer drugs]]▼
[[Category:Dissociative drugs]]
[[Category:Euphoriants]]
▲[[Category:Designer drugs]]
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