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N-Ethylnorketamine

From Wikipedia, the free encyclopedia
(Redirected fromEthketamine)
Chemical compound
Pharmaceutical compound
N-Ethylnorketamine
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
  • 2-(2-Chlorophenyl)-2-(ethylamino)cyclohexan-1-one
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC14H18ClNO
Molar mass251.75 g·mol−1
3D model (JSmol)
  • Clc2ccccc2C1(NCC)CCCCC1=O
  • InChI=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
  • Key:ITBBBZIIFJJMDU-UHFFFAOYSA-N

N-Ethylnorketamine (ethketamine,NENK,2-Cl-2'-Oxo-PCE) is adesigner drug which is presumed to have similar properties toketamine, adissociativeanesthetic drug withhallucinogenic andsedative 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.[1]

It is anNMDA receptor antagonist. In mice its antidepressant effects are dependent on activation ofAMPA and5-HT2 receptors, as blocking those abolishes said activity.[2]

Legal Status

[edit]

As of October 2015 NENK is a controlled substance in the United Kingdom,[3] China,[4] and the US state of Alabama.[5]

References

[edit]
  1. ^Advisory Council on the Misuse of Drugs (ACMD) Methoxetamine Report (2012)
  2. ^Sayson LV, Botanas CJ, Custodio RJ, Abiero A, Kim M, Lee HJ, et al. (July 2019). "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".Psychopharmacology.236 (7):2201–2210.doi:10.1007/s00213-019-05219-x.PMID 30891619.S2CID 253743164.
  3. ^Explanatory Memorandum to the Misuse of Drugs (1971) Amendment Order 2013
  4. ^"关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Archived fromthe original on 1 October 2015. Retrieved1 October 2015.
  5. ^"Alabama Senate Bill 333 - Controlled substances, Schedule I, additional synthetic controlled substances and analogue substances included in, trafficking in controlled substance analogues, requisite weight increased, Secs. 13A-12-231, 20-2-23 am'd". March 2014. Retrieved28 September 2015.


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(mixedMoATooltip mechanism of action)
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AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor
KARTooltip Kainate receptor
NMDARTooltip N-Methyl-D-aspartate receptor
Group I
mGluR1Tooltip Metabotropic glutamate receptor 1
mGluR5Tooltip Metabotropic glutamate receptor 5
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mGluR2Tooltip Metabotropic glutamate receptor 2
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mGluR4Tooltip Metabotropic glutamate receptor 4
mGluR6Tooltip Metabotropic glutamate receptor 6
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mGluR8Tooltip Metabotropic glutamate receptor 8


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