N-Ethylnorketamine

N-Ethylnorketamine (ethketamine, NENK, 2-Cl-2'-Oxo-PCE) is a designer drug which is presumed to have similar properties to ketamine, a dissociative anesthetic drug with hallucinogenic 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.^[1]

N-Ethylnorketamine

Clinical data
ATC code	none
Legal status
Legal status	CA: Schedule I DE: NpSG (Industrial and scientific use only) UK: Class B
Identifiers
IUPAC name 2-(2-Chlorophenyl)-2-(ethylamino)cyclohexan-1-one
CAS Number	1354634-10-8
PubChem CID	57483649
ChemSpider	35805667
UNII	TLL3802A3P
CompTox Dashboard (EPA)	DTXSID501030493
Chemical and physical data
Formula	C14H18ClNO
Molar mass	251.75 g·mol−1
3D model (JSmol)	Interactive image
SMILES Clc2ccccc2C1(NCC)CCCCC1=O
InChI 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

It is an NMDA receptor antagonist. In mice its antidepressant effects are dependent on activation of AMPA and 5-HT2 receptors, as blocking those abolishes said activity.^[2]

Legal Status

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