MarketN-Ethylhexedrone
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N-Ethylhexedrone

N-Ethylhexedrone (also known as α-ethylaminohexiophenone, α-EAHP, α-ethylamino-caprophenone, N-ethylnorhexedrone, Ethylnorhexedrone, Norhexedrone, Ethylhexedrone, hexen, and NEH) is a stimulant of the cathinone class that acts as a norepinephrine–dopamine reuptake inhibitor (NDRI) with IC50 inhibition values of 0.0978 and 0.0467 μM, respectively (97 nM and 46 nM). N-Ethylhexedrone was first mentioned in a series of patents by Boehringer Ingelheim in the 1960s which led to the development of the better-known drug methylenedioxypyrovalerone (MDPV). Since the mid-2010s, N-ethylhexedrone has been sold online as a designer drug. In 2018, N-ethylhexedrone was the second most common drug of the cathinone class to be identified in Drug Enforcement Administration seizures.

History and culture
N-Ethylhexedrone was patented by the German pharmaceutical company Boehringer Ingelheim in 1964 as a potential anorexigenic agent. The patent describes its synthesis together with other derivatives of aminoketone. In 2017 it was the most frequent seized cathinone in the EU, Norway and Turkey. In 2018, it was the most commonly identified cathinone after pentylone in Drug Enforcement Administration seizures. ==Chemistry==
Chemistry
N-Ethylhexedrone is a derivative of hexedrone, in which the methyl group attached to the nitrogen atom is substituted by an ethyl group. It is structurally similar to pentedrone, and also α-pyrrolidinohexiophenone (A-PHP), from which it differs by the substitution of a pyrrolidine group with an N-ethyl group. Relative to cathinone, N-ethylhexedrone consists of two added substitutions. At the Rα position, a n-butyl substitution forms a hexan chain. The second substitution is an ethyl group, that's attached to the amine group at RN2, thus forming N-ethyl. ==Pharmacology==
Pharmacology
Very little data exists on the human pharmacokinetics and pharmacodynamics of N-ethylhexedrone and many other recently introduced substituted cathinones, aside from post-mortem results in overdose cases. Like amphetamines, synthetic cathinones exert their stimulating and sympathomimetic effects via increasing synaptic concentration of catecholamines such as dopamine, serotonin and norepinephrine. These molecules are able to inhibit monoamine reuptake transporters producing a decreased clearance of the neurotransmitters from the synapse. Furthermore, they may cause release of biogenic amines from intracellular stores. It appears that N-ethylhexedrone has high preference for the dopamine transporter. == Legal status ==
Legal status
Internationally, N-ethylhexedrone was added to the UN Convention on Psychotropic Substances as a Schedule II controlled substance in March 2020. • Brazil: Possession, production and sale is illegal as it is listed on Portaria SVS/MS nº 344 since June 5, 2017. • Canada: N-Ethylhexedrone is a Schedule I controlled substance. (New Psychoactive Substances Act) as of November 26, 2016. Production and import with the aim to place it on the market, administration to another person, placing it on the market and trading is punishable. Possession is illegal but not punishable. The legislator considers it possible that orders of N-ethylhexedrone are punishable as an incitement to place it on the market. • Hungary: N-Ethylhexedrone is controlled as a new psychoactive substance. • Japan: N-Ethylhexedrone is a controlled substance. • Sweden: N-Ethylhexedrone was classified as a potentially dangerous substance in Sweden on June 21, 2016, and is thus a controlled substance but neither narcotics-classified or fully outlawed. • Switzerland: N-Ethylhexedrone can be considered a controlled substance as a defined derivative of Cathinone under Verzeichnis E point 1. It is legal when used for scientific or industrial use. • United Kingdom: N-Ethylhexedrone is a Class B drug in the United Kingdom as a result of the cathinone catch-all clause. • United States: N-Ethylhexedrone was placed in Schedule I by a DEA temporary scheduling order effective July 2019 and was permanently placed in Schedule I effective June 2022. == See also ==
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