Ethcathinone

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Ethcathinone
Ethcathinone.svg
Systematic (IUPAC) name
(RS)-2-ethylamino-1-phenyl-propan-1-one
Clinical data
Legal status ?
Routes oral, intranasal
Identifiers
CAS number 51553-17-4 YesY
ATC code None
PubChem CID 458519
ChemSpider 403504 YesY
Synonyms N-Ethylcathinone; 2-Ethylaminopropiophenone
Chemical data
Formula C11H15NO 
Mol. mass 177.3 g/mol
 YesY (what is this?)  (verify)

Ethcathinone, also known as ethylpropion or ETH-CAT, is a stimulant drug of the phenethylamine, amphetamine, and cathinone chemical classes. It is an active metabolite of the prodrug diethylcathinone and is fully responsible for its effects. Ethcathinone has been identified as an ingredient in both quasi-legal "party pills",[1] and, along with mephedrone, has also been reported as having been sold as "ecstasy" in the Australian city of Cairns.[2][3]

Pharmacology[edit]

The pharmacology for ethcathinone appeared alongside other psychostimulants in a paper by Rothman and Baumann in 2006.[4] The predominant two modes of action for ethcathinone is as a moderately active releaser of noradrenaline (EC50 = 99.3nM);[4] however it is only a relatively weak inhibitor of dopamine reuptake (Ki = 1,014nM).[4]

Since diethylcathinone appears to be an inactive prodrug and only becomes active after it has been further metabolized to ethcathinone,[4] it thereby would appear rational to consider that ethcathinone would also be expected to be N-dealkylated upon its consumption to the more active drug cathinone that is more able to reliably stimulate the release of dopamine. However, in contrast to diethylcathinone, ethcathinone is not technically a prodrug since it is already active in its own right.

Legal status[edit]

Ethcathinone, along with mephedrone and flephedrone, was banned in Denmark on December 18, 2008.

See also[edit]

References[edit]

  1. ^ Camilleri, A; Johnston, MR; Brennan, M; Davis, S; Caldicott, DG (2010). "Chemical analysis of four capsules containing the controlled substance analogues 4-methylmethcathinone, 2-fluoromethamphetamine, alpha-phthalimidopropiophenone and N-ethylcathinone". Forensic Science International 197 (1–3): 59–66. doi:10.1016/j.forsciint.2009.12.048. PMID 20074881. 
  2. ^ Killer pills hit Cairns
  3. ^ Police warn of potentially fatal 'fake ecstasy'
  4. ^ a b c d Rothman, RB; Baumann, MH (2006). "Therapeutic potential of monoamine transporter substrates". Current Topics in Medicinal Chemistry 6 (17): 1845–59. doi:10.2174/156802606778249766. PMID 17017961.