3-Methoxymethcathinone

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3-Methoxymethcathinone
File:3-Methoxymethcathinone.svg
Clinical data
Other names3-MeOMC; meta-Methoxymethcathinone; m-MeOMC; 3-Methoxy-N-methylcathinone; 3-Methoxy-N-methyl-β-ketoamphetamine; 3-Methoxy-α,N-dimethyl-β-ketophenethylamine
Drug classSerotonin–dopamine releasing agent; Serotonin–norepinephrine–dopamine releasing agent; Stimulant[1][2]
Identifiers
  • 1-(3-methoxyphenyl)-2-(methylamino)propan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
E number{{#property:P628}}
CompTox Dashboard (EPA)
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Chemical and physical data
FormulaC11H15NO2
Molar mass193.246 g·mol−1
3D model (JSmol)
  • CC(C(=O)C1=CC(=CC=C1)OC)NC
  • InChI=1S/C11H15NO2/c1-8(12-2)11(13)9-5-4-6-10(7-9)14-3/h4-8,12H,1-3H3
  • Key:VAVRRUJYUFACKA-UHFFFAOYSA-N

3-Methoxymethcathinone (3-MeOMC), also known as meta-methoxymethcathinone (m-MeOMC), is a designer drug of the substituted cathinone family described as a stimulant.[3][2][1]

Similarly to other cathinones, it acts as a monoamine releasing agent, including of serotonin, dopamine, and norepinephrine.[1][4][5] However, in contrast to cathinones and amphetamines, 3-MeOMC appears to show selectivity for induction of serotonin and dopamine release over release of norepinephrine, and hence may act as a partially selective serotonin–dopamine releasing agent (SDRA).[1] Its EC50Tooltip half-maximal effective concentration values are 129 nM for dopamine release and 306 nM for serotonin release in vitro, whereas it only induced 68% release of norepinephrine at a concentration of 10 μM.[1][4][5] For comparison, other related cathinones, including cathinone, methcathinone, 3-methylmethcathinone (3-MMC; metaphedrone), 4-methylmethcathinone (4-MMC; mephedrone), and 4-methoxymethcathinone (4-MeOMC; methedrone), induced 94 to 101% release of norepinephrine at 10 μM.[1] However, in another publication, the EC50 of 3-MeOMC for induction of norepinephrine release was 111 nM, and hence it did not appear to show selectivity for induction of serotonin and dopamine release relative to norepinephrine, instead acting as a serotonin–norepinephrine–dopamine releasing agent (SNDRA).[4][5]

3-MeOMC first appeared as an illicit drug after 2014.[3]

See also

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References

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