3-Methoxymethcathinone

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]

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]

CAS Number

• 882302-56-9

PubChem CID

• 82281626

Quick facts Clinical data, Other names ...

3-Methoxymethcathinone

Clinical data
Other names	3-MeOMC; meta-Methoxymethcathinone; m-MeOMC; 3-Methoxy-N-methylcathinone; 3-Methoxy-N-methyl-β-ketoamphetamine; 3-Methoxy-α,N-dimethyl-β-ketophenethylamine
Drug class	Serotonin–dopamine releasing agent; Serotonin–norepinephrine–dopamine releasing agent; Stimulant[1][2]
Identifiers
IUPAC name 1-(3-methoxyphenyl)-2-(methylamino)propan-1-one
CAS Number	882302-56-9
PubChem CID	82281626
ChemSpider	26702454
UNII	TAS3L629HH
Chemical and physical data
Formula	C11H15NO2
Molar mass	193.246 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(C(=O)C1=CC(=CC=C1)OC)NC
InChI 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

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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]