4-Hydroxy-3-methoxymethcathinone

4-Hydroxy-3-methoxymethcathinone
Clinical data
Other names4-Hydroxy-3-methoxymethcathinone; HMMC; 3-Methoxy-4-hydroxymethcathinone; Hydroxymethoxymethcathinone; 3-Methoxy-4-hydroxy-N-methylcathinone; 4-Hydroxy-3-methoxy-N-methylcathinone; 3MeO,4HO-MC; MHMC; Methylone-M1; 4′-Hydroxy-3′-methoxy-2-(isopropylamino)propanophenone
Identifiers
  • 1-(4-hydroxy-3-methoxyphenyl)-2-(methylamino)propan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC11H15NO3
Molar mass209.245 g·mol−1
3D model (JSmol)
  • CC(C(=O)C1=CC(=C(C=C1)O)OC)NC
  • InChI=1S/C11H15NO3/c1-7(12-2)11(14)8-4-5-9(13)10(6-8)15-3/h4-7,12-13H,1-3H3
  • Key:GIQCAMWUCKLMPC-UHFFFAOYSA-N

4-Hydroxy-3-methoxymethcathinone (HMMC), or 3-methoxy-4-hydroxy-N-methylcathinone, is a monoamine releasing agent of the amphetamine and cathinone families. It is an active metabolite of methylone (3,4-methylenedioxymethcathinone; MDMC). The drug is a very low-potency serotonin–norepinephrine–dopamine releasing agent (SNDRA), with EC50Tooltip half-maximal effective concentration values of 7,210 nM for serotonin, 6,340 nM for norepinephrine, and 5,840 nM for dopamine in rat brain synaptosomes. HMMC was first described in the scientific literature by 2011.

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