3,4-Dihydroxymethcathinone

3,4-Dihydroxymethcathinone
Clinical data
Other namesHHMC; Dihydroxymethcathinone; 3,4-Dihydroxy-N-methylcathinone; 3,4HO-MC; 3′,4′-Hydroxy-2-(methylamino)propanophenone
Drug classNorepinephrine–dopamine releasing agent
Identifiers
  • 1-(3,4-dihydroxyphenyl)-2-(methylamino)propan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC10H13NO3
Molar mass195.218 g·mol−1
3D model (JSmol)
  • CC(C(=O)C1=CC(=C(C=C1)O)O)NC
  • InChI=1S/C10H13NO3/c1-6(11-2)10(14)7-3-4-8(12)9(13)5-7/h3-6,11-13H,1-2H3
  • Key:NIRQIFAAAYJDGZ-UHFFFAOYSA-N

3,4-Dihydroxymethcathinone (HHMC), or 3,4-dihydroxy-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 norepinephrine–dopamine releasing agent (NDRA), with EC50Tooltip half-maximal effective concentration values of 110 nM for norepinephrine, 90 nM for dopamine, and 14,100 nM for serotonin in rat brain synaptosomes. HHMC was first described in the scientific literature by 2017.