4-Hydroxy-3-methoxymethamphetamine

4-Hydroxy-3-methoxymethamphetamine (HMMA) is an active metabolite of 3,4-methylenedioxymethamphetamine (MDMA). It is a slightly more potent stimulant than MDMA.[1]

4-Hydroxy-3-methoxymethamphetamine
Names
Preferred IUPAC name
2-Methoxy-4-[2-(methylamino)propyl]phenol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C11H17NO2/c1-8(12-2)6-9-4-5-10(13)11(7-9)14-3/h4-5,7-8,12-13H,6H2,1-3H3
    Key: UVDWYWYWOMOEFX-UHFFFAOYSA-N
  • CC(CC1=CC(=C(C=C1)O)OC)NC
Properties
C11H17NO2
Molar mass 195.262 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Schindler, CW; Thorndike, EB; Blough, BE; Tella, SR; Goldberg, SR; Baumann, MH (2014). "Effects of 3,4-methylenedioxymethamphetamine (MDMA) and its main metabolites on cardiovascular function in conscious rats". British Journal of Pharmacology. 171 (1): 83–91. doi:10.1111/bph.12423. PMC 3874698. PMID 24328722.


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