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
CAS Number	117652-28-5 Y
3D model (JSmol)	Interactive image
ChemSpider	2338803
PubChem CID	3081137
UNII	RBY3J6H4JW Y
CompTox Dashboard (EPA)	DTXSID70922503
InChI 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
SMILES CC(CC1=CC(=C(C=C1)O)OC)NC
Properties
Chemical formula	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.