2-Methyl-MDA

2-Methyl-3,4-methylenedioxyamphetamine (2-methyl-MDA) is an entactogen^{[citation needed]} and psychedelic^{[citation needed]} drug of the amphetamine class. It acts as a selective serotonin releasing agent (SSRA), with IC₅₀ values of 93nM, 12,000nM, and 1,937nM for serotonin, dopamine, and norepinephrine efflux.^[1] 2-Methyl-MDA is more potent than MDA and 5-methyl-MDA.^[1] However, it is slightly more selective for serotonin over dopamine and norepinephrine release in comparison to 5-methyl-MDA.^[1]

2-Methyl-MDA

Clinical data
Routes of administration	Oral
ATC code	none
Legal status
Legal status	Uncontrolled (but may be covered under the Federal Analogue Act in the United States and under similar bills in other countries)
Identifiers
IUPAC name 1-(4-methyl-1,3-benzodioxol-5-yl)propan-2-amine
CAS Number	691876-73-0 N 204916-87-0 (HCl)
PubChem CID	10104064
ChemSpider	8279591 Y
ChEMBL	ChEMBL6391 Y
CompTox Dashboard (EPA)	DTXSID10435622
Chemical and physical data
Formula	C11H15NO2
Molar mass	193.246 g·mol−1
3D model (JSmol)	Interactive image
SMILES O2COc1c2ccc(c1C)CC(C)N
InChI InChI=1S/C11H15NO2/c1-7(12)5-9-3-4-10-11(8(9)2)14-6-13-10/h3-4,7H,5-6,12H2,1-2H3 Y Key:WVACHJAKQMSYSU-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

References

1. Parker MA, Marona-Lewicka D, Kurrasch D, Shulgin AT, Nichols DE (March 1998). "Synthesis and pharmacological evaluation of ring-methylated derivatives of 3,4-(methylenedioxy)amphetamine (MDA)". Journal of Medicinal Chemistry. 41 (6): 1001–5. CiteSeerX 10.1.1.688.9559. doi:10.1021/jm9705925. PMID 9526575.