2-Methyl-MDA

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 ; 204916-87-0 (HCl);
PubChem CID	10104064;
ChemSpider	8279591 ;
ChEMBL	ChEMBL6391 ;
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 ; Key:WVACHJAKQMSYSU-UHFFFAOYSA-N ;
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2-Methyl-3,4-methylenedioxyamphetamine (2-methyl-MDA) is an entactogen-related 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]

References

^ ^a ^b ^c 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.

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