MMDA-2

MMDA-2

Clinical data
Other names	2-Methoxy-4,5-methylenedioxyamphetamine; 6-Methoxy-3,4-methylenedioxyamphetamine; 6-Methoxy-MDA; 6-MeO-MDA
Routes of administration	Oral
ATC code	None
Legal status
Legal status	CA: Schedule I DE: NpSG (Industrial and scientific use only) UK: Class A 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-(6-methoxy-1,3-benzodioxol-5-yl)propan-2-amine
CAS Number	23693-18-7
PubChem CID	90966
ChemSpider	82147
UNII	TG0B6ER184
CompTox Dashboard (EPA)	DTXSID20903968
Chemical and physical data
Formula	C11H15NO3
Molar mass	209.245 g·mol−1
3D model (JSmol)	Interactive image
SMILES O1c2cc(c(OC)cc2OC1)CC(N)C

MMDA-2, also known as 2-methoxy-4,5-methylenedioxyamphetamine or as 6-methoxy-MDA, is a psychedelic drug of the phenethylamine, amphetamine, and MDxx families.^[1] It is closely related to MMDA and MDA.^[1]

Alexander Shulgin was likely the first to synthesize MMDA-2.^[1] In his book PiHKAL (Phenethylamines I Have Known and Loved), the dose is listed as 25 to 50 mg, and the duration is listed as 8 to 12 hours.^[1] Shulgin reports that MMDA-2 produces effects such as enhanced awareness, empathy, and visual facilitation and distortion, as well as some side effects like gastrointestinal upset and appetite loss.^[1] He states that 30 mg is very similar to 80 mg of MDA, and also remarks that it would be impossible for anyone to have a bad experience on the drug at that dose.^[1]

It has been found that MMDA-2, unlike MMDA but similarly to 6-methyl-MDA, is very weak or negligible at inducing the release of serotonin or dopamine,^[2] and accordingly, does not produce amphetamine-like responses in animals in drug discrimination studies.^[3] Instead, MMDA-2 is likely to act as a pure serotonin 5-HT₂ receptor agonist similarly to the DOx series of compounds, with activation of the serotonin 5-HT_2A receptor conferring its psychedelic effects.^[4]

MMDA-2 has been sold as a designer drug in Japan.^[5]