Methyl-MMDA-2

N-Methyl-2-methoxy-4,5-methylenedioxyamphetamine (methyl-MMDA-2; 6-methoxy-MDMA) is a psychedelic drug of the amphetamine class.^[1] It is the N-methylated derivative of MMDA-2, and it is also an analog of MDMA and 6-methyl-MDA.^[1]

Methyl-MMDA-2

Clinical data
Routes of administration	Oral, Insufflated, Rectal
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 N-methyl-1-(6-methoxy-1,3-benzodioxol-5-yl)propan-2-amine
CAS Number	108925-34-4
PubChem CID	?
ChemSpider	23553107
UNII	MK3WE91ZB3
CompTox Dashboard (EPA)	DTXSID80903969
Chemical and physical data
Formula	C12H17NO3
Molar mass	223.272 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(Cc1cc2c(cc1OC)OCO2)NC

Methyl-MMDA-2 was first synthesized by Alexander Shulgin and was described in his book PiHKAL. He states that it is essentially inactive at a dose of 70 mg, and he did not try any higher;^[1] however, Methyl-MMDA-2 is still likely to be active, perhaps in the 125-250 mg range.^{[citation needed]} This reduction in hallucinogenic activity relative to MMDA-2 parallels that of MDA and MDMA, indicating that with phenethylamines, N-methylation substantially reduces 5-HT_2A receptor affinity.^[1][2]

See also

• MMDA-2
• MDMA
• 6-Methyl-MDA