2C-MMDA-3a

2C-MMDA-3a, also known as 2C-3a, MMDPEA-3a, or 2-methoxy-3,4-methylenedioxyphenethylamine (2-methoxy-MDPEA), is a psychoactive drug of the phenethylamine and MDxx families related to 3,4-methylenedioxyphenethylamine (MDPEA).^[1][2] It is the phenethylamine (2C) analogue of MMDA-3a and the 2-methoxy derivative of MDPEA.^[1][2] According to Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved), 2C-MMDA-3a has a dose range of 40 to 120 mg orally with marginal effects.^[1] At 40 mg, there was perhaps the hint of a psychic energizer (antidepressant); at 65 mg, there was pleasant mood elevation; and at 80 and 120 mg, there was brief parasthesia.^[1] Shulgin has noted the modest change in effects with the drug over a three-fold dose range and has wondered whether it might be useful as an antidepressant or might be a serotonin reuptake inhibitor.^[1] The chemical synthesis of 2C-MMDA-3a has been described.^[1][2] It was first described in the scientific literature by Shulgin and colleagues by 1969.^[3]

2C-MMDA-3a

Clinical data
Other names	2C-3a; 2-Methoxy-3,4-methylenedioxyphenethylamine; 2-Methoxy-MDPEA; 2-MeO-MDPEA; 2-Methoxy-3,4-MDPEA; 2-MeO-3,4-MDPEA; MMDPEA-3a
Routes of administration	Oral[1]
Drug class	Psychoactive drug
ATC code	None
Pharmacokinetic data
Duration of action	Unknown[1]
Identifiers
IUPAC name 2-(4-methoxy-1,3-benzodioxol-5-yl)ethanamine
CAS Number	2220-19-1
PubChem CID	11127161
ChemSpider	9302281
ChEMBL	ChEMBL1196834
Chemical and physical data
Formula	C10H13NO3
Molar mass	195.218 g·mol−1
3D model (JSmol)	Interactive image
SMILES COC1=C(C=CC2=C1OCO2)CCN
InChI InChI=1S/C10H13NO3/c1-12-9-7(4-5-11)2-3-8-10(9)14-6-13-8/h2-3H,4-6,11H2,1H3 Key:AXEJSBWWIHAWJM-UHFFFAOYSA-N

See also

• Substituted methylenedioxyphenethylamine
• Substituted methoxyphenethylamine
• Methoxymethylenedioxyphenethylamine
• Lophophine (2C-MMDA-1 or MMDPEA-1)
• 2C-MMDA-2
• 2C2-NBOMe (2C-MMDA-2-NBOMe)