2T-MMDA-3a

2T-MMDA-3a, also known as 2-methylthio-3,4-methylenedioxyamphetamine (2-MeS-MDA), is a psychedelic drug of the phenethylamine, amphetamine, and MDxx families related to 3,4-methylenedioxyamphetamine (MDA).^[1][3] It is the derivative of MDA with a 2-methylthio substitution and is the analogue of MMDA-3a with a 2-methylthio group instead of a 2-methoxy group.^[1][3] 2T-MMDA-3a was included as an entry in Alexander Shulgin's book PiHKAL (Phenethylamines I Have Known and Loved).^[1][3] Its dose was listed as greater than 12 mg orally, its duration was listed as unknown, and its effects were not described.^[1][2][3] However, in Shulgin's 2011 book The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds, he stated that a 12 mg dose produced threshold effects, but he did not assess higher doses.^[1][2][3] In addition, Daniel Trachsel has classified 2T-MMDA-3a as a hallucinogen.^[1] The chemical synthesis of 2T-MMDA-3a was also described by Shulgin in PiHKAL.^[3] Numerous other sulfur-containing phenethylamine analogues are also possible.^[3][2][1] 2T-MMDA-3a was first described in the scientific literature by Shulgin in PiHKAL in 1991.^[2][3]

2T-MMDA-3a

Clinical data
Other names	2-MeS-MDA; 2-Methylthio-3,4-methylenedioxyamphetamine; 3,4-Methylenedioxy-2-methylthioamphetamine
Routes of administration	Oral[1][2][3]
Drug class	Serotonergic psychedelic; Hallucinogen
ATC code	None
Pharmacokinetic data
Onset of action	Unknown[3]
Duration of action	Unknown[3][1][2]
Identifiers
IUPAC name 1-(4-methylsulfanyl-1,3-benzodioxol-5-yl)propan-2-amine
CAS Number	952017-31-1
PubChem CID	44719661
ChemSpider	23553177
UNII	5GP2MP7YKC
Chemical and physical data
Formula	C11H15NO2S
Molar mass	225.31 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(CC1=C(C2=C(C=C1)OCO2)SC)N
InChI InChI=1S/C11H15NO2S/c1-7(12)5-8-3-4-9-10(11(8)15-2)14-6-13-9/h3-4,7H,5-6,12H2,1-2H3 Key:NMNCXGKWTVPITN-UHFFFAOYSA-N

See also

• Substituted methylenedioxyphenethylamine
• 4T-MMDA-2