2T-MMDA-3a

Last updated

2T-MMDA-3a
2T-MMDA-3a.svg
Clinical data
Other names2-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
  • 1-(4-methylsulfanyl-1,3-benzodioxol-5-yl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
Formula C11H15NO2S
Molar mass 225.31 g·mol−1
3D model (JSmol)
  • CC(CC1=C(C2=C(C=C1)OCO2)SC)N
  • 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

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]

Contents

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 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] It is a controlled substance in Canada under phenethylamine blanket-ban language. [4]

See also

References

  1. 1 2 3 4 5 6 7 8 9 Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. ISBN   978-3-03788-700-4. OCLC   858805226. Archived from the original on 21 August 2025.
  2. 1 2 3 4 5 6 Shulgin A, Manning T, Daley P (2011). The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds . Vol. 1. Berkeley: Transform Press. ISBN   978-0-9630096-3-0. 2T-MMDA-3a [...] (6,7) [...] (6) Synthesis (Shulgin and Shulgin, 1991). (7) Threshold oral activity in humans at 12 mg; duration unknown (Shulgin and Shulgin, 1991).
  3. 1 2 3 4 5 6 7 8 9 10 11 Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN   0-9630096-0-5. OCLC   25627628. "2T-MMDA-3a".
  4. "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.