DMMDA-2

DMMDA-2
Names
Preferred IUPAC name
1-(6,7-Dimethoxy-2H-1,3-benzodioxol-5-yl)propan-2-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C12H17NO4/c1-7(13)4-8-5-9-11(17-6-16-9)12(15-3)10(8)14-2/h5,7H,4,6,13H2,1-3H3 checkY
    Key: UQXNREZPUUGSKM-UHFFFAOYSA-N checkY
  • InChI=1/C12H17NO4/c1-7(13)4-8-5-9-11(17-6-16-9)12(15-3)10(8)14-2/h5,7H,4,6,13H2,1-3H3
    Key: UQXNREZPUUGSKM-UHFFFAOYAC
  • CC(N)Cc1cc2OCOc2c(OC)c1OC
Properties
C12H17NO4
Molar mass 239.27 g/mol
Melting point 178 to 180 °C (352 to 356 °F; 451 to 453 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

DMMDA-2 is a bioactive phenethylamine discussed by Alexander Shulgin in his book PiHKAL (Phenethylamines i Have Known And Loved); however, he was not the first to synthesize it.[1] Shulgin comments in his book that a 50 milligram dose of DMMDA-2 produces similar effects to 3,4-methylenedioxy-1-α-methylphenylethylamine.[1] DMMDA-2 can be synthesized from dillapiole.[1]

DMMDA-2 is equivalent to 5 mescaline units. DMMDA-2's isomer DMMDA is equivalent to 12 mescaline units.[2]

References

  1. ^ a b c "#59 DMMDA-2". PiHKAL: a chemical love story. Erowid. Retrieved 22 November 2011.
  2. ^ Clare, Brian W. (1990). "Structure-Activity Correlations for Psychotomimetics. 1. Phenylalkylamines: Electronic, Volume, and Hydrophobicity Parameters" (PDF). Journal of Medicinal Chemistry. 33 (7): 687–702. Retrieved 2025-01-07.

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