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DMMDA-2

Structure via PubChem · Public domain (PubChem)

EntityQ4596765· pop 6· linked from 659 articles

Also known as 2,3-dimethoxy-4,5-methylenedioxyamphetamine, 1-(6,7-dimethoxy-2H-1,3-benzodioxol-5-yl)propan-2-amine, 1-(6,7-dimethoxy-1,3-benzodioxol-5-yl)propan-2-amine, 1-(6,7-dimethoxybenzo[d][1,3]dioxol-5-yl)propan-2-amine, 6,7-dimethoxy-alpha-methyl-1,3-benzodioxole-5-ethanamine, 2-(6,7-dimethoxy-benzo[1,3]dioxol-5-yl)-1-methyl-ethylamine

DMMDA-2, also known as 2,3-dimethoxy-4,5-methylenedioxyamphetamine or as 5,6-dimethoxy-MDA, is a psychedelic drug of the phenethylamine, amphetamine, and MDxx families related to MDA. It is the derivative of MDA with methoxy groups at the 5 and 6 positions and of MMDA and MMDA-2 with an additional methoxy group at either of these positions.

Chemical data

Formula
C12H17NO4
Molecular weight
239.27 g/mol
IUPAC name
1-(6,7-dimethoxy-1,3-benzodioxol-5-yl)propan-2-amine
SMILES
CC(CC1=CC2=C(C(=C1OC)OC)OCO2)N
InChIKey
UQXNREZPUUGSKM-UHFFFAOYSA-N
XLogP
1.4
Polar surface area
62.9 Ų
H-bond donors
1
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
phenethylamine
Mass
239.115758024
Show 2 more facts
canonical SMILES
CC(N)Cc1cc2OCOc2c(OC)c1OC
chemical formula
C₁₂H₁₇NO₄
Sources (2)

via Wikidata · CC0

~3 min read

Encyclopedic overview

13 sections
Contents
  • Use and effects
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Chemistry
  • Synthesis
  • Analogues
  • History
  • Society and culture
  • Legal status
  • See also
  • References
  • External links

DMMDA-2, also known as 2,3-dimethoxy-4,5-methylenedioxyamphetamine or as 5,6-dimethoxy-MDA, is a psychedelic drug of the phenethylamine, amphetamine, and MDxx families related to MDA. It is the derivative of MDA with methoxy groups at the 5 and 6 positions and of MMDA and MMDA-2 with an additional methoxy group at either of these positions.

==Use and effects== In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists DMMDA-2's dose as about 50mg orally and its duration as unknown. Threshold effects are said to occur at a dose of 28mg (~0.4mg/kg) or 30 to 50mg orally. In earlier publications, Shulgin listed its dose range as approximately 0.6 to 1mg/kg (or ~42–70 mg for a 70-kg person) orally. In a subsequent publication, he listed its dose as greater than 50mg orally.

Excerpted from Wikipedia’s “DMMDA-2” article, available under the CC BY-SA 4.0 licence.

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