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5-Methyl-MDA

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Title: 5-Methyl-MDA  
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Subject: 2-Methyl-MDA, 6-Methyl-MDA, 2,5-Dimethoxy-4-propylamphetamine, Lysergic acid 3-pentyl amide, 2CD-5EtO
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5-Methyl-MDA

5-Methyl-MDA
Systematic (IUPAC) name
1-(7-methyl-1,3-benzodioxol-5-yl)propan-2-amine
Clinical data
Legal status
Routes of
administration
Oral
Identifiers
CAS Registry Number  N
204916-89-2 (HCl)
ATC code None
PubChem CID:
ChemSpider  YesY
ChEMBL  YesY
Chemical data
Formula C11H15NO2
Molecular mass 193.242 g/mol
 N   

5-Methyl-3,4-methylenedioxyamphetamine (5-Methyl-MDA) is an entactogen and psychedelic drug of the amphetamine class. It is a ring-methylated derivative of MDA and a structural isomer of MDMA.[1] Drug discrimination studies showed that 5-methyl-MDA substitutes for MDA, MMAI, and LSD, but not amphetamine, suggesting that it produces a mix of entactogen and hallucinogenic effects without any stimulant effects.[2]

5-Methyl-MDA acts as a selective serotonin releasing agent (SSRA) with IC50 values of 107nM, 11,600nM, and 1,494nM for serotonin, dopamine, and norepinephrine efflux.[1] It is over 5x more potent than MDA, with a suitable active dose possibly being around 15–25 mg.[1][2] Subsequent testing, however, has found that it is not as potent as once thought and is active at at least 100mg. 2-Methyl-MDA is also much more potent than MDA, but is not quite as potent as 5-methyl-MDA.[1] 6-methyl-MDMA (also known as Madam-6) is mostly inactive, likely due to steric hindrance.[1][3]

Recent research has used data on 2-methyl-MDA and 5-methyl-MDA to help guide computer modeling of the serotonin transporter complex.[4]

The synthesis of 5-methyl-MDA can be found online.[2]

See also

References

  1. ^ a b c d e
  2. ^ a b c
  3. ^ PIHKAL #98
  4. ^
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