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4-Me-αMT

Structure via PubChem · Public domain (PubChem)

EntityQ13578067· pop 6· linked from 1,660 articles

Also known as 4-methyl-AMT, 4,α-dimethyltryptamine, 4,α-DMT, MP-809, 4-Methyl-α-methyltryptamine

4-Me-αMT (developmental code name MP-809), or 4-Me-AMT, also known as 4-methyl-α-methyltryptamine or as 4,α-dimethyltryptamine (4,α-DMT), is an experimental antidepressant of the tryptamine and α-alkyltryptamine families that was never marketed. It is closely structurally related to serotonergic psychedelics and entactogens like α-methyltryptamine (αMT) and α-ethyltryptamine (αET).

Chemical data

Formula
C12H16N2
Molecular weight
188.27 g/mol
IUPAC name
(2S)-1-(4-methyl-1H-indol-3-yl)propan-2-amine
SMILES
CC1=C2C(=CC=C1)NC=C2C[C@H](C)N
InChIKey
KEOYEGHPRBDSKD-VIFPVBQESA-N
XLogP
2.2
Polar surface area
41.8 Ų
H-bond donors
2
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Mass
188.131348512
Show 4 more facts
chemical formula
C₁₂H₁₆N₂
canonical SMILES
CC1=C2C(=CC=C1)NC=C2CC(C)N
isomeric SMILES
Cc1cccc2[nH]cc(C[C@H](C)N)c12
Commons category
4-Me-αMT

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~2 min read

Encyclopedic overview

10 sections
Contents
  • Use and effects
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Chemistry
  • Analogues
  • History
  • See also
  • References
  • External links

4-Me-αMT (developmental code name MP-809), or 4-Me-AMT, also known as 4-methyl-α-methyltryptamine or as 4,α-dimethyltryptamine (4,α-DMT), is an experimental antidepressant of the tryptamine and α-alkyltryptamine families that was never marketed. It is closely structurally related to serotonergic psychedelics and entactogens like α-methyltryptamine (αMT) and α-ethyltryptamine (αET).

==Use and effects== 4-Me-αMT is active at a dose of 20 to 60mg orally in humans, though described as being an antidepressant rather than a hallucinogen. It was found to be effective as an antidepressant in preliminary clinical studies. Alexander Shulgin has said that 4-Me-αMT produced some feelings of unreality at 20mg, as well as skin flushing, muscle tightness, and mydriasis. However, he has said that it could not be called a hallucinogen at assessed doses and has listed the hallucinogenic dose as being greater than 60mg.

Excerpted from Wikipedia’s “4-Me-αMT” article, available under the CC BY-SA 4.0 licence.

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