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(RS)-3-methylmethcathinone

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(RS)-3-methylmethcathinone

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Also known as 2-(methylamino)-1-(3-methylphenyl)propan-1-one, 3-MMC, 3-mephedrone, 3-methyl-N-methylcathinone, 3-Methylmethcathinone

3-Methylmethcathinone (3-MMC), also known as metaphedrone, is a designer drug from the substituted cathinone family. 3-MMC is a monoamine transporter substrate (a substance acted upon by monoamine transporters in the brain) that potently releases and inhibits the reuptake of dopamine and norepinephrine, as well as displaying moderate serotonin releasing activity.

Chemical data

Formula
C11H15NO
Molecular weight
177.24 g/mol
IUPAC name
2-(methylamino)-1-(3-methylphenyl)propan-1-one
SMILES
CC1=CC(=CC=C1)C(=O)C(C)NC
InChIKey
QDNXSIYWHYGMCD-UHFFFAOYSA-N
XLogP
2
Polar surface area
29.1 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Mass
177.115
Has use
bath salts
Show 4 more facts
canonical SMILES
CC1=CC=CC(=C1)C(=O)C(C)NC
chemical formula
C₁₁H₁₅NO
subject has role
empathogen-entactogen
Commons category
3-Methylmethcathinone
Sources (1)

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Encyclopedic overview

16 sections
Contents
  • Use and effects
  • Adverse effects
  • Toxicity
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Chemistry
  • Synthesis
  • Analogues
  • History
  • Society and culture
  • Legal status
  • Research
  • See also
  • References
  • External links

3-Methylmethcathinone (3-MMC), also known as metaphedrone, is a designer drug from the substituted cathinone family. 3-MMC is a monoamine transporter substrate (a substance acted upon by monoamine transporters in the brain) that potently releases and inhibits the reuptake of dopamine and norepinephrine, as well as displaying moderate serotonin releasing activity.

3-Methylmethcathinone is a structural isomer of mephedrone (4-methylmethcathinone), and as such is illegal via blanket bans in many countries that have banned mephedrone. However, 3-MMC has still appeared on the recreational drug market as an alternative to mephedrone, and was first identified being sold in Sweden in 2012. Unlike some other synthetic cathinones, 3-MMC has been evaluated in at least one large mammal study.

Excerpted from Wikipedia’s “(RS)-3-methylmethcathinone” article, available under the CC BY-SA 4.0 licence.

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