3-Methoxymethamphetamine

3-Methoxymethamphetamine (also known as meta-methoxymethamphetamine or MMMA), which is most closely related to 3-methoxyamphetamine and PMMA and shares similar monoamine releasing effects, although its effects have not been studied so extensively as other related drugs.[1] It is an agonist of human TAAR1.[2][3]

3-Methoxymethamphetamine
Legal status
Legal status
Identifiers
IUPAC name
  • 1-(3-methoxyphenyl)-N-methyl-propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC11H17NO
Molar mass179.263 g·mol−1
3D model (JSmol)
SMILES
  • CNC(C)Cc(c1)cccc1OC
InChI
  • InChI=1S/C11H17NO/c1-9(12-2)7-10-5-4-6-11(8-10)13-3/h4-6,8-9,12H,7H2,1-3H3 Y
  • Key:USQWRDRXXKZFDI-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

See also

References

  1. Dal Cason TA (June 2001). "A re-examination of the mono-methoxy positional ring isomers of amphetamine, methamphetamine and phenyl-2-propanone". Forensic Science International. 119 (2): 168–94. doi:10.1016/S0379-0738(00)00425-4. PMID 11376983.
  2. Lewin, Anita H.; Miller, Gregory M.; Gilmour, Brian (December 2011). "Articleid 50034244". Binding Database. 19 (23): 7044–7048. doi:10.1016/j.bmc.2011.10.007. PMC 3236098. PMID 22037049. Retrieved 29 April 2014.
  3. Lewin AH, Miller GM, Gilmour B (December 2011). "Trace amine-associated receptor 1 is a stereoselective binding site for compounds in the amphetamine class". Bioorganic & Medicinal Chemistry. 19 (23): 7044–8. doi:10.1016/j.bmc.2011.10.007. PMC 3236098. PMID 22037049.
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