2-Methoxyamphetamine

2-Methoxyamphetamine (2-MA), also known as ortho-methoxyamphetamine (OMA), is a drug of the amphetamine class. It is substantially weaker in inhibiting the reuptake of and inducing the release of the monoamine neurotransmitters compared to related agents such as amphetamine, MMA, and PMA,[1] and may instead act as a β-adrenergic receptor agonist similarly to its N-methylated analogue methoxyphenamine.[2]

2-Methoxyamphetamine
Clinical data
Routes of
administration		Oral
ATC code
  • none
Identifiers
IUPAC name
  • 1-(2-methoxyphenyl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H15NO
Molar mass165.236 g·mol−1
3D model (JSmol)
SMILES
  • O(c1ccccc1CC(N)C)C
InChI
  • InChI=1S/C10H15NO/c1-8(11)7-9-5-3-4-6-10(9)12-2/h3-6,8H,7,11H2,1-2H3 Y
  • Key:VBAHFEPKESUPDE-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

See also

References
  1. Tseng LF, Menon MK, Loh HH (May 1976). "Comparative actions of monomethoxyamphetamines on the release and uptake of biogenic amines in brain tissue". The Journal of Pharmacology and Experimental Therapeutics. 197 (2): 263–71. PMID 1271280.
  2. Ann Shulgin; Alexander Shulgin (1991). Pihkal: A Chemical Love Story. Transform Press. ISBN 0-9630096-0-5.



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