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3-Methoxyamphetamine
Systematic (IUPAC) name
1-(3-methoxyphenyl)propan-2-amine
Identifiers
CAS number 17862-85-0
ATC code  ?
PubChem 152234
Chemical data
Formula C 10H15NO 
Mol. mass 165.232
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes  ?

3-Methoxyamphetamine (3-MeOA) is a stimulant drug from the amphetamine family. It has similar effects in animal drug discrimination tests to the more widely known derivative 4-methoxyamphetamine (PMA),[1] although with a slightly different ratio of monoamine release, being a dual dopamine-serotonin releaser rather than a fairly selective serotonin releaser like PMA.[2][3] 3-Methoxyamphetamine has similarly appeared on the illicit market as a designer drug alternative to MDMA, although far more rarely than its infamous positional isomer.[4] It produces gepefrine, a cardiac stimulant, as one of its major metabolites.[5]

See also

References

  1. ^ Glennon RA, Young R, Hauck AE. Structure-activity studies on methoxy-substituted phenylisopropylamines using drug discrimination methodology. Pharmacology, Biochemistry and Behavior. 1985 May;22(5):723-9. PMID 3839309
  2. ^ Tseng LF, Menon MK, Loh HH. Comparative actions of monomethoxyamphetamines on the release and uptake of biogenic amines in brain tissue. Journal of Pharmacology and Experimental Therapeutics. 1976 May;197(2):263-71. PMID 1271280
  3. ^ Menon MK, Tseng LF, Loh HH. Pharmacological evidence for the central serotonergic effects of monomethoxyamphetamines. Journal of Pharmacology and Experimental Therapeutics. 1976 May;197(2):272-9. PMID 946817
  4. ^ Dal Cason TA. A re-examination of the mono-methoxy positional ring isomers of amphetamine, methamphetamine and phenyl-2-propanone. Forensic Science International. 2001 Jun 15;119(2):168-94. PMID 11376983
  5. ^ Midha KK, Cooper JK, Bailey K, Hubbard JW. The metabolism of 3-methoxyamphetamine in dog, monkey and man. Xenobiotica. 1981 Feb;11(2):137-46. PMID 6894510







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