From Self-sufficiency
Jump to: navigation, search
Systematic (IUPAC) name
Clinical data
Routes of
Legal status
Legal status
  •  ?
CAS Number 17862-85-0
ATC code none
PubChem CID 152234
ChemSpider 134180
Chemical data
Formula C10H15NO
Molar mass 165.232 g/mol[[Script error: No such module "String".]]
Script error: No such module "collapsible list".
Script error: No such module "TemplatePar".Expression error: Unexpected < operator.

meta-Methoxyamphetamine (MMA), also known as 3-methoxyamphetamine (3-MA), 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 combined serotonin, dopamine, and norepinephrine releasing agent 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


Cite error: Invalid <references> tag; parameter "group" is allowed only.

Use <references />, or <references group="..." />

  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