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4-Methylamphetamine
Systematic (IUPAC) name
1-(4-methylphenyl)propan-2-amine
Identifiers
CAS number 22683-78-9
ATC code  ?
PubChem 199116
ChemSpider 172349
Chemical data
Formula C 10H15N 
Mol. mass 149.23
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status Uncontrolled
Routes  ?

4-Methylamphetamine (4-MA; PAL-313; Aptrol) is a stimulant and anorectic drug of the phenethylamine and amphetamine chemical classes. It acts as a potent and balanced serotonin, norepinephrine, and dopamine releasing agent, with affinity values of 53.4 ± 0.83, 22.2 ± 1.3, and 44.1 ± 2.6 at the serotonin, norepinephrine, and dopamine transporters, respectively.[1][2] Like other para-substituted amphetamines, 4-MA is neurotoxic to monoaminergic cells, being less so than 4-chloroamphetamine, but more so than 4-fluoroamphetamine. 4-MA was investigated as an appetite suppressant in 1952 and even given a trade name, but development was apparently never completed.[2]

In animal studies, 4-MA was shown to have the lowest rate of self-administration out of a range of similar drugs tested (the others being 3-methylamphetamine, 4-fluoroamphetamine, and 3-fluoroamphetamine), likely as a result of having the highest potency for releasing serotonin relative to dopamine.[3]

See also

References

  1. ^ Wee S, Anderson KG, Baumann MH, Rothman RB, Blough BE, Woolverton WL (2005). "Relationship between the serotonergic activity and reinforcing effects of a series of amphetamine analogs.". J Pharmacol Exp Ther 313 (2): 848-54. doi:10.1124/jpet.104.080101. PMID 15677348. http://www.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pubmed&retmode=ref&cmd=prlinks&id=15677348.  
  2. ^ a b GELVIN EP, McGAVACK TH (1952). "2-Amino-1-(p-methylphenyl)-propane (aptrol) as an anorexigenic agent in weight reduction.". N Y State J Med 52 (2): 223-6. PMID 14890975. http://www.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pubmed&retmode=ref&cmd=prlinks&id=14890975.  
  3. ^ Wee S, Anderson KG, Baumann MH, Rothman RB, Blough BE, Woolverton WL. Relationship between the serotonergic activity and reinforcing effects of a series of amphetamine analogs. Journal of Pharmacology and Experimental Therapeutics. 2005 May;313(2):848-54. PMID 15677348







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