1-Naphthylmethcathinone

1-Naphthylmethcathinone
Clinical data
Other namesAMAPN
Drug classSerotonin–norepinephrine–dopamine releasing agent
Identifiers
  • 2-(methylamino)-1-naphthalen-1-ylpropan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC14H15NO
Molar mass213.280 g·mol−1
3D model (JSmol)
  • CC(C(=O)C1=CC=CC2=CC=CC=C21)NC
  • InChI=1S/C14H15NO/c1-10(15-2)14(16)13-9-5-7-11-6-3-4-8-12(11)13/h3-10,15H,1-2H3
  • Key:QIACKSHQBOUATI-UHFFFAOYSA-N

1-Naphthylmethcathinone (AMAPN) is a monoamine releasing agent of the cathinone and naphthylaminopropane families.[1][2] It is an analogue of methcathinone in which the phenyl ring has been replaced with a 1-naphthalene ring.[1][2]

The drug acts as a potent serotonin–norepinephrine–dopamine releasing agent (SNDRA).[1][2] Its EC50Tooltip half-maximal effective concentration values for induction of monoamine release are 21.6 nM for serotonin and 55.2 nM for dopamine, whereas the EC50 for norepinephrine was not reported.[1] However, AMAPN induced 92% release of norepinephrine at a concentration of 10,000 nM, indicating that it is an effective norepinephrine releaser as well.[1]

See also

References

  1. ^ a b c d e Blough BE, Decker AM, Landavazo A, Namjoshi OA, Partilla JS, Baumann MH, et al. (March 2019). "The dopamine, serotonin and norepinephrine releasing activities of a series of methcathinone analogs in male rat brain synaptosomes". Psychopharmacology (Berl). 236 (3): 915–924. doi:10.1007/s00213-018-5063-9. PMC 6475490. PMID 30341459.
  2. ^ a b c Yadav BJ (16 July 2019). Understanding Structure–Activity Relationship of Synthetic Cathinones (Bath Salts) Utilizing Methylphenidate. VCU Scholars Compass (Thesis). doi:10.25772/MJQW-8C64. Retrieved 24 November 2024.


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