Amiflamine

From Infogalactic: the planetary knowledge core
Jump to: navigation, search
Amiflamine
Amiflamine.svg
Systematic (IUPAC) name
4-[(2S)-2-aminopropyl]-N,N,3-trimethylaniline
Clinical data
Legal status
  • Uncontrolled
Routes of
administration
Oral
Identifiers
CAS Number 77518-07-1 YesY
ATC code none
PubChem CID: 71221
ChemSpider 64356 YesY
UNII NE25WV9C8S YesY
ChEMBL CHEMBL30344 N
Synonyms (+)-4-(dimethylamino)-α,2-dimethylphenethylamine
Chemical data
Formula C12H20N2
Molecular mass 192.30 g/mol
  • N(c1cc(c(cc1)C[C@@H](N)C)C)(C)C
  • InChI=1S/C12H20N2/c1-9-7-12(14(3)4)6-5-11(9)8-10(2)13/h5-7,10H,8,13H2,1-4H3/t10-/m0/s1 YesY
  • Key:HFQMYSHATTXRTC-JTQLQIEISA-N YesY
 NYesY (what is this?)  (verify)

Amiflamine (FLA-336) is a reversible inhibitor of monoamine oxidase A (MAO-A), thereby being a RIMA, and, to a lesser extent, semicarbazide-sensitive amine oxidase (SSAO), as well as a serotonin releasing agent (SRA).[1][2][3][4] It is a derivative of the phenethylamine and amphetamine chemical classes.[1] The (+)-enantiomer is the active stereoisomer.[2]

Amiflamine is unique among MAOIs in that it shows preference for inhibiting MAO-A in serotonergic relative to noradrenergic and dopaminergic neurons.[5][6] In other words, at low doses, it can be used to selectively inhibit MAO-A enzymes in serotonin cells, whereas at higher doses it loses its selectivity.[5][6] This property is attributed to amiflamine's higher affinity for the serotonin transporter over the norepinephrine and dopamine transporters, as transporter-mediated carriage is required for amiflamine to enter monoaminergic neurons.[6]

See also

References

  1. 1.0 1.1 Lua error in package.lua at line 80: module 'strict' not found.
  2. 2.0 2.1 Lua error in package.lua at line 80: module 'strict' not found.
  3. Lua error in package.lua at line 80: module 'strict' not found.
  4. Lua error in package.lua at line 80: module 'strict' not found.
  5. 5.0 5.1 Lua error in package.lua at line 80: module 'strict' not found.
  6. 6.0 6.1 6.2 Lua error in package.lua at line 80: module 'strict' not found.