Chemistry:Amiflamine
 | |
| Clinical data | |
|---|---|
| Other names | (+)-4-(dimethylamino)-α,2-dimethylphenethylamine |
| Routes of administration | Oral |
| ATC code |
|
| Legal status | |
| Legal status |
|
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII | |
| ChEMBL | |
| Chemical and physical data | |
| Formula | C12H20N2 |
| Molar mass | 192.306 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
  (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 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
- Reversible inhibitor of MAO-A (RIMA)
- Monoamine oxidase inhibitor (MAOI)
References
- ↑ 1.0 1.1 "(+)-4-Dimethylamino-2,alpha-dimethylphenethylamine (FLA 336(+)), a selective inhibitor of the A form of monoamine oxidase in the rat brain". Biochemical Pharmacology 31 (7): 1401–6. April 1982. doi:10.1016/0006-2952(82)90035-1. PMID 7092929.
- ↑ 2.0 2.1 "Stereoselective inhibition of monoamine oxidase and semicarbazide-sensitive amine oxidase by 4-dimethylamino-2,alpha-dimethylphenethylamine (FLA 336)". Naunyn-Schmiedeberg's Archives of Pharmacology 327 (4): 279–84. October 1984. doi:10.1007/bf00506237. PMID 6514012.
- ↑ "Inhibition of monoamine oxidase A-form and semicarbazide-sensitive amine oxidase by selective and reversible monoamine oxidase-A inhibitors, amiflamine and FLA 788(+)". Pharmacology 32 (1): 38–45. 1986. doi:10.1159/000138150. PMID 3945672.
- ↑ "Release of 3H-5-hydroxytryptamine by amiflamine and related phenylalkylamines from rat occipital cortex slices". Naunyn-Schmiedeberg's Archives of Pharmacology 339 (6): 684–9. June 1989. doi:10.1007/bf00168662. PMID 2770890.
- ↑ 5.0 5.1 "Intra- and extraneuronal monoamine oxidase". Blood Vessels 21 (3): 126–31. 1984. doi:10.1159/000158505. PMID 6202347.
- ↑ 6.0 6.1 6.2 "Selective inhibition of monoamine oxidase in monoaminergic neurons in the rat brain". Naunyn-Schmiedeberg's Archives of Pharmacology 324 (2): 79–87. September 1983. doi:10.1007/BF00497011. PMID 6646243.
 |  |
