Chemistry:Para-Bromoamphetamine
 | |
 | |
| Clinical data | |
|---|---|
| ATC code |
|
| Legal status | |
| Legal status | |
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII | |
| ChEMBL | |
| Chemical and physical data | |
| Formula | C9H12BrN |
| Molar mass | 214.106 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
  (what is this?) (verify) | |
para-Bromoamphetamine (PBA), also known as 4-bromoamphetamine (4-BA), is an amphetamine derivative which acts as a serotonin-norepinephrine-dopamine releasing agent (SNDRA) and produces stimulant effects.
Another related compound is para-bromomethamphetamine (PBMA) known by the codename V-111.[1]
Pharmacology
PBA has been found to be a monoamine oxidase A (MAO-A) inhibitor, with an IC50 of 1,500 nM.[2]
Neurotoxicity
Like most other para-substituted amphetamines, PBA can be neurotoxic and may deplete the brain of 5-hydroxyindoles for at least a week.[3]
6-BAT
Given that 6-CAT is a non-neurotoxic version of para-chloroamphetamine, it is worth considering 6-BAT as well.
The chemical name for this is 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine or 6-bromo-2-aminotetralin [167355-41-1] [867-970-2]. The synthesis method is disclosed (Ex 32).[4][5] The precursor is called 6-Bromo-2-tetralone [4133-35-1] [640-168-8] (Ex 16).[6]
See also
- Substituted amphetamines
- 4-Bromomethcathinone (4-BMC)
- 4-Fluoroamphetamine (4-FA)
- para-Chloroamphetamine (PCA)
- para-Iodoamphetamine (PIA)
- para-Bromomethamphetamine (PBMA)
References
- ↑ "The fate of p-bromo-methylamphetamine (V-111) in the body". Acta Physiologica Academiae Scientiarum Hungaricae 57 (3): 285–307. 1981. PMID 7304194.
- ↑ "Amphetamine Derivatives as Monoamine Oxidase Inhibitors". Front Pharmacol 10: 1590. 2019. doi:10.3389/fphar.2019.01590. PMID 32038257.
- ↑ "Comparison of 4-chloro-, 4-bromo- and 4-fluoroamphetamine in rats: drug levels in brain and effects on brain serotonin metabolism". Neuropharmacology 14 (10): 739–46. October 1975. doi:10.1016/0028-3908(75)90099-4. PMID 1196472.
- ↑ Armin Heckel, et al. U.S. Patent 5,681,961 (1997 to Boehringer Ingelheim Pharma GmbH and Co KG).
- ↑ Margaretha, P., Science of Synthesis, (2009) 40, 137. DOI: 10.1055/sos-SD-040-00073.
- ↑ Werner Aschwanden,et al. U.S. Patent 4,957,911 (1990 to Hoffmann La Roche Inc).
 |  |
