Para-Bromoamphetamine

Chemical compound From Wikipedia, the free encyclopedia

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.

ATC code
  • none
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class A
Quick facts Clinical data, ATC code ...
para-Bromoamphetamine
Clinical data
ATC code
  • none
Legal status
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class A
Identifiers
  • 1-(4-bromophenyl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC9H12BrN
Molar mass214.106 g·mol−1
3D model (JSmol)
  • Brc1ccc(cc1)CC(N)C
  • InChI=1S/C9H12BrN/c1-7(11)6-8-2-4-9(10)5-3-8/h2-5,7H,6,11H2,1H3 checkY
  • Key:SMNXUMMCCOZPPN-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)
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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 IC50Tooltip half-maximal inhibitory concentration 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.

6-BAT
6-BAT

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

References

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