6-Br-APB

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This article is about the dopamine D1 receptor agonist. For the amphetamine derivative, see 6-APB.
6-Br-APB
6BrAPB structure.png
6-Br-APB-3D-balls.png
Systematic (IUPAC) name
3-allyl-6-bromo-1-phenyl-1,2,4,5-tetrahydro-3-benzazepine-7,8-diol
Identifiers
CAS Number 135974-57-1 N
PubChem CID: 11957483
ChemSpider 8627436 YesY
ChEMBL CHEMBL34095 YesY
Chemical data
Formula C19H20BrNO2
Molecular mass 374.27 g/mol
  • c3ccccc3C2CN(CC=C)CCc(c1Br)c2cc(O)c1O
  • InChI=1S/C19H20BrNO2/c1-2-9-21-10-8-14-15(11-17(22)19(23)18(14)20)16(12-21)13-6-4-3-5-7-13/h2-7,11,16,22-23H,1,8-10,12H2/t16-/m1/s1 YesY
  • Key:KKZGFVAZUKHFAC-MRXNPFEDSA-N YesY
 NYesY (what is this?)  (verify)

6-Br-APB is a synthetic compound that acts as a selective D1 agonist,[1] with the (R)-enantiomer being a potent full agonist, while the (S) enantiomer retains its D1 selectivity but is a weak partial agonist.[2] (R)-6-Br-APB and similar D1-selective full agonists like SKF-81,297 and SKF-82,958 produce characteristic anorectic effects, stereotyped behaviour and self-administration in animals, with a similar but not identical profile to that of dopaminergic stimulants such as amphetamine.[3][4][5]

References

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