6-Br-APB

6-Br-APB
Clinical data
Drug class	Dopamine D1 receptor agonist; Stimulant
ATC code	None;
Identifiers
	IUPAC name 3-allyl-6-bromo-1-phenyl-1,2,4,5-tetrahydro-3-benzazepine-7,8-diol;
CAS Number	135974-57-1 ;
PubChem CID	11957483;
ChemSpider	8627436 ;
ChEMBL	ChEMBL34095 ;
CompTox Dashboard (EPA)	DTXSID40474680 ;
Chemical and physical data
Formula	C19H20BrNO2
Molar mass	374.278 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c3ccccc3C2CN(CC=C)CCc(c1Br)c2cc(O)c1O;
	InChI 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 ; Key:KKZGFVAZUKHFAC-MRXNPFEDSA-N ;
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6-Br-APB is a synthetic and selective dopamine D₁ receptor agonist and stimulant-like drug of the 3-benzazepine family. It is a cyclized phenethylamine and modified derivative of the monoamine neurotransmitter dopamine. The (R)-enantiomer is a potent dopamine D₁ receptor full agonist, while the (S) enantiomer retains selectivity but is a weak partial agonist of the receptor. (R)-6-Br-APB and similar dopamine D₁ receptor-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.