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6-Br-APB

Column 1


Dopamine D1 receptor agonist; Stimulant
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IUPAC name
3-allyl-6-bromo-1-phenyl-1,2,4,5-tetrahydro-3-benzazepine-7,8-diol
135974-57-1 N
11957483
8627436 Y
ChEMBL34095 Y
DTXSID40474680
C19H20BrNO2
374.278 g·mol−1
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 YKey:KKZGFVAZUKHFAC-MRXNPFEDSA-N Y
.mw-parser-output .nobold{font-weight:normal} NY (what is this?) (verify)

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.

Substituted 3-benzazepine
Cyclized phenethylamine
6-Br-APB - Isomer Design

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