Synthesis, pharmacological evaluations, and molecular docking studies on a new 1,3,4,11b-tetrahydro-1H-fluoreno[9,1-cd]azepine framework: Rigidification of D
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine
/ chemistry
Azepines
/ chemistry
Benzazepines
/ chemistry
Dopamine Agonists
/ chemistry
Hydrogen Bonding
Ligands
Molecular Conformation
Molecular Docking Simulation
Protein Binding
Receptors, Dopamine D1
/ chemistry
Receptors, Serotonin
/ chemistry
Structure-Activity Relationship
5-HT6
D1
benzazepine
docking
dopamine receptor
serotonin receptor
Journal
Chemical biology & drug design
ISSN: 1747-0285
Titre abrégé: Chem Biol Drug Des
Pays: England
ID NLM: 101262549
Informations de publication
Date de publication:
08 2020
08 2020
Historique:
received:
07
01
2020
revised:
22
03
2020
accepted:
26
03
2020
pubmed:
13
4
2020
medline:
23
6
2021
entrez:
13
4
2020
Statut:
ppublish
Résumé
The novel 1,3,4,11b-tetrahydro-1H-fluoreno[9,1-cd]azepine framework, a structurally rigidified variant of the 1-phenylbenzazepine template, was synthesized via direct arylation as a key reaction. Evaluation of the binding affinities of the rigidified compounds across a battery of serotonin, dopamine, and adrenergic receptors indicates that this scaffold unexpectedly has minimal affinity for D
Identifiants
pubmed: 32279445
doi: 10.1111/cbdd.13691
pmc: PMC7442682
mid: NIHMS1590581
doi:
Substances chimiques
1-phenylbenzazepine
0
Azepines
0
Benzazepines
0
Dopamine Agonists
0
Ligands
0
Receptors, Dopamine D1
0
Receptors, Serotonin
0
serotonin 6 receptor
0
SK&F 75670
62717-63-9
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine
67287-49-4
Types de publication
Journal Article
Research Support, N.I.H., Extramural
Langues
eng
Sous-ensembles de citation
IM
Pagination
825-835Subventions
Organisme : NIDA NIH HHS
ID : SC1 DA049961
Pays : United States
Informations de copyright
© 2020 John Wiley & Sons A/S.
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