title: Azepinoindole derivatives with high affinity for brain dopamine and serotonin receptors.
abstract: We synthesized 20 and 21 as conformationally constrained analogues of the dopamine receptor antagonist SKF-83742, as well as analogues 6-9, 16, and 18-22. Although 20 and 21 were inactive, 7, 9, and 19 showed strong binding to D-1, D-2, S-2, and alpha-1 receptors, as well as antipsychotic activity in vivo.
authors.affiliation: R. W. Johnson Pharmaceutical Research Institute, Spring House, Pennsylvania 19477, USA.
authors.forename: B E
authors.initials: BE
authors.lastname: Maryanoff
authors.forename: D F
authors.initials: DF
authors.lastname: McComsey
authors.forename: G E
authors.initials: GE
authors.lastname: Martin
authors.forename: R P
authors.initials: RP
authors.lastname: Shank
mesh_terms: D000818:Animals; D014150:Antipsychotic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D001381:Azepines / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D001552:Benzazepines / Q000737:chemistry*; D001921:Brain / Q000378:metabolism*; D018492:Dopamine Antagonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D015195:Drug Design; D007202:Indicators and Reagents; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D008968:Molecular Conformation; D015394:Molecular Structure; D051381:Rats; D011954:Receptors, Dopamine / Q000378:metabolism*; D017447:Receptors, Dopamine D1 / Q000378:metabolism; D017448:Receptors, Dopamine D2 / Q000378:metabolism; D011985:Receptors, Serotonin / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D014150:Antipsychotic Agents; D001381:Azepines; D001552:Benzazepines; D018492:Dopamine Antagonists; D007202:Indicators and Reagents; D007211:Indoles; D011954:Receptors, Dopamine; D017447:Receptors, Dopamine D1; D017448:Receptors, Dopamine D2; D011985:Receptors, Serotonin; C035674:SK&F 83742