4,10-dihydro-5H-thieno[3,2-c][1]benzazepine derivatives and 9,10-dihydro-4H-thieno[2,3-c][1]benzazepine derivatives as orally active arginine vasopressin receptor antagonists.
Synthesis and structure-activity relationships (SAR) of arginine vasopressin receptor (AVP) antagonists are described. Potent and orally active compounds are prepared when tricyclic 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine moiety in VPA-985 1 is replaced with a compound 7 or 12.
Wyeth-Ayerst Research, Pearl River, NY 10965, USA.
V
V
Aranapakam
J D
JD
Albright
G T
GT
Grosu
P S
PS
Chan
J
J
Coupet
T
T
Saunders
X
X
Ru
H
H
Mazandarani
D000284:Administration, Oral; D000818:Animals; D065092:Antidiuretic Hormone Receptor Antagonists; D001381:Azepines / Q000138:chemical synthesis* / Q000494:pharmacology*; D001549:Benzamides / Q000138:chemical synthesis* / Q000494:pharmacology*; D001552:Benzazepines / Q000138:chemical synthesis* / Q000494:pharmacology; D005347:Fibroblasts; D020128:Inhibitory Concentration 50; D051379:Mice; D011758:Pyrroles; D013329:Structure-Activity Relationship; D013876:Thiophenes / Q000138:chemical synthesis* / Q000494:pharmacology; D001569:Benzodiazepines
D065092:Antidiuretic Hormone Receptor Antagonists; D001381:Azepines; D001549:Benzamides; D001552:Benzazepines; D011758:Pyrroles; D013876:Thiophenes; C121729:5-(((2-chloro-4-(5-fluoro-2-methylphenyl)carbonylamino)phenyl)carbonyl)-9,10-dihydro-4H-thieno(2,3-c)(1)benzazepine; C121730:5-((4-((2-methylphenyl)carbonylamino)phenyl)carbonyl)-4,10-dhydro-5H-thieno(3,2-c)(1)benzazepine; C409452:lixivaptan; D001569:Benzodiazepines