5-fluoro-2-methyl-N-[5-(5H-pyrrolo[2,1-c][1,4]benzodiazepine-10(11H)-yl carbonyl)-2-pyridinyl]benzamide (CL-385004) and analogs as orally active arginine vasopressin receptor antagonists.
Synthesis and structure-activity relationships (SAR) of orally active arginine vasopressin (AVP) receptor antagonists are discussed. Potent and orally active AVP receptor antagonists are produced when ring A of VPA-985 (1) is replaced with a 3-pyridinyl unit (2b).
Wyeth-Ayerst Research, Pearl River, NY 10965, USA.
V
V
Aranapakam
J D
JD
Albright
G T
GT
Grosu
E G
EG
Delos Santos
P S
PS
Chan
J
J
Coupet
X
X
Ru
T
T
Saunders
H
H
Mazandarani
D000631:Aminopyridines / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000652:urine; D000818:Animals; D065092:Antidiuretic Hormone Receptor Antagonists; D001381:Azepines / Q000138:chemical synthesis* / Q000494:pharmacology; D001549:Benzamides / Q000138:chemical synthesis* / Q000494:pharmacology; D001569:Benzodiazepines / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000652:urine; D020128:Inhibitory Concentration 50; D007668:Kidney / Q000187:drug effects; D008099:Liver / Q000187:drug effects; D011758:Pyrroles; D051381:Rats
D000631:Aminopyridines; D065092:Antidiuretic Hormone Receptor Antagonists; D001381:Azepines; D001549:Benzamides; D011758:Pyrroles; D001569:Benzodiazepines; C409452:lixivaptan; C121645:CL 385004