1.
Bioorg Med Chem Lett
; 10(8): 695-8, 2000 Apr 17.
Article
in English
| MEDLINE
| ID: mdl-10782666
ABSTRACT
Synthesis and SAR of N-[4-[(4,5-dihydropyrazolo[3,4-d]thieno[3,2-b]azepin-6(2H)-y l)carbonyl]phenyl]benzamides as arginine vasopressin (AVP) receptor antagonists are discussed. Potent orally active AVP receptor antagonists are produced when the benzamide moiety contains a phenyl group at the 2-position. Similar analogues of 4,6,7,8-tetrahydro-5H-thieno[3,2-b]azepine and VPA-985 are reported.
Subject(s)
Arginine Vasopressin/antagonists & inhibitors , Azepines/chemical synthesis , Azepines/pharmacology , Animals , Arginine Vasopressin/metabolism , Azepines/chemistry , Azepines/metabolism , Rats , Receptors, Vasopressin/metabolism , Structure-Activity Relationship
2.
Bioorg Med Chem Lett
; 9(13): 1737-40, 1999 Jul 05.
Article
in English
| MEDLINE
| ID: mdl-10406633
ABSTRACT
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).
Subject(s)
Aminopyridines/chemical synthesis , Aminopyridines/pharmacology , Antidiuretic Hormone Receptor Antagonists , Azepines/chemical synthesis , Benzamides/chemical synthesis , Benzodiazepines/chemical synthesis , Benzodiazepines/pharmacology , Aminopyridines/urine , Animals , Azepines/pharmacology , Benzamides/pharmacology , Benzodiazepines/urine , Inhibitory Concentration 50 , Kidney/drug effects , Liver/drug effects , Pyrroles , Rats
3.
J Med Chem
; 41(14): 2442-4, 1998 Jul 02.
Article
in English
| MEDLINE
| ID: mdl-9651149