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

V Aranapakam; J D Albright; G T Grosu; E G Delos Santos; P S Chan; J Coupet; X Ru; T Saunders; H Mazandarani

doi:10.1016/s0960-894x(99)00279-6

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

Bioorg Med Chem Lett. 1999 Jul 5;9(13):1737-40. doi: 10.1016/s0960-894x(99)00279-6.

Authors

V Aranapakam¹, J D Albright, G T Grosu, E G Delos Santos, P S Chan, J Coupet, X Ru, T Saunders, H Mazandarani

Affiliation

¹ Wyeth-Ayerst Research, Pearl River, NY 10965, USA.

PMID: 10406633
DOI: 10.1016/s0960-894x(99)00279-6

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).

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aminopyridines / chemical synthesis*
Aminopyridines / pharmacology*
Aminopyridines / urine
Animals
Antidiuretic Hormone Receptor Antagonists*
Azepines / chemical synthesis*
Azepines / pharmacology
Benzamides / chemical synthesis*
Benzamides / pharmacology
Benzodiazepines / chemical synthesis*
Benzodiazepines / pharmacology*
Benzodiazepines / urine
Inhibitory Concentration 50
Kidney / drug effects
Liver / drug effects
Pyrroles
Rats

Substances

Aminopyridines
Antidiuretic Hormone Receptor Antagonists
Azepines
Benzamides
Pyrroles
Benzodiazepines
lixivaptan
CL 385004