ChemInform Abstract: 5-Fluoro-2-methyl-N-[5-(5H-pyrrolo[2,1-c][1,4]benzodiazepine-10(11H)-yl carbonyl)-2-pyridinyl]benzamide (CL-385004) and Analogues as Orally Active Arginine Vasopressin Receptor Antagonists.

✍ Scribed by Venkatesan Aranapakam; J. Donald Albright; George T. Grosu; Efren G. Delos Santos; Peter S. Chan; Joseph Coupet; Xun Ru; Trina Saunders; H. Mazandarani

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 32 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199943157

✦ Synopsis

5-Fluoro-2-methyl-N-[5-(5H-pyrrolo[2,1-c][1,4]benzodiazepine-10(11H)-yl carbonyl)-2-pyridinyl]benzamide (CL-385004) and Analogues as Orally Active Arginine Vasopressin Receptor Antagonists.

-The synthesis and structure-activity relationships of 17 arginine vasopressin receptor antagonists such as (VI) are presented in which the phenyl ring of VPA-985 is replaced with a 3-pyridinyl moiety. These antagonists are prepared to increase the polarity and the water solubility of VPA-985. Compounds (VI) exhibit potent in vitro activity as well as good oral activity with (VIa) as the most potent orally active compound in the series (no yields given).