Next-generation spirobenzazepines: identification of RWJ-676070 as a balanced vasopressin V1a/V2 receptor antagonist for human clinical studies

Bioorg Med Chem Lett. 2007 Dec 1;17(23):6623-8. doi: 10.1016/j.bmcl.2007.09.059. Epub 2007 Sep 19.

Abstract

We have continued to explore spirobenzazepines as vasopressin receptor antagonists to follow up on RWJ-339489 (2), which had advanced into preclinical development. Further structural modifications were pursued to find a suitable backup compound for human clinical studies. Thus, we identified carboxylic acid derivative 3 (RWJ-676070; JNJ-17158063) as a potent, balanced vasopressin V(1a)/V(2) receptor antagonist with favorable properties for clinical development. Compound 3 is currently undergoing human clinical investigation.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • Antidiuretic Hormone Receptor Antagonists*
  • Antihypertensive Agents / administration & dosage
  • Antihypertensive Agents / chemistry
  • Antihypertensive Agents / metabolism
  • Antihypertensive Agents / pharmacokinetics
  • Benzazepines / administration & dosage
  • Benzazepines / chemistry*
  • Benzazepines / pharmacokinetics
  • Benzazepines / pharmacology
  • Drug Evaluation, Preclinical
  • Female
  • Humans
  • Male
  • Rats
  • Rats, Long-Evans
  • Receptors, Vasopressin / metabolism
  • Receptors, Vasopressin / physiology
  • Spiro Compounds / administration & dosage
  • Spiro Compounds / chemistry*
  • Spiro Compounds / metabolism
  • Spiro Compounds / pharmacokinetics
  • Spiro Compounds / pharmacology
  • Vasopressins / metabolism

Substances

  • Antidiuretic Hormone Receptor Antagonists
  • Antihypertensive Agents
  • Benzazepines
  • JNJ-17158063
  • RWJ-339489
  • RWJ-676070
  • Receptors, Vasopressin
  • Spiro Compounds
  • Vasopressins