Synthesis, in vitro [3H]prazosin displacement, and in vivo activity of 3-aryl-4,5,6,7-tetrahydropyrazolo[4,3-c]pyridines, a new class of antihypertensive agents

J Med Chem. 1985 Jul;28(7):934-40. doi: 10.1021/jm00145a015.

Abstract

A series of new 3-aryl-4,5,6,7-tetrahydropyrazolo[4,3-c]pyridines was synthesized and screened for in vitro [3H]prazosin displacement activity. The results correlated well with their antihypertensive activity in spontaneous hypertensive rats. 1-Benzyl-3-(4-fluorophenyl)-4,5,6,7-tetrahydropyrazolo[4,3-c]pyrid ine (50, L 16052) was selected for further pharmacological evaluations of its potency when administered orally to conscious renal hypertensive dogs.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • Brain / metabolism
  • Cats
  • Chemical Phenomena
  • Chemistry
  • Dogs
  • Hypertension / drug therapy*
  • Hypertension, Renovascular / drug therapy
  • Male
  • Mice
  • Prazosin / metabolism*
  • Pyrazoles / chemical synthesis
  • Pyrazoles / metabolism
  • Pyrazoles / therapeutic use*
  • Pyridines / chemical synthesis
  • Pyridines / metabolism
  • Pyridines / therapeutic use*
  • Quinazolines / metabolism*
  • Rats
  • Receptors, Adrenergic, alpha / metabolism
  • Structure-Activity Relationship
  • Synaptosomes / metabolism

Substances

  • Pyrazoles
  • Pyridines
  • Quinazolines
  • Receptors, Adrenergic, alpha
  • Prazosin