Heterocyclic thrombin inhibitors. Part 1: design and synthesis of amidino-phenoxy quinoline derivatives

Bioorg Med Chem Lett. 2003 Jul 21;13(14):2291-5. doi: 10.1016/s0960-894x(03)00442-6.

Abstract

Amidino-phenoxy quinoline derivatives represent a new class of potent thrombin inhibitors with good selectivity and remarkably low molecular weight (M(W): 335-391). X-ray analyses of thrombin-bound inhibitors revealed that enzyme inhibition is mainly based on hydrophobic interactions.

MeSH terms

  • Amidines / chemical synthesis*
  • Amidines / pharmacology
  • Chemical Phenomena
  • Chemistry, Physical
  • Crystallography, X-Ray
  • Drug Design
  • Fibrinolysin / antagonists & inhibitors
  • Fibrinolytic Agents / chemical synthesis*
  • Fibrinolytic Agents / pharmacology*
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / pharmacology*
  • Humans
  • In Vitro Techniques
  • Indicators and Reagents
  • Models, Molecular
  • Molecular Weight
  • Partial Thromboplastin Time
  • Quinolines / chemical synthesis*
  • Quinolines / pharmacology
  • Thrombin / antagonists & inhibitors*
  • Trypsin Inhibitors / chemical synthesis
  • Trypsin Inhibitors / pharmacology

Substances

  • Amidines
  • Fibrinolytic Agents
  • Heterocyclic Compounds
  • Indicators and Reagents
  • Quinolines
  • Trypsin Inhibitors
  • amidino-phenoxy quinoline
  • Thrombin
  • Fibrinolysin