Pyrazoles, 1,2,4-triazoles, and tetrazoles as surrogates for cis-amide bonds in boronate ester thrombin inhibitors

Bioorg Med Chem Lett. 1998 Apr 7;8(7):775-80. doi: 10.1016/s0960-894x(98)00104-8.

Abstract

Substituted pyrazoles, 1,2,4-triazoles, and tetrazoles are good surrogates for cis-amide bonds in a series of boronate ester thrombin inhibitors.

MeSH terms

  • Amides / chemistry
  • Amides / pharmacology*
  • Binding Sites
  • Boronic Acids / chemistry
  • Boronic Acids / pharmacology*
  • Crystallography, X-Ray
  • Indicators and Reagents
  • Models, Molecular
  • Molecular Structure
  • Pyrazoles / chemical synthesis
  • Pyrazoles / chemistry
  • Pyrazoles / pharmacology*
  • Stereoisomerism
  • Structure-Activity Relationship
  • Tetrazoles / chemical synthesis
  • Tetrazoles / chemistry
  • Tetrazoles / pharmacology*
  • Thrombin / antagonists & inhibitors*
  • Thrombin / chemistry*
  • Triazoles / chemical synthesis
  • Triazoles / chemistry
  • Triazoles / pharmacology*

Substances

  • Amides
  • Boronic Acids
  • Indicators and Reagents
  • Pyrazoles
  • Tetrazoles
  • Triazoles
  • Thrombin