Aminopiperidine-fused imidazoles as dipeptidyl peptidase-IV inhibitors

Bioorg Med Chem Lett. 2009 Aug 1;19(15):4097-101. doi: 10.1016/j.bmcl.2009.06.011. Epub 2009 Jun 6.

Abstract

A new series of DPP-4 inhibitors derived from piperidine-fused benzimidazoles and imidazopyridines is described. Optimization of this class of DPP-4 inhibitors led to the discovery of imidazopyridine 34. The potency, selectivity, cross-species DMPK profiles, and in vivo efficacy of 34 is reported.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Benzimidazoles / chemical synthesis
  • Benzimidazoles / pharmacology
  • Chemistry, Pharmaceutical / methods*
  • Crystallography, X-Ray / methods
  • Dipeptidyl-Peptidase IV Inhibitors / chemical synthesis*
  • Dipeptidyl-Peptidase IV Inhibitors / pharmacology
  • Dogs
  • Drug Design
  • Glucagon-Like Peptide 1 / chemistry
  • Humans
  • Hydrolysis
  • Imidazoles / chemical synthesis*
  • Imidazoles / pharmacology
  • Inhibitory Concentration 50
  • Macaca mulatta
  • Mice
  • Piperidines / chemical synthesis*
  • Piperidines / chemistry*
  • Piperidines / pharmacology
  • Pyrazines / chemical synthesis
  • Pyrazines / pharmacology
  • Pyridines / chemical synthesis
  • Pyridines / pharmacology
  • Rats
  • Sitagliptin Phosphate
  • Triazoles / chemical synthesis
  • Triazoles / pharmacology

Substances

  • Benzimidazoles
  • Dipeptidyl-Peptidase IV Inhibitors
  • Imidazoles
  • Piperidines
  • Pyrazines
  • Pyridines
  • Triazoles
  • Glucagon-Like Peptide 1
  • benzimidazole
  • Sitagliptin Phosphate