The discovery of 6-amino nicotinamides as potent and selective histone deacetylase inhibitors

Bioorg Med Chem Lett. 2007 Oct 1;17(19):5300-9. doi: 10.1016/j.bmcl.2007.08.023. Epub 2007 Aug 16.

Abstract

This communication highlights the development of a nicotinamide series of histone deacetylase inhibitors within the benzamide structural class. Extensive exploration around the nicotinamide core led to the discovery of a class I selective HDAC inhibitor that possesses excellent intrinsic and cell-based potency, acceptable ancillary pharmacology, favorable pharmacokinetics, sustained pharmacodynamics in vitro, and achieves in vivo efficacy in an HCT116 xenograft model.

MeSH terms

  • 6-Aminonicotinamide / analogs & derivatives*
  • 6-Aminonicotinamide / chemical synthesis
  • 6-Aminonicotinamide / pharmacology*
  • Animals
  • Area Under Curve
  • Benzamides / chemistry
  • Biological Availability
  • Cell Line, Tumor
  • Cell Membrane Permeability / drug effects
  • Dogs
  • Drug Design
  • Drug Screening Assays, Antitumor
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacokinetics
  • Enzyme Inhibitors / pharmacology*
  • Half-Life
  • Histone Deacetylase Inhibitors*
  • Humans
  • Isoenzymes / antagonists & inhibitors
  • Models, Molecular
  • Neoplasm Transplantation
  • Protein Binding
  • Rats
  • Structure-Activity Relationship
  • Substrate Specificity

Substances

  • Benzamides
  • Enzyme Inhibitors
  • Histone Deacetylase Inhibitors
  • Isoenzymes
  • 6-Aminonicotinamide