Structure stability/activity relationships of sulfone stabilized N,N-dichloroamines

Bioorg Med Chem Lett. 2011 Jun 15;21(12):3682-5. doi: 10.1016/j.bmcl.2011.04.084. Epub 2011 Apr 24.

Abstract

Structure stability/activity relationships (SXR) of a new class of N,N-dichloroamine compounds were explored to improve antimicrobial activity against Escherichia coli, Staphylococcus aureus, and Candida albicans while maintaining aqueous solution stability. This study identified a new class of solution-stable and topical antimicrobial agents. These agents are sulfone-stabilized and possess either a quaternary ammonium or sulfonate appendages as a water solubilizing group. Several unique challenges were confronted in the synthesis of these novel compounds which are highlighted in the discussion.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / pharmacology
  • Chloramines / chemical synthesis*
  • Chloramines / chemistry
  • Chloramines / pharmacology
  • Drug Stability
  • Escherichia coli / drug effects
  • Molecular Structure
  • Staphylococcus aureus / drug effects
  • Structure-Activity Relationship
  • Sulfones / chemical synthesis*
  • Sulfones / chemistry
  • Sulfones / pharmacology
  • Water / chemistry*

Substances

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Chloramines
  • Sulfones
  • Water