Synthesis and bactericidal properties of pyridinium chlorides with alkylthiomethyl and alkoxymethyl hydrophobic groups

J Pharm Sci. 1991 Jan;80(1):91-5. doi: 10.1002/jps.2600800122.

Abstract

The products of a reaction between 3-ethoxymethylpyridine and chloromethylalkyl ether or sulfide were proven to be 1-[(alkylthio)-methyl]-3-[(ethoxy)methyl]pyridinium or 1-[(alkoxy)methyl]-3-[(ethoxy)-methyl]pyridinium chlorides. Bacteriostatic properties of the obtained chlorides against 13 different microbial strains representing cocci, rods, fungi, and bacilli were studied. The MICs were measured by serial dilution. All studied chlorides showed bacteriostatic properties. Particularly high activity against microbes was shown by 1-[(dodecylthio)-methyl]-3-[(ethoxy)methyl]pyridinium and 3-[(ethoxy)methyl]-1-[(tetradecylthio)methyl]pyridinium chlorides.

MeSH terms

  • Anti-Infective Agents / chemical synthesis*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Pyridinium Compounds / chemical synthesis*
  • Pyridinium Compounds / chemistry
  • Pyridinium Compounds / pharmacology
  • Structure-Activity Relationship

Substances

  • Anti-Infective Agents
  • Pyridinium Compounds