Synthesis and antibacterial activity of novel 4-chloro-2-mercaptobenzenesulfonamide derivatives

J Enzyme Inhib Med Chem. 2013 Feb;28(1):41-51. doi: 10.3109/14756366.2011.625024. Epub 2011 Dec 6.

Abstract

Few series of novel 4-chloro-2-mercaptobenzenesulfonamides have been synthesized by the reactions of N-(benzenesulfonyl)cyanamide potassium salts 7-15 with corresponding hydrazinecarbodithioic acid esters, 1-substituted carbothioic acid hydrazides, methyl 3-aminothiophene-2-carboxylate, methyl 2-aminobenzoate, 2-aminophenol or 2-aminothiophenol. The synthesized compounds (16-49) were screened in vitro for their antibacterial activity. Some of the tested compounds 16, 17, 23, 24, 31, 32 and 48 showed the promising activity against many of anaerobic Gram-positive bacteria strains.

MeSH terms

  • Aminophenols / chemistry
  • Aniline Compounds / chemistry
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Chemistry Techniques, Synthetic
  • Cyclization
  • Drug Screening Assays, Antitumor
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Humans
  • Microbial Sensitivity Tests
  • Structure-Activity Relationship
  • Sulfonamides / chemistry*

Substances

  • 4-chloro-2-mercaptobenzenesulfonamide
  • Aminophenols
  • Aniline Compounds
  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • Sulfonamides
  • 2-aminothiophenol
  • 2-aminophenol