Pyrrole analogues of chloramphenicol. III. Synthesis and antibacterial activity of DL-threo-1-(1-methylsulfonylpyrrole-3-yl)-2-dichloroacetamidopropane-1,3-diol.
A seven-stage synthesis of a pyrrole analogue of chloramphenicol (9) is described. The compound exhibits a significant antibacterial activity, over the 3% to 50% range of the chloramphenicol activity: over the 6% to 100% range of the thiamphenicol activity and florfenicol.
D000081:Acetamides / Q000138:chemical synthesis* / Q000494:pharmacology*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D002701:Chloramphenicol / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology; D008826:Microbial Sensitivity Tests / Q000706:statistics & numerical data; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
C468111:1-(1-methylsulfonylpyrrol-3-yl)-2-dichloroacetamidopropane-1,3-diol; D000081:Acetamides; D000900:Anti-Bacterial Agents; D011758:Pyrroles; D002701:Chloramphenicol