Chemistry:Nifurzide

From HandWiki

Nifurzide is a nitrofuran derivative and intestinal anti-infectious agent active against Escherichia coli.[1]

Synthesis

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Esterification of 5-nitrothiophene-2-carboxylic acid (1) with ethanol gives the ester (2). Treatment with hydrazine forms its hydrazide (3). Nifurzide is the hydrazone formed between (3) and 5-nitrofuran-2-acrylaldehyde (4).[2][3][4]

References

  1. "Nifurzide, a nitrofuran antiinfectious agent: interaction with Escherichia coli cells". Antimicrobial Agents and Chemotherapy 19 (3): 477–86. March 1981. doi:10.1128/aac.19.3.477. PMID 7018391. 
  2. Szarvasi E, Fontaine L, "Novel substituted(nitrofurylacrylidene)hydrazines with antibacterial properties", US patent 3847911, issued 1974-11-12
  3. "Antimicrobials. New nitrofuran derivatives". Journal of Medicinal Chemistry 16 (3): 281–287. March 1973. doi:10.1021/jm00261a027. PMID 4200221. 
  4. "Nifurzide". Pharmaceutical Substances. Thieme. https://pharmaceutical-substances.thieme.com/ps/search-results?docUri=KD-14-0065.