Jump to content
 







Main menu
    


Navigation  


●Main page
 ●Contents
 ●Current events
 ●Random article
 ●About Wikipedia
 ●Contact us
 ●Donate
  



Contribute  


●Help
 ●Learn to edit
 ●Community portal
 ●Recent changes
 ●Upload file
  







Search  

































●Create account

●Log in
 









●Create account
 ● Log in
  



Pages for logged out editors learn more  


●Contributions
 ●Talk
  


















Contents

   



(Top)
  


1 Synthesis  




2 References  













Nifurzide






●Српски / srpski
 ●Srpskohrvatski / српскохрватски
 ●Tiếng Việt
  
Edit links
  








●Article
 ●Talk
  
















●Read
 ●Edit
 ●View history
  







Tools
    


Actions  


●Read
 ●Edit
 ●View history
  



General  


●What links here
 ●Related changes
 ●Upload file
 ●Special pages
 ●Permanent link
 ●Page information
 ●Cite this page
 ●Get shortened URL
 ●Download QR code
 ●Wikidata item
  



Print/export  


●Download as PDF
 ●Printable version
  



In other projects  


●Wikimedia Commons
  















Appearance
    

 





From Wikipedia, the free encyclopedia
  

Nifurzide
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers

  • 5-Nitro-N′-[(1E,2E)-3-(5-nitro-2-furyl)-2-propen-1-ylidene]-2-thiophenecarbohydrazide

CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ECHA InfoCard100.049.735 Edit this at Wikidata
Chemical and physical data
FormulaC12H8N4O6S
Molar mass336.28 g·mol−1
3D model (JSmol)

  • [O-][N+](=O)c1ccc(o1)/C=C/C=N/NC(=O)c2ccc(s2)[N+](=O)[O-]

  • InChI=1S/C12H8N4O6S/c17-12(9-4-6-11(23-9)16(20)21)14-13-7-1-2-8-3-5-10(22-8)15(18)19/h1-7H,(H,14,17)/b2-1+,13-7+

  • Key:IDUMOVRJNBNOTR-BIZLIJPVSA-N

  (verify)

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

Synthesis

[edit]

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

[edit]
  1. ^ Delsarte A, Faway M, Frère JM, Coyette J, Calberg-Bacq CM, Heinen E (March 1981). "Nifurzide, a nitrofuran antiinfectious agent: interaction with Escherichia coli cells". Antimicrobial Agents and Chemotherapy. 19 (3): 477–86. doi:10.1128/aac.19.3.477. PMC 181457. PMID 7018391.
  • ^ US patent 3847911, Szarvasi E, Fontaine L, "Novel substituted(nitrofurylacrylidene)hydrazines with antibacterial properties", issued 1974-11-12 
  • ^ Szarvasi E, Fontaine L, Betbeder-Matibet A (March 1973). "Antimicrobials. New nitrofuran derivatives". Journal of Medicinal Chemistry. 16 (3): 281–287. doi:10.1021/jm00261a027. PMID 4200221.
  • ^ "Nifurzide". Pharmaceutical Substances. Thieme. Retrieved 2024-07-02.
    • Stub icon

    This drug article relating to the gastrointestinal system is a stub. You can help Wikipedia by expanding it.

  • t
  • e

    • Retrieved from "https://en.wikipedia.org/w/index.php?title=Nifurzide&oldid=1232598919"
    Categories: 
    ●Thiophenes
     ●Hydrazides
     ●Nitrofurans
     ●Gastrointestinal system drug stubs
     Hidden categories: 
    ●Articles with short description
     ●Short description matches Wikidata
     ●ECHA InfoCard ID from Wikidata
     ●Articles without EBI source
     ●Chemical pages without DrugBank identifier
     ●Drugs with no legal status
     ●Drugboxes which contain changes to watched fields
     ●All stub articles
      


    ●This page was last edited on 4 July 2024, at 15:38 (UTC).
    ●Text is available under the Creative Commons Attribution-ShareAlike License 4.0; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization.


    ●Privacy policy
    ●About Wikipedia
    ●Disclaimers
    ●Contact Wikipedia
    ●Code of Conduct
    ●Developers
    ●Statistics
    ●Cookie statement
    ●Mobile view


    Wikimedia Foundation
    Powered by MediaWiki