Nifuroxazide

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Nifuroxazide
File:Nifuroxazide.svg
Systematic (IUPAC) name
4-Hydroxy-N'-[(5-nitrofuran-2-yl)methylene]benzohydrazide
Clinical data
AHFS/Drugs.com International Drug Names
Routes of
administration
Oral
Identifiers
CAS Number 965-52-6 N
ATC code A07AX03 (WHO)
PubChem CID: 5337997
ChemSpider 4495115 YesY
UNII PM5LI0P38J YesY
KEGG D07111 YesY
ChEMBL CHEMBL244888 YesY
Chemical data
Formula C12H9N3O5
Molecular mass 275.2 g/mol
  • O=[N+]([O-])c2oc(/C=N/NC(=O)c1ccc(O)cc1)cc2
  • InChI=1S/C12H9N3O5/c16-9-3-1-8(2-4-9)12(17)14-13-7-10-5-6-11(20-10)15(18)19/h1-7,16H,(H,14,17)/b13-7+ YesY
  • Key:YCWSUKQGVSGXJO-NTUHNPAUSA-N YesY
 NYesY (what is this?)  (verify)

Nifuroxazide (INN) is an oral nitrofuran antibiotic, patented since 1966[1] and used to treat colitis and diarrhea in humans and non-humans.[2] It is sold under the brand names Ambatrol, Antinal, Bacifurane, Diafuryl, Pérabacticel (France), Antinal, Diax (Egypt), Nifrozid, Ercefuryl (Romania, Czech Republic), Erfuzide (Thailand), Endiex (Slovakia), Enterofuryl (Russia), Nifuroksazyd (Poland), Pentofuryl (Germany), Topron, Enterovid (Latin America), Eskapar (Mexico), Apazid (Morocco) and Septidiaryl. It is sold in capsule form and also as a suspension. The pharmaceutical group GlaxoSmithKline plc (Previously known as SmithKline Beecham) claims that nifuroxazide is highly effective and the consumers' group Healthy Skepticism says that GlaxoSmithKline's claims have no scientific support.[3]

History

Maurice Claude Ernest Carron patented the drug in the United States in 1966.[1] Subsequent patents issued to Germano Cagliero of Marxer S.p.A describe the use of nifuroxazide as an antibiotic used to treat livestock.[2]

Effectiveness in humans

In 1997, in an Ivory Coast promotional leaflet, GlaxoSmithKline claimed that nifuroxazide (under the brand name "Ambatrol") is an anti-dehydration treatment, "neutralise[s] microbacterials" in diarrhea, and has "a spectrum which covers most enteropathogenic microbacterials, Shigella, Escherichia coli, Salmonella, Staphylococci, Klebsiella, Yersinia".[3] The international non-profit organisation Healthy Skepticism, at the time using their former name, Medical Lobby for Appropriate Marketing (MaLAM), disagreed, stating "We have not found any scientific evidence to support these claims."[3]

Notes

  1. 1.0 1.1 USPTO No. 3290213 |http://www.google.com/patents?id=f2dwAAAAEBAJ
  2. 2.0 2.1 USPTO No 4093746 |http://www.google.com/patents?vid=USPAT4093746
  3. 3.0 3.1 3.2 Lua error in package.lua at line 80: module 'strict' not found.

External links


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