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Stibophen
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Stibophen

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Stibophen
Stibophen.png
Clinical data
ATC code
Identifiers
  • Pentasodium 2-(2-oxido-3,5-disulfonatophenoxy)-1,3,2-benzodioxastibole-5,7-disulfonate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard 100.007.630
Chemical and physical data
Formula C12H4Na5O16S4Sb
Molar mass 769.10 g·mol−1
3D model (JSmol)
  • C1=C(C=C2C(=C1S(=O)(=O)[O-])O[Sb](O2)OC3=CC(=CC(=C3[O-])S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+].[Na+]
  • InChI=1S/2C6H6O8S2.5Na.7H2O.Sb/c2*7-4-1-3(15(9,10)11)2-5(6(4)8)16(12,13)14;;;;;;;;;;;;;/h2*1-2,7-8H,(H,9,10,11)(H,12,13,14);;;;;;7*1H2;/q;;5*+1;;;;;;;;+3/p-8
  • Key:ZDDUXABBRATYFS-UHFFFAOYSA-F
  (verify)

Stibophen is an anthelmintic originally developed by Bayer that is used as a treatment for schistosomiasis by intramuscular injection. It is classified as a trivalent antimony compound. Brand names include Fouadin/Fuadin (named in honor of Fuad I of Egypt, who had enthusiastically supported its research and development).

Mechanism of action

Stibophen inhibits the enzyme phosphofructokinase, which the worms need for glycolysis, at least partly by binding to the sulfhydryl (–SH) group of the enzyme. Inhibiting glycolysis paralyzes the worms, which lose their hold on the wall of mesenteric veins and undergo hepatic shift, die, and are phagocytosed by liver cells.


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