Stibophen

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Stibophen
File:Stibophen.png
Systematic (IUPAC) name
Pentasodium 2-(2-oxido-3,5-disulfonatophenoxy)-1,3,2-benzodioxastibole-5,7-disulfonate
Identifiers
CAS Number 23940-36-5
ATC code P02BX03 (WHO)
PubChem CID: 16683091
Chemical data
Formula C12H4Na5O16S4Sb
Molecular mass 769.12 g/mol
  • 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+]
  (verify)

Stibophen is an anthelmintic classified as antimony compound and used as treatment of schistosomiasis[1] by intramuscular injection.

Mechanism of action

Stibophen inhibits the enzyme phosphofructokinase, which the worms need for glycolysis,[2] at least partly by binding to the sulfhydryl (–SH) group of the enzyme.[3] 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.[citation needed]

References

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