Stibophen

Stibophen

Clinical data
ATC code	P02BX03 (WHO)
Identifiers
IUPAC name Pentasodium 2-(2-oxido-3,5-disulfonatophenoxy)-1,3,2-benzodioxastibole-5,7-disulfonate
CAS Number	23940-36-5
PubChem CID	16683091
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C12H4Na5O16S4Sb
Molar mass	769.12 g/mol
3D model (JSmol)	Interactive image
SMILES 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 by intramuscular injection.

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.

References

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