stibophen anhydrous

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).

In the Vinony graph

Vinony's link graph records 64 inbound references to stibophen anhydrous, and connects out to quinoline, anthelmintic and pyrantel.

It sits within the topics Antimony(III) compounds, Antiparasitic agents and Chemical pages without DrugBank identifier.

Vinony links it to 6 Wikipedia language editions.

Chemical data

Formula: C12H4Na5O16S4Sb
Molecular weight: 769.1 g/mol
IUPAC name: pentasodium;2-(2-oxido-3,5-disulfonatophenoxy)-1,3,2-benzodioxastibole-4,6-disulfonate
SMILES: C1=C(C=C(C2=C1O[Sb](O2)OC3=C(C(=CC(=C3)S(=O)(=O)[O-])S(=O)(=O)[O-])[O-])S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+].[Na+]
InChIKey: DZFMIYUMNRPCAB-UHFFFAOYSA-F
Polar surface area: 313 Å²
H-bond donors: 0
H-bond acceptors: 16
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: chemical compound
Mass: 767.691

Show 2 more facts

chemical formula: C₁₂H₄Na₅O₁₆S₄Sb
canonical 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+]

Sources (1)

wikidata.org

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Encyclopedic overview

2 sections

Contents

Mechanism of action
References

==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.

Excerpted from Wikipedia’s “stibophen anhydrous” article, available under the CC BY-SA 4.0 licence.