Diiodohydroxyquinoline

The quinoline derivative diiodohydroxyquinoline (INN), or iodoquinol (USAN), brand name Diodoquin, can be used in the treatment of amoebiasis.

Diiodohydroxyquinoline
Names
Preferred IUPAC name
5,7-Diiodoquinolin-8-ol
Other names
Diquinol, iodoxin, diiodoquin, amebaquin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.362
KEGG
MeSH Iodoquinol
PubChem CID
UNII
  • InChI=1S/C9H5I2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H N
    Key: UXZFQZANDVDGMM-UHFFFAOYSA-N N
  • InChI=1/C9H5I2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H
    Key: UXZFQZANDVDGMM-UHFFFAOYAF
SMILES
  • C1=CC2=C(C(=C(C=C2I)I)O)N=C1
Properties
C9H5I2NO
Molar mass 396.951
Pharmacology
G01AC01 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

It is poorly absorbed from the gastrointestinal tract and is used as a luminal amebicide. It acts by chelation of ferrous ions essential for metabolism.

It was discovered by Adco Co. and introduced as diiodohydroxyquinoline.

Susceptibility of Dientamoeba fragilis has been measured.

Iodoquinol is an amebicide used against Entamoeba histolytica, and it is active against both cyst and trophozoites that are localized in the lumen of the intestine. It is considered the drug of choice for treating asymptomatic or moderate forms of amebiasis. The full mechanism of action is unknown. Iodoquinol is used for diseases caused by moderate intestinal amebiasis.

Diiodohydroxyquinoline enhances zinc absorption in the zinc deficiency disorder acrodermatitis enteropathica, probably because it acts as a zinc ionophore.

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