Diiodohydroxyquinoline: Difference between revisions

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{{Chembox new
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 444779295
|ImageFile=Iodoquinol.png
|ImageFile=Iodoquinol.png
|ImageSize=150px
|ImageSize=150px
|ImageAlt=Skeletal formula of diiodohydroxyquinoline
|ImageFile1=Iodoquinol0.png
|ImageSize1=160
|ImageAlt1=Ball-and-stick model of the diiodohydroxyquinoline molecule
|IUPACName=5,7-diiodoquinolin-8-ol
|IUPACName=5,7-diiodoquinolin-8-ol
|OtherNames=
|OtherNames= Diquinol, [[iodoxin]], diiodoquin, amebaquin
|Section1= {{Chembox Identifiers
|Section1= {{Chembox Identifiers
|  CASNo=83-73-8
|  CASNo_Ref = {{cascite|correct|??}}
| PubChem=3728
| CASNo=83-73-8
| SMILES=C1=CC2=C(C(=C(C=C2I)I)O)N=C1
| PubChem=3728
|  MeSHName=Iodoquinol
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 86754
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D00581
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 63W7IE88K8
| SMILES=C1=CC2=C(C(=C(C=C2I)I)O)N=C1
|  ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 3597
|  InChI = 1/C9H5I2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H
|  InChIKey = UXZFQZANDVDGMM-UHFFFAOYAF
|  StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C9H5I2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H
|  StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = UXZFQZANDVDGMM-UHFFFAOYSA-N
| MeSHName=Iodoquinol
| ATCCode_prefix = G01
| ATCCode_suffix = AC01
   }}
   }}
|Section2= {{Chembox Properties
|Section2= {{Chembox Properties
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__NOTOC__
{{SI}}
{{CMG}}
==Overview==
The [[quinoline]] derivative '''diiodohydroxyquinoline''' ([[International Nonproprietary Name|INN]]) or '''iodoquinol''' ([[United States Adopted Name|USAN]]), can be used in the treatment of [[amoebiasis]].
It is poorly absorbed from the [[gastrointestinal tract]] and is used as a luminal amebicide. It acts by [[chelation]] of [[ferrous ion]]s essential for metabolism.
It was discovered by Adco Co. and introduced as ''diiodohydroxyquinoline''.
Susceptibility of ''[[Dientamoeba fragilis]]'' has been measured.
Iodoquinol is an amebocide used against ''[[Entamoeba histolytica]]'', and it is active against both cysts 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 mechanism of action is unknown. Iodoquinol is used for diseases caused by moderate intestinal amebiasis.


'''Diiodohydroxyquinoline''' ([[International Nonproprietary Name|INN]]) or '''iodoquinol''' ([[United States Adopted Name|USAN]]), widely known by the trade name '''Diodoquin''', is a [[quinoline]] derivative which can be used in the treatment of [[amoebiasis]].
==References==
 
{{reflist|2}}
{{Agents against amoebiasis and other protozoal diseases}}
{{biochem-stub}}


[[Category:Organoiodides]]
[[Category:Organoiodides]]
[[Category:Quinolines]]
[[Category:Drug]]

Latest revision as of 13:39, 9 April 2015

Template:Chembox E number
Diiodohydroxyquinoline
Skeletal formula of diiodohydroxyquinoline
Ball-and-stick model of the diiodohydroxyquinoline molecule
Names
IUPAC name
5,7-diiodoquinolin-8-ol
Other names
Diquinol, iodoxin, diiodoquin, amebaquin
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard Lua error in Module:Wikidata at line 879: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 879: attempt to index field 'wikibase' (a nil value).
KEGG
MeSH Iodoquinol
UNII
Properties
C9H5I2NO
Molar mass 396.951
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is ☑Y☒N ?)
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

The quinoline derivative diiodohydroxyquinoline (INN) or iodoquinol (USAN), can be used in the treatment of amoebiasis. 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 amebocide used against Entamoeba histolytica, and it is active against both cysts 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 mechanism of action is unknown. Iodoquinol is used for diseases caused by moderate intestinal amebiasis.

References

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