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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/01/11 02:46:40」(JST)
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Diiodohydroxyquinoline
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Names |
IUPAC name
5,7-diiodoquinolin-8-ol
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Other names
Diquinol, iodoxin, diiodoquin, amebaquin
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Identifiers |
CAS Number
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83-73-8 Y |
ChEMBL |
ChEMBL86754 N |
ChemSpider |
3597 N |
Jmol interactive 3D |
Image |
KEGG |
D00581 Y |
MeSH |
Iodoquinol |
PubChem |
3728 |
UNII |
63W7IE88K8 Y |
InChI
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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
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InChI=1/C9H5I2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H
Key: UXZFQZANDVDGMM-UHFFFAOYAF
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SMILES
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C1=CC2=C(C(=C(C=C2I)I)O)N=C1
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Properties |
Chemical formula
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C9H5I2NO |
Molar mass |
396.951 |
Pharmacology |
ATC code |
G01AC01 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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N verify (what is YN ?) |
Infobox references |
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The quinoline derivative diiodohydroxyquinoline (INN) or iodoquinol (USAN), can be used in the treatment of amoebiasis.[1]
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.[2]
It was discovered by Adco Co. and introduced as diiodohydroxyquinoline.[3]
Susceptibility of Dientamoeba fragilis has been measured.[4]
Iodoquinol is an amebocide 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 mechanism of action is unknown. Iodoquinol is used for diseases caused by moderate intestinal amebiasis.
References
- ^ Ghaskadbi S, Vaidya VG (March 1989). "In vivo antimutagenic effect of ascorbic acid against mutagenicity of the common antiamebic drug diiodohydroxyquinoline". Mutat. Res. 222 (3): 219–22. doi:10.1016/0165-1218(89)90137-7. PMID 2493578.
- ^ Gideon Online http://web.gideononline.com/web/therapy/index.php?type=drugs&code=20130&view=General.
- ^ Page 1312. http://books.google.co.in/books?id=TIu28TH_iAYC&printsec=frontcover&source=gbs_ge_summary_r&cad=0#v=onepage&q&f=false
- ^ Chan FT, Guan MX, Mackenzie AM, Diaz-Mitoma F (May 1994). "Susceptibility testing of Dientamoeba fragilis ATCC 30948 with iodoquinol, paromomycin, tetracycline, and metronidazole". Antimicrob. Agents Chemother. 38 (5): 1157–60. doi:10.1128/aac.38.5.1157. PMC 188168. PMID 8067755.
Antiparasitics – antiprotozoal agents – agents against amoebozoa/amebicide (P01)
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Entamoeba |
Tissue amebicides
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Nitroimidazole derivatives
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- Metronidazole#
- Tinidazole
- Ornidazole
- Nimorazole
- Secnidazole
- Azanidazole
- Propenidazole
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Other
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- isoquinoline (Emetine/Dehydroemetine)
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Luminal amebicides
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Hydroxyquinoline derivatives
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- Cl (Chlorquinaldol)
- Br (Tilbroquinol
- Broxyquinoline)
- I (Diiodohydroxyquinoline)
- I, Cl (Clioquinol)
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Dichloroacetamide derivatives
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- Diloxanide#
- Clefamide
- Etofamide
- Teclozan
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Aminoglycoside
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Other/ungrouped
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- arsenic (Arsthinol
- Difetarsone
- Glycobiarsol)
- phenanthroline (Phanquinone)
- aminoacridine (Mepacrine)
- quinazoline (Trimetrexate)
- thiazole (Tenonitrozole)
- sesquiterpene (Fumagillin)
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Acanthamoeba |
- Propamidine
- Chlorhexidine
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of protozoan infection
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Description |
- Alveolata
- Amoebozoa
- Excavata
- Protist
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Disease |
- Amoebozoa
- Chromalveolate
- Excavata
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Treatment |
- Drugs
- amoeboa
- chromalveolate
- excavata
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Antiparasitics – antiprotozoal agents – Excavata antiparasitics (P01)
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Discicristata |
Trypanosomiasis
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- African trypanosomiasis: ornithine (Eflornithine#)
- arsenical (Melarsoprol#)
- benzamidine (Pentamidine#)
- naphthalenesulfonate (Suramin#)
Chagas disease: nitroimidazole (Benznidazole#)
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Leishmaniasis
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- macrolide (Amphotericin B#)
Pentavalent antimonials (Meglumine antimoniate#, Sodium stibogluconate)
- benzamidine (Pentamidine#)
- phosphorylcholine (Miltefosine)
- neomycin (Paromomycin)
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PAM
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- macrolide (Amphotericin B)
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Trichozoa |
Giardiasis
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- nitroimidazole (Metronidazole#, Tinidazole)
- benzimidazole (Albendazole)
- thiazolide (Nitazoxanide)
- nitrofuran (Furazolidone)
- aminoacridine (Quinacrine)
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Trichomoniasis
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- nitroimidazole (Carnidazole, Metronidazole#, Tinidazole)
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Dientamoebiasis
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- nitroimidazole (Metronidazole
- Secnidazole)
- oxyquinoline (Iodoquinol)
- tetracycline (Doxycycline)
- neomycin (Paromomycin)
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of protozoan infection
|
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Description |
- Alveolata
- Amoebozoa
- Excavata
- Protist
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Disease |
- Amoebozoa
- Chromalveolate
- Excavata
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Treatment |
- Drugs
- amoeboa
- chromalveolate
- excavata
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UpToDate Contents
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English Journal
- Treatment failure in patients with chronic Blastocystis infection.
- Roberts T1, Ellis J, Harkness J, Marriott D, Stark D.
- Journal of medical microbiology.J Med Microbiol.2014 Feb;63(Pt 2):252-7. doi: 10.1099/jmm.0.065508-0. Epub 2013 Nov 15.
- This article reports long-term infection and treatment failure in 18 symptomatic individuals infected with Blastocystis spp. Patients were initially treated with either metronidazole, iodoquinol or triple combination therapy consisting of nitazoxanide, furazolidone and secnidazole. Following treatme
- PMID 24243286
- Chromatographic methods for simultaneous determination of diiodohydroxyquinoline and metronidazole in their binary mixture.
- Ali NW1, Gamal M, Abdelkawy M.
- Pakistan journal of pharmaceutical sciences.Pak J Pharm Sci.2013 Sep;26(5):865-71.
- Two chromatographic methods were developed for analysis ofdiiodohydroxyquinoline (DIHQ) and metronidazole (MTN). In the first method, diiodohydroxyquinoline and metronidazole were separated on TLC silica gel 60F254 plate using chloroform: acetone: glacial acetic acid (7.5: 2.5: 0.1, by volume) as mo
- PMID 24035940
- Marie C1, Petri WA Jr.
- BMJ clinical evidence.BMJ Clin Evid.2013 Aug 30;2013. pii: 0918.
- INTRODUCTION: Amoebic dysentery is caused by the protozoan parasite Entamoeba histolytica. It is transmitted in areas where poor sanitation allows contamination of drinking water and food with faeces. In these areas, up to 40% of people with diarrhoea may have amoebic dysentery.METHODS AND OUTCOMES:
- PMID 23991750
Japanese Journal
- Effects of Clioquinol Analogues on the Hypoxia-Inducible Factor Pathway and Intracelullar Mobilization of Metal Ions
- Kim So Yeon,Lee Myong Jin,Kim Jeong Won [他],Na Yu-Ran,Lee Ho-Youl,Cho Hyunju,Lee Keun Byeol,Lee You Mie,Lee Cheolju,Park Hyunsung,Yang Eun Gyeong
- Biological and Pharmaceutical Bulletin 35(12), 2160-2169, 2012
- … Here we report that compounds derived from 8-hydroxyquinoline including CQ, broxyquinoline (BQ), iodoquinol (IQ) and chloroacetoxyquinoline (CAQ) promote neovascularization effectively based on chick chorioallantoic membrane assays. …
- NAID 130002480505
- Pleural Empyema Secondary to Rupture of Amoebic Liver Abscess
- Chang Huai-Ren,Lee Jen-Jyh,Lin Chih-Bin
- Internal Medicine 51(5), 471-474, 2012
- … Using chest tube and percutaneous liver abscess drainage, the patient was treated with metronidazole followed by iodoquinol. …
- NAID 130002061901
- Preparation of a Novel Iodide-Selective Electrode Based on Iodide-Miconazole Ion-Pair and Its Application to Pharmaceutical Analysis
- JALALI Fahimeh,RAJABI Mohammad J.,BAHRAMI Gholamreza,SHAMSIPUR Mojtaba
- Analytical Sciences 21(12), 1533-1535, 2005
- … The membrane sensor was successfully applied to the determination of iodide in water samples and blood serum, as well as in pharmaceutical products such as iodoquinol and thyroxin. …
- NAID 130004441043
Related Links
- Easy to read patient leaflet for iodoquinol. Includes indications, proper use, special instructions, precautions, and possible side effects. ... If OVERDOSE is suspected: Contact 1-800-222-1222 (the American Association of Poison ...
- Find patient medical information for iodoquinol oral on WebMD including its uses, side effects and safety, interactions, pictures, warnings and user ratings. ... This medication is used alone or with other medications to treat certain parasite ...
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