IODOQUINOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H5I2NO
Molecular Weight	396.951
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=C2N=CC=CC2=C(I)C=C1I

InChI

InChIKey=UXZFQZANDVDGMM-UHFFFAOYSA-N

InChI=1S/C9H5I2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H

HIDE SMILES / InChI

Molecular Formula	C9H5I2NO
Molecular Weight	396.951
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://reference.medscape.com/drug/yodoxin-iodoquinol-342656#10
Curator's Comment: description was created based on several sources, including https://en.wikipedia.org/wiki/Diiodohydroxyquinoline

The quinoline derivative diiodohydroxyquinoline (INN) or iodoquinol (USAN), one of the halogenated 8-quinolinols widely used as an intestinal antiseptic, especially as an antiamebic agent. Iodoquinol is also used topically in other infections and may cause CNS and eye damage. It was discovered by Adco Co. and introduced as diiodohydroxyquinoline. The mechanism of action is unknown. Iodoquinol acts against the trophozoites of Entamoeba histolytica. Iodoquinol produces its amebicidal effect at the site of infection, since it is poorly absorbed from the gastrointestinal tract and can reach high concentrations in the intestinal lumen.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Amebiasis 11 Sources: http://www.mayoclinic.org/drugs-supplements/iodoquinol-oral-route/description/drg-20068734	Curative		Withdrawn	Yodoxin Approved Use Unknown

PubMed

Title	Date	PubMed
Chloroquine seizures. Report of four cases.	1968 Jun 3	5694600
The therapeutic effect of 16 antimicrobial agents on Cryptosporidium infection in mice.	1982 Apr	7115220
Spectrofluorometric determination of erbium in seawater with 5,7-diiodoquinoline-8-ol and rhodamine 6G.	2001 Nov	11759522
Adverse effects of the antimalaria drug, mefloquine: due to primary liver damage with secondary thyroid involvement?	2002 Mar 25	11914150
Acrodermatitis enteropathica-like eruption associated with combined nutritional deficiency.	2005 Oct	16224175
Differential modulation of Alzheimer's disease amyloid beta-peptide accumulation by diverse classes of metal ligands.	2007 Nov 1	17680773
FDA-approved drugs and other compounds tested as inhibitors of human glutathione transferase P1-1.	2013 Sep 5	23769903

Sample Use Guides

In Vivo Use Guide

3 times/day after food

Route of Administration: Oral

In Vitro Use Guide

Iodoquinol 1% produced the broadest and greatest antimicrobial activity as measured by a 3-log reduction of colony-forming units active against all microbes tested following incubation times of 1 or 5 minutes, except M luteus

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:01:07 GMT 2023` Edited by `admin` on `Fri Dec 15 16:01:07 GMT 2023`
Record UNII	63W7IE88K8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

IODOQUINOL

Official Name

English

IODOQUINOL [USP MONOGRAPH]

Common Name

English

DIIODOHYDROXYQUINOLINE [MART.]

Common Name

English

LANODOXIN

Brand Name

English

ENTERODIAMOEBINE

Brand Name

English

Diiodohydroxyquinoline [WHO-DD]

Common Name

English

IODOQUINOL [HSDB]

Common Name

English

ZOAQUIN

Brand Name

English

YODOXIN

Brand Name

English

DI-IODOHYDROXY QUINOLINE

Systematic Name

English

DIODOQUIN

Common Name

English

5,7-DIIODO-8-QUINOLINOL

Systematic Name

English

IODOQUINOL [USP IMPURITY]

Common Name

English

SEARLEQUIN

Brand Name

English

NSC-8704

Code

English

IODOQUINOL [USP-RS]

Common Name

English

diiodohydroxyquinoline [INN]

Common Name

English

8-QUINOLINOL, 5,7-DIIODO-

Systematic Name

English

IOQUIN

Brand Name

English

SS-578

Code

English

QUINADOME

Brand Name

English

IODOQUINOL [MI]

Common Name

English

IODOQUINOL [USAN]

Common Name

English

DIIODOHYDROXYQUINOLINE

Official Name

English

Classification Tree Code System Code

WHO-ATC

G01AC01