Diiodohydroxyquinoline

Identification

Brand Names

Alcortin, Alcortin A, Aloquin, Dermazene, Vytone

Generic Name

Diiodohydroxyquinoline

DrugBank Accession Number

DB09115

Background

Diiodohydroxyquinoline, also known as uidoquinol and iodoquinol, is a quinoline derivative that can be used in the treatment of amoebiasis. The exact mechanism of action is unknown. Iodoquinol is not currently available in any FDA-approved products.

Type

Small Molecule

Groups

Approved

Structure

3D

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MOLSDF3D-SDFPDBSMILESInChI

Similar Structures

Structure for Diiodohydroxyquinoline (DB09115)

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Weight

Average: 396.954
Monoisotopic: 396.84605

Chemical Formula

C₉H₅I₂NO

Synonyms

• Diiodohydroxyquin
• Diiodohydroxyquinoline
• Iodoquinol
• Ioquin

External IDs

• NSC-8704
• SS-578

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Pharmacology

Indication

Used in the treatment of amoebiasis.

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Associated Conditions

Indication Type	Indication	Combined Product Details	Approval Level	Age Group	Patient Characteristics	Dose Form
Used in combination to treat	Dysentery	Combination Product in combination with: Neomycin (DB00994), Phthalylsulfathiazole (DB13248), Furazolidone (DB00614)	••••••••••••			••••••
Used in combination to treat	Enteritis	Combination Product in combination with: Furazolidone (DB00614), Neomycin (DB00994), Phthalylsulfathiazole (DB13248)	••••••••••••			••••••
Used in combination to treat	Gastrointestinal infections	Combination Product in combination with: Neomycin (DB00994), Phthalylsulfathiazole (DB13248), Furazolidone (DB00614)	••••••••••••			••••••
Used in combination to treat	Infectious diarrhea	Combination Product in combination with: Neomycin (DB00994), Phthalylsulfathiazole (DB13248), Furazolidone (DB00614)	••••••••••••			••••••
Used in combination to treat	Trichomonas vaginalis infection	Combination Product in combination with: Benzalkonium (DB11105), Nystatin (DB00646)	••••••••••••			••••••

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Pharmacodynamics

Not Available

Mechanism of action

Unknown.

Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism

Not Available

Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects

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Toxicity

Not Available

Pathways

Not Available

Pharmacogenomic Effects/ADRs

Not Available

Interactions

Drug Interactions

This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.

Not Available

Food Interactions

• Take after a meal. This may reduce gastrointestinal irritation.

Products

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Brand Name Prescription Products

Name	Dosage	Strength	Route	Labeller	Marketing Start	Marketing End	Region	Image
Diodoquin Tab 210mg	Tablet	210 mg	Oral	Glenwood Inc.	1992-12-31	2015-06-18
Diodoquin Tab 650mg	Tablet	650 mg	Oral	Glenwood Inc.	1992-12-31	2014-07-30

Mixture Products

Name	Ingredients	Dosage	Route	Labeller	Marketing Start	Marketing End	Region	Image
GYNECON - T	Diiodohydroxyquinoline (100 MG) + Benzalkonium (7 MG) + Nystatin (100000 IU)	Tablet	Vaginal	บริษัท คอนติเนนเติล-ฟาร์ม จำกัด จำกัด	2005-03-10	Not applicable
Ovoquinol Cones	Diiodohydroxyquinoline (75 mg / sup) + Sulfadiazine (400 mg / sup) + Undecylenic acid (50 mg / sup)	Suppository	Vaginal	Lab Nadeau LtÉe, Division Of Technilab Inc.	1963-12-31	1999-09-28
Ovoquinol Crm Vaginale	Diiodohydroxyquinoline (2 %) + Sulfadiazine (8 %) + Undecylenic acid (1 %)	Cream	Vaginal	Lab Nadeau LtÉe, Division Of Technilab Inc.	1980-12-31	1999-09-28
นากีน่า	Diiodohydroxyquinoline (100 MG) + Benzalkonium (7 MG) + Nystatin (100000 IU)	Tablet	Vaginal	บริษัท เอช.เค.ฟาร์มาซูติคอล จำกัด	2015-12-03	Not applicable
นิสติน	Diiodohydroxyquinoline (100 MG) + Benzalkonium (7 MG) + Nystatin (100000 IU)	Tablet	Vaginal	บริษัท โปลิฟาร์ม จำกัด จำกัด	1987-08-24	Not applicable

Unapproved/Other Products

Name	Ingredients	Dosage	Route	Labeller	Marketing Start	Marketing End	Region	Image
Alcortin	Diiodohydroxyquinoline (1 g/100g) + Hydrocortisone (2 g/100g)	Gel	Topical	Primus Pharmaceuticals	2003-07-25	Not applicable
Alcortin A	Diiodohydroxyquinoline (10 mg/1g) + Aloe vera leaf (10 mg/1g) + Hydrocortisone acetate (20 mg/1g)	Gel	Topical	Novum Pharma, Llc	2015-03-01	2021-08-31
Alcortin A	Diiodohydroxyquinoline (10 mg/1g) + Aloe vera leaf (10 mg/1g) + Hydrocortisone acetate (20 mg/1g)	Gel	Topical	Primus Pharmaceuticals	2010-01-01	Not applicable
Aloquin	Diiodohydroxyquinoline (12.5 mg/1g) + Aloe vera leaf (10 mg/1g)	Gel	Topical	Novum Pharma, Llc	2015-03-01	2018-06-01
Aloquin	Diiodohydroxyquinoline (12.5 mg/1g) + Aloe vera leaf (10 mg/1g)	Gel	Topical	Primus Pharmaceuticals	2009-07-06	Not applicable

Categories

ATC Codes

G01AC01 — Diiodohydroxyquinoline

• G01AC — Quinoline derivatives
• G01A — ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
• G01 — GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
• G — GENITO URINARY SYSTEM AND SEX HORMONES

Drug Categories

• Amebicides
• Anti-Infective Agents
• Antiparasitic Agents
• Antiprotozoals
• Genito Urinary System and Sex Hormones
• Gynecological Antiinfectives and Antiseptics
• Heterocyclic Compounds, Fused-Ring
• Hydroxyquinolines
• Quinoline Derivatives
• Quinolines

Chemical TaxonomyProvided by Classyfire

Description

This compound belongs to the class of organic compounds known as haloquinolines. These are compounds containing a quinoline moiety, which is substituted at one or more ring positions by n halogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Haloquinolines

Direct Parent

Haloquinolines

Alternative Parents

8-hydroxyquinolines / P-iodophenols / O-iodophenols / Pyridines and derivatives / Aryl iodides / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds / Organoiodides / Hydrocarbon derivatives

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Substituents

2-iodophenol / 4-iodophenol / 8-hydroxyquinoline / Aromatic heteropolycyclic compound / Aryl halide / Aryl iodide / Azacycle / Benzenoid / Haloquinoline / Heteroaromatic compound / Hydrocarbon derivative / Organic nitrogen compound / Organic oxygen compound / Organohalogen compound / Organoiodide / Organonitrogen compound / Organooxygen compound / Organopnictogen compound / Pyridine

show 9 more

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinolines (CHEBI:5950)

Affected organisms

Not Available

Chemical Identifiers

UNII

63W7IE88K8

CAS number

83-73-8

InChI Key

UXZFQZANDVDGMM-UHFFFAOYSA-N

InChI

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

IUPAC Name

5,7-diiodoquinolin-8-ol

SMILES

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

References

General References

Not Available

External Links

KEGG Drug

D00581

KEGG Compound

C07636

PubChem Compound

3728

PubChem Substance

310265032

ChemSpider

3597

BindingDB

66035

RxNav

3435

ChEBI

5950

ChEMBL

CHEMBL86754

ZINC

ZINC000003830942

Drugs.com

Drugs.com Drug Page

Wikipedia

Diiodohydroxyquinoline

Clinical Trials

Clinical Trials

Phase	Status	Purpose	Conditions	Count

Pharmacoeconomics

Manufacturers

Not Available

Packagers

Not Available

Dosage Forms

Form	Route	Strength
Gel	Topical
Suspension	Oral	4.200 g
Tablet	Oral	650.000 mg
Tablet	Oral	210 mg
Tablet	Oral	650 mg
Capsule	Oral
Tablet	Oral	100 mg
Cream	Topical
Tablet	Oral
Suppository	Vaginal
Cream	Vaginal
Suspension	Oral	2.000 g
Tablet	Vaginal	100 mg
Tablet	Vaginal
Tablet

Prices

Not Available

Patents

Not Available

Properties

State

Solid

Experimental Properties

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0815 mg/mL	ALOGPS
logP	3.93	ALOGPS
logP	3.69	Chemaxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	7.39	Chemaxon
pKa (Strongest Basic)	3.34	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	2	Chemaxon
Hydrogen Donor Count	1	Chemaxon
Polar Surface Area	33.12 Å2	Chemaxon
Rotatable Bond Count	0	Chemaxon
Refractivity	68.69 m3·mol-1	Chemaxon
Polarizability	25.9 Å3	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	Yes	Chemaxon
MDDR-like Rule	No	Chemaxon

Predicted ADMET Features

Not Available

Spectra

Mass Spec (NIST)

Not Available

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0002-0009000000-d9a3c8ef5d196bfa37cb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0002-0009000000-a75de789faa77bc33832
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0002-0009000000-653f4e8871e93e9a5d4a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0002-0009000000-349ea7c70ba087f0b1be
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00kf-0079000000-b5679d3c690306dd85f3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-014i-1019000000-1999e3f885585693a2c5
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å2)	Source type	Source
[M-H]-	135.9323605	predicted	DarkChem Lite v0.1.0
[M-H]-	151.9337	predicted	DeepCCS 1.0 (2019)
[M+H]+	136.3583605	predicted	DarkChem Lite v0.1.0
[M+H]+	154.29169	predicted	DeepCCS 1.0 (2019)
[M+Na]+	136.1686605	predicted	DarkChem Lite v0.1.0
[M+Na]+	160.90657	predicted	DeepCCS 1.0 (2019)

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Drug created at September 22, 2015 17:14 / Updated at February 21, 2021 18:52