Clioquinol

Product Name: Clioquinol
CAS No.: 130-26-7
Chemical Name: Clioquinol
Synonyms: IODOCHLORHYDROXYQUIN;IODOCHLOROHYDROXYQUINOLINE;VIOFORM;Nystaform;5-Chlor-7-jod-8-hydroxy-chinolin;IODOCHLOROHYDROXYQUINOLINE (CLIOQUINOL);Amebil;Bactol;hysone;corque
CBNumber: CB7298550
Molecular Formula: C9H5ClINO
Formula Weight: 305.5
MOL File: 130-26-7.mol

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Clioquinol Property

Melting point:: 175-183 °C
Boiling point:: 350.4±37.0 °C(Predicted)
Density: 1.8959 (estimate)
vapor pressure: 0Pa at 25℃
storage temp.: 2-8°C
solubility: Soluble in DMSO (>25 mg/ml), boiling alcohol ((1:43)), methanol, and chloroform ((1:120)).
pka: pKa 8.12(50%aqEtOH t=35.0±0.1 I=0.00 N2atmosphere)(Approximate)
form: Solid
color: Light Beige to Beige
Water Solubility: <0.1 g/100 mL at 20 ºC
Merck: 14,5031
BRN: 153637
LogP: 1.523 at 24℃
CAS DataBase Reference: 130-26-7(CAS DataBase Reference)
NIST Chemistry Reference: 5-Chloro-7-iodo-8-quinolinol(130-26-7)
EPA Substance Registry System: Clioquinol (130-26-7)

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Safety

Hazard Codes: T
Risk Statements: 25
Safety Statements: 36/37/39-45
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: VC5075000
TSCA: Yes
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 2933492250
Hazardous Substances Data: 130-26-7(Hazardous Substances Data)
Toxicity: LD50 orally in cats: 400 mg/kg (Davis)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: Y0000364
Product name: Clioquinol
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: 5 mg
Price: $156
Updated: 2025/07/31

Sigma-Aldrich

Product number: BP084
Product name: Clioquinol
Purity: British Pharmacopoeia (BP) Reference Standard
Packaging: 200MG
Price: $228
Updated: 2025/07/31

Sigma-Aldrich

Product number: 33931
Product name: Clioquinol
Purity: VETRANAL?, analytical standard
Packaging: 100mg
Price: $72.5
Updated: 2025/07/31

Sigma-Aldrich

Product number: 233165
Product name: Clioquinol - CAS 130-26-7 - Calbiochem
Purity: A metal ion chelator that crosses the blood brain barrier and acts as a neurotoxic antibiotic.
Packaging: 1g
Price: $86.7
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1138201
Product name: Clioquinol
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 500mg
Price: $413
Updated: 2025/07/31

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Clioquinol Chemical Properties,Usage,Production

Chemical Properties

Almost white, light yellow, brownish-yellow or yellowish-grey powder.

Originator

Clioquinol,CIBA-GEIGY Corp.

Uses

alpha adrenergic blocker, mydriatic, antidepressant

Uses

Used as a topical antifungal treatment

Uses

Clioquinol is used as an anti-infective agent; antiamoebic agent; intravaginal trichomonacide; used to impregnate cotton bandages for antibacterial purposes; in animals as an intestinal anti-infective agent.

Indications

Iodochlorhydroxyquin (Clioquinol), containing 40% iodine, was originally developed as a substitute for iodoform as an antiseptic dusting powder. Although its most effective use is in the treatment of amebiasis, it also has mild antibacterial and antifungal effects and may be used alone or with steroids in the treatment of eczematous and impetiginized processes and some dermatophyte, yeast, and Trichomonas infections. However, more specific agents are available. Because of neurotoxicity, the oral form of this drug has been withdrawn in the United States. A recent study demonstrating significant percutaneous absorption when applied to intact human skin raises concern regarding its topical use as well. The medication may stain the skin, hair, and clothing yellow and may induce contact allergy.

Definition

ChEBI: A monohydroxyquinoline that is quinolin-8-ol in which the hydrogens at positions 5 and 7 are replaced by chlorine and iodine, respectively. It has antibacterial and atifungal properties, and is used in creams for the treatment of skin infections. It has al o been investigated as a chelator of copper and zinc ions for the possible treatment of Alzheimer's disease.

Manufacturing Process

Chlor-5-oxy-8-chinoline (18 kg) was mixed with potassium hydroxide (6.0 kg), water (400 kg) and heated. To this solution 50 L saturated aqueous solution of potassium iodide (16.6 kg) was added, mixed and continued to heat. Solution was filtered at room temperature. Then to this yellow solution the solution of chloride of lime and 50 kg 5% solution of were added then all this was mixed and allowed to stand for 24 h
. After eliminating of free iodine by addition of sodium thiosulfate the obtained precipitate was washed with water. To residue 1% solution of acidum
hydrochloricum (50.0 kg) and rapidly was heated to 50°C. Then it was washed with water and dried, so 5-chloro-7-iodo-quinolinol-8 was obtained, melting point 170°-175°C.

brand name

Domeform-HC (Bayer); Quin-O-Creme (Marion Merrell Dow); Rheaform Boluses [Veterinary] (Fort Dodge Animal Health); Vioform (Ciba-Geigy);Amebio-formo;Anterobe;Aristoform "d";Aristoform "r";Barquinol hc;Betnorate-c;Britaderm;Britadex-vioform;Carboform;Cloro-yodo-hidroxi;Clorpine;Combias;Copover;Cortex;Corti-glottyl;Dependal;Dermo-quinol;Dermozolan;Dexalocal;Diaban;Dioderm c-c;Diodotracin;Dizenterol;Enteral;Ente-rivo;Enterokin;Enterosan;Entero-valodon;Entero-vioformo;Enterquinol;Entox;Entrasorb;Entrokinol;Fusalor-yodocloro;Fyloxxal;Gmd;Guanosept;Haelan-c;Hocacorten-vioform;Hydroform;Iodo-cortifair;Iodocortindon;Iodo-max;Isoderm;Khlorlinkotsin;Klinicin;Lecortin;Lederform-d;Lemoderm;Linola;Locorten-vioform;Metrijet;Metrityl;Mexafermento;Mexafom;Nasello;Nefurox;Obstecrim;Pedi-cort;Percural;Phen-ortis;Pricort cream;Propaderm-c;Quadriderm;Quin iii;Quina band;Quiniodochlor;Reticus;Sebryl;Sedacol;Septo-canulase;Silic c;Tequinophil;Toptic;Torofor;Unidiarea;Uteroject;Ventribex;Viform;Vioform bolus;Vioform hydrocortisan;Vioform hydrocortisone;Vioforme.

Therapeutic Function

Antibacterial

World Health Organization (WHO)

Clioquinol, a halogenated hydroxyquinoline derivative, was introduced into medicine around 1900 as a topical antiseptic and in 1934 oral preparations for the treatment of amoebic dysentery and simple diarrhoea became available. By 1964 its use in Japan had been associated with cases of sub-acute myelo-optic neuropathy (SMON) which reached epidemic proportions resulting in its withdrawal there in 1970. Although relatively few cases of SMON were documented elsewhere, clioquinol was subsequently withdrawn from use in many countries and placed under prescription control in others. It was phased out worldwide by the major manufacturer between 1983 and 1985 on grounds of obsolescence. No adequately controlled evidence was ever generated to demonstrate that clioquinol is effective in bacterial or viral diarrhoea. However, products containing clioquinol and related halogenated hydroxyquinolines continue to be used in some tropical and subtropical countries where amoebiasis remains endemic. Other amoebocides are preferred in the WHO Model List of Essential Drugs. (Reference: (WHODI) WHO Drug Information, 77.1, 9, 1977)

General Description

Cream-colored to brownish-yellow powder. Practically odorless. Decomposes at 178-179°C. Used as a topical anti-infective.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Clioquinol is incompatible with strong oxidizing agents, strong acids, acid chlorides and acid anhydrides . Darkens on exposure to light.

Fire Hazard

Flash point data for Clioquinol are not available; however, Clioquinol is probably combustible.

Flammability and Explosibility

Non flammable

Biological Activity

Cell permeable: no', 'Primary Target
Metal ion chelator', 'Product does not compete with ATP.', 'Reversible: no

Clinical Use

5-Chloro-7-iodo-8-quinolinol, 5-chloro8-hydroxy-7-iodoquinoline, or iodochlorhydroxyquin (Vioform) occursas a spongy, light-sensitive, yellowish white powder that isinsoluble in water. Vioform was initially used as a substitutefor iodoform in the belief that it released iodine in the tissues.It has been used as a powder for many skin conditions,such as atopic dermatitis, eczema, psoriasis, and impetigo.A 3% ointment or cream has been used vaginally as a treatmentfor Trichomonas vaginalis vaginitis. The best use forVioform is in the topical treatment of fungal infections suchas athlete’s foot and jock itch. A combination with hydrocortisone(Vioform HC) is also available.

Safety Profile

Poison by ingestion. Moderately toxic by intraperitoneal route. Human systemic effects by ingestion: change in central nervous system electrical function, optic nerve damage, and changes in vision. Experimental teratogenic and reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of Cl-, I-, and NOx.

Purification Methods

It crystallises from AcOH or xylene and dry it at 70o in vacuo.[Beilstein 21 III/IV 1190.]

Clioquinol Preparation Products And Raw materials

Raw materials

Preparation Products

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Clioquinol Suppliers

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View Lastest Price from Clioquinol manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Clioquinol 130-26-7
Price: US $0.00-0.00/Kg/Drum
Min. Order: 1KG
Purity: I: 38%-42% Cl: 11%-12.4%
Supply Ability: 100KGS
Release date: 2021-07-09

Henan Bao Enluo International TradeCo.，LTD

Product: Clioquinol 130-26-7
Price: US $50.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000tons
Release date: 2023-08-01

Zhuozhou Wenxi import and Export Co., Ltd

Product: Clioquinol 130-26-7
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

130-26-7, ClioquinolRelated Search:

Acid Red 94 CHLOROPHOSPHONAZO III 8-Hydroxyquinoline Quinhydrone 5-Chloro-8-hydroxyquinoline component of Nystaform-hc Difluorochloromethane (5-CHLORO-7-IODO-QUINOLIN-8-YLOXY)-ACETIC ACID Clioquinol CLIOQUINOL IMP. A (EP): 5-CHLOROQUINOLIN-8-OL CLIOQUINOL IMP. C (EP): 5,7-DIIODOQUINOLIN-8-OL CLIOQUINOL IMP. B (EP): 5,7-DICHLOROQUINOLIN-8-OL 5-CHLORO-8-HYDROXY-7-IODOQUINOLINE= CLIOQUINOL clioquinol glucuronide Clioquinol(Iodochlorhydroxyquin) 3-[(5-chloro-7-iodoquinolin-8-yl)oxy]propanoic acid 2-[(5-chloro-7-iodoquinolin-8-yl)oxy]propanoic acid 5-CHLORO-7-IODO-8-(2-HYDROXYETHOXY)-QUINOLINE

5-Chlor-7-jod-8-hydroxy-chinolin

5-chloro-7-iodo-8-quinolino

7-Iodo-5-chloroxine

8-Quinolinol, 5-chloro-7-iodo-

ala-quin

Alchloquin

alchoquin

alioform

Amebil

Amoenol

Bactol

Barquinol

Budoform

Chinoform

Chloro-8-hydroxyiodoquinoline

Chloroiodoquin

enteroseptol

Entero-Septol

enterovalodon

Entero-Vioform

entero-vioformio

Enterozol

Enterseptol

Enterum locorten

enterumlocorten

Entrokin

Formtone-HC

Hi-eneterol

Hi-Enterol

Hydriodide-enterol

hysone

Iodenterol

iodochlorhydroxyquincream

Iodochlorhydroxyquinol

vioform-hydrocortisonemild

Vioformio

vioformn.n.r.

Vioformo

Ludian Qiangkui

N-IODO-5-CHLORO-8-HYDROXYQUINOLINE

QUINAMBICIDE

VIOFORM

AKOS B020410

5-CHLORO-7-IODO-8-HYDROXYQUINOLINE

5-CHLORO-7-IODO-8-QUINOLINOL

5-CHLORO-7-IODOQUINOLIN-8-OL

5-CHLORO-8-HYDROXY-7-IODOQUINOLINE

IODOCHLOROHYDROXYQUINOLINE

IODOCHLORHYDROXYQUIN

Diiodohydroxyquinoline OR Iodoquinol

7-IODO-5-CHLORO-8-HYDROXYQUINOLINE

chloroiodeoquim

CLIOQUINOL

Iodo-Chlorohydroxyquinoline/Clioquinol/VioformUsp

CHIOQUINOL

Clioquinol[R]

Cliquinol[R]

CLIOQUINOL,USP