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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
Molecular Weight:
305.5
MDL Number:
MFCD00006787
MOL File:
130-26-7.mol
MSDS File:
SDS
Last updated:2023-08-01 14:32:22

Clioquinol Properties

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)
EWG's Food Scores 1
FDA UNII 7BHQ856EJ5
NCI Drug Dictionary clioquinol
ATC code D08AH30,D09AA10,G01AC02,P01AA02,P01AA52,S02AA05
NIST Chemistry Reference 5-Chloro-7-iodo-8-quinolinol(130-26-7)
EPA Substance Registry System Clioquinol (130-26-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301-H315-H317-H319
Precautionary statements  P261-P264-P280-P301+P310-P302+P352-P305+P351+P338
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
Toxicity LD50 orally in cats: 400 mg/kg (Davis)
NFPA 704
1
2 0

Clioquinol price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 33931 Clioquinol VETRANAL?, analytical standard 130-26-7 100mg $71.1 2024-03-01 Buy
Sigma-Aldrich 233165 Clioquinol - CAS 130-26-7 - Calbiochem A metal ion chelator that crosses the blood brain barrier and acts as a neurotoxic antibiotic. 130-26-7 1g $99.4 2024-03-01 Buy
Sigma-Aldrich 1138201 Clioquinol United States Pharmacopeia (USP) Reference Standard 130-26-7 500mg $436 2024-03-01 Buy
Sigma-Aldrich BP084 Clioquinol British Pharmacopoeia (BP) Reference Standard 130-26-7 200MG $221 2023-06-20 Buy
TCI Chemical C0187 5-Chloro-8-hydroxy-7-iodoquinoline >97.0%(T) 130-26-7 25g $42 2024-03-01 Buy
Product number Packaging Price Buy
33931 100mg $71.1 Buy
233165 1g $99.4 Buy
1138201 500mg $436 Buy
BP084 200MG $221 Buy
C0187 25g $42 Buy

Clioquinol Chemical Properties,Uses,Production

Chemical Properties

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

Originator

Clioquinol,CIBA-GEIGY Corp.

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.

Uses

Used as a topical antifungal treatment

Uses

alpha adrenergic blocker, mydriatic, antidepressant

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

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

Global( 307)Suppliers
Supplier Tel Email Country ProdList Advantage
Hu Bei Jiutian Bio-medical Technology CO.,Ltd
027-88013699 17354350817 Ryan@jiutian-bio.com China 7433 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2504 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21700 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2931 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
HubeiwidelychemicaltechnologyCo.,Ltd
18627774460 faith@widelychemical.com CHINA 742 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58

View Lastest Price from Clioquinol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Clioquinol pictures 2023-08-02 Clioquinol
130-26-7
US $50.00 / kg 1kg 99% 1000tons Henan Bao Enluo International TradeCo.,LTD
Clioquinol pictures 2022-09-27 Clioquinol
130-26-7
US $220.00-186.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biotechnology Co., Ltd.
Clioquinol pictures 2022-09-27 Clioquinol
130-26-7
US $220.00-186.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biotechnology Co., Ltd.
  • Clioquinol pictures
  • Clioquinol
    130-26-7
  • US $50.00 / kg
  • 99%
  • Henan Bao Enluo International TradeCo.,LTD
  • Clioquinol pictures
  • Clioquinol
    130-26-7
  • US $220.00-186.00 / KG
  • 99%
  • Hebei Lingding Biotechnology Co., Ltd.
  • Clioquinol pictures
  • Clioquinol
    130-26-7
  • US $220.00-186.00 / KG
  • 99%
  • Hebei Lingding Biotechnology Co., Ltd.
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 N-IODO-5-CHLORO-8-HYDROXYQUINOLINE QUINAMBICIDE 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 Diiodohydroxyquinoline OR Iodoquinol 7-IODO-5-CHLORO-8-HYDROXYQUINOLINE chloroiodeoquim CLIOQUINOL Iodo-Chlorohydroxyquinoline/Clioquinol/VioformUsp CHIOQUINOL Clioquinol[R] Cliquinol[R] CLIOQUINOL,USP IODO-CHLOROOXYQUINOLINE IODOCHLORHYDROXYQUINE 5-CHLORO-8-HYDROXY-7-IODOQUINOLINE 97% 7-IODO-5-CHLORO-8-HYDROXYQUINOLINE 97% Chloroiodoquine