ChemicalBook--->CAS DataBase List--->130-26-7

130-26-7

130-26-7 Structure

130-26-7 Structure
IdentificationMore
[Name]

Clioquinol
[CAS]

130-26-7
[Synonyms]

5-CHLORO-7-IODO-8-HYDROXYQUINOLINE
5-CHLORO-7-IODO-8-QUINOLINOL
5-CHLORO-7-IODOQUINOLIN-8-OL
5-CHLORO-8-HYDROXY-7-IODOQUINOLINE
7-IODO-5-CHLORO-8-HYDROXYQUINOLINE
AKOS B020410
chloroiodeoquim
CLIOQUINOL
IODOCHLORHYDROXYQUIN
IODOCHLOROHYDROXYQUINOLINE
N-IODO-5-CHLORO-8-HYDROXYQUINOLINE
QUINAMBICIDE
VIOFORM
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
[EINECS(EC#)]

204-984-4
[Molecular Formula]

C9H5ClINO
[MDL Number]

MFCD00006787
[Molecular Weight]

305.5
[MOL File]

130-26-7.mol
Chemical PropertiesBack Directory
[Appearance]

Almost white, light yellow, brownish-yellow or yellowish-grey powder.
[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)).
[form ]

Solid
[pka]

pKa 8.12(50%aqEtOH t=35.0±0.1 I=0.00 N2atmosphere)(Approximate)
[color ]

Light Beige to Beige
[Water Solubility ]

<0.1 g/100 mL at 20 ºC
[Merck ]

14,5031
[BRN ]

153637
[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]

130-26-7(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

R25:Toxic if swallowed.
[Safety Statements ]

S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

VC5075000
[TSCA ]

Yes
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

2933492250
[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.
[Hazardous Substances Data]

130-26-7(Hazardous Substances Data)
[Toxicity]

LD50 orally in cats: 400 mg/kg (Davis)
Hazard InformationBack Directory
[General Description]

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

IODOCHLOROHYDROXYQUINOLINE(130-26-7) is incompatible with strong oxidizing agents, strong acids, acid chlorides and acid anhydrides . Darkens on exposure to light.
[Air & Water Reactions]

Insoluble in water.
[Fire Hazard]

Flash point data for this chemical are not available; however, IODOCHLOROHYDROXYQUINOLINE is probably combustible.
[Chemical Properties]

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

Clioquinol,CIBA-GEIGY Corp.
[Uses]

alpha adrenergic blocker, mydriatic, antidepressant
[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
[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.
[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.
[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)
[Flammability and Explosibility]

Nonflammable
[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.
[Purification Methods]

It crystallises from AcOH or xylene and dry it at 70o in vacuo.[Beilstein 21 III/IV 1190.]
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Chloroiodeoquim(130-26-7).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Clioquinol(130-26-7)MS
Clioquinol(130-26-7)1HNMR
Clioquinol(130-26-7)13CNMR
Clioquinol(130-26-7)IR1
Clioquinol(130-26-7)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

5-Chloro-7-iodoquinolin-8-ol, 97%(130-26-7)
[Alfa Aesar]

5-Chloro-8-hydroxy-7-iodoquinoline, 98%(130-26-7)
[Sigma Aldrich]

130-26-7(sigmaaldrich)
[TCI AMERICA]

5-Chloro-8-hydroxy-7-iodoquinoline,>98.0%(T)(130-26-7)
130-26-7 suppliers list
Company Name: Hu Bei Jiutian Bio-medical Technology CO.,Ltd
Tel: 027-88013699 17354350817 , 17354350817
Website: www.jiutian-bio.com
Company Name: Henan Bao Enluo International TradeCo.,LTD
Tel: +86-17331933971 +86-17331933971 , +86-17331933971
Website: baoenluo.guidechem.com/
Company Name: Capot Chemical Co.,Ltd.
Tel: +86-(0)57185586718 +86-13336195806 , +86-13336195806
Website: www.capot.com
Company Name: Henan Tianfu Chemical Co.,Ltd.
Tel: +86-0371-55170693 +86-19937530512 , +86-19937530512
Website: https://www.tianfuchem.com/
Company Name: career henan chemical co
Tel: +86-0371-86658258 +8613203830695 , +8613203830695
Website: www.coreychem.com/
Company Name: SHANDONG ZHI SHANG CHEMICAL CO.LTD
Tel: +86 18953170293 , +86 18953170293
Website: https://www.zhishangchem.com/
Company Name: Hubei Jusheng Technology Co.,Ltd.
Tel: 18871490254
Website: www.hubeijusheng.com
Company Name: HubeiwidelychemicaltechnologyCo.,Ltd
Tel: 18627774460
Website: www.chemicalbook.com/ShowSupplierProductsList1110588/0.htm
Company Name: Chongqing Chemdad Co., Ltd
Tel: +86-023-6139-8061 +86-86-13650506873 , +86-86-13650506873
Website: http://www.chemdad.com/
Company Name: Alchem Pharmtech,Inc.
Tel: 8485655694
Website: www.chemicalbook.com/ShowSupplierProductsList454175/0.htm
Company Name: CONIER CHEM AND PHARMA LIMITED
Tel: +8618523575427 , +8618523575427
Website: http://www.conier.com/
Company Name: SIMAGCHEM CORP
Tel: +86-13806087780 , +86-13806087780
Website: http://www.simagchem.com/
Company Name: TargetMol Chemicals Inc.
Tel: +1-781-999-5354 +1-00000000000 , +1-00000000000
Website: https://www.targetmol.com/
Company Name: Hefei TNJ Chemical Industry Co.,Ltd.
Tel: +86-0551-65418671 +8618949823763 , +8618949823763
Website: www.tnjchem.com
Company Name: HANGZHOU CLAP TECHNOLOGY CO.,LTD
Tel: 86-571-88216897,88216896 13588875226 , 13588875226
Website: www.hzclap.com/en
Company Name: AFINE CHEMICALS LIMITED
Tel: +86-0571-85134551
Website: www.afinechem.com/index.html
Company Name: Finetech Industry Limited
Tel: +86-27-87465837 +8618971612321 , +8618971612321
Website: https://www.finetechnology-ind.com/
Company Name: Wuhan Fortuna Chemical Co., Ltd
Tel: +86-027-59207850
Website: www.fortunachem.com/
Tags:130-26-7 Related Product Information
632-69-9 1914-99-4 148-24-3 106-34-3 130-16-5 50-23-7 75-45-6 130-26-7