ChemicalBook >> CAS DataBase List >>5,7-Diiodo-8-quinolinol

5,7-Diiodo-8-quinolinol

CAS No.
83-73-8
Chemical Name:
5,7-Diiodo-8-quinolinol
Synonyms
DIIODOHYDROXYQUINOLINE;IODOQUINOL;Lodoquinol;5,7-DIIODOOXINE;DIIODOHYDROXYQUIN;5,7-DIIODO-8-HYDROXYQUINOLINE;ss578;Dyodin;Ioquin;SS 578
CBNumber:
CB2170413
Molecular Formula:
C9H5I2NO
Molecular Weight:
396.95
MDL Number:
MFCD00006789
MOL File:
83-73-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:57:21
Product description Number Pack Size Price
5,7-Diiodo-8-hydroxyquinoline United States Pharmacopeia (USP) Reference Standard 1344509 100mg $451
5,7-Diiodo-8-hydroxyquinoline 97% D123609 100g $225
5,7-Diiodo-8-hydroxyquinoline >98.0%(T) D1736 25g $46
Iodoquinol FI24630 0.05kg $181.72
Iodoquinol FI24630 0.1kg $291.27
More product size

5,7-Diiodo-8-quinolinol Properties

Melting point >200 °C (dec.) (lit.)
Boiling point 370.95°C (rough estimate)
Density 2.3013 (estimate)
storage temp. Refrigerator
solubility DMSO (Slightly, Heated), Ethyl Acetate (Slightly, Heated)
form Solid
pka pKa 8.0 (Uncertain)
color Pale Yellow to Light Beige
Water Solubility 1g/L at 26℃
Merck 14,5042
Major Application pharmaceutical (small molecule)
InChI 1S/C9H5I2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H
InChIKey UXZFQZANDVDGMM-UHFFFAOYSA-N
SMILES Oc1c(I)cc(I)c2cccnc12
LogP 0.602 at 26℃
CAS DataBase Reference 83-73-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 63W7IE88K8
ATC code G01AC01
NIST Chemistry Reference 5,7-Diiodo-8-hydroxyquinoline(83-73-8)
EPA Substance Registry System 5,7-Diiodo-8-quinolinol (83-73-8)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H318
Precautionary statements  P280-P301+P312+P330-P305+P351+P338+P310
Hazard Codes  Xn
Risk Statements  22-41
Safety Statements  26-36/37/39
RIDADR  3249
WGK Germany  3
RTECS  VC5775000
TSCA  TSCA listed
HazardClass  6.1(b)
PackingGroup  III
HS Code  29334900
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Dam. 1
Hazardous Substances Data 83-73-8(Hazardous Substances Data)
Toxicity LD50 intravenous in mouse: 56mg/kg
REACH Registrations Inactive

5,7-Diiodo-8-quinolinol price More Price(52)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 1344509 5,7-Diiodo-8-hydroxyquinoline United States Pharmacopeia (USP) Reference Standard 83-73-8 100mg $451 2026-04-30 Buy
Sigma-Aldrich D123609 5,7-Diiodo-8-hydroxyquinoline 97% 83-73-8 100g $225 2025-07-31 Buy
TCI Chemical D1736 5,7-Diiodo-8-hydroxyquinoline >98.0%(T) 83-73-8 25g $46 2021-12-16 Buy
Biosynth FI24630 Iodoquinol 83-73-8 0.05kg $181.72 2026-06-04 Buy
Biosynth FI24630 Iodoquinol 83-73-8 0.1kg $291.27 2026-06-04 Buy
Product number Packaging Price Buy
1344509 100mg $451 Buy
D123609 100g $225 Buy
D1736 25g $46 Buy
FI24630 0.05kg $181.72 Buy
FI24630 0.1kg $291.27 Buy

5,7-Diiodo-8-quinolinol Chemical Properties,Uses,Production

Originator

Diiodohydroxyquinoline,Adco Co.

Uses

Iodoquinol is an amebocide used against E. histolytica, and it is active against both cysts and trophozoites that are localized in the lumen of the intestine. It is considered the drug of choice for treating asymptomatic or moderate forms of amebiasis. The mechanism of action is unknown. Iodoquinol is used for diseases caused by moderate intestinal amebiasis. Synonyms of this drug are diquinol, iodoxin, diiodoquin, amebaquin, and others.

Uses

It acts as an amoebicidal and so used in the treatment of amoebiasis, balantidiasis (an infection caused by protozoa).

Indications

Iodoquinol (diiodohydroxyquin, Yodoxin, Moebiquin) is a halogenated 8-hydroxyquinoline derivative whose precise mechanism of action is not known but is thought to involve an inactivation of essential parasite enzymes. Iodoquinol kills the trophozoite forms of E. histolytica, B. coli, B. hominis, and Dientamoeba fragilis.
Iodoquinol is absorbed from the gastrointestinal tract and is excreted in the urine as glucuronide and sulfate conjugates. Most of an orally administered dose is excreted in the feces. Iodoquinol has a plasma half-life of about 12 hours.
Iodoquinol is the drug of choice in the treatment of asymptomatic amebiasis and D. fragilis infections. It is also used in combination with other drugs in the treatment of other forms of amebiasis and as an alternative to tetracycline in the treatment of balantidiasis.
Adverse reactions are related to the iodine content of the drug; the toxicity is often expressed as skin reactions, thyroid enlargement, and interference with thyroid function studies. Headache and diarrhea also occur. Chronic use of clioquinol, a closely related agent, has been linked to a myelitislike illness and to optic atrophy with permanent loss of vision.

Definition

ChEBI: Iodoquinol is a monohydroxyquinoline that is quinolin-8-ol in which the hydrogens at positions 5 and 7 are replaced by iodine. It is considered the drug of choice for treating asymptomatic or moderate forms of amoebiasis. It has a role as an antiamoebic agent, an antibacterial agent, an antiseptic drug and an antiprotozoal drug. It is a monohydroxyquinoline and an organoiodine compound.

Manufacturing Process

5,7-Diiodo-8-quinolinol widely used as an intestinal antiseptic, especially as an antiamebic agent. It is also used topically in other infections and may cause CNS and eye damage. It is known by very many similar trade names worldwide.
0.01 mol 8-oxychinoline and 0.01 mol salicylic acid were dissolved in 500 ml of water and then 0.05 mol potassium iodide was added. The mixture was heated to temperature 90°-100°C. After that 0.01 mol of KIO3 by little tiles was added. The next tile was added after a disappearence of discharging iodine. Then 10 ml 2 N HCl was added. The solid product was fallen, filtered off, washed with hot water and in 0.25 N NaOH dissolved. The solution was filtered and the clear filtrate precipitated with a very little excess of HCl. The product 5,7-diiodo-8-quinolinol was filtered, washed with hot water and dried. MP: 200°-250°C (with decomposition).

brand name

Quinadome (Bayer); Yodoxin (Glenwood).

Therapeutic Function

Antibacterial

Flammability and Explosibility

Non flammable

Clinical Use

5,7-Diiodo-8-quinolinol, 5,7-diiodo-8-hydroxyquinoline,or diiodohydroxyquin (Yodoxin, Diodoquin, Diquinol) is ayellowish to tan microcrystalline, light-sensitive substancethat is insoluble in water. It is recommended for acute andchronic intestinal amebiasis but is not effective in extraintestinaldisease. Because a relatively high incidence of topicneuropathy has occurred with its use, iodoquinol should notbe used routinely for traveler’s diarrhea.

Safety Profile

Poison by ingestion and intravenous routes. Human systemic effects by ingestion: eye effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of Iand Nox

Synthesis

Iodoquinol, 5,7-diiodo-8-quinolinol (37.2.2), is made by iodination of 8-oxyquinoline (37.2.1) using a mixture of potassium iodide/potassium iodate. The initial 8-hydroxyquinolin (37.2.1) is made from 2-aminophenol and glycerol in the presence of sulfuric acid and nitrobenzene (Skraup synthesis).

Synthesis_83-73-8

Purification Methods

It crystallises from xylene and is dried at 70o in a vacuum. [Beilstein 21 II 58.]

References

[1] Tetrahedron, 2008, vol. 64, # 1, p. 234 - 239
[2] Tetrahedron Letters, 2001, vol. 42, # 11, p. 2089 - 2092
[3] Patent: WO2016/113757, 2016, A1. Location in patent: Page/Page column 18-19
[4] Molecules, 2005, vol. 10, # 10, p. 1307 - 1317
[5] Monatshefte fur Chemie, 2012, vol. 143, # 4, p. 619 - 623

148-24-3
83-73-8
Synthesis of 5,7-Diiodo-8-quinolinol from 8-Hydroxyquinoline
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View Lastest Price from 5,7-Diiodo-8-quinolinol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5,7-Diiodo-8-quinolinol pictures 2026-06-30 5,7-Diiodo-8-quinolinol
83-73-8
1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
Diiodohydroxyquinoline pictures 2026-04-22 Diiodohydroxyquinoline
83-73-8
$56.00 98.01% 10g TargetMol Chemicals Inc.
Diiodohydroxyquinoline pictures 2026-04-20 Diiodohydroxyquinoline
83-73-8
$56.00 98.01% 10g TargetMol Chemicals Inc.
Diiodoquine Iodoquinol USP DI-IODOHYDROXYQUINOLINE (IODOQUINOL) 10doquinol Diiodo-oxyquinoline Diiodoquin Dijodoxichinoline Dinoleine Diodohydroxyquin Diodoquin Diodoquin,Embequin Diodoquine Diodoxylin Di-Quinol Direxiode Disoquin Dyodin Enterodiamoebin Enterosep Enterosept Floraquin Fluoraquin Ioquin Ioquin suspension ioquinsuspension Lanodoxin Meobiquin Moebiquin Quinadome Quniadome Rafamebin Searlequin Searlewuin Sebaquin SS 578 ss578 Stanquinate 5,7-Diiodo-8-hydroxyquinoline 97% EMBEQUIN DIIODOHYDROXYQUIN 5,7-DIIODO-8-HYDROXYQUINOLINE 5,7-DIIODO-8-QUINOLINOL Diiodoquinol NSC 74939 NSC 8704 Clioquinol EP IMpurity C 7-Diiodo-8-hydroxyquinoline 7-Diiodo-8-quinolinol 5,7-diiodo-8-quinolino 5,7-dilodo-8-hydroxyquinoline 5,7-Diodo-8-quinolinol 5,7-diiodoquinolin-8-ol Di-Iodohydroxyquinoline/IodoquinolDi-Iodohydroxyquinoline(Iodoquinol)Usp/Fcc 5,7-Diiodo-8-hydroxyquinoline,5,7-Diiodo-8-quinolinol Iodoquinol (100 mg) 8-Hydroxy-5,7-diiodoquinoline 8-Hydroxy-5,7-diiod-oquinoline 8-Quinolinol, 5,7-diiodo-