ChemicalBook >> CAS DataBase List >>8-Hydroxyquinoline


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Last updated:2024-03-26 17:16:27

8-Hydroxyquinoline Properties

Melting point 70-73 °C(lit.)
Boiling point 267 °C752 mm Hg(lit.)
Density 1.0340
vapor pressure 0.221Pa at 25℃
refractive index 1.4500 (estimate)
Flash point 267°C
storage temp. Store below +30°C.
solubility 0.56g/l
form Liquid
pka 5.017(at 20℃)
color White to pale yellow or light beige
Water Solubility INSOLUBLE
Sensitive Light Sensitive
Merck 14,4843
BRN 114512
LogP 1.85 at 25℃
FDA 21 CFR 310.545
CAS DataBase Reference 148-24-3(CAS DataBase Reference)
EWG's Food Scores 1-3
ATC code A01AB07,D08AH03,G01AC30,R02AA14
IARC 3 (Vol. 13, Sup 7) 1987
NIST Chemistry Reference 8-Quinolinol(148-24-3)
EPA Substance Registry System 8-Quinolinol (148-24-3)


Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
Signal word  Danger
Hazard statements  H301-H317-H318-H360D-H410
Precautionary statements  P202-P273-P280-P301+P310-P302+P352-P305+P351+P338
Hazard Codes  Xn,Xi
Risk Statements  22-68-36/37/38
Safety Statements  45-36/37/39-26-36
RIDADR  2811
WGK Germany  3
RTECS  VC4200000
Hazard Note  Harmful/Irritant
HazardClass  9
PackingGroup  III
HS Code  29334990
Toxicity An LD50 value of 1,200mg/kg was reported for oral administration of 8-hydroxyquinoline to rats (straidsex unspecified; AAPCO, 1966);a value of 48 mg/kg was reported for intraperitoneal administration to mice (strain/sex unspecxed; Bernstein et al., 1963).
NFPA 704
2 0

8-Hydroxyquinoline price More Price(61)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.20261 8-Hydroxyquinoline for synthesis 148-24-3 250g $71.8 2024-03-01 Buy
Sigma-Aldrich 8.20261 8-Hydroxyquinoline for synthesis 148-24-3 1kg $251 2024-03-01 Buy
Sigma-Aldrich 8.20261 8-Hydroxyquinoline for synthesis 148-24-3 25kg $2100 2024-03-01 Buy
Sigma-Aldrich 252565 8-Hydroxyquinoline ACS reagent, 99% 148-24-3 50g $76 2024-03-01 Buy
Sigma-Aldrich 252565 8-Hydroxyquinoline ACS reagent, 99% 148-24-3 1kg $266 2024-03-01 Buy
Product number Packaging Price Buy
8.20261 250g $71.8 Buy
8.20261 1kg $251 Buy
8.20261 25kg $2100 Buy
252565 50g $76 Buy
252565 1kg $266 Buy

8-Hydroxyquinoline Chemical Properties,Uses,Production

Chemical Properties

8-Hydroxyquinoline is a white to cream-colored crystal or crystalline powder that is insoluble in water or ether and freely soluble in ethanol, acetone, chloroform, benzene, and aqueous mineral acids. It readily forms stable metal chelates, which are soluble or precipitable in organic solvents, depending on the pH of the solution (Hollingshead, 1954).




8-Hydroxyquinoline has a wide variety of uses. Primarily because of their metal chelating properties, 8-hydroxyquinoline and its salts, halogenated derivatives, and metal complexes have been used as analytical reagents (Hollingshead, 1954) and as antimicrobial agents in medicine, fungicides, and insecticides (Harvey, 1975). It is also used as a preservative in cosmetics and tobacco, a chemical intermediate in dye synthesis (IARC, 1977), and a precipitating reagent for uranium and other radioactive metals in nuclear power plant liquid waste effluent. It is used in nuclear medicine with indium-111 (Davis et al., 1978).


8-Hydroxyquinoline may be used as a chelating ligand in the preparation of tris-(8-hydroxyquinoline)aluminum (Alq3), an organic electroluminescent compound used in organic light-emitting devices (OLEDs).


ChEBI: 8-Hydroxyquinoline is a monohydroxyquinoline that is quinoline substituted by a hydroxy group at position 8. Its fungicidal properties are used for the control of grey mould on vines and tomatoes. It has a role as an antibacterial agent, an iron chelator, an antiseptic drug and an antifungal agrochemical. It derives from a hydride of a quinoline.


8-Hydroxyquinoline is synthesized from o-aminophenol by cyclization reaction. Add glycerin into the acid-resistant reaction pot, slowly add concentrated sulfuric acid under stirring, and simultaneously add o-aminophenol and o-nitrophenol in sequence, and add 65% of the total oleum first. Heat up to 125°C, stop heating, naturally heat up to 140°C, and wait until the temperature returns to 136°C. The rest of the oleum was continued to be added, maintaining the temperature at 137°C. After adding acid, keep warm for 4 hours, cool to below 100°C, pump into an acid-resistant pot containing 10 times the amount of water (calculated by o-aminophenol), stir, heat to 75-80°C, use 30% sodium hydroxide The solution was neutralized to pH 7-7.2. The precipitate is released while hot, cooled into a block, and sublimed under reduced pressure to obtain the finished product of 8-hydroxyquinoline.

brand name

Aci-jel;Benzease;Chinosol;Cp-cap;Dermacid;Dermoplast;Fennosan h 30;Heriat;Hydroxybenoxopyridine;Medicone derma-hc;Oxykin;Oxyquinoline-rhp;Pedivol;Phenopyridine;Preconsol;Quinoderm;Quinoped;Quinophenol;Recta medicone-hc;Semori;Serohinol;Serorhinol;Superol;Trimo-san;Triva douch powder;Triva jel.

Therapeutic Function


World Health Organization (WHO)

Halogenated hydroxyquinoline is structurally related to clioquinol. See WHO comment for clioquinol. (Reference: (WHODI) WHO Drug Information, 77.1, 9, 1977)

General Description

White to off-white or faintly yellow crystalline powder. Phenolic odor.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

8-Hydroxyquinoline darkens on exposure to light. 8-Hydroxyquinoline readily forms stable metal chelates. 8-Hydroxyquinoline is incompatible with strong oxidizers. 8-Hydroxyquinoline is also incompatible with many metal ions.


Toxic by ingestion. Questionable carcinogen.

Biochem/physiol Actions

8-Hydroxyquinoline is a RNA synthesis inhibitor that acts as a fungicide against Trichophyton mentagrophytes, Myrothecium verrucaria, and Trichoderma viride. The antifungal mechanism of action is not clear but appears to be structurally related.

Clinical Use

8-Hydroxyquinoline (8HQ) is an intermediate of halogenated quinoline anti-amebic drugs, including quiniodoform, clioquinoline, diiodoquinoline and the like. These drugs exert anti-amebic effects by inhibiting intestinal commensal bacteria, and are effective against amoebic dysentery, but have no effect on extra-intestinal amoebic parasites.8HQ is a small planar molecule with a lipophilic effect and a metal chelating ability. As a result, 8HQ and its derivatives hold medicinal properties such as antineurodegenerative, anticancer, antioxidant, antimicrobial, anti-inflammatory, and antidiabetic activities.

Safety Profile

8-Hydroxyquinoline (8-HQ) may be a skin irritant in man. Hair depigmentation was seen in mice treated dermally. Dilute solutions were slightly irritating to the eyes of rabbits. In cases of human poisoning (by ingestion or by the administration of an enema containing 8-HQ or its sulphate), the kidney, liver and blood were the principal sites of toxic attack. Comprehensive studies involving repeated oral administration of 8-HQ to rodents failed to identify any particular sites for toxic attack and provided no convincing evidence of carcinogenicity. 8-HQ induced chromosomal damage in mammalian cells in culture (including human cells), but gave conflicting results in mice treated intraperitoneally. Both 8-HQ and its sulphate have induced mutagenicity in Ames bacterial tests and there was some evidence of mutagenic activity in mammalian cells treated in culture.

Purification Methods

Crystallise oxine from hot EtOH, acetone, pet ether (b 60-80o) or water. Crude oxine can be purified by precipitation of copper oxinate, followed by liberation of free oxine with H2S or by steam distillation after acidification with H2SO4. Store it in the dark. It forms complexes with many metals. [Manske et al. Can J Research 27F 359 1949, Phillips Chem Rev 56 271 1956, Beilstein 21 III/IV 1135, 21/3 V 252.]

Synthesis of 8-Hydroxyquinoline from 2-Aminophenol and Glycerol
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View Lastest Price from 8-Hydroxyquinoline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
8-Hydroxyquinoline pictures 2024-04-14 8-Hydroxyquinoline
US $1.00 / g 1g 99% 100kg Dorne Chemical Technology co. LTD
8-Hydroxyquinoline pictures 2024-04-12 8-Hydroxyquinoline
US $0.00 / kg 1kg 99% 2000ton Shaanxi Haibo Biotechnology Co., Ltd
8-Hydroxyquinoline pictures 2024-04-12 8-Hydroxyquinoline
US $0.00 / kg 1kg 0.99 10T Shandong Hanjiang Chemical Co., Ltd
NCL-C55298 o-Oxychinolin Oxin Oxoquinoline Oxybenzopyridine Oxychinolin Oxychinoline Phenopyridine quinoline,8-hydroxy- Tumex USAF ek-794 usafek-794 Azanaphthalene-8-ol OQ 8 HYDROXY QUINOLINE MIN 8- HYDRO OXY QUINOLINE 8-HYDROXYQUINOLINE 99% A.C.S. REAGENT 8-Hydroxyquinoline (technical) 8-Quinolinol (technical) Oxyquinoline (technical) 8-Hydroxyquinoline, reagent ACS 8-QUINOLINOL ACS REAGENT 8-HYDROXYQUINOLINE PESTANAL, 250 MG 8-HYDROXYQUINOLINE, 99+% 8-HYDROXYQUINOLINE, 1GM, NEAT 8-HYDROXYQUINOLINE R. G., REAG. ACS,REAG . PH. EUR. 8-QUINOLINOL, ACS 8-HYDROXYQUINOLINE GR ACS 99.5+% 8-HYDROXYQUINOLINE99.8% ORGANIC ANALYTICAL STANDARD 8-Hydroxyquinoline-(8-Quinolinol,Oxine) 8-Quinol 8-Quinolol Fennosan Fennosan H 30 fennosanh30 fennosanhf-15 Hydroxybenzopyridine NCI-C55298 8-Hydroxyquinoline(Oxine) 8-HydroxyquinolineGr-(8-Quinolinol,Oxine) 8-HydroxyquinolineA.R. 8-HydroxyquinolineGr ORTHO-OXYQUINOLINE HYDROXY-8-QUINOLINE 8-HYDROXYQUINOLINEANDITSSULPHATE NSC 2039 NSC 285166 NSC 402623 8-hydroxyquinoline, acs 8-QUINOLINOL,CRYSTAL,REAGENT,ACS 8-Hydroxyquinoline Oxine 8-Quinolinone Quinophenol 8-HYDROXYQUINOLINE GR FOR ANALYSIS ACS 8-Hydroxyprolineine 8-Quinolinol >=99% (perchloric acid titration) 8-Hydroxy Quinoline & derivatives 8-Quinolinol Vetec(TM) reagent grade, 99% 8-Hydroxyqunoline 8-Hydroxyquinoline(8-Quinilinol)