8-Hydroxyquinoline
- CAS No.
- 148-24-3
- Chemical Name:
- 8-Hydroxyquinoline
- Synonyms
- Quinolin-8-ol;8-QUINOLINOL;OXINE;HYDROXYQUINOLINE;OXYQUINOLINE;8-Chinolinol;Oxoquinoline;8-OXYQUINOLINE;8-OQ;8-Oxyquinolin
- CBNumber:
- CB8435187
- Molecular Formula:
- C9H7NO
- Molecular Weight:
- 145.16
- MDL Number:
- MFCD00006807
- MOL File:
- 148-24-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| pka | 5.017(at 20℃) |
| form | Liquid |
| color | White to pale yellow or light beige |
| Water Solubility | INSOLUBLE |
| Sensitive | Light Sensitive |
| Merck | 14,4843 |
| BRN | 114512 |
| Henry's Law Constant | 1.7×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| Cosmetics Ingredients Functions |
ANTIMICROBIAL CHELATING |
| Cosmetic Ingredient Review (CIR) | 8-Hydroxyquinoline (148-24-3) |
| InChI | 1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H |
| InChIKey | MCJGNVYPOGVAJF-UHFFFAOYSA-N |
| SMILES | Oc1cccc2cccnc12 |
| LogP | 1.85 at 25℃ |
| Toxicology and Carcinogenesis | Toxicology and Carcinogenesis Studies of 8-Hydroxyquinoline (CASRN 148-24-3) in F344/N Rats and B6C3F1 Mice (Feed Studies) |
| FDA 21 CFR | 310.545 |
| CAS DataBase Reference | 148-24-3(CAS DataBase Reference) |
| EWG's Food Scores | 1-3 |
| FDA UNII | 5UTX5635HP |
| 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) |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |     GHS05,GHS06,GHS08,GHS09 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301-H317-H318-H360D-H410 | |||||||||
| Precautionary statements | P202-P273-P280-P301+P310-P302+P352-P305+P351+P338 | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Faceshields, Gloves | |||||||||
| 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 | |||||||||
| TSCA | TSCA listed | |||||||||
| HazardClass | 9 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29334990 | |||||||||
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
|||||||||
| Hazard Classifications | Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1 Eye Dam. 1 Repr. 1B Skin Sens. 1 |
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| Hazardous Substances Data | 148-24-3(Hazardous Substances Data) | |||||||||
| 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). | |||||||||
| REACH Registrations | Active | |||||||||
| NFPA 704 |
|
8-Hydroxyquinoline price More Price(91)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 8.20261 | 8-Hydroxyquinoline for synthesis | 148-24-3 | 250g | $78.5 | 2026-04-30 | Buy |
| Sigma-Aldrich | 8.20261 | 8-Hydroxyquinoline for synthesis | 148-24-3 | 1kg | $275 | 2026-04-30 | Buy |
| Sigma-Aldrich | 8.20261 | 8-Hydroxyquinoline for synthesis | 148-24-3 | 25kg | $2300 | 2026-04-30 | Buy |
| Sigma-Aldrich | 252565 | 8-Hydroxyquinoline ACS reagent, 99% | 148-24-3 | 50g | $83.4 | 2026-04-30 | Buy |
| Sigma-Aldrich | 252565 | 8-Hydroxyquinoline ACS reagent, 99% | 148-24-3 | 1kg | $292 | 2026-04-30 | Buy |
8-Hydroxyquinoline Chemical Properties, Uses, Production
Description
A fungicide with applications mainly in horticulture. It has a moderate aqueous solubility, moderate volatility and a low risk of leaching to groundwater. It is not persistent in soil systems but may be persistent in aqueous systems under some conditions. It has a moderate oral rat toxicity and may have some negative impacts on human health. it is a potential mutagen and may cause damage to reproduction and development. It is toxic to birds and moderately toxic to most aquatic life, honeybees and earthworms.
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).
Originator
Chinosol,Chinosolfabrik
Uses
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).
Application
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).
Definition
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.
Preparation
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
Antiseptic
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.
Hazard
Toxic by ingestion. Questionable carcinogen.
reaction suitability
reaction type: Addition Reactions
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.
Mechanism of action
Systemic, preventative and curative - chelates various metals required by micro-organisms for their metabolism.
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.]
Pesticide Type
Fungicide
8-Hydroxyquinoline Preparation Products And Raw materials
Raw materials
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Preparation Products
1of4
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hubei Huachuangyuan New Materials Co., Ltd | 027-19807233353 19807233353 | 2196036335@qq.com | China | 243 | 58 |
| Shanghai CanSpecsci Instrument Co., Ltd. | 400-6087598 15021221957 | order@canspecsci.com | China | 2001 | 56 |
| EVERGREEN BIO-PHARM CO., LTD | 13810638303 | sales@hxybio.com | China | 25 | 58 |
| Quzhou Rundong Chemical (Technology) Co. | 0570-8789886 18892685668 | info@rundongchemical.com | China | 4045 | 60 |
| Shijiazhuang Coshine Chemical Co.,Ltd | 18633820607 18633820607 | 377964081@qq.com | China | 94 | 58 |
| Hubei zhonglong Kangsheng Fine Chemical Co., Ltd | 027-83850381 18171045381 | 2533797015@qq.com | China | 991 | 58 |
| Jinan Junhe Pharmaceutical Co., Ltd | 13475558980 13475558980 | 644535754@qq.com | China | 348 | 58 |
| Shanghai Jizhi Biochemical Technology Co. Ltd. | 021-4009004166/18616739031 18616739031 | 3007523370@qq.com | China | 40000 | 58 |
| Shandong Chenyi Environmental Protection Technology Co., Ltd | 1856-0179988 13355310698 | thezzc@outlook.com | China | 258 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
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Related Questions
Ask a questionView Latest Price from 8-Hydroxyquinoline manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-10-06 | 8-Hydroxyquinoline
148-24-3
|
$1.00 | 1g | 99% | 100kg | RongNa Biotechnology Co.,Ltd | |
 |
2026-10-02 | 8-Hydroxyquinoline
148-24-3
|
$27.00 | 1kg | 0.99 | 100kg | Shanghai UCHEM Inc. | |
 |
2026-09-30 | 8-Hydroxyquinoline
148-24-3
|
1KG | ≥99.5% | 500mt | Jinan Finer Chemical Co., Ltd |
-
- 8-Hydroxyquinoline
148-24-3
- $1.00
- 99%
- RongNa Biotechnology Co.,Ltd
-
- 8-Hydroxyquinoline
148-24-3
- $27.00
- 0.99
- Shanghai UCHEM Inc.
-
- 8-Hydroxyquinoline
148-24-3
- $0.00
- ≥99.5%
- Jinan Finer Chemical Co., Ltd
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