5-Chloro-8-hydroxyquinoline
- Product Name
- 5-Chloro-8-hydroxyquinoline
- CAS No.
- 130-16-5
- Chemical Name
- 5-Chloro-8-hydroxyquinoline
- Synonyms
- Cloxyquin;Cloxiquin;cloxiquine;5-CHLORO-8-QUINOLINOL;Cloxyqui;Chlorisept;Cloxyquine;Dermofungin;DERMOFONGIN;5-CHLOROOXINE
- CBNumber
- CB4434834
- Molecular Formula
- C9H6ClNO
- Formula Weight
- 179.6
- MOL File
- 130-16-5.mol
5-Chloro-8-hydroxyquinoline Property
- Melting point:
- 122-124 °C(lit.)
- Boiling point:
- 348.7±22.0 °C(Predicted)
- Density
- 1.2364 (rough estimate)
- vapor pressure
- 0.003Pa at 25℃
- refractive index
- 1.5330 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 0.019g/l (experimental)
- form
- Powder
- pka
- 3.77±0.10(Predicted)
- color
- Light green to gray
- Sensitive
- Light Sensitive
- Merck
- 14,2422
- BRN
- 5289
- InChIKey
- RWPWQYXFGFYJBA-UHFFFAOYSA-N
- CAS DataBase Reference
- 130-16-5(CAS DataBase Reference)
- NIST Chemistry Reference
- 8-Quinolinol, 5-chloro-(130-16-5)
- EPA Substance Registry System
- 8-Quinolinol, 5-chloro- (130-16-5)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-24/25
- WGK Germany
- 3
- RTECS
- VC4590000
- TSCA
- Yes
- HS Code
- 29334990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
H410Very toxic to aquatic life with long lasting effects
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P273Avoid release to the environment.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- C47000
- Product name
- 5-Chloro-8-quinolinol
- Purity
- 95%
- Packaging
- 100g
- Price
- $56.56
- Updated
- 2025/07/31
- Product number
- C0645
- Product name
- 5-Chloro-8-hydroxyquinoline
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $36
- Updated
- 2025/07/31
- Product number
- C0645
- Product name
- 5-Chloro-8-hydroxyquinoline
- Purity
- >98.0%(GC)(T)
- Packaging
- 250g
- Price
- $158
- Updated
- 2025/07/31
- Product number
- 163644
- Product name
- Dermofungin
- Packaging
- 1g
- Price
- $403
- Updated
- 2021/12/16
- Product number
- 139959
- Product name
- 5-Chloro-8-hydroxyquinoline
- Purity
- 95%+
- Packaging
- 5g
- Price
- $323
- Updated
- 2021/12/16
5-Chloro-8-hydroxyquinoline Chemical Properties,Usage,Production
Chemical Properties
light green to grey powder
Uses
antibacterial, antifungal
Uses
Dermofungin, is an impurity of Cioquinol, which is an antifungal and antiprotozoal drug.
Definition
ChEBI: Cloxiquine is a member of quinolines and an organochlorine compound.
Synthesis Reference(s)
The Journal of Organic Chemistry, 70, p. 8590, 2005 DOI: 10.1021/jo051191x
Synthesis
3054-95-3
95-85-2
130-16-5
GENERAL PROCEDURE: A 1N HCl solution (82.5 mL) was added to a round-bottomed flask containing 4-chloro-2-aminophenol (~1 mmol). Acrolein diethyl acetal (2.5 mmol) was added to the reaction mixture. The resulting solution was refluxed at 111°C for 24 hours. Upon completion of the reaction, the mixture was cooled to room temperature and neutralized to pH 7-8 with solid Na2CO3. Subsequently, the product was extracted with dichloromethane (3 x 100 mL), the organic layers were combined and dried with anhydrous Na2SO4. After removal of solvent by evaporation under reduced pressure, the crude product was purified by column chromatography with the eluent being a mixture of 15% ethyl acetate/cyclohexane and methanol to afford the target compound 5-chloro-8-hydroxyquinoline.
in vitro
Cloxiquine (cloxyquin) exhibits antituberculosis activities, with MICs ranging from 0.062 to 0.25 μg/mL against 9 standard strains and 150 Mycobacterium tuberculosis .
Cloxiquine (0.5-10 μM; 24 h) suppresses both B16F10 and A375 cell growth in a dose-dependent manner.|
Cloxiquine (0.5-10 μM; 24 h) inhibits the migration of B16F10 and A375 cells.
Cloxiquine (0.5-2.5 μM; 24 h) suppresses glycolysis in B16F10 cells.
in vivo
Cloxiquine (5-25 mg/kg; i.p. daily for 8 d) suppresses tumor growth in a mouse B16F10 melanoma xenograft model.
Cloxiquine (5-25 mg/kg; i.p. daily for 14 d) suppresses tumor metastasis in mouse B16F10 melanoma lung metastatic model.
References
[1] Tetrahedron Letters, 2015, vol. 56, # 46, p. 6436 - 6439
5-Chloro-8-hydroxyquinoline Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-Chloro-8-hydroxyquinoline manufacturers
- Product
- 5-Chloro-8-hydroxyquinoline 130-16-5
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-11-19
- Product
- 5-Chloro-8-hydroxyquinoline 130-16-5
- Price
- US $30.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 100 tons
- Release date
- 2024-08-14
- Product
- 5-Chloro-8-hydroxyquinoline 130-16-5
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-31