Name | 5-Chloro-8-hydroxyquinoline |
Synonyms | cloxiquine 5-CHLOROOXINE 5-CHLOROQUINOPHENOL 5-chloro-8-quinolino 5-Chloro-8-quinolinol 5-CHLORO-8-QUINOLINOL 5-chloroquinolin-8-ol 5-Chloro-8-oxyquinoline Clioquinol EP Impurity A 5-CHLORO-8-HYDROXYQUINOLINE 5-Chloro-8-hydroxyquinoline |
CAS | 130-16-5 |
EINECS | 204-978-1 |
InChI | InChI=1/C9H6ClNO/c10-7-3-4-8(12)9-6(7)2-1-5-11-9/h1-5,12H |
InChIKey | RWPWQYXFGFYJBA-UHFFFAOYSA-N |
Molecular Formula | C9H6ClNO |
Molar Mass | 179.6 |
Density | 1.2364 (rough estimate) |
Melting Point | 122-124°C(lit.) |
Boling Point | 348.7±22.0 °C(Predicted) |
Flash Point | 164.7°C |
Solubility | 0.019g/l (experimental) |
Vapor Presure | 0.003Pa at 25℃ |
Appearance | Bright green to gray powder |
Color | Light green to gray |
Merck | 14,2422 |
BRN | 5289 |
pKa | 3.77±0.10(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Sensitive | Light Sensitive |
Refractive Index | 1.5330 (estimate) |
MDL | MFCD00006788 |
Physical and Chemical Properties | Melting Point 121-126°C |
Use | For Organic synthesis |
In vitro study | 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 study | 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. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
RTECS | VC4590000 |
TSCA | Yes |
HS Code | 29334990 |
Raw Materials | 8-Hydroxyquinoline |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
biological activity | Cloxiquine (5-Chloro-8-quinolinol, Dermofungin) is an anti-bacterial, anti-fungal, anti-aging and anti-tuberculosis drug. |
Use | Used in organic synthesis Pesticide intermediates |