Nitroxoline
8-Hydroxy-5-nitroquinoline
CAS: 4008-48-4
Molecular Formula: C9H6N2O3
Nitroxoline - Names and Identifiers
| Name | 8-Hydroxy-5-nitroquinoline |
| Synonyms | NIROXOLINE NOTROXOLINE NITROXOLINE Nitroxoline 5-NITRO-8-QUINOLINE 5-Nitro-8-quinolinol 8-nitroquinolin-5-ol 5-NITRO-8-QUINOLINOL 5-Nitro-8-oxychinoline 5-Nitro-8-oxyquinoline 5-Nitro-8-hydroxyquinoline 8-HYDROXY-5-NITROQUINOLINE 5-NITRO-8-HYDROXYQUINOLINE 8-Hydroxy-5-nitroquinoline |
| CAS | 4008-48-4 |
| EINECS | 223-662-4 |
| InChI | InChI=1/C9H6N2O3/c12-8-4-3-7(11(13)14)9-6(8)2-1-5-10-9/h1-5,12H |
Nitroxoline - Physico-chemical Properties
| Molecular Formula | C9H6N2O3 | ||||
| Molar Mass | 190.16 | ||||
| Density | 1.3907 (rough estimate) | ||||
| Melting Point | 181-183°C(lit.) | ||||
| Boling Point | 325.64°C (rough estimate) | ||||
| Flash Point | 207.201°C | ||||
| Solubility | alcohol: very slightly soluble | ||||
| Vapor Presure | 0mmHg at 25°C | ||||
| Appearance | powder to crystal | ||||
| Color | Light yellow to Brown to Dark green | ||||
| Merck | 14,6655 | ||||
| pKa | 2.55±0.10(Predicted) | ||||
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature | ||||
| Refractive Index | 1.5570 (estimate) | ||||
| MDL | MFCD00006791 | ||||
| Physical and Chemical Properties |
| ||||
| Use | Used as pharmaceutical intermediates, fungicides, etc | ||||
| In vitro study | Nitroxoline significantly reduced the degradation of its extracellular DQ-collagen IV in all cancer cells examined. It also reduces the invasion of tumor cells and the invasive growth of multicellular tumor spheroids. In vitro angiogenesis experiments, treatment with Nitroxoline significantly reduced the formation of endothelial tubes. | ||||
| In vivo study | Nitroxoline significantly inhibited tumor growth, angiogenesis, and tumor metastasis in an in vivo LPB mouse model of fibrosarcoma and MMTV-PyMT breast cancer. | ||||
Nitroxoline - Risk and Safety
| Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. R22/24/25 - R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | VC8225000 |
| HS Code | 29334900 |
| Hazard Note | Toxic/Irritant |
| Hazard Class | 6.1 |
| Packing Group | III |
| Toxicity | LD50 oral in rat: 510mg/kg |
Nitroxoline - Introduction
Melting point of www.aladdin-reagent.com: 180°C
Last Update：2022-10-16 17:25:06
Nitroxoline - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| Use | 5-nitro-8-hydroxyquinoline is an antibacterial agent used to treat urinary tract infections and is also an effective and reversible cathepsin B inhibitor. It has been shown to have anticancer activity. Used as pharmaceutical intermediates, fungicides, etc. |
| Biological activity | Nitroxoline (8-Hydroxy-5-nitroquinoline, 5-nitroquinolin-8-ol, 5-Nitro-8-quinolinol, 5-Nitro-8-hydroxyquinoline) is a common urinary tract infection Susceptible gram-positive and gram-negative organisms have active urine antibacterial agents. Nitroxoline can play a role in tumor resistance by inhibiting cathepsin B activity in vitro and in vivo experiments. |
| Target | Value |
Last Update：2024-04-10 22:41:03
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View History
Nitroxoline
DL-2-METHYL-3-(3-HYDROXYPHENYL)ALANINE METHYL ESTER HYDROCHLORIDE, MONOHYDRATE
Disulfide, bis(2-bromoethyl)
佛手醇甲醚
GESAMIL(R)
Carbamic acid, N-[2-naphthalenyl(tributylstannyl)methyl]-, 1,1-dimethylethyl ester
IOX1
1-[5-fluoro-2-(2-methoxyethoxy)phenyl]ethan-1-amine
PASSIONFLOWER DRY EXTRACT
4-Methoxytrityl chloride (MMT-Cl)
DL-2-METHYL-3-(3-HYDROXYPHENYL)ALANINE METHYL ESTER HYDROCHLORIDE, MONOHYDRATE
Disulfide, bis(2-bromoethyl)
佛手醇甲醚
GESAMIL(R)
Carbamic acid, N-[2-naphthalenyl(tributylstannyl)methyl]-, 1,1-dimethylethyl ester
IOX1
1-[5-fluoro-2-(2-methoxyethoxy)phenyl]ethan-1-amine
PASSIONFLOWER DRY EXTRACT
4-Methoxytrityl chloride (MMT-Cl)