31568-91-9

Basic information

• Product Name: 2-chloroquinolin-8-ol
• Synonyms: 2-chloroquinolin-8-ol;8-Quinolinol, 2-chloro-;2-Chloro-8-quinolinol;2-Chloro-8-hydroxyquinoline;8-hydroxy-2-chloroquinoline;AIDS086912;AIDS-086912;InChI=1/C9H6ClNO/c10-8-5-4-6-2-1-3-7(12)9(6)11-8/h1-5,12
• CAS NO: 31568-91-9
• Molecular Formula: C₉H₆ClNO
• Molecular Weight: 179.60304
• EINECS: 200-258-5
• Mol File: 31568-91-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: 63-64 °C
• Boiling Point: 342.1°Cat760mmHg
• Flash Point: 160.7°C
• Appearance: /
• Density: 1.412g/cm³
• Vapor Pressure: 3.9E-05mmHg at 25°C
• Refractive Index: 1.696
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 9.55±0.10(Predicted)
• CAS DataBase Reference: 2-chloroquinolin-8-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloroquinolin-8-ol(31568-91-9)
• EPA Substance Registry System: 2-chloroquinolin-8-ol(31568-91-9)

Safety Data

• Hazardous Substances Data: 31568-91-9(Hazardous Substances Data)

Usage

General Description

2-chloroquinolin-8-ol is a chemical compound that is also known as 8-chloro-2-quinolinol. It is a chlorinated derivative of quinolin-8-ol and has a molecular formula of C9H6ClNO. 2-chloroquinolin-8-ol is a pale yellow solid that is mainly used as an intermediate in the production of various pharmaceuticals and agrochemicals. It has also been studied for its potential anti-bacterial, anti-fungal, and anti-malarial properties. Additionally, 2-chloroquinolin-8-ol is known for its ability to chelate metal ions, making it useful in the development of metal-based drugs and materials. Overall, this compound has a wide range of applications in the fields of medicine, agriculture, and material science.

InChI:InChI=1/C9H6ClNO/c10-8-5-4-6-2-1-3-7(12)9(6)11-8/h1-5,12H

Upstream product

• 15450-72-3 2-oxo-1,2-dihydroquinolin-8-yl acetate 
• 15450-76-7 8-Hydroxy-1H-quinolin-2-one 
• 148-24-3 8-quinolinol 
• 15450-72-3 2-hydroxyquinolin-8-yl acetate 
• 1127-45-3 8-Hydroxyquinoline-N-oxide 
• 15450-76-7 quinoline-2,8-diol 
• 100822-30-8 8-acetoxy-2-chloroquinoline 

Downstream Products

• 56550-18-6 2,5-dichloro-8-quinolinol 
• 70125-17-6 2-(methylamino)quinolin-8-ol 
• 74668-74-9 2-chloro-8-methoxy-quinoline 
• 1374108-56-1 C₂₅H₃₀N₂O₃ 
• 1374108-57-2 C₂₂H₂₆N₂O₃ 
• 1374108-58-3 C₂₉H₃₂N₂O₅S 
• 1374107-22-8 2-(4-diethylaminophenyl)-8-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]quinoline 
• 70125-21-2 2-morpholinoquinolin-8-ol 
• 816463-40-8 tert-butyl N-[1-(2-{5-[(3-methyloxetan-3-yl)methoxy]-1H-1,3-benzodiazol-1-yl}quinolin-8-yl)piperidin-4-yl]carbamate 
• 670220-88-9 1-(2-(5-((3-methyloxetan-3-yl)methoxy)-1H-benzo[d]imidazol-1-yl)quinolin-8-yl)piperidin-4-amine 
• 343788-51-2 8-(benzyloxy)-2-chloroquinoline 

Relevant articles and documents

Synthesis and antiviral activity of a series of novel quinoline derivatives as anti-RSV or anti-IAV agents

We report herein the synthesis of a series of novel quinoline derivatives, based on the lead compound 1a, identified from a rRSV-mGFP high-throughput screening assay. Our results revealed that target compounds 1b, 1g-h, 1af and 1ah (IC50 = 3.10–6.93 μM) had good in vitro activity against RSV, which were better than 1a and ribavirin. In addition, we found that compound 1g displayed the lower cytotoxicity (CC50: 2490.33 μM) and the highest selective index (SI = 673.06), suggesting its promising potential as a candidate for further development. On the other hand, compounds 1a, 1m, 1v, 1ad-1af and 1ah-1ai (IC50s: 1.87–14.28 μM) were more active against IAV than or comparable to ribavirin (IC50: 15.36 ± 0.93 μM). Particularly, the most active compound 1ae (IC50: 1.87 ± 0.58 μM) was found to be 8.2-fold more potent than the reference drug, which could inhibit the virus transcription and replication cycle at an early stage.

PRMT5 INHIBITORS AND USES THEREOF

Described herein are compounds of Formula (I), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds of the present invention are useful for inhibiting PRMT5 activity. Methods of using the compounds for treating PRMT5-mediated disorders are also described.

Structure-activity relationships of anticancer ruthenium(II) complexes with substituted hydroxyquinolines

8-Hydroxyquinolines (HQ), including clioquinol, possess cytotoxic properties and are widely used as ligands for metal-based anticancer drug research. The number and identity of substituents on the HQ can have a profound effect on activity for a variety of inorganic compounds. Ruthenium complexes of HQ exhibit radically improved potencies, and operate by a new, currently unknown, mechanism of action. To define structure-activity relationships (SAR), a family of 22 Ru(II) coordination complexes containing mono-, di- and tri-substituted hydroxyquinoline ligands were synthesized and their biological activity evaluated. The complexes exhibited promising cytotoxic activity against a cancer cell line, and the SAR data revealed the 2- and 7-positions as key sites for the incorporation of halogens to improve potency. The Ru(II) complexes potently inhibited translation, as demonstrated by an in-cell translation assay. The effects were seen at 2–15-fold higher concentrations than those required to observe cytotoxicity, suggesting that prevention of protein synthesis may be a primary, but not the exclusive mechanism for the observed cytotoxic activity.