CAS 1084-32-8

5,7-dinitroquinolin-8-ol

Description:

5,7-Dinitroquinolin-8-ol is a chemical compound characterized by its quinoline structure, which features a nitrogen-containing bicyclic aromatic system. This compound contains two nitro groups (-NO2) at the 5 and 7 positions and a hydroxyl group (-OH) at the 8 position of the quinoline ring. The presence of these functional groups contributes to its chemical reactivity and potential applications. It is typically a yellow to orange crystalline solid, exhibiting moderate solubility in organic solvents. The nitro groups can participate in electrophilic substitution reactions, while the hydroxyl group can act as a hydrogen bond donor or acceptor, influencing its interactions with other molecules. 5,7-Dinitroquinolin-8-ol has been studied for its biological activities, including potential antimicrobial and antitumor properties, making it of interest in medicinal chemistry. However, due to the presence of nitro groups, it may also pose environmental and health risks, necessitating careful handling and disposal.

Formula: C₉H₅N₃O₅

InChI: InChI=1/C9H5N3O5/c13-9-7(12(16)17)4-6(11(14)15)5-2-1-3-10-8(5)9/h1-4,13H

SMILES: c1cc2c(cc(c(c2nc1)O)N(=O)=O)N(=O)=O

Synonyms:

• 8-Quinolinol, 5,7-Dinitro-
• 5,7-Dinitroquinolin-8-ol

5,7-Dinitro-8-quinolinol

CAS: 1084-32-8

Formula: C₉H₅N₃O₅

Purity: ≥ 95%

Color and Shape: Pale yellow to yellow powder

Molecular weight: 235.16

Ref: 7W-GX5299

5,7-Dinitro-8-quinolinol

Controlled Product

CAS: 1084-32-8

Applications 5,7-Dinitro-8-quinolinol is a useful synthetic intermediate. It has been reported that 5,7-dinitro-8-hydroxyquinoline derivatives exhibit higher antimycobacterial activity than ciprofloxacin (C482500) against M. abscessus and M. Smegmatis. In addition, 5,7-Dinitro-8-quinolinol has been employed to investigate structure-activity relationships of nitroxoline derivatives that may provide new insights on developing novel cathepsin B inhibitors.
References Cieslik, W., et al.: Med Chem. 11, 771 (2015); Sosic, I., et al.: J. Med. Chem. 56, 521 (2013)

Formula: C₉H₅N₃O₅

Color and Shape: Neat

Molecular weight: 235.15

Ref: TR-D480280

5,7-DINITROQUINOLIN-8-OL

CAS: 1084-32-8

Formula: C₉H₅N₃O₅

Purity: 95.0%

Color and Shape: No data available.

Molecular weight: 235.155

Ref: 10-F334119