17056-99-4

Basic information

• Product Name: 5-Hydroxyquinoxaline
• Synonyms: 5-Hydroxyquinoxaline;Quinoxalin-5-ol;5-Quinoxalinol
• CAS NO: 17056-99-4
• Molecular Formula: C₈H₆N₂O
• Molecular Weight: 146.14604
• Mol File: 17056-99-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 100-102℃
• Boiling Point: 184°C/7mmHg(lit.)
• Flash Point: 147.327 °C
• Appearance: /
• Density: 1.348 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.705
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• CAS DataBase Reference: 5-Hydroxyquinoxaline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hydroxyquinoxaline(17056-99-4)
• EPA Substance Registry System: 5-Hydroxyquinoxaline(17056-99-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 17056-99-4(Hazardous Substances Data)

Usage

Uses

5-Hydroxyquinoxaline is used in the synthesis of potent gp120-CD4 inhibitors, useful in HIV treatment. Also in the design and synthesis of para-quinone-based inhibitors acting on CdC25B.

InChI:InChI=1/C8H6N2O/c11-7-3-1-2-6-8(7)10-5-4-9-6/h1-5,11H

Upstream product

• 91-19-0 2,3-diethynylquinoxaline 
• 59649-56-8 2,3-diaminophenol 
• 603-85-0 2-Amino-3-nitrophenol 
• 37466-89-0 3-methoxybenzene-1,2-diamine 
• 66-56-8 2,3-dinitrophenol 
• 18514-76-6 5-nitrobenzopyrazine 
• 19506-17-3 5-methoxyquinoxaline 
• 517-21-5 glyoxal sodium bisulfite 

Downstream Products

• 92-82-0 Phenazin 
• 6033-10-9 phenazin-1-yl acetate 
• 1190841-36-1 C₂₃H₂₄N₄O₃ 

Relevant articles and documents

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Computational design, synthesis and biological evaluation of para-quinone-based inhibitors for redox regulation of the dual-specificity phosphatase Cdc25B

Quinoid inhibitors of Cdc25B were designed based on the Linear Combination of Atomic Potentials (LCAP) methodology. In contrast to a published hypothesis, the biological activities and hydrogen peroxide generation in reducing media of three synthetic models did not correlate with the quinone half-wave potential, E1/2.

Structure and Stereochemistry of cis-Dihydro Diol and Phenol Metabolites of Bicyclic Azaarenes from Pseudomonas putida UV4

Biotransformation of quinoline, isoquinoline, quinoxaline and quinazoline using growing cultures of Pseudomonas putida UV4 yielded cis-dihydro diols from the oxidation of the carbocyclic aromatic ring.Aromatic hydroxylation was observed in both carbocyclic and heterocyclic rings.Ring cleavage of the quinoline skeleton to yield anthranilic acid, and cis-diol formation (with alkene bond reduction) to yield cis-5,6,7,8-tetrahydroquinazoline-5,6-diol from quinazoline were observed.The cis-dihydro diol metabolites of quinoline (5,6- and 7,8-) and quinoxaline (5,6-) were found to be optically pure, while metabolism of isoquinoline gave on e homochiral (5,6-) and one racemic 7,8-) cis-dihydro diol product.The absolute configuration of the cis-dihydro diol metabolites have been determined using 1H NMR analyses, stereochemical correlations and X-ray crystallography methods.