6-Anilino-5,8-quinolinedione

Base Information

• Chemical Name: 6-Anilino-5,8-quinolinedione
• CAS No.: 91300-60-6
• Molecular Formula: C15H10N2O2
• Molecular Weight: 250.257
• Hs Code.: 2933499090
• European Community (EC) Number: 635-619-0
• UNII: TD9FS56333
• DSSTox Substance ID: DTXSID60238488
• Nikkaji Number: J22.981D
• Wikidata: Q27147906
• ChEMBL ID: CHEMBL312487
• Mol file: 91300-60-6.mol

Synonyms:6-anilino-5,8-quinolinedione;LY 83583;LY-83583;LY83583

Chemical Property of 6-Anilino-5,8-quinolinedione

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 3.5E-08mmHg at 25°C
• Melting Point: 184-185°C
• Refractive Index: 1.715
• Boiling Point: 446.9 °C at 760 mmHg
• Flash Point: 224.1 °C
• PSA: 59.06000
• Density: 1.4 g/cm³
• LogP: 2.52960
• Storage Temp.: 2-8°C
• Solubility.: 0.1 M HCl: 1 mg/mL
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 250.074227566
• Heavy Atom Count: 19
• Complexity: 410

Purity/Quality:

99% ^*data from raw suppliers

6-Anilino-5,8-quinolinedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 40-36/37/38
• Safety Statements: 36/37-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=CC(=O)C3=C(C2=O)C=CC=N3
• Uses: Inhibits nitric-oxide-induced activation of soluble guanylate cyclase (IC50=2) in a dose-dependent and reversible manner. It blocks acetylcholine induced vasorelaxation. Also an inhibitor of antigen-induced leukotriene release Inhibits nitric-oxide-induced activation of soluble guanylate cyclase (IC50=2μM) in a dose-dependent and reversible manner. It blocks acetylcholine induced vasorelaxation. Also an inhibitor of antigen-induced leukotriene release. LY83583 is an inhibitor of soluble guanylate cyclase and of cGMP production. It inhibits soluble guanylate cyclase in human platelets with an IC50 value of 2 μM. LY83583 also inhibits leukotriene synthesis in guinea pig lung and rat peritoneal cells with an IC50 value of 1.8 μM and is a noncompetitive inhibitor of glutathione reductase in bovine intestinal mucosa with a Ki value of 3 μM.[Cayman Chemical]

Technology Process of 6-Anilino-5,8-quinolinedione

There total 4 articles about 6-Anilino-5,8-quinolinedione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

5,8-quinolinedione (10470-83-4) + aniline (62-53-3) → 6-anilinoquinoline-5,8-quinone (91300-60-6)

Guidance literature:

With sodium tetrachloroaurate(III) dihydrate; oxygen; In ethanol; at 25 ℃; for 1h; under 759.826 Torr; regioselective reaction;

DOI:10.1055/s-0028-1088116

Reference yield: 34.0%

→ 6-anilinoquinoline-5,8-quinone (91300-60-6)

Guidance literature:

Reference yield:

aniline (62-53-3) → 6-anilinoquinoline-5,8-quinone (91300-60-6)

Guidance literature:

With ethanol;

upstream raw materials:

5,8-quinolinedione

ethanol

aniline

Downstream raw materials:

5,8-quinolinedione

aniline

Refernces

• 1、 -. "Quinoline quinones and anti-asthmatic use thereof". . . Retrieved 2008/06/13.