3-hydroxy-3,5,6,7-tetrahydro-2H-indole-5,6-dione

Base Information

• Chemical Name: 3-hydroxy-3,5,6,7-tetrahydro-2H-indole-5,6-dione
• CAS No.: 490-89-1
• Molecular Formula: C8H7 N O3
• Molecular Weight: 165.15
• Metabolomics Workbench ID: 42174
• Mol file: 490-89-1.mol

Synonyms:Noradrenochrome oxidised;Noradrenochrome O-quinone;3-hydroxy-3,7-dihydro-2H-indole-5,6-dione;CHEBI:173732;5,6-Dioxo-2,3,5,6-tetrahydro-3-indolol;5,6-Dioxo-2,3,5,6-tetrahydro-3-hydroxyindole;3-hydroxy-3,5,6,7-tetrahydro-2H-indole-5,6-dione

Chemical Property of 3-hydroxy-3,5,6,7-tetrahydro-2H-indole-5,6-dione

Chemical Property:

• Vapor Pressure: 1.9E-08mmHg at 25°C
• Boiling Point: 410.4°Cat760mmHg
• PKA: 13.30±0.20(Predicted)
• Flash Point: 202°C
• PSA: 66.40000
• Density: 1.49g/cm³
• LogP: -0.75860
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 327

Purity/Quality:

>95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C2=CC(=O)C(=O)CC2=N1)O
• Uses: Noradrenochrome is an aminochrome and oxidation product of the catecholamine DL-Norepinephrine (N674500, HCl) which is an antagonist of dibutyryl cyclic AMP in the regulation of narcosis. DL-Norepinephrine also modulates human dendritic cell activation by altering cytokine release.

Technology Process of 3-hydroxy-3,5,6,7-tetrahydro-2H-indole-5,6-dione

There total 4 articles about 3-hydroxy-3,5,6,7-tetrahydro-2H-indole-5,6-dione 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:

norepinephrine (51-41-2) → noradrenochrome (490-89-1)

Guidance literature:

With methanol; silver(l) oxide;

DOI:10.1139/v71-055 DOI:10.1007/BF00596873

Reference yield:

→ noradrenochrome (490-89-1)

Guidance literature:

With copper(II) ion; oxygen; potassium hexacyanoferrate(III);

DOI:10.1016/0006-3002(53)90278-9

Reference yield:

Norepinephrine (138-65-8) → 5,6,3-trihydroxyindole (3569-19-5) + noradrenochrome (490-89-1)

Guidance literature:

In water-d2; at 24.9 ℃; for 0.583333h; Rate constant; Mechanism; Irradiation; other sensitizers: methylene blue, rose bengal, fluoresceine; other solvent: H₂O_.;

upstream raw materials:

norepinephrine

Norepinephrine

Refernces

• 1、 CHAIX,PALLAGET. "Comparison of the oxidation of noradrenalin and of adrenalin in phosphate or bicarbonate buffer solutions.". . p. 462 - 470. Retrieved 1953.
• 2、 Kruk, I.. "The participation of Singlet Oxygen in Dye-Sensitized Photooxidation Reaction of Catecholamines". . p. 607 - 613. Retrieved 2007/10/02.