3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione
• CAS No.: 264218-23-7
• Molecular Formula: C₁₆H₁₀ClN₃O₅
• Molecular Weight: 359.726
• European Community (EC) Number: 636-771-0
• DSSTox Substance ID: DTXSID30181018
• Nikkaji Number: J1.525.546C
• Wikidata: Q27088727
• Pharos Ligand ID: XS5P44S26WWB
• Metabolomics Workbench ID: 130737
• ChEMBL ID: CHEMBL322970
• Mol file: 264218-23-7.mol

Synonyms:3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione;SB 415286;SB-415286;SB415286

Chemical Property of 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione

Chemical Property:

• Vapor Pressure: 8.59E-15mmHg at 25°C
• Boiling Point: 595.8°Cat760mmHg
• Flash Point: 314.1°C
• PSA: 124.25000
• Density: 1.647g/cm³
• LogP: 3.35840
• Storage Temp.: −20°C
• Solubility.: DMSO: 16 mg/mL
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 359.0308981
• Heavy Atom Count: 25
• Complexity: 617

Purity/Quality:

98%,99%, ^*data from raw suppliers

SB 415286 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=C(C(=O)NC2=O)NC3=CC(=C(C=C3)O)Cl)[N+](=O)[O-]
• Description: Glycogen synthase kinase 3 (GSK3) is a serine/threonine protein kinase that is inhibited by an assortment of extracellular stimuli such as insulin, growth factors, cell specification factors, and cell adhesion. Its activity regulates many cell functions including the control of cell division, apoptosis, and inflammation. SB-415286 is a potent and selective cell-permeable, ATP-competitive inhibitor of GSK3α with an IC50 value of 78 nM (similar potency for GSK3β) and a Ki value of 31 nM. As a result of GSK3 inhibition, SB-415286 stimulates glycogen synthesis in the Chang human liver cell line with an EC50 value of 2.9 μM. SB-415286 also protects primary neurons from death induced by the PI3-kinase pathway.
• Uses: SB 415286 was used to treat neuroblastoma cells and study the effect of GSK-3 inhibition on cell proliferation.

Technology Process of 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione

There total 1 articles about 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-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:

2-chloro 4-aminophenol (3964-52-1) + 3-chloro-4-(2-nitro-phenyl)-pyrrole-2,5-dione → 3-[(3-chloro-4-hydroxyphenyl)amino]-4-(2-nitro-phenyl)-1H-pyrrole-2,5-dione (264218-23-7)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; at 150 - 200 ℃; for 2h;

DOI:10.1016/S0960-894X(00)00721-6

upstream raw materials:

2-chloro 4-aminophenol

Refernces