112934-62-0

Basic information

• Product Name: 1H-Indole-2,3-dione, 1-(4-fluorophenyl)-
• CAS NO: 112934-62-0
• Molecular Formula: C14H8FNO2
• Molecular Weight: 241.221
• Mol File: 112934-62-0.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 1H-Indole-2,3-dione, 1-(4-fluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-2,3-dione, 1-(4-fluorophenyl)-(112934-62-0)
• EPA Substance Registry System: 1H-Indole-2,3-dione, 1-(4-fluorophenyl)-(112934-62-0)

Safety Data

• Hazardous Substances Data: 112934-62-0(Hazardous Substances Data)

Upstream product

• 91-56-5 indole-2,3-dione 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 69066-46-2 methyl 2-[(4-fluorophenyl)amino]-2-oxoacetate 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 1765-93-1 4-fluoroboronic acid 
• 42366-35-8 hydroxyimino-N-phenylacetamide 
• 62-53-3 aniline 
• 352-34-1 4-fluoro-1-iodobenzene 
• 551-93-9 2-aminoacetophenone 
• 1246849-59-1 1-(2-((4-fluorophenyl)amino)phenyl)ethanone 

Downstream Products

• 1625679-44-8 1-(p-fluorophenyl)isoindigo 
• 42595-26-6 2-fluoroacridine-9-carboxylic acid 
• 54-60-4 4'-fluorodiphenylamine-2-carboxylic acid 
• 35710-24-8 N-(4-Fluorophenyl)isatoic anhydride 

Relevant articles and documents

An efficient route to synthesize isatins by metal-free, iodine-catalyzed sequential C(sp3)-H oxidation and intramolecular C-N bond formation of 2′-aminoacetophenones

A novel molecular I2-catalyzed synthesis of isatins through C(sp3)-H oxidation and intramolecular C-N bond formation of 2′-aminoacetophenones with excellent yields up to 97% under transition metal, base, additive, peroxide and ligand free conditions is described. The present protocol is suitable for gram scale synthesis of isatins and retained its high yield. Further, the synthetic utility of this present reaction towards synthesis of bioactive 3-hydroxy-2-oxindoles and oxindoles is demonstrated. This journal is

Design, synthesis and biological evaluation of N-alkyl or aryl substituted isoindigo derivatives as potential dual cyclin-dependent kinase 2 (CDK2)/glycogen synthase kinase 3β (GSK-3β) phosphorylation inhibitors

A series of N-alkyl or aryl substituted isoindigo derivatives have been synthesized and their anti-proliferative activity was evaluated by Sulforhodamine B (SRB) assay. Some of the target compounds exhibited significant antitumor activity, including compounds 6h and 6k (against K562 cells), 6i (against HeLa cells) and 6j (against A549 cells). N-(p-methoxy-phenyl)-isoindigo (6k) exhibited a high and selective anti-proliferative activity against K562 cells (IC50 7.8 μM) and induced the apoptosis of K562 cells in a dose-dependent manner. Compound 6k arrested the cell cycle at S phase in K562 cells by decreasing the expression of cyclin A and CDK2, which played critical roles in DNA replication and passage through G2 phase. Moreover, compound 6k down-regulated the expression of p-GSK-3β (Ser9), β-catenin and c-myc proteins, up-regulated the expression of GSK-3β, consequently, suppressed Wnt/β-catenin signaling pathway and induced the apoptosis of K562 cells. The binding mode of compound 6k with GSK-3β was simulated using molecular docking tools. All of these studies gave a better understanding to the molecular mechanisms of this class of agents and clues to develop dual CDK2/GSK-3β (Ser9) phosphorylation inhibitors applied in cancer chemotherapy.

Selenium-promoted intramolecular oxidative amidation of 2-(arylamino)acetophenones for the synthesis of N-arylisatins

A convenient method for the synthesis of N-arylisatins from 2-(arylamino)acetophenones by using SeO2 as an oxidant is described. Various substituted N-arylisatins were selectively obtained in good to excellent yields. The reaction tolerates a wide range of functionalities. Copyright