70452-26-5

Basic information

• Product Name: 3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-indol-2-one
• Synonyms: 3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-indol-2-one;3-Hydroxy-3-[2-(4-methoxy-phenyl)-2-oxo-ethyl]-1,3-dihydro-indol-2-one
• CAS NO: 70452-26-5
• Molecular Formula: C₁₇H₁₅NO₄
• Molecular Weight: 297.3053
• Mol File: 70452-26-5.mol
• Article Data: 16

Chemical Properties

• Melting Point: 187-189 °C(Solv: acetic acid (64-19-7))
• Boiling Point: 574.6°Cat760mmHg
• Flash Point: 301.3°C
• Appearance: /
• Density: 1.307g/cm³
• Vapor Pressure: 4.8E-14mmHg at 25°C
• Refractive Index: 1.618
• PKA: 11.46±0.20(Predicted)
• CAS DataBase Reference: 3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-indol-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-indol-2-one(70452-26-5)
• EPA Substance Registry System: 3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-indol-2-one(70452-26-5)

Safety Data

• Hazardous Substances Data: 70452-26-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H15NO4/c1-22-12-8-6-11(7-9-12)15(19)10-17(21)13-4-2-3-5-14(13)18-16(17)20/h2-9,21H,10H2,1H3,(H,18,20)

Upstream product

• 91-56-5 indole-2,3-dione 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 62-53-3 aniline 
• 42366-35-8 hydroxyimino-N-phenylacetamide 

Downstream Products

• 159862-03-0 (Z)-3-(2-(4-methoxyphenyl)-2-oxoethylidene)indolin-2-one 
• 847-11-0 3-(4-methoxy-phenacyl)-indolin-2-one 
• 66447-82-3 1,3-dihydro-3-[2-(4-methoxyphenyl)-2-oxoethylidene]indol-2(1H)-one 
• 1243024-37-4 6-(4-methoxyphenyl)-1,3-dimethyl-5-(2-oxoindolin-3-yl)-1H-pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione 
• 1296320-83-6 6-(4-methoxyphenyl)-5-(2-oxoindolin-3-yl)-1H-pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione 
• 56680-33-2 (E)-3-(2-(4-methoxyphenyl)-2-oxoethylidene)indolin-2-one 
• 1622878-47-0 3-(4-methoxyphenyl)-9-acetyl-pyridazino[3,4-b]indole 
• 1252041-26-1 6'-(4-methoxyphenyl)-1'-phenyl-2'-thioxo-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyrimidine]-2-one 
• 51842-82-1 2-(4-methoxyphenyl)quinoline-4-carboxamide 

Relevant articles and documents

Diastereoselective trans Cyclopropanation of 3-Alkylidene Oxindoles with in Situ Generated α-Diazo Carbonyls or α,β-Unsaturated Diazo Compounds

An efficient diastereoselective trans cyclopropanation of 3-alkylidene oxindoles with in situ generated α-diazo carbonyl compounds or α,β-unsaturated diazo compounds under metal-free conditions has been developed to synthesize 3-spirocyclopropyl-2-oxindol

Synthesis and biological evaluation of 3-substituted 2-oxindole derivatives as new glycogen synthase kinase 3β inhibitors

Glycogen synthase kinase 3β (GSK-3β) is a widely investigated molecular target for numerous diseases including Alzheimer's disease, cancer, and diabetes mellitus. Inhibition of GSK-3β activity has become an attractive approach for treatment of diabetes and cancer. We report the discovery of novel GSK-3β inhibitors of 3-arylidene-2-oxindole scaffold with promising activity. The most potent compound 3a inhibits GSK-3β with IC50 4.19 nM. In a cell-based assay 3a shows no significant leucocyte toxicity at 10 μM and is moderately cytotoxic against A549 cells. Compound 3a demonstrated high antidiabetic efficacy in obese streptozotocin-treated rats improving glucose tolerance at a dose of 50 mg/kg body weight thus representing an interesting lead for further optimization.

An efficient and direct synthesis of substituted 2-phenylquinoline-4-carboxamides from 3-substituted-3-hydroxyindolin-2-ones

A simple and direct synthesis of substituted 2-phenylquinoline-4-carboxamides from 3-substituted-3-hydroxyindolines in presence of ammonium acetate is described. The developed protocol also allows synthesis of the carboxamide moeity directly from isatin a