20870-79-5

Basic information

• Product Name: 5-NITROOXINDOLE
• Synonyms: 5-NITRO-1,3-DIHYDROINDOLE-2-ONE;5-NITROOXINDOLE;5-NITRO-2-OXINDOLE;2H-INDOL-2-ONE, 1,3-DIHYDRO-5-NITRO;5-Nitrooxindole 96%;5-Nitroindolin-2-one;5-Nitrooxidole;5-Nitro-1,3-dihydro-2H-indol-2-one
• CAS NO: 20870-79-5
• Molecular Formula: C₈H₆N₂O₃
• Molecular Weight: 178.14
• Product Categories: oxindoles;blocks;IndolesOxindoles;NitroCompounds;Indoles and derivatives;Indoline & Oxindole;Indoles
• Mol File: 20870-79-5.mol
• Article Data: 50

Chemical Properties

• Melting Point: 233-236 °C
• Boiling Point: 411.375 °C at 760 mmHg
• Flash Point: 202.593 °C
• Appearance: yellow crystals
• Density: 1.45 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.632
• Storage Temp.: Keep Cold
• PKA: 12.61±0.20(Predicted)
• CAS DataBase Reference: 5-NITROOXINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-NITROOXINDOLE(20870-79-5)
• EPA Substance Registry System: 5-NITROOXINDOLE(20870-79-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 20870-79-5(Hazardous Substances Data)

Usage

Uses

Reactant for synthesis of 3-[4-(amino/methylsulfonyl)phenyl]methylene-indolin-2-one derivatives as novel COX-1/2 and 5-LOX inhibitorsReactant for preparation of Aurora kinase inhibitorsReactant for synthesis of 3-substituted 2-indolinone RET inhibitorsReactant for synthesis of 4-azachromeno[2,3-b]indol-11(6H)-ones and derivatives as analogs of ellipticineReactant for preparation of [18F]fluorobenzylidene-indolinone as possible tyrosine kinase inhibitor for PET tumor imagingReactant for preparation of 3-substituted indolin-2-ones as neuroprotective and toxic agents

InChI:InChI=1/C8H6N2O3/c11-8-4-5-3-6(10(12)13)1-2-7(5)9-8/h1-3H,4H2,(H,9,11)

Upstream product

• 6146-52-7 5-nitroindole 
• 3740-52-1 2-(2-nitrophenyl)acetic acid 
• 100-01-6 4-nitro-aniline 
• 79-04-9 chloroacetyl chloride 
• 62-53-3 aniline 
• 91-56-5 indole-2,3-dione 
• 42366-35-8 hydroxyimino-N-phenylacetamide 
• 612-53-3 (E)-3-iminoindolin-2-one 
• 611-09-6 5-nitroisatin 
• 59-48-3 2-oxoindole 
• 4036-14-0 5-Nitro-3-diazo-1,3-dihydro-2H-indol-2-one 
• 870-85-9 ethyl 3-methylaminocrotonate 
• 113423-47-5 3,3-dibromo-5-nitro-indolin-2-one 

Downstream Products

• 31523-05-4 5-amino-3,3-dimethyl-2-indolinone 
• 1261153-02-9 (E)-5-nitro-3-[[4-(sulfamoyl)phenyl]methylene]indolin-2-one 
• 1261152-88-8 (E)-5-nitro-3-[[4-(methylsulfonyl)phenyl]methylene]indolin-2-one 
• 611-09-6 5-nitroisatin 
• 1629164-59-5 (E)-3-((6-(4-chlorophenyl)-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl)methylene)-5-nitroindolin-2-one 
• 1629164-53-9 (E)-3-((6-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl)methylene)-5-nitroindolin-2-one 
• 422518-00-1 (Z)-1-acetyl-5-nitro-3-(phenyl(4-(piperidin-1-ylmethyl)phenylamino)methylene)-indolin-2-one 

Relevant articles and documents

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New cell cycle checkpoint pathways regulators with 2-Oxo-indoline scaffold as potential anticancer agents: Design, synthesis, biological activities and in silico studies

3-Arylidene-2-oxo-indoline derivatives are at the heart of a wide range of clinically, medicinally and biologically important compounds among the 2-oxo-indolines. A number of 3-arylidene-2-oxo-indolines have been approved for clinical application. Accordi

A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids

A novel method for the synthesis of 3-monohalooxindoles by acidolysis of isatin-derived 3-phosphate-substituted oxindoles with haloid acids was developed. This synthetic strategy involved the preparation of 3-phosphate-substituted oxindole intermediates and SN1 reactions with haloid acids. This new procedure features mild reaction conditions, simple operation, good yield, readily available and inexpensive starting materials, and gram-scalability.

A Unified Catalytic Asymmetric (4+1) and (5+1) Annulation Strategy to Access Chiral Spirooxindole-Fused Oxacycles

A unified catalytic asymmetric (N+1) (N=4, 5) annulation reaction of oxindoles with bifunctional peroxides has been achieved in the presence of a chiral phase-transfer catalyst (PTC). This general strategy utilizes peroxides as unique bielectrophilic four- or five-atom synthons to participate in the C?C and the subsequent umpolung C?O bond-forming reactions with one-carbon unit nucleophiles, thus providing a distinct method to access the valuable chiral spirooxindole-tetrahydrofurans and -tetrahydropyrans with good yields and high enantioselectivities under mild conditions. DFT calculations were performed to rationalize the origin of high enantioselectivity. The gram-scale syntheses and synthetic utility of the resultant products were also demonstrated.