5-nitro-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 74807
• Molecular Formular: C8H6N2O3
• Molecular Mass: 178.14484
• Monoisotopic Mass: 178.03784206
• SMILES: N1C(=O)Cc2cc(ccc12)[N+](=O)[O-]
• Canonical SMILES: O=C1Nc2c(C1)cc(cc2)[N+](=O)[O-]
• InChI: InChI=1S/C8H6N2O3/c11-8-4-5-3-6(10(12)13)1-2-7(5)9-8/h1-3H,4H2,(H,9,11)
• InChIKey: JQCGHRDKVZPCRO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-nitro-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: 5-nitro-1,3-dihydroindol-2-one
• Synonyms: 1,3-Dihydro-5-nitro-2H-indol-2-one; 5-Nitroindolin-2-one; 5-Nitro-2-oxindole 96%; NSC 25199; NSC 99066; 5-Nitro-1,3-dihydroindole-2-one; 5-Nitro-2-oxindole; 5-Nitroindolin-2-one; 5-NITROOXINDOLE; 5-nitro-1,3-dihydro-2H-indol-2-one; 5-硝基-1,3-二氢-2H-吲哚-2-酮; 5-硝基吲哚-2-酮

Database IDs

• CAS Number: 20870-79-5
• MDL Number: MFCD00456999
• PubChem SID: 162039725; 24883978
• PubChem CID: 230366

CALCULATED PROPERTIES

• Acid pKa: 10.846573
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.0120324
• LogD (pH = 7.4): 1.0118793
• Log P: 1.0120344
• Molar Refractivity: 45.9054 cm^3
• Polarizability: 16.422009 Å^3
• Polar Surface Area: 72.24 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 233-236 °C; 233-236°C; 236 - 238°C
• Hydrophobicity(logP): 1.002

Safety Information

• Storage Warning: Harmful/Irritant/Keep Cold/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38-43
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H317-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95%; 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C8H6N2O3

DETAILS

Sigma Aldrich - 653683

Packaging
1, 5 g in glass bottle
Application

• Reactant for synthesis of 3-[4-(amino/methylsulfonyl)phenyl]methylene-indolin-2-one derivatives as novel COX-1/2 and 5-LOX inhibitors1
• Reactant for preparation of Aurora kinase inhibitors2
• Reactant for synthesis of 3-substituted 2-indolinone RET inhibitors3
• Reactant for synthesis of 4-azachromeno[2,3-b]indol-11(6H)-ones and derivatives as analogs of ellipticine4
• Reactant for preparation of [18F]fluorobenzylidene-indolinone as possible tyrosine kinase inhibitor for PET tumor imaging5
• Reactant for preparation of 3-substituted indolin-2-ones as neuroprotective and toxic agents6