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

• ChemBase ID: 29748
• Molecular Formular: C8H6FNO
• Molecular Mass: 151.1377432
• Monoisotopic Mass: 151.04334204
• SMILES: c1(ccc2c(c1)CC(=O)N2)F
• Canonical SMILES: O=C1Nc2c(C1)cc(cc2)F
• InChI: InChI=1S/C8H6FNO/c9-6-1-2-7-5(3-6)4-8(11)10-7/h1-3H,4H2,(H,10,11)
• InChIKey: DDIIYGHHUMKDGI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-fluoro-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: 5-fluoro-1,3-dihydroindol-2-one
• Synonyms: 5-Fluoro-1,3-dihydro-indol-2-one; 5-Fluoro-2-oxindole; 5-Fluorooxindole; 5-Fluoro-1,3-dihydroindol-2-one; 5-Fluoro-2,3-dihydro-2-oxoindole; 5-Fluoro-2-oxindole; 5-fluoroindolin-2-one; 5-Fluoro-1,3-dihydro-2H-indol-2-one; 5-Fluoro-2-oxindole 98%; 5-Fluorooxindole; 5-fluoro-2,3-dihydro-1H-indol-2-one; 5-氟吲哚-2-酮

Database IDs

• CAS Number: 56341-41-4
• MDL Number: MFCD02179598
• PubChem SID: 24881126; 160993055
• PubChem CID: 3731012

CALCULATED PROPERTIES

• Acid pKa: 11.67282
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.2147518
• LogD (pH = 7.4): 1.214729
• Log P: 1.2147521
• Molar Refractivity: 39.8013 cm^3
• Polarizability: 14.183201 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Light Yellow Crystalline
• Melting Point: 134-138°C; 142-143°C; 142-145°C; 142-146°C; 143-147 °C(lit.)
• Hydrophobicity(logP): 1.108

Safety Information

• Storage Warning: IRRITANT, KEEP COLD; Irritant/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C8H6FNO

DETAILS

Sigma Aldrich - 586579

Packaging
500 mg in glass bottle
Application
Reactant for preparation of:
• Glycogen synthase kinase 3 beta (GSK-3β) inhibitors1
• Antitumor agents2
• Cyclooxygenase 1/2 (COX-1/2) and 5-lipoxygenase (5-LOX) inhibitors3
• Multitargeted Receptor Tyrosine Kinase Inhibitors4
• Non-peptide thrombopoietin (TPO) receptor ligands5
• Aurora kinase inhibitors6
• Inhibitors of cyclin-dependent kinase CDK2/cyclin A7
• Selective norepinephrine reuptake inhibitors8
• B-cell lymphoma-extra large molecule (Bcl-XL) inhibitor Z369
• Inducers of NAD(P)H-quinone oxidoreductase 1 (NQO1)10