5-fluoro-2,3-dihydro-1H-indole-2,3-dione

• ChemBase ID: 10338
• Molecular Formular: C8H4FNO2
• Molecular Mass: 165.1212632
• Monoisotopic Mass: 165.02260659
• SMILES: C1(=O)Nc2c(C1=O)cc(cc2)F
• Canonical SMILES: Fc1ccc2c(c1)C(=O)C(=O)N2
• InChI: InChI=1S/C8H4FNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
• InChIKey: GKODDAXOSGGARJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-fluoro-2,3-dihydro-1H-indole-2,3-dione
• IUPAC Traditional name: 5-fluoro-1H-indole-2,3-dione
• Synonyms: 5-Fluoroindoline-2,3-dione; 5-Fluoro-1H-indole-2,3-dione; 5-Fluoroisatin 97%; 5-Fluoro-2,3-indoledione; NSC 39161; 5-Fluoroisatin; 5-Fluoroisatine; 5-Fluoro Isatin; 5-fluoro-1H-indole-2,3-dione; 5-Fluoroisatin; 5-fluoroindoline-2,3-dione; 5-fluoro-2,3-dihydro-1H-indole-2,3-dione; 5-氟靛红

Database IDs

• CAS Number: 443-69-6
• EC Number: 000-000-0
• MDL Number: MFCD00022795
• Beilstein Number: 131241
• PubChem SID: 24862375; 160973645
• PubChem CID: 236566

CALCULATED PROPERTIES

• Acid pKa: 8.99845
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.7441145
• LogD (pH = 7.4): 1.7339784
• Log P: 1.7442455
• Molar Refractivity: 40.6914 cm^3
• Polarizability: 14.317888 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Red Solid
• Melting Point: >208°C (dec.); 224-227 °C(lit.); 224-227°C; 224-227°C; 225 - 227°C
• Hydrophobicity(logP): 0.971

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C8H4FNO2

DETAILS

Sigma Aldrich - 366978

Packaging
5 g in glass bottle
Application
Reactant for preparation of:
• Spiro[indole-thiazolidinones] as biologically relevan synthesis scaffolds1
• Potential antimycobacterial agents2
• Inhibitors of c-Met kinase3
• Inhibitors of TAK1 kinase4
• Herpes simplex virus inhibitors5
• IKKβ inhibitors6
• Inhibitors of vitiligo disease7
• Potential drug candidates with anti-HIV activity and anti-tubercular activity8

Toronto Research Chemicals - F592000

It showed antibacterial and antifungal activities.

REFERENCES

• He, X., et al.: Nature, 374, 617 (1995)
• Summers, S., et al.: J. Biol. Chem., 274, 17934 (1995)
• Meijer, L., et al.: Chem. Biol., 7, 51 (1995)