7-(trifluoromethyl)-2,3-dihydro-1H-indole-2,3-dione

• ChemBase ID: 58971
• Molecular Formular: C9H4F3NO2
• Molecular Mass: 215.1287696
• Monoisotopic Mass: 215.01941303
• SMILES: c12NC(=O)C(=O)c2cccc1C(F)(F)F
• Canonical SMILES: O=C1C(=O)Nc2c1cccc2C(F)(F)F
• InChI: InChI=1S/C9H4F3NO2/c10-9(11,12)5-3-1-2-4-6(5)13-8(15)7(4)14/h1-3H,(H,13,14,15)
• InChIKey: MXLDJTXXAYVWDF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(trifluoromethyl)-2,3-dihydro-1H-indole-2,3-dione
• IUPAC Traditional name: 7-(trifluoromethyl)-1H-indole-2,3-dione
• Synonyms: 7-(Trifluoromethyl)-1H-indole-2,3-dione; 7-Trifluoromethylisatin; 7-(Trifluoromethyl)indoline-2,3-dione 98%; 7-(Trifluoromethyl)isatin; 7-(Trifluoromethyl)1H-indole-2,3-dione; 7-(TRIFLUOROMETHYL)ISATIN

Database IDs

• CAS Number: 391-12-8
• MDL Number: MFCD01248408
• PubChem SID: 162063734
• PubChem CID: 604575

CALCULATED PROPERTIES

• Acid pKa: 8.425926
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.478903
• LogD (pH = 7.4): 2.442327
• Log P: 2.479392
• Molar Refractivity: 46.4487 cm^3
• Polarizability: 15.940372 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Brown Solid
• Melting Point: 185-187°C; 187 - 189°C; 192-193°C
• Hydrophobicity(logP): 1.711

Safety Information

• Storage Warning: IRRITANT; Irritant
• TSCA Listed: false

Product Information

• Purity: 95%; 95+%; 98%

DETAILS

Toronto Research Chemicals - T791300

An indole derivative as inhibitor of COX-1, COX-2, and β-catenin. Useful in the treatment of diseases such as: lung cancer, diabetes and Alzheimer's disease.

REFERENCES

• Medwid, J., et al.: J. Med. Chem., 33, 1230 (1990)
• Collins, L., et al.: Antimicrob. Agents Chemother., 41, 1004 (1990)
• Dandia, A., et al.: Bioorg. Med. Chem., 14, 2409 (1990)