6-bromo-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 67547
• Molecular Formular: C8H6BrNO
• Molecular Mass: 212.04334
• Monoisotopic Mass: 210.96327582
• SMILES: N1C(=O)Cc2ccc(cc12)Br
• Canonical SMILES: O=C1Cc2c(N1)cc(cc2)Br
• InChI: InChI=1S/C8H6BrNO/c9-6-2-1-5-3-8(11)10-7(5)4-6/h1-2,4H,3H2,(H,10,11)
• InChIKey: JARRYVQFBQVOBE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-bromo-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: 6-bromo-1,3-dihydroindol-2-one
• Synonyms: 6-Bromooxindole; 6-Bromo-1,3-dihydro-2H-indol-2-one; 6-Bromoindolin-2-one; 6-Bromo-2-oxindole 97%; 6-Bromoindolin-2-one; 6-Bromo-1,3-dihydroindol-2-one; 6-Bromo-2-indolinone; 6-Bromo-2-oxoindoline; 6-Bromoindol-2-one; 6-Bromooxindole; 6-Bromo-2-oxindole; 6-bromo-2,3-dihydro-1H-indol-2-one; 6-Bromo-2-oxindole; 6-溴-2-羟吲哚

Database IDs

• CAS Number: 99365-40-9
• MDL Number: MFCD02179605
• PubChem SID: 24881127; 162033282
• PubChem CID: 2773289

CALCULATED PROPERTIES

• Acid pKa: 11.974246
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.8408027
• LogD (pH = 7.4): 1.8407912
• Log P: 1.8408028
• Molar Refractivity: 47.2077 cm^3
• Polarizability: 17.34038 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 216 - 220°C; 217-221 °C(lit.); 217-221°C
• Hydrophobicity(logP): 1.828

Safety Information

• Storage Warning: Harmful/Irritant/Light Sensitive/Store under Argon; IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C8H6BrNO

DETAILS

Sigma Aldrich - 586595

Packaging
500 mg in glass bottle

Toronto Research Chemicals - B684310

An indolinone derivative used for the preparation of p38α inhibitors as potential antiinflammatories.

REFERENCES

• Eastwood, P., et al.: Bioorg. Med. Chem. Lett., 21, 5270 (2011)