2,3-dioxo-2,3-dihydro-1H-indole-5-sulfonyl chloride

• ChemBase ID: 164641
• Molecular Formular: C8H4ClNO4S
• Molecular Mass: 245.63966
• Monoisotopic Mass: 244.95495629
• SMILES: c1(ccc2c(c1)C(=O)C(=O)N2)S(=O)(=O)Cl
• Canonical SMILES: O=C1Nc2c(C1=O)cc(cc2)S(=O)(=O)Cl
• InChI: InChI=1S/C8H4ClNO4S/c9-15(13,14)4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
• InChIKey: JUJRKHHCIXKFQG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dioxo-2,3-dihydro-1H-indole-5-sulfonyl chloride
• IUPAC Traditional name: 2,3-dioxo-1H-indole-5-sulfonyl chloride
• Synonyms: 2,3-Dihydro-2,3-dioxo-1H-indole-5-sulfonyl Chloride; 5-Isatinsulfonyl Chloride; 5-(Chlorosulfonyl) Isatin; 2,3-dioxo-2,3-dihydro-1H-indole-5-sulfonyl chloride

Database IDs

• CAS Number: 132898-96-5
• MDL Number: MFCD11974220
• PubChem SID: 162258776
• PubChem CID: 15908947

CALCULATED PROPERTIES

• Acid pKa: 8.593106
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5475137
• LogD (pH = 7.4): 1.522247
• Log P: 1.5478466
• Molar Refractivity: 54.6692 cm^3
• Polarizability: 20.785612 Å^3
• Polar Surface Area: 80.31 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Solid
• Melting Point: 184 - 186°C
• Hydrophobicity(logP): -1.144

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - C380015

Reagent used in the preparation of biologically active Isatin derivatives.

REFERENCES

• Havran, L., et al.: Bioorg. Med. Chem., 17, 7755 (2009)
• Chu, W., et al.: J. Med. Chem., 52, 2188 (2009)