6-bromo-1-benzothiophene-2-carbaldehyde

• ChemBase ID: 53858
• Molecular Formular: C9H5BrOS
• Molecular Mass: 241.1044
• Monoisotopic Mass: 239.92444778
• SMILES: c1(cc2c(s1)cc(cc2)Br)C=O
• Canonical SMILES: O=Cc1cc2c(s1)cc(cc2)Br
• InChI: InChI=1S/C9H5BrOS/c10-7-2-1-6-3-8(5-11)12-9(6)4-7/h1-5H
• InChIKey: CENQBZNSQSCMTO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-bromo-1-benzothiophene-2-carbaldehyde
• IUPAC Traditional name: 6-bromo-1-benzothiophene-2-carbaldehyde
• Synonyms: 6-Bromo-benzo[b]thiophene-2-carbaldehyde; 6-Bromobenzo[b]thiophene-2-carboxaldehyde; 6-Bromobenzo[b]thiophene-2-carbaldehyde

Database IDs

• CAS Number: 19075-45-7
• MDL Number: MFCD09834665
• PubChem SID: 162058621
• PubChem CID: 56832309

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.462965
• LogD (pH = 7.4): 3.462965
• Log P: 3.462965
• Molar Refractivity: 53.389 cm^3
• Polarizability: 21.161808 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - B680260

6-Bromobenzo[b]thiophene-2-carbaldehyde is an aryl-substituted isobenzofuran-1(3H)-one as an inhibitor of the lymphocyte pore-forming protein perforin.

REFERENCES

• Lieberman, J., et al.: Curr. Opin Immunol., 5, 513 (2003)
• Voskoboinik, I., et al.: J. Biol. Chem., 280, 8426 (2003)
• Voskoboinik, I., et al.: Immunol. Rev., 235, 35 (2003)
• Lyons, D., et al.: Bioorg. Med. Chem., 19, 4091 (2003)