ethyl 2-{[8-(4-methylbenzenesulfonamido)-2-[(E)-2-phenylethenyl]quinolin-6-yl]oxy}acetate

• ChemBase ID: 168715
• Molecular Formular: C28H26N2O5S
• Molecular Mass: 502.58144
• Monoisotopic Mass: 502.15624294
• SMILES: c1(cc(c2c(c1)ccc(n2)/C=C/c1ccccc1)NS(=O)(=O)c1ccc(cc1)C)OCC(=O)OCC
• Canonical SMILES: CCOC(=O)COc1cc(NS(=O)(=O)c2ccc(cc2)C)c2c(c1)ccc(n2)/C=C/c1ccccc1
• InChI: InChI=1S/C28H26N2O5S/c1-3-34-27(31)19-35-24-17-22-12-14-23(13-11-21-7-5-4-6-8-21)29-28(22)26(18-24)30-36(32,33)25-15-9-20(2)10-16-25/h4-18,30H,3,19H2,1-2H3/b13-11+
• InChIKey: IXNUYBPDJWYUSO-ACCUITESSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-{[8-(4-methylbenzenesulfonamido)-2-[(E)-2-phenylethenyl]quinolin-6-yl]oxy}acetate
• IUPAC Traditional name: ethyl 2-{[8-(4-methylbenzenesulfonamido)-2-[(E)-2-phenylethenyl]quinolin-6-yl]oxy}acetate
• Synonyms: 2-[[8-[[(4-Methylphenyl)sulfonyl]amino]-2-[(1E)-2-phenylethenyl]-6-quinolinyl]oxy]acetic Acid Ethyl Ester; Ethyl 2-(2-[(E)-2-Phenyl-1-ethenyl]-6-quinolyloxy-8-p-toluenesulfonamido)acetate

Database IDs

• CAS Number: 316124-89-7
• PubChem SID: 162262847
• PubChem CID: 6162905

CALCULATED PROPERTIES

• Acid pKa: 6.975522
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 5.513165
• LogD (pH = 7.4): 5.0798044
• Log P: 5.5285034
• Molar Refractivity: 138.9259 cm^3
• Polarizability: 55.556885 Å^3
• Polar Surface Area: 94.59 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White Needles
• Melting Point: 149-151°C

DETAILS

Toronto Research Chemicals - E925440

A fluorescent reagent and indicator of intracellular zinc ions.

REFERENCES

• Kimber, M.C., et al.: J. Org. Chem., 65, 8204 (2000)