1-[4-fluoro(2H4)phenoxy]but-3-yn-2-yl 3,5-dinitrobenzoate

• ChemBase ID: 169199
• Molecular Formular: C17H11FN2O7
• Molecular Mass: 374.2768432
• Monoisotopic Mass: 374.05502892
• SMILES: c1c(ccc(c1)OCC(C#C)OC(=O)c1cc(cc(c1)[N+](=O)[O-])[N+](=O)[O-])F
• Canonical SMILES: C#CC(OC(=O)c1cc(cc(c1)[N+](=O)[O-])[N+](=O)[O-])COc1ccc(cc1)F
• InChI: InChI=1S/C17H11FN2O7/c1-2-15(10-26-16-5-3-12(18)4-6-16)27-17(21)11-7-13(19(22)23)9-14(8-11)20(24)25/h1,3-9,15H,10H2
• InChIKey: PSAPRZKMYHUOSK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-fluoro(^2H₄)phenoxy]but-3-yn-2-yl 3,5-dinitrobenzoate
• IUPAC Traditional name: 1-[4-fluoro(^2H₄)phenoxy]but-3-yn-2-yl 3,5-dinitrobenzoate
• Synonyms: 1-(4-Fluorophenoxy-d4)-2-(3,5-dinitrobenzoate)3-butyn-2-ol

Database IDs

• PubChem SID: 162263331
• PubChem CID: 71316859

CALCULATED PROPERTIES

• Acid pKa: 18.091127
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 3.9312928
• LogD (pH = 7.4): 3.9312928
• Log P: 3.9312928
• Molar Refractivity: 90.7517 cm^3
• Polarizability: 33.1294 Å^3
• Polar Surface Area: 127.17 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - F595532

Intermediate in the preparation of labelled Lipoxin analogs.

REFERENCES

• Phillips, E., et al.: Bioorg. Med. Chem. Lett., 13, 3223 (2003)
• Guilford, W., et al.: J. Med. Chem., 47, 2157 (2003)