(2S,3E)-4-bromo-1-[4-fluoro(2H4)phenoxy]but-3-en-2-ol

• ChemBase ID: 162896
• Molecular Formular: C10H10BrFO2
• Molecular Mass: 261.0876032
• Monoisotopic Mass: 259.98481978
• SMILES: c1c(ccc(c1)OC[C@H](/C=C/Br)O)F
• Canonical SMILES: Br/C=C/[C@@H](COc1ccc(cc1)F)O
• InChI: InChI=1S/C10H10BrFO2/c11-6-5-9(13)7-14-10-3-1-8(12)2-4-10/h1-6,9,13H,7H2/b6-5+/t9-/m0/s1
• InChIKey: BCBQENYDWQAHMZ-CYNONHLPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3E)-4-bromo-1-[4-fluoro(^2H₄)phenoxy]but-3-en-2-ol
• IUPAC Traditional name: (2S,3E)-4-bromo-1-[4-fluoro(^2H₄)phenoxy]but-3-en-2-ol
• Synonyms: (2S,3E)-4-Bromo-1-(4-fluorophenoxy)-3-buten-2-ol-d4

Database IDs

• PubChem SID: 162257031
• PubChem CID: 71314247

CALCULATED PROPERTIES

• Acid pKa: 14.039859
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.541097
• LogD (pH = 7.4): 2.5410967
• Log P: 2.541097
• Molar Refractivity: 55.4824 cm^3
• Polarizability: 21.308464 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Semi-Solid

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B684372

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)