2,2-dichloro-N-[(1S,2R)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)(2,3,3-2H3)propan-2-yl]acetamide

• ChemBase ID: 169003
• Molecular Formular: C12H14Cl2FNO4S
• Molecular Mass: 358.2132632
• Monoisotopic Mass: 357.00046251
• SMILES: c1cc(ccc1[C@@H]([C@@H](NC(=O)C(Cl)Cl)CF)O)S(=O)(=O)C
• Canonical SMILES: FC[C@@H]([C@H](c1ccc(cc1)S(=O)(=O)C)O)NC(=O)C(Cl)Cl
• InChI: InChI=1S/C12H14Cl2FNO4S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-15)16-12(18)11(13)14/h2-5,9-11,17H,6H2,1H3,(H,16,18)/t9-,10-/m0/s1
• InChIKey: AYIRNRDRBQJXIF-UWVGGRQHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-dichloro-N-[(1S,2R)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)(2,3,3-^2H₃)propan-2-yl]acetamide
• IUPAC Traditional name: 2,2-dichloro-N-[(1S,2R)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)(2,3,3-^2H₃)propan-2-yl]acetamide
• Synonyms: 2,2-Dichloro-N-[(1R,2S)-1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide-d3; ent-Florfenicol-d3

Database IDs

• PubChem SID: 162263135
• PubChem CID: 71316768

CALCULATED PROPERTIES

• Molar Refractivity: 78.1875 cm^3
• Polarizability: 31.013456 Å^3
• Polar Surface Area: 83.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: 6.8353424
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.65278643
• LogD (pH = 7.4): 0.15264378
• Log P: 0.67011964

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 153-155°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - F405753

Labelled fluorinated derivative of thiamphenicol and enatiomer of Florfenicol (F405750).