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    Prestwick3_000955
    Also known as: 73231-34-2, Nuflor, (-)-florfenicol, Sch-25298, 76639-94-6, Sch 25298
    Molecular Formula
    C12H14Cl2FNO4S
    Molecular Weight
    358.2  g/mol
    InChI Key
    AYIRNRDRBQJXIF-NXEZZACHSA-N
    FDA UNII
    9J97307Y1H
    Florfenicol is a fluorinated synthetic analog of thiamphenicol.
    1 2D Structure

    Prestwick3_000955

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2,2-dichloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide
    2.1.2 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-/m1/s1
    2.1.3 InChI Key
    AYIRNRDRBQJXIF-NXEZZACHSA-N
    2.1.4 Canonical SMILES
    CS(=O)(=O)C1=CC=C(C=C1)C(C(CF)NC(=O)C(Cl)Cl)O
    2.1.5 Isomeric SMILES
    CS(=O)(=O)C1=CC=C(C=C1)[C@H]([C@@H](CF)NC(=O)C(Cl)Cl)O
    2.2 Other Identifiers
    2.2.1 UNII
    9J97307Y1H
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 3-fluorothiamphenicol

    2. Chloramphen

    3. Florphenicol

    4. Sch 25298

    5. Sch-25298

    6. Thiamphenicol, 3-fluoro

    2.3.2 Depositor-Supplied Synonyms

    1. 73231-34-2

    2. Nuflor

    3. (-)-florfenicol

    4. Sch-25298

    5. 76639-94-6

    6. Sch 25298

    7. Nuflor Gold

    8. 2,2-dichloro-n-[(1r,2s)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide

    9. Chebi:87185

    10. D-threo-2,2-dichloro-n-(alpha-(fluoromethyl)-beta-hydroxy-p-(methylsulfonyl)phenethyl)acetamide

    11. 9j97307y1h

    12. Nsc-759287

    13. Acetamide, 2,2-dichloro-n-((1s,2r)-1-(fluoromethyl)-2-hydroxy-2-(4-(methylsulfonyl)phenyl)ethyl)-

    14. Aquafen

    15. 2,2-dichloro-n-((1r,2s)-3-fluoro-1-hydroxy-1-(4-(methylsulfonyl)phenyl)propan-2-yl)acetamide

    16. 2,2-dichloro-n-[(1r,2s)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide

    17. Dsstox_cid_25500

    18. Dsstox_rid_80918

    19. Dsstox_gsid_45500

    20. Acetamide, 2,2-dichloro-n-(1-(fluoromethyl)-2-hydroxy-2-(4-(methylsulfonyl)phenyl)ethyl)-, (r-(r*,s*))-

    21. 2,2-dichloro-n-[(1r,2s)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)-2-propyl]acetamide

    22. D-(-)-threo-2-dichloroacetamido-3-fluoro-1-(4-methylsulfonylphenyl)-1-propanol

    23. Florfenicol [usan:inn:ban]

    24. 2,2-dichloro-n-(1-(fluoromethyl)-2-hydroxy-2-(4-(methylsulfonyl)phenyl)ethyl)acetamide

    25. Unii-9j97307y1h

    26. 2,2-dichloro-n-((1r,2s)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)-2-propyl)acetamide

    27. Ncgc00016922-01

    28. Cas-73231-34-2

    29. Mfcd00864834

    30. Nuflor (tn)

    31. Florfenicol [mi]

    32. Prestwick0_000955

    33. Prestwick1_000955

    34. Prestwick2_000955

    35. Prestwick3_000955

    36. Florfenicol [inn]

    37. Florfenicol [jan]

    38. Florfenicol (usan/inn)

    39. Florfenicol [usan]

    40. Florfenicol [mart.]

    41. Schembl49425

    42. Bspbio_000950

    43. Mls002154071

    44. Spbio_003099

    45. Bpbio1_001046

    46. Chembl1241590

    47. Dtxsid9045500

    48. Florfenicol [green Book]

    49. Schembl21835523

    50. (-)-florfenicol;sch-25298

    51. Hms1570p12

    52. Hms2090i10

    53. Hms2097p12

    54. Hms2230k18

    55. Hms3714p12

    56. Zinc537733

    57. Act06682

    58. Hy-b1374

    59. Osurnia Component Florfenicol

    60. Zeleris Component Florfenicol

    61. Tox21_110683

    62. S4201

    63. Akos015889457

    64. Tox21_110683_1

    65. Ac-4340

    66. Ccg-220955

    67. Cs-4857

    68. Db11413

    69. Florfenicol Component Of Osurnia

    70. Florfenicol Component Of Zeleris

    71. Ks-5028

    72. Nsc 759287

    73. 2,2-dichloro-n-[(1s,2r)-1-(fluoromethyl)-2-hydroxy-2-(4-methylsulfonylphenyl)ethyl]acetamide

    74. Florfenicol [ema Epar Veterinary]

    75. Ncgc00179366-01

    76. Ncgc00179366-03

    77. Ncgc00179366-04

    78. 2,2-dichloro-n-((alphas,betar)-alpha-(fluoromethyl)-beta-hydroxy-p-(methylsulfonyl)phenethyl)acetamide

    79. Benzenesulfonic Acid, 4-(2-((dichloroacetyl)amino)-3-fluoro-1-hydroxypropyl)-, Methyl Ester, (r-(r*,s*))-

    80. Bf166386

    81. Smr001233384

    82. (methylsulfonyl)phenyl)propan-2-yl)acetamide

    83. Ab00513976

    84. F0811

    85. Sw197224-3

    86. D04194

    87. T72886

    88. Ab00513976_09

    89. 231f342

    90. A838774

    91. Q408400

    92. Florfenicol, Analytical Standard, For Drug Analysis

    93. Brd-k11298197-001-03-9

    94. 2,2-dichloro-n-((1r,2s)-3-fluoro-1-hydroxy-1-(4-

    95. (1r,2s)-2-dichloroacetamido-3-fluoro-1-[4-(methylsulfonyl) Phenyl]-1-propanol

    96. (1r,2s)-2-dichloroacetamido-3-fluoro-1-[4-(methylsulfonyl)phenyl]-1-propanol

    97. 2,2-dichlor-n-((1r,2s)-3-fluor-1-hydroxy- 1-(4-(methylsulfonyl)-phenyl)-propan-2-yl)-ethanamide

    98. 2,2-dichloro-n-((.alpha.s,.beta.r)-.alpha.-(fluoromethyl)-.beta.-hydroxy-p-(methylsulfonyl)phenethyl)acetamide

    99. 2,2-dichloro-n-[(1r,2r)-3-fluoro-1-hydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide

    100. 2,2-dichloro-n-{(1r,2s)-3-fluoro-1-hydroxy-1-[4-(methanesulfonyl)phenyl]propan-2-yl}acetamide

    101. D-threo-2,2-dichloro-n-(.alpha.-(fluoromethyl)-.beta.-hydroxy-p-(methylsulfonyl)phenethyl)acetamide

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 358.2 g/mol
    Molecular Formula C12H14Cl2FNO4S
    XLogP30.8
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count6
    Exact Mass357.0004627 g/mol
    Monoisotopic Mass357.0004627 g/mol
    Topological Polar Surface Area91.8 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity447
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

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