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    Bucetin

    PharmaCompass
    Xls

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    2D Structure
    Also known as: 1083-57-4, 3-hydroxy-p-butyrophenetidine, Betadid, N-(4-ethoxyphenyl)-3-hydroxybutanamide, 3-hydroxy-p-butyrophenetidide, Butanamide, n-(4-ethoxyphenyl)-3-hydroxy-
    Molecular Formula
    C12H17NO3
    Molecular Weight
    223.27  g/mol
    InChI Key
    LIAWQASKBFCRNR-UHFFFAOYSA-N
    FDA UNII
    PLF54F8S2F
    Bucetin is an analgesic and antipyretic medication which was approved for use in Germany but was withdrawn from the market in 1986 due to renal toxicity caused by the medication.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-(4-ethoxyphenyl)-3-hydroxybutanamide
    2.1.2 InChI
    InChI=1S/C12H17NO3/c1-3-16-11-6-4-10(5-7-11)13-12(15)8-9(2)14/h4-7,9,14H,3,8H2,1-2H3,(H,13,15)
    2.1.3 InChI Key
    LIAWQASKBFCRNR-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCOC1=CC=C(C=C1)NC(=O)CC(C)O
    2.2 Other Identifiers
    2.2.1 UNII
    PLF54F8S2F
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Beta-hydroxybutyric Acid-p-phenetidide

    2. N-(beta-hydroxybutyryl)-p-phenetidine

    3. Nhb-ppt

    2.3.2 Depositor-Supplied Synonyms

    1. 1083-57-4

    2. 3-hydroxy-p-butyrophenetidine

    3. Betadid

    4. N-(4-ethoxyphenyl)-3-hydroxybutanamide

    5. 3-hydroxy-p-butyrophenetidide

    6. Butanamide, N-(4-ethoxyphenyl)-3-hydroxy-

    7. 3-hydroxy-4-butyrophenetidide

    8. Bucetinum

    9. 4'-ethoxy-3-hydroxybutyranilide

    10. P-butyrophenetidide, 3-hydroxy-

    11. (+)-bucetin

    12. (-)-bucetin

    13. Bucetin, (+)-

    14. Bucetin, (-)-

    15. Butyranilide, 4'-ethoxy-3-hydroxy-

    16. Nsc-320045

    17. Nsc-759243

    18. 6m7cvq8pf8

    19. Plf54f8s2f

    20. 1z23wb033i

    21. Butanamide, N-(4-ethoxyphenyl)-3-hydroxy-, (+)-

    22. Butanamide, N-(4-ethoxyphenyl)-3-hydroxy-, (-)-

    23. .beta.-hydroxybutyric Acid P-phenetidide

    24. Ncgc00166139-01

    25. Dsstox_cid_721

    26. Dsstox_rid_75756

    27. Dsstox_gsid_20721

    28. 156674-10-1

    29. 156674-11-2

    30. Bucetina

    31. Bucetine

    32. Bucetine [inn-french]

    33. Bucetinum [inn-latin]

    34. Bucetina [inn-spanish]

    35. Bucetin [inn:ban:jan]

    36. Cas-1083-57-4

    37. Ccris 2654

    38. Hoe 15239

    39. (+/-)-bucetin

    40. Einecs 214-109-8

    41. Beta-hydroxybutyric Acid-p-phenetidide

    42. Unii-6m7cvq8pf8

    43. Unii-plf54f8s2f

    44. Brn 2725755

    45. Beta-oxybuttersaeure-p-phenetidid [german]

    46. Unii-1z23wb033i

    47. Beta-oxybuttersaeure-p-phenetidid

    48. Bucetin (jan/inn)

    49. Bucetin [inn]

    50. Bucetin [jan]

    51. Bucetin [mi]

    52. N-[4-(ethyloxy)phenyl]-3-hydroxybutanamide

    53. Bucetin [who-dd]

    54. Bucetin, Analytical Standard

    55. 3-hydroxy-p-butyrophenetidid

    56. Schembl25373

    57. 4-13-00-01216 (beilstein Handbook Reference)

    58. Mls004773907

    59. Chembl1697856

    60. Dtxsid6020721

    61. Chebi:31311

    62. Liawqaskbfcrnr-uhfffaoysa-

    63. Hms3264h19

    64. Pharmakon1600-01505772

    65. .beta.-oxybuttersaeure-p-phenetidid

    66. Bcp10106

    67. Hy-b0906

    68. N-(3-hydroxybutyryl)-p-phenetidine

    69. Tox21_112334

    70. Tox21_201816

    71. Tox21_302889

    72. Mfcd00021906

    73. Nsc320045

    74. Nsc759243

    75. S4554

    76. Akos024319288

    77. Tox21_112334_1

    78. Ccg-214013

    79. Db13278

    80. Nsc 320045

    81. Nsc 759243

    82. .beta.-hydroxybutyric Acid-p-phenetidide

    83. Ncgc00166139-02

    84. Ncgc00166139-03

    85. Ncgc00256519-01

    86. Ncgc00259365-01

    87. Bs-14398

    88. Smr001550502

    89. N-(4-ethoxyphenyl)-3-hydroxybutanamide #

    90. P-ethoxy-n-(.beta.-hydroxybutyryl)aniline

    91. Sbi-0207039.p001

    92. H0371

    93. C71309

    94. D01116

    95. Ab01563248_01

    96. A852163

    97. Sr-01000872775

    98. J-002129

    99. Q4982520

    100. Sr-01000872775-1

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 223.27 g/mol
    Molecular Formula C12H17NO3
    XLogP31.8
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count5
    Exact Mass223.12084340 g/mol
    Monoisotopic Mass223.12084340 g/mol
    Topological Polar Surface Area58.6 Ų
    Heavy Atom Count16
    Formal Charge0
    Complexity212
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 ATC Code

    N - Nervous system

    N02 - Analgesics

    N02B - Other analgesics and antipyretics

    N02BE - Anilides

    N02BE04 - Bucetin