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    Fenbufen

    ACTIVE PHARMA INGREDIENTS

    REF. STANDARDS & IMPURITIES

    PharmaCompass
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    2D Structure
    Also known as: 36330-85-5, Lederfen, Cinopal, Bufemid, Napanol, 4-(4-biphenylyl)-4-oxobutyric acid
    Molecular Formula
    C16H14O3
    Molecular Weight
    254.28  g/mol
    InChI Key
    ZPAKPRAICRBAOD-UHFFFAOYSA-N
    FDA UNII
    9815R1WR9B
    Fenbufen is a non-steroidal anti-inflammatory drug used primarily to treat inflammation in osteoarthritis, ankylosing spondylitis, and tendinitis. It can also be used to relieve backaches, sprains, and fractures. Fenbufen is available as a capsule or tablet sold with the brand names Cepal, Cinopal, Cybufen, Lederfen, and Reugast. Fenbufen acts by preventing cyclooxygenase from producing prostaglandins which can cause inflammation.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-oxo-4-(4-phenylphenyl)butanoic acid
    2.1.2 InChI
    InChI=1S/C16H14O3/c17-15(10-11-16(18)19)14-8-6-13(7-9-14)12-4-2-1-3-5-12/h1-9H,10-11H2,(H,18,19)
    2.1.3 InChI Key
    ZPAKPRAICRBAOD-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)CCC(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    9815R1WR9B
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cinopal

    2. Gamma-oxo(1,1'-biphenyl)-4-butanoic Acid

    3. Lederfen

    2.3.2 Depositor-Supplied Synonyms

    1. 36330-85-5

    2. Lederfen

    3. Cinopal

    4. Bufemid

    5. Napanol

    6. 4-(4-biphenylyl)-4-oxobutyric Acid

    7. 3-(4-phenylbenzoyl)propionic Acid

    8. 3-(4-biphenylylcarbonyl)propionic Acid

    9. 4-([1,1'-biphenyl]-4-yl)-4-oxobutanoic Acid

    10. 4-(biphenyl-4-yl)-4-oxobutanoic Acid

    11. Cl-82204

    12. Gamma-oxo(1,1'-biphenyl)-4-butanoic Acid

    13. 3-(4-biphenylcarbonyl)propionic Acid

    14. 4-oxo-4-(4-phenylphenyl)butanoic Acid

    15. Cl 82204

    16. 4-(4-biphenyl)-4-oxobutyric Acid

    17. 4-biphenyl-4-yl-4-oxobutanoic Acid

    18. Butyric Acid 4-(4-biphenyl)-4-oxo-

    19. Mls000069810

    20. Propionic Acid, 3-(4-biphenylylcarbonyl)-

    21. Mfcd00056701

    22. Nsc-757812

    23. Smr000059150

    24. Cl 82,204

    25. Chembl277522

    26. Chebi:31599

    27. 9815r1wr9b

    28. [1,1'-biphenyl]-4-butanoic Acid, .gamma.-oxo-

    29. Fenbufen 100 Microg/ml In Acetonitrile

    30. Ncgc00016834-01

    31. Cas-36330-85-5

    32. Dsstox_cid_3043

    33. 4-[1,1'-biphenyl-4-yl]-4-oxobutanoic Acid

    34. Dsstox_rid_76849

    35. Dsstox_gsid_23043

    36. Fenbufenum

    37. Cinopol

    38. Fenbufene

    39. Fenbufene [inn-french]

    40. Fenbufenum [inn-latin]

    41. Beta,p-phenylbenzoylpropionic Acid

    42. 4-{[1,1'-biphenyl]-4-yl}-4-oxobutanoic Acid

    43. Sr-01000721906

    44. Einecs 252-979-0

    45. Brn 2378560

    46. Diphenyl-4-gamma-oxo-gamma-butyric Acid

    47. (1,1'-biphenyl)-4-butanoic Acid, .gamma.-oxo-

    48. Unii-9815r1wr9b

    49. Fenbufen [usan:inn:ban:jan]

    50. Fenbufen,(s)

    51. Prestwick_567

    52. (1,1'-biphenyl)-4-butanoic Acid, Gamma-oxo-

    53. Fenbufen, 96%

    54. Spectrum_001248

    55. Fenbufen [usan]

    56. Opera_id_464

    57. Fenbufen [inn]

    58. Fenbufen [jan]

    59. Fenbufen [mi]

    60. Prestwick0_000218

    61. Prestwick1_000218

    62. Prestwick2_000218

    63. Prestwick3_000218

    64. Spectrum2_001389

    65. Spectrum3_001430

    66. Spectrum4_000411

    67. Spectrum5_001528

    68. Fenbufen [mart.]

    69. Fenbufen [who-dd]

    70. Schembl25117

    71. Bspbio_000235

    72. Bspbio_003140

    73. Fenbufen, Analytical Standard

    74. Kbiogr_000702

    75. Kbioss_001728

    76. 3-10-00-03334 (beilstein Handbook Reference)

    77. Mls001074090

    78. Divk1c_000025

    79. Spectrum1501008

    80. Spbio_001378

    81. Spbio_002156

    82. Bpbio1_000259

    83. Fenbufen (jp17/usan/inn)

    84. Zinc1427

    85. Fenbufen [ep Monograph]

    86. Dtxsid9023043

    87. Hms500b07

    88. Kbio1_000025

    89. Kbio2_001728

    90. Kbio2_004296

    91. Kbio2_006864

    92. Kbio3_002360

    93. Ninds_000025

    94. Hms1568l17

    95. Hms1921b13

    96. Hms2090g14

    97. Hms2092b03

    98. Hms2095l17

    99. Hms2235i24

    100. Hms3372m18

    101. Hms3712l17

    102. Hms3885n06

    103. Pharmakon1600-01501008

    104. 4-biphenyl-4-yl-4-oxobutyric Acid

    105. Bcp12106

    106. Hy-b1138

    107. .beta.,p-phenylbenzoylpropionic Acid

    108. 3-(4-phenyl)benzoyl Propionic Acid

    109. Tox21_110638

    110. Bdbm50240374

    111. Ccg-38988

    112. Nsc757812

    113. S4526

    114. Stk202178

    115. 4-biphenyl-4-yl-4-oxo-butyric Acid

    116. Akos000200430

    117. Tox21_110638_1

    118. Cs-4743

    119. Db08981

    120. Nsc 757812

    121. Ss-4225

    122. 3-(4'-biphenylcarbonyl) Propanoic Acid

    123. Idi1_000025

    124. 3-(4-biphenylylcarbonyl) Propionic Acid

    125. 3-(4-biphenylylcarbonyl)-propionic Acid

    126. Ncgc00016834-02

    127. Ncgc00016834-03

    128. Ncgc00016834-04

    129. Ncgc00016834-07

    130. Ncgc00094886-01

    131. Ncgc00094886-02

    132. Ncgc00094886-03

    133. Ac-14459

    134. Sbi-0051631.p002

    135. Ab00052195

    136. Bb 0221124

    137. Ft-0626394

    138. Gamma-oxo(1,1''-biphenyl)-4-butanoic Acid

    139. .gamma.-oxo(1,1'-biphenyl)-4-butanoic Acid

    140. Diphenyl-4-.gamma.-oxo-.gamma.-butyric Acid

    141. 4-([1,1'-biphenyl]-4-yl)-4-oxobutanoicacid

    142. 4-[1,1''-biphenyl-4-yl]-4-oxobutanoic Acid

    143. D01344

    144. 4-[1,1'-biphenyl]-4-yl-4-oxobutanoic Acid #

    145. Ab00052195-13

    146. Ab00052195_14

    147. Q2304195

    148. Sr-01000721906-2

    149. Sr-01000721906-4

    150. Sr-01000721906-5

    151. Brd-k12513978-001-05-0

    152. Brd-k12513978-001-16-7

    153. Z99599540

    154. Fenbufen, European Pharmacopoeia (ep) Reference Standard

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 254.28 g/mol
    Molecular Formula C16H14O3
    XLogP33.2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count5
    Exact Mass254.094294304 g/mol
    Monoisotopic Mass254.094294304 g/mol
    Topological Polar Surface Area54.4 Ų
    Heavy Atom Count19
    Formal Charge0
    Complexity310
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    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

    Cyclooxygenase Inhibitors

    Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)

    Anti-Inflammatory Agents, Non-Steroidal

    Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

    4.2 ATC Code

    M - Musculo-skeletal system

    M01 - Antiinflammatory and antirheumatic products

    M01A - Antiinflammatory and antirheumatic products, non-steroids

    M01AE - Propionic acid derivatives

    M01AE05 - Fenbufen