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    Chemistry

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    Also known as: Sodium 4-phenylbutyrate, 1716-12-7, Sodium 4-phenylbutanoate, Buphenyl, Tributyrate, Ammonaps
    Molecular Formula
    C10H11NaO2
    Molecular Weight
    186.18  g/mol
    InChI Key
    VPZRWNZGLKXFOE-UHFFFAOYSA-M
    FDA UNII
    NT6K61736T
    Sodium Phenylbutyrate
    1 2D Structure

    Sodium Phenylbutyrate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;4-phenylbutanoate
    2.1.2 InChI
    InChI=1S/C10H12O2.Na/c11-10(12)8-4-7-9-5-2-1-3-6-9;/h1-3,5-6H,4,7-8H2,(H,11,12);/q;+1/p-1
    2.1.3 InChI Key
    VPZRWNZGLKXFOE-UHFFFAOYSA-M
    2.1.4 Canonical SMILES
    C1=CC=C(C=C1)CCCC(=O)[O-].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    NT6K61736T
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4-phenylbutyrate

    2. 4-phenylbutyric Acid

    3. 4-phenylbutyric Acid, Calcium Salt

    4. 4-phenylbutyric Acid, Sodium Salt

    5. Ammonaps

    6. Buphenyl

    7. Sodium 4-phenylbutanoate

    8. Sodium 4-phenylbutyrate

    2.3.2 Depositor-Supplied Synonyms

    1. Sodium 4-phenylbutyrate

    2. 1716-12-7

    3. Sodium 4-phenylbutanoate

    4. Buphenyl

    5. Tributyrate

    6. Ammonaps

    7. Benzenebutanoic Acid, Sodium Salt

    8. 4-phenylbutyric Acid Sodium Salt

    9. Sodium;4-phenylbutanoate

    10. 4-phenylbutyric Acid Sodium

    11. 4-phenylbutyric Acid, Sodium Salt

    12. Acer-001

    13. Chebi:75316

    14. Nt6k61736t

    15. Mfcd00800247

    16. Nsc-657802

    17. Amx0035 Component Sodium Phenylbutyrate

    18. Dsstox_cid_20948

    19. Dsstox_rid_79606

    20. Dsstox_gsid_40948

    21. Pheburane

    22. 4pba

    23. Sodium Phenylbutyrate [usan]

    24. Cas-1716-12-7

    25. Ncgc00018113-03

    26. Nsc 657802

    27. Ammonapse

    28. Lunaphen

    29. Unii-nt6k61736t

    30. Napb

    31. Phenylbutyrate Na

    32. Sodium Phenylbutyrate [usan:ban]

    33. Buphenyl (tn)

    34. El-532

    35. Vp-101

    36. 4-phenylbutyric Acid Sodium 100 Microg/ml In Acetonitrile:water

    37. Sodium-4-phenylbutyrate

    38. Chembl1746

    39. Sodium 4-phenylbutyrate-d11

    40. Phenylbutyric Acid Sodium Salt

    41. Schembl125792

    42. 4-pb

    43. Sodium 4-phenylbutyrate, 95%

    44. Dtxsid7040948

    45. Cmk-304

    46. Sodium Phenylbutyrate (jan/usp)

    47. Hms2089b22

    48. Hms3269n07

    49. Hms3413b10

    50. Hms3652k18

    51. Hms3677b10

    52. Hms3885p05

    53. Sodium Phenylbutyrate [mi]

    54. Sodium Phenylbutyrate [jan]

    55. Amy13389

    56. Sodium 4-phenylbutyrate;tributyrate

    57. Tox21_110826

    58. Phenylbutyrate Sodium [vandf]

    59. S4125

    60. Sodium Phenylbutyrate [mart.]

    61. Akos006344763

    62. Akos015967141

    63. Sodium Phenylbutyrate [usp-rs]

    64. Sodium Phenylbutyrate [who-dd]

    65. Tox21_110826_1

    66. Ccg-213730

    67. Ccg-265014

    68. Cs-1397

    69. Sodium Phenylbutyrate [ema Epar]

    70. Sodium Phenylbutyrate, >=98% (hplc)

    71. Ncgc00018113-07

    72. Ncgc00167830-01

    73. As-13914

    74. Hy-15654

    75. Sy067225

    76. Sodium Phenylbutyrate [orange Book]

    77. Sodium Phenylbutyrate [ep Monograph]

    78. A4107

    79. Ft-0619402

    80. O0511

    81. Sodium Phenylbutyrate [usp Monograph]

    82. Sw219199-1

    83. D05868

    84. F14969

    85. Amx-0035 Component Sodium Phenylbutyrate

    86. A811337

    87. J-010746

    88. J-524277

    89. Q7553358

    90. Sodium Phenylbutyrate, European Pharmacopoeia (ep) Reference Standard

    91. Sodium Phenylbutyrate, United States Pharmacopeia (usp) Reference Standard

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 186.18 g/mol
    Molecular Formula C10H11NaO2
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count4
    Exact Mass186.06567387 g/mol
    Monoisotopic Mass186.06567387 g/mol
    Topological Polar Surface Area40.1 Ų
    Heavy Atom Count13
    Formal Charge0
    Complexity142
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameBuphenyl
    PubMed HealthSodium Phenylbutyrate (By mouth)
    Drug ClassesHyperammonemia Agent, Nutritive Agent
    Drug LabelBUPHENYL (sodium phenylbutyrate) Tablets for oral administration and BUPHENYL (sodium phenylbutyrate) Powder for oral, nasogastric, or gastrostomy tube administration contain sodium phenylbutyrate. Sodium phenylbutyrate is an off-white crystalline su...
    Active IngredientSodium phenylbutyrate
    Dosage FormTablet; Powder
    RouteOral
    Strength3gm/teaspoonful; 500mg
    Market StatusPrescription
    CompanyHyperion Theraps

    2 of 4  
    Drug NameSodium phenylbutyrate
    PubMed HealthSodium Phenylbutyrate (By mouth)
    Drug ClassesHyperammonemia Agent, Nutritive Agent
    Drug LabelBUPHENYL (sodium phenylbutyrate) Tablets for oral administration and BUPHENYL (sodium phenylbutyrate) Powder for oral, nasogastric, or gastrostomy tube administration contain sodium phenylbutyrate. Sodium phenylbutyrate is an off-white crystalline su...
    Active IngredientSodium phenylbutyrate
    Dosage FormTablet; Powder
    RouteOral
    Strength500mg; 3gm/teaspoonful
    Market StatusPrescription
    CompanySigmapharm Labs; Ampolgen

    3 of 4  
    Drug NameBuphenyl
    PubMed HealthSodium Phenylbutyrate (By mouth)
    Drug ClassesHyperammonemia Agent, Nutritive Agent
    Drug LabelBUPHENYL (sodium phenylbutyrate) Tablets for oral administration and BUPHENYL (sodium phenylbutyrate) Powder for oral, nasogastric, or gastrostomy tube administration contain sodium phenylbutyrate. Sodium phenylbutyrate is an off-white crystalline su...
    Active IngredientSodium phenylbutyrate
    Dosage FormTablet; Powder
    RouteOral
    Strength3gm/teaspoonful; 500mg
    Market StatusPrescription
    CompanyHyperion Theraps

    4 of 4  
    Drug NameSodium phenylbutyrate
    PubMed HealthSodium Phenylbutyrate (By mouth)
    Drug ClassesHyperammonemia Agent, Nutritive Agent
    Drug LabelBUPHENYL (sodium phenylbutyrate) Tablets for oral administration and BUPHENYL (sodium phenylbutyrate) Powder for oral, nasogastric, or gastrostomy tube administration contain sodium phenylbutyrate. Sodium phenylbutyrate is an off-white crystalline su...
    Active IngredientSodium phenylbutyrate
    Dosage FormTablet; Powder
    RouteOral
    Strength500mg; 3gm/teaspoonful
    Market StatusPrescription
    CompanySigmapharm Labs; Ampolgen

    4.2 Drug Indication

    Treatment of chronic management of urea-cycle disorders.

    Ammonaps is indicated as adjunctive therapy in the chronic management of urea cycle disorders, involving deficiencies of carbamylphosphate synthetase, ornithine transcarbamylase or

    argininosuccinate synthetase.

    It is indicated in all patients with neonatal-onset presentation (complete enzyme deficiencies, presenting within the first 28 days of life). It is also indicated in patients with late-onset disease

    (partial enzyme deficiencies, presenting after the first month of life) who have a history of hyperammonaemic encephalopathy.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antineoplastic Agents

    Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Nitrogen Binding Agent [EPC]; Ammonium Ion Binding Activity [MoA]
    5.3 ATC Code

    A16AX03

    A16AX03

    A - Alimentary tract and metabolism

    A16 - Other alimentary tract and metabolism products

    A16A - Other alimentary tract and metabolism products

    A16AX - Various alimentary tract and metabolism products

    A16AX03 - Sodium phenylbutyrate

    API Reference Price

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    22-Sep-2022
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    DOSAGE - TABLET;ORAL - 500MG

    USFDA APPLICATION NUMBER - 20572

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    DOSAGE - POWDER;ORAL - 3GM/TEASPOONFUL

    USFDA APPLICATION NUMBER - 20573

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