Please Wait
Applying Filters...
menu
    • menu
    DRL offers a portfolio of products & services, including APIs, CMO services, generics, biosimilars & differentiated formulations.

    Virtual Booth

    Contact Supplier

    Valsynthese, part of the SSE Group, is a CDMO focused on highly energetic and highly hazardous chemistry.

    Virtual Booth

    Contact Supplier

    xyz-pharma-m-2024-10-07

    Virtual Booth

    Contact Supplier

    With Fermion, start the journey of your innovative API.

    Virtual Booth

    Contact Supplier

    Bloomage is a one-stop source for CEP Sodium Hyaluronate and Hyaluronic Acid// FDA-inspected & GMP-certified.

    Virtual Booth

    Contact Supplier

    xyz-pharma-m-2024-10-07

    Virtual Booth

    Contact Supplier

    Menu

    CAS 1821-12-1

    BUILDING BLOCK

    PharmaCompass
    Xls

    Filters

    clear-filterReset all filters
    2D Structure
    Also known as: 4-phenylbutanoic acid, 1821-12-1, Benzenebutanoic acid, Benzenebutyric acid, Phenylbutyrate, Phenylbutyric acid
    Molecular Formula
    C10H12O2
    Molecular Weight
    164.20  g/mol
    InChI Key
    OBKXEAXTFZPCHS-UHFFFAOYSA-N
    FDA UNII
    7WY7YBI87E
    4-phenylbutyric acid is a natural product found in Streptomyces with data available.
    Phenylbutyric acid is a Nitrogen Binding Agent. The mechanism of action of phenylbutyric acid is as an Ammonium Ion Binding Activity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-phenylbutanoic acid
    2.1.2 InChI
    InChI=1S/C10H12O2/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H,11,12)
    2.1.3 InChI Key
    OBKXEAXTFZPCHS-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC=C(C=C1)CCCC(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    7WY7YBI87E
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4-phenylbutyrate

    2. 4-phenylbutyric Acid, Calcium Salt

    3. 4-phenylbutyric Acid, Sodium Salt

    4. Ammonaps

    5. Buphenyl

    6. Sodium 4-phenylbutanoate

    7. Sodium 4-phenylbutyrate

    8. Sodium Phenylbutyrate

    2.3.2 Depositor-Supplied Synonyms

    1. 4-phenylbutanoic Acid

    2. 1821-12-1

    3. Benzenebutanoic Acid

    4. Benzenebutyric Acid

    5. Phenylbutyrate

    6. Phenylbutyric Acid

    7. Gamma-phenylbutyric Acid

    8. Omega-phenylbutanoic Acid

    9. Butyric Acid, 4-phenyl-

    10. 4-phenyl-butanoic Acid

    11. 4-phenyl-n-butyric Acid

    12. 1-phenylbutyric Acid

    13. Gamma-phenyl-butyric Acid

    14. 4-phenyl-butyric Acid

    15. Omega-phenylbutyric Acid

    16. Chebi:41500

    17. Phenylbutanoic Acid

    18. .gamma.-phenylbutyric Acid

    19. Gamma-phenyl-n-butyric Acid

    20. Mfcd00004403

    21. .omega.-phenylbutanoic Acid

    22. 7wy7ybi87e

    23. Mls000069408

    24. Pba

    25. 4-phenylbutyric Acid (4-pba)

    26. Nsc-295

    27. Smr000059104

    28. 4-phenyl Butyric Acid

    29. Nsc 295

    30. Gamma-phenylbutanoic Acid

    31. Ncgc00018113-03

    32. Einecs 217-341-8

    33. Hdinhib_000004

    34. Unii-7wy7ybi87e

    35. Benzenebutyrate

    36. Benzenebutanoate

    37. Ai3-12065

    38. G-phenylbutyrate

    39. G-phenylbutanoate

    40. W-phenylbutanoate

    41. G-phenyl-butyrate

    42. 4-phenyl-butyrate

    43. 2-methyl-1-phenyl-propan-2-amine

    44. Gamma-phenylbutyrate

    45. G-phenylbutyric Acid

    46. Gamma-phenylbutanoate

    47. Omega-phenylbutanoate

    48. 4-phenyl-n-butyrate

    49. G-phenylbutanoic Acid

    50. Gamma-phenyl-butyrate

    51. W-phenylbutanoic Acid

    52. 4-phenylbutyric Acid Sodium 100 Microg/ml In Acetonitrile:water

    53. G-phenyl-butyric Acid

    54. Spectrum_001331

    55. 2ay7

    56. 3tz2

    57. Opera_id_387

    58. Specplus_000814

    59. Spectrum2_001798

    60. Spectrum3_000782

    61. Spectrum4_000092

    62. Spectrum5_001003

    63. 4-pba;benzenebutyric Acid

    64. Bmse000701

    65. Epitope Id:167707

    66. Ec 217-341-8

    67. Schembl1716

    68. Chembl1469

    69. 3-phenylpropylcarboxylic Acid

    70. 4-phenolsulfonic Acid Sodium

    71. 4-phenylbutyric Acid, 99%

    72. Bspbio_002484

    73. Kbiogr_000384

    74. Kbioss_001811

    75. Mls001076482

    76. Divk1c_006910

    77. Spbio_001755

    78. .gamma.-phenyl-n-butyric Acid

    79. Gtpl8480

    80. Nsc295

    81. Dtxsid2037631

    82. Kbio1_001854

    83. Kbio2_001811

    84. Kbio2_004379

    85. Kbio2_006947

    86. Kbio3_001704

    87. Obkxeaxtfzpchs-uhfffaoysa-

    88. Zinc56568

    89. Hms2234g14

    90. Hms3259m07

    91. Bcp10715

    92. Cs-d1686

    93. Hy-a0281

    94. Str05306

    95. Bdbm50480960

    96. Ccg-39733

    97. Cx1106

    98. S3592

    99. Stl164372

    100. Akos000154540

    101. Ac-3254

    102. Am84635

    103. Db06819

    104. Nc00469

    105. Ps-4322

    106. Ncgc00018113-01

    107. Ncgc00018113-02

    108. Ncgc00018113-04

    109. Ncgc00018113-18

    110. Nci60_002455

    111. Nci60_020145

    112. Sy004771

    113. Ft-0619401

    114. Ft-0673736

    115. P0643

    116. En300-35719

    117. C21793

    118. A812651

    119. Q-200507

    120. Brd-k67102207-001-02-6

    121. Brd-k67102207-236-01-0

    122. Q27088364

    123. F2190-0002

    124. 1262970-43-3

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 164.20 g/mol
    Molecular Formula C10H12O2
    XLogP32.4
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count4
    Exact Mass164.083729621 g/mol
    Monoisotopic Mass164.083729621 g/mol
    Topological Polar Surface Area37.3 Ų
    Heavy Atom Count12
    Formal Charge0
    Complexity137
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Adjunctive therapy for the management of chronic urea cycle disorders due to deficiencies in carbamylphosphate (CPS), ornithine transcarbamylase (OTC), or argininosuccinic acid synthetase. it is indicated in all neonatal- onset efficiency presenting within the first 28 days of life. Also indicated in patients with late-onset, presenting after the first month of life with a history of hyperammonemic encephalopathy.

    FDA Label

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Decreases elevated plasma ammonia glutamine levels

    5.2 MeSH Pharmacological Classification

    Antineoplastic Agents

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

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    PHENYLBUTYRIC ACID
    5.3.2 FDA UNII
    7WY7YBI87E
    5.3.3 Pharmacological Classes
    Established Pharmacologic Class [EPC] - Nitrogen Binding Agent
    5.4 Absorption, Distribution and Excretion

    Absorption

    Under fasting condition the Cmax of a single orally ingested 5g tablet and 5g powder after 1 hour are respectively 218mcg/ml and 195mcg/ml. The effect of food on phenylbutyrate absorption is still unknown.

    Route of Elimination

    The major route of elimination is the kidneys as phenylacetylglutamine.

    Volume of Distribution

    The volume of distribution of phenylbutyrate is 0.2 l/kg.

    Clearance

    Within 24 hours 80-100% of the administered dose in eliminated in the urine as pheylacetylglutamine.

    5.5 Metabolism/Metabolites

    The overall disposition of sodium phenylbutyrate and its metabolites has not been characterized fully. However, the drug is known to be metabolized to phenylacetate and subsequently to phenylacetylglutamine. Metabolism of phenylbutyrate occurs mainly in liver and kidney.

    5.6 Biological Half-Life

    For sodium phenylbutyrate the half life is 0.77 hours. For phenylacetate the half life is 1.15 hours.

    5.7 Mechanism of Action

    Sodium phenylbutyrate is a pro-drug that is metabolized to the active compound phenylacetate. Phenylacetate conjuages with glutamine via acetylation reaction to form the product phenylacetylglutamine, which is excreted by the kidneys. This provides an alternative mechanism for waste nitrogen excretion.