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    Phenytoin Sodium

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: 630-93-3, 5,5-diphenylhydantoin sodium salt, Dilantin sodium, Diphenylhydantoin sodium, Diphantoine, Tacosal
    Molecular Formula
    C15H11N2NaO2
    Molecular Weight
    274.25  g/mol
    InChI Key
    FJPYVLNWWICYDW-UHFFFAOYSA-M
    FDA UNII
    4182431BJH
    An anticonvulsant that is used to treat a wide variety of seizures. It is also an anti-arrhythmic and a muscle relaxant. The mechanism of therapeutic action is not clear, although several cellular actions have been described including effects on ion channels, active transport, and general membrane stabilization. The mechanism of its muscle relaxant effect appears to involve a reduction in the sensitivity of muscle spindles to stretch. Phenytoin has been proposed for several other therapeutic uses, but its use has been limited by its many adverse effects and interactions with other drugs.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;5,5-diphenylimidazolidin-3-ide-2,4-dione
    2.1.2 InChI
    InChI=1S/C15H12N2O2.Na/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12;/h1-10H,(H2,16,17,18,19);/q;+1/p-1
    2.1.3 InChI Key
    FJPYVLNWWICYDW-UHFFFAOYSA-M
    2.1.4 Canonical SMILES
    C1=CC=C(C=C1)C2(C(=O)[N-]C(=O)N2)C3=CC=CC=C3.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    4182431BJH
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 5,5-diphenylhydantoin

    2. 5,5-diphenylimidazolidine-2,4-dione

    3. Antisacer

    4. Difenin

    5. Dihydan

    6. Dilantin

    7. Diphenylhydantoin

    8. Diphenylhydantoinate, Sodium

    9. Epamin

    10. Epanutin

    11. Fenitoin

    12. Hydantol

    13. Phenhydan

    14. Phenytoin

    15. Sodium Diphenylhydantoinate

    2.3.2 Depositor-Supplied Synonyms

    1. 630-93-3

    2. 5,5-diphenylhydantoin Sodium Salt

    3. Dilantin Sodium

    4. Diphenylhydantoin Sodium

    5. Diphantoine

    6. Tacosal

    7. Antisacer

    8. Phenytoin Sodium Salt

    9. Diphentoin

    10. Epanutin

    11. Solantoin

    12. Solantyl

    13. Eptoin

    14. Sodium Phenytoin

    15. Diphenylan Sodium

    16. Sodium 2,5-dioxo-4,4-diphenylimidazolidin-1-ide

    17. Phenytek

    18. Sodium Diphenylhydantoin

    19. 5,5-diphenylhydantoin Sodium

    20. Mls000554076

    21. 2,4-imidazolidinedione, 5,5-diphenyl-, Monosodium Salt

    22. 4182431bjh

    23. Citrullamon

    24. Fenidantoin

    25. Novodiphenyl

    26. Aladdin

    27. Alepsin

    28. Cumatil

    29. Decatona

    30. Dihydan

    31. Ditomed

    32. Enkefal

    33. Epdantoin

    34. Epileptin

    35. Epsolin

    36. Eptolin

    37. Fenigramon

    38. Fenitron

    39. Fenytoin

    40. Hidantin

    41. Phenilep

    42. Smr000146393

    43. Ditoin

    44. Episar

    45. Muldis

    46. Fenitoin Sodium

    47. Hidantal Sodium

    48. Lepitoin Sodium

    49. Denyl Sodium

    50. Aleviatin Sodium

    51. Diphenine Sodium

    52. Epilantin-e

    53. Fenitoina Sodica

    54. Soluble Phenytoin

    55. Dilantin Infatabs

    56. Metinal Idantoina

    57. Di-len

    58. Dilantin Injection

    59. Dilantin Suspension

    60. Om-hydantoine Sodium

    61. Sdph

    62. Prompt Phenytoin Sodium

    63. Sodium;5,5-diphenylimidazolidin-3-ide-2,4-dione

    64. Mls000028562

    65. Sodium Diphenyl Hydantoinate

    66. Diphenylhydantoin Sodium Salt

    67. Sodium 5,5-diphenylhydantoinate

    68. Phenytoin, Sodium Salt

    69. Sodium 5,5-diphenyl Hydantoinate

    70. Nsc-757274

    71. Extended Phenytoin Sodium

    72. Smr000058987

    73. Einecs 211-148-2

    74. Mfcd00069674

    75. Hydantoin, 5,5-diphenyl-, Sodium Salt

    76. Phenytoin Sodium [usp:jan]

    77. Sodium 5,5-diphenylhydantoin

    78. Diphenylhydantoin, Sodium Salt

    79. Sodium 5,5-diphenyl-2,4-imidazolidinedione

    80. Unii-4182431bjh

    81. Hydantoin, 5,5-diphenyl-, Monosodium Salt

    82. Opera_id_1233

    83. Dsstox_cid_3775

    84. Dsstox_rid_77190

    85. Dsstox_gsid_23775

    86. Spectrum1500485

    87. Schembl3051683

    88. Dtxsid2023775

    89. Phenytoin Sodium [vandf]

    90. Hms501j09

    91. 5,5-diphenylhydatoin Sodium Salt

    92. Phenytoin Sodium [mart.]

    93. Phenytoin Sodium [usp-rs]

    94. Phenytoin Sodium [who-dd]

    95. Phenytoin Sodium [who-ip]

    96. Hms1920h10

    97. Hms2091p14

    98. Hms2233k24

    99. Hms3259h11

    100. Hms3373o11

    101. Phenytoin Sodium Salt [mi]

    102. Tox21_302338

    103. Ccg-39219

    104. Akos003273947

    105. Akos015951389

    106. Akos025310163

    107. Phenytoin Sodium [ep Impurity]

    108. Phenytoin Sodium [orange Book]

    109. Nc00642

    110. Nsc 757274

    111. Phenytoin Sodium [ep Monograph]

    112. 5,5-diphenylhydantoin Sodium Sigmaultra

    113. Phenytoin Sodium [usp Monograph]

    114. Ncgc00094758-01

    115. Ncgc00094758-02

    116. Ncgc00164434-01

    117. Ncgc00255285-01

    118. As-13308

    119. Cas-630-93-3

    120. 5,5-diphenylhydantoin Sodium Salt, >=99%

    121. Phenytoinum Natricum [who-ip Latin]

    122. D1331

    123. Diphenylhydantoin Sodium [green Book]

    124. Phenytoin Sodium For Injection [jan]

    125. En300-49847

    126. H12023

    127. A834211

    128. Sr-05000001698

    129. Q-201564

    130. Sr-05000001698-1

    131. Q27258415

    132. 2,4-imidazolidinedione, 5,5-diphenyl-, Sodium Salt (1:1)

    133. Phenytoin Sodium, European Pharmacopoeia (ep) Reference Standard

    134. Phenytoin Sodium, United States Pharmacopeia (usp) Reference Standard

    135. Phenytoin Sodium, Pharmaceutical Secondary Standard; Certified Reference Material

    2.3.3 Other Synonyms

    1. Phenylhydantoin

    2.4 Create Date
    2005-06-29
    3 Chemical and Physical Properties
    Molecular Weight 274.25 g/mol
    Molecular Formula C15H11N2NaO2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count2
    Exact Mass274.07182188 g/mol
    Monoisotopic Mass274.07182188 g/mol
    Topological Polar Surface Area47.2 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity356
    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 2  
    Drug NamePhenytoin sodium
    Drug LabelPhenytoin sodium is an antiepileptic drug. Phenytoin sodium is related to the barbiturates in chemical structure, but has a five-membered ring. The chemical name is sodium 5,5-diphenyl-2, 4-imidazolidinedione, having the following structural formula:...
    Active IngredientPhenytoin sodium
    Dosage FormInjectable
    RouteInjection
    Strength50mg/ml
    Market StatusPrescription
    CompanyHospira; Hikma Maple; X-gen Pharms; Luitpold

    2 of 2  
    Drug NamePhenytoin sodium
    Drug LabelPhenytoin sodium is an antiepileptic drug. Phenytoin sodium is related to the barbiturates in chemical structure, but has a five-membered ring. The chemical name is sodium 5,5-diphenyl-2, 4-imidazolidinedione, having the following structural formula:...
    Active IngredientPhenytoin sodium
    Dosage FormInjectable
    RouteInjection
    Strength50mg/ml
    Market StatusPrescription
    CompanyHospira; Hikma Maple; X-gen Pharms; Luitpold

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anticonvulsants

    Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)

    Cytochrome P-450 CYP1A2 Inducers

    Drugs and compounds that induce the synthesis of CYTOCHROME P-450 CYP1A2. (See all compounds classified as Cytochrome P-450 CYP1A2 Inducers.)

    Voltage-Gated Sodium Channel Blockers

    A class of drugs that inhibit the activation of VOLTAGE-GATED SODIUM CHANNELS. (See all compounds classified as Voltage-Gated Sodium Channel Blockers.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Cytochrome P450 1A2 Inducers [MoA]; Cytochrome P450 2B6 Inducers [MoA]; Cytochrome P450 2C19 Inducers [MoA]; Cytochrome P450 2C8 Inducers [MoA]; Cytochrome P450 2C9 Inducers [MoA]; Cytochrome P450 2D6 Inducers [MoA]; Cytochrome P450 3A Inducers [MoA]; Decreased Central Nervous System Disorganized Electrical Activity [PE]; Anti-epileptic Agent [EPC]