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    Technical details about Fosphenytoin Sodium, learn more about the structure, uses, toxicity, action, side effects and more

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    Fosphenytoin Sodium

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    2D Structure
    1. Also known as: 92134-98-0, Fosphenytoin disodium salt, Cerebyx, Pro-epanutin, Ci 982, Ci-982
    Molecular Formula
    C16H13N2Na2O6P
    Molecular Weight
    406.24  g/mol
    InChI Key
    GQPXYJNXTAFDLT-UHFFFAOYSA-L
    FDA UNII
    7VLR55452Z
    Fosphenytoin Sodium is the sodium salt form of fosphenytoin, a prodrug that is hydrolyzed to the anticonvulsant phenytoin upon parental administration. Phenytoin exerts its effect most likely through an enhancement of sodium efflux from neurons in the motor cortex. This leads to a suppression of excessive neuronal firing and spread of seizure activity. Other physiologic effects from actions of phenytoin include modulation of the voltage-dependent calcium channels of neurons, inhibition of calcium flux across neuronal membranes and enhancement of sodium-potassium ATPase activity of neurons and glial cells. (NCI05)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    disodium;(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)methyl phosphate
    2.1.2 InChI
    InChI=1S/C16H15N2O6P.2Na/c19-14-16(12-7-3-1-4-8-12,13-9-5-2-6-10-13)17-15(20)18(14)11-24-25(21,22)23;;/h1-10H,11H2,(H,17,20)(H2,21,22,23);;/q;2*+1/p-2
    2.1.3 InChI Key
    GQPXYJNXTAFDLT-UHFFFAOYSA-L
    2.1.4 Canonical SMILES
    C1=CC=C(C=C1)C2(C(=O)N(C(=O)N2)COP(=O)([O-])[O-])C3=CC=CC=C3.[Na+].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    7VLR55452Z
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 3-(hydroxymethyl)phenytoin Disodium Phosphate

    2. 3-(hydroxymethyl)phenytoin Phosphate Ester

    3. Acc 9653

    4. Acc-9653

    5. Cerebyx

    6. Fosphenytoin

    7. Fosphenytoin, Disodium Salt

    8. Hmpdp

    9. Prodilantin

    2.3.2 Depositor-Supplied Synonyms

    1. 92134-98-0

    2. Fosphenytoin Disodium Salt

    3. Cerebyx

    4. Pro-epanutin

    5. Ci 982

    6. Ci-982

    7. Fosphenytoin (sodium)

    8. Acc-9653

    9. Acc-9653-010 (sodium Salt)

    10. Disodium;(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)methyl Phosphate

    11. Fosphenytoin (disodium)

    12. 3-(hydroxymethyl)-5,5-diphenylhydantoin, Disodium Phosphate (ester)

    13. 7vlr55452z

    14. 92134-98-0 (sodium)

    15. Acc-9653-010

    16. 2,4-imidazolidinedione, 5,5-diphenyl-3-((phosphonooxy)methyl)-, Disodium Salt

    17. Fosphenytoin Disodium

    18. Sodium (2,5-dioxo-4,4-diphenylimidazolidin-1-yl)methyl Phosphate

    19. Fosphenytoinsodium

    20. Acc 9653

    21. Fosphenytoin Sodium [usan]

    22. Fosphenytoin_sodium

    23. Fosphenytoin Disodium Salt Hydrate

    24. Acc 9653-010

    25. Fostoin

    26. Unii-7vlr55452z

    27. Fosphenytoin Sodium [usan:usp]

    28. Phosphenytoin Sodium

    29. Cerebyx (tn)

    30. Fosphenytoin Sodium Salt

    31. Chembl919

    32. Fosphenytoin Sodium (usp)

    33. Schembl119417

    34. Npc-06

    35. Dtxsid1044271

    36. Fosphenytoin Sodium [vandf]

    37. Bcp13859

    38. Fosphenytoin Sodium [mart.]

    39. Disodium,(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)methyl Phosphate

    40. Fosphenytoin Sodium [usp-rs]

    41. Fosphenytoin Sodium [who-dd]

    42. 5,5-diphenyl-3-[(phosphonooxy)methyl]-2,4-imidazolidinedione Disodium Salt

    43. Akos015915510

    44. Ac-1705

    45. Fosphenytoin Disodium Salt [mi]

    46. Fosphenytoin Sodium [orange Book]

    47. Fosphenytoin Sodium [usp Impurity]

    48. Fosphenytoin Sodium [usp Monograph]

    49. Db-057291

    50. Ft-0630980

    51. D02096

    52. D81920

    53. A844152

    54. Acc 9653 Pound>>acc9653 Pound>>acc-9653

    55. Q27268914

    56. Disodium (2,5-dioxo-4,4-diphenyl-1-imidazolidinyl)methyl Phosphate

    57. Disodium [2,5-bis(oxidanylidene)-4,4-diphenyl-imidazolidin-1-yl]methyl Phosphate

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 406.24 g/mol
    Molecular Formula C16H13N2Na2O6P
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count4
    Exact Mass406.03066170 g/mol
    Monoisotopic Mass406.03066170 g/mol
    Topological Polar Surface Area122 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity536
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameCerebyx
    PubMed Healthfosphenytoin
    Drug ClassesAnticonvulsant
    Drug LabelCEREBYX (fosphenytoin sodium injection) is a prodrug intended for parenteral administration; its active metabolite is phenytoin. 1.5 mg of fosphenytoin sodium is equivalent to 1 mg phenytoin sodium, and is referred to as 1 mg phenytoin sodium equiv...
    Active IngredientFosphenytoin sodium
    Dosage FormInjectable

    2 of 4  
    Drug NameFosphenytoin sodium
    PubMed Healthfosphenytoin
    Drug LabelFosphenytoin Sodium Injection, USP is a prodrug intended for parenteral administration; its active metabolite is phenytoin.1.5 mg of fosphenytoin sodium is equivalent to 1 mg phenytoin sodium, and is referred to as 1 mg phenytoin sodium equivalents...
    Active IngredientFosphenytoin sodium
    Dosage FormInjectable

    3 of 4  
    Drug NameCerebyx
    PubMed Healthfosphenytoin
    Drug ClassesAnticonvulsant
    Drug LabelCEREBYX (fosphenytoin sodium injection) is a prodrug intended for parenteral administration; its active metabolite is phenytoin. 1.5 mg of fosphenytoin sodium is equivalent to 1 mg phenytoin sodium, and is referred to as 1 mg phenytoin sodium equiv...
    Active IngredientFosphenytoin sodium
    Dosage FormInjectable

    4 of 4  
    Drug NameFosphenytoin sodium
    PubMed Healthfosphenytoin
    Drug LabelFosphenytoin Sodium Injection, USP is a prodrug intended for parenteral administration; its active metabolite is phenytoin.1.5 mg of fosphenytoin sodium is equivalent to 1 mg phenytoin sodium, and is referred to as 1 mg phenytoin sodium equivalents...
    Active IngredientFosphenytoin sodium
    Dosage FormInjectable

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Sodium Channel Blockers

    A class of drugs that act by inhibition of sodium influx through cell membranes. Blockade of sodium channels slows the rate and amplitude of initial rapid depolarization, reduces cell excitability, and reduces conduction velocity. (See all compounds classified as Sodium Channel Blockers.)

    Anticonvulsants

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

    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]
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