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Fosphenytoin information


Fosphenytoin
Clinical data
Trade namesCerebyx, Pro-Epanutin
AHFS/Drugs.comMonograph
MedlinePlusa604036
License data
  • US DailyMed: Fosphenytoin
Routes of
administration
Intravenous, intramuscular
ATC code
  • N03AB05 (WHO)
Legal status
Legal status
  • US: WARNING[1]Rx-only
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability100% (IM)
Protein binding95–99%
MetabolismLiver
Elimination half-life15 minutes to convert to phenytoin
ExcretionKidney (as phenytoin)
Identifiers
IUPAC name
  • (2,5-Dioxo-4,4-diphenyl-imidazolidin-1-yl)methoxyphosphonic acid
CAS Number
  • 93390-81-9 checkY
PubChem CID
  • 56339
IUPHAR/BPS
  • 7190
DrugBank
  • DB01320 checkY
ChemSpider
  • 50839 checkY
UNII
  • B4SF212641
KEGG
  • D07993 checkY
ChEMBL
  • ChEMBL919 ☒N
CompTox Dashboard (EPA)
  • DTXSID9044299 Edit this at Wikidata
Chemical and physical data
FormulaC16H15N2O6P
Molar mass362.278 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C3N(C(=O)C(c1ccccc1)(c2ccccc2)N3)COP(=O)(O)O
InChI
  • InChI=1S/C16H15N2O6P/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) checkY
  • Key:XWLUWCNOOVRFPX-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Fosphenytoin, also known as fosphenytoin sodium, and sold under the brand name Cerebyx among others, is a water-soluble phenytoin prodrug that is administered intravenously to deliver phenytoin, potentially more safely than intravenous phenytoin. It is used in the acute treatment of convulsive status epilepticus.

Fosphenytoin was developed in 1996.[2] On 18 November 2004, Sicor (a subsidiary of Teva) received a tentative approval letter from the United States Food and Drug Administration for a generic version of fosphenytoin.[3]

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
  2. ^ Pitkänen A, Schwartzkroin PA, Moshé SL (2005). Models of Seizures and Epilepsy. Burlington: Elsevier. p. 539. ISBN 9780080457024.
  3. ^ "Fosphenytoin Sodium Approval History". Retrieved 20 October 2005.

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Fosphenytoin

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Fosphenytoin, also known as fosphenytoin sodium, and sold under the brand name Cerebyx among others, is a water-soluble phenytoin prodrug that is administered...

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Status epilepticus

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antiseizure drugs should be given, including valproic acid (valproate), fosphenytoin, levetiracetam, or a similar substance(s). While empirically based treatments...

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PE

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over-the-counter decongestant Phenytoin equivalent, used to measure doses of fosphenytoin Physical exercise Prolonged exposure therapy, a form of behavior therapy...

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Phenyltriazines

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antiepileptic drugs: Gabapentin, lamotrigine, felbamate, topiramate and fosphenytoin". American Family Physician. 57 (3): 513–20. PMID 9475899. v t e v t...

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Lorazepam

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Barbiturate

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Amitriptyline

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Anticonvulsant

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following are hydantoins: Ethotoin (1957). Phenytoin (1938). Mephenytoin. Fosphenytoin (1996). The following are oxazolidinediones: Paramethadione. Trimethadione...

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Buprenorphine

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Cocaine

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Benzonatate

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Pregabalin

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Ketamine

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Calcium channel blocker

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Felbamate

Last Update:

Antiepileptic Drugs: Gabapentin, Lamotrigine, Felbamate, Topiramate and Fosphenytoin". Am Fam Physician. 57 (3): 513–20. PMID 9475899. Archived from the original...

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Propranolol

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Prodrug

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Acetylsalicylate, bacampicillin, bambuterol, chloramphenicol succinate, dipivefrin, fosphenytoin, lisdexamfetamine, pralidoxime Type IIC Therapeutic target tissues/cells...

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Hydantoin

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hydantoin derivatives form a class of anticonvulsants; phenytoin and fosphenytoin both contain hydantoin moieties and are both used as anticonvulsants...

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Promethazine

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Domperidone

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Lidocaine

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Diphenhydramine

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Chlorphenamine

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Cenobamate Chlorphenacemide Elpetrigine Eslicarbazepine acetate Ethotoin Fosphenytoin Lamotrigine Lacosamide Licarbazepine Mephenytoin Oxcarbazepine Oxitriptyline...

Word Count : 1711

Oxycodone

Last Update:

oxycodone due to strong induction of CYP3A4. There is also a case report of fosphenytoin, a CYP3A4 inducer, dramatically reducing the analgesic effects of oxycodone...

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Valproate

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Seizure

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propofol may be used. Second-line therapy for adults is phenytoin or fosphenytoin and phenobarbital for children.[page needed] Third-line medications include...

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Cholesterol

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Tetrodotoxin

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Minoxidil

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Cenobamate Chlorphenacemide Elpetrigine Eslicarbazepine acetate Ethotoin Fosphenytoin Lamotrigine Lacosamide Licarbazepine Mephenytoin Oxcarbazepine Oxitriptyline...

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