Structure via PubChem · Public domain (PubChem)
fosphenytoin
Sign in to saveAlso known as ACC-9653-010, Cerebyx®, CI-982, Fosphenytoine, Fosphenytoinum, (3-Phosphoryloxymethyl)phenytoin, Fosfenitoina
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.
Chemical data
- Formula
- C16H15N2O6P
- Molecular weight
- 362.27 g/mol
- IUPAC name
- (2,5-dioxo-4,4-diphenylimidazolidin-1-yl)methyl dihydrogen phosphate
- SMILES
- C1=CC=C(C=C1)C2(C(=O)N(C(=O)N2)COP(=O)(O)O)C3=CC=CC=C3
- InChIKey
- XWLUWCNOOVRFPX-UHFFFAOYSA-N
- XLogP
- 0.6
- Polar surface area
- 116 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1996
- Admin. routes
- parenteral
- Indications
- epilepsy, status epilepticus
via ChEMBL · EBI
Research
531 papers- Fosphenytoin.2006
- Fosphenytoin.Neurological research · 1998
- Fosphenytoin.2012
- Fosphenytoin.Expert opinion on drug metabolism & toxicology · 2009
- Efficacy of levetiracetam, fosphenytoin, and valproate for established status epilepticus by age group (ESETT): a double-blind, responsive-adaptive, randomised controlled trial.Lancet (London, England) · 2020
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 362.067
- Has use
- medication
Show 8 more facts
- significant drug interaction
- tacrolimus
- chemical formula
- C₁₆H₁₅N₂O₆P
- legal status (medicine)
- boxed warning
- medical condition treated
- epilepsy
- canonical SMILES
- C1=CC=C(C=C1)C2(C(=O)N(C(=O)N2)COP(=O)(O)O)C3=CC=CC=C3
- defined daily dose
- 0.45
- subject has role
- anticonvulsant agent
- Commons category
- Fosphenytoin
via Wikidata · CC0
~2 min read
Encyclopedic overview
6 sectionsContents
- Medical uses
- Other
- Metabolism
- Side effects
- History
- References
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.
Excerpted from Wikipedia’s “fosphenytoin” article, available under the CC BY-SA 4.0 licence.
Available in 11 languages
via Wikidata sitelinks · CC0