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Merck
CN

SML0117

Sigma-Aldrich

Fosphenytoin disodium salt hydrate

≥98% (HPLC)

Synonym(s):

5,5-Diphenyl-3-[(phosphonooxy)methyl]-2,4-imidazolidinedione disodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C16H13N2Na2O6P · xH2O
CAS Number:
Molecular Weight:
406.24 (anhydrous basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

H2O: ≥15 mg/mL

storage temp.

2-8°C

SMILES string

O.[Na+].[Na+].[O-]P([O-])(=O)OCN1C(=O)NC(C1=O)(c2ccccc2)c3ccccc3

InChI

1S/C16H15N2O6P.2Na.H2O/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);;;1H2/q;2*+1;/p-2

InChI key

WPAVXKKGWCHUAK-UHFFFAOYSA-L

Biochem/physiol Actions

Fosphenytoin is a water soluble phenytoin prodrug.
anticonvulsant

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Fatal errors with cerebyx.
Kellie Taylor et al.
Journal of emergency nursing: JEN : official publication of the Emergency Department Nurses Association, 34(5), 460-461 (2008-09-23)
Patrick Michael Aaronson et al.
The American journal of emergency medicine, 29(9), 983-988 (2010-08-06)
A comparison of length of stay in an emergency department (ED) after loading patients at risk for seizures with either intravenous (IV) phenytoin or intramuscular (IM) fosphenytoin was studied. This was a retrospective observational cohort study that was conducted over
Sandeep Soni et al.
Pediatric blood & cancer, 59(4), 762-764 (2012-03-02)
Anti-seizure prophylaxis is routinely utilized during busulfan administration for HSCT. We evaluated the feasibility and efficacy of levetiracetam in children undergoing HSCT. A total of 28 children and young adults received levetiracetam during HSCT and the outcomes and costs were
Kai Eriksson et al.
Expert opinion on drug metabolism & toxicology, 5(6), 695-701 (2009-05-29)
Fosphenytoin, phosphate ester pro-drug of phenytoin, was developed to overcome complications associated with parenteral phenytoin administration in treatment of acute symptomatic seizures, short-term prophylaxis and treatment of repetitive or prolonged seizures and status epilepticus. To evaluate the current position of
Tomoyuki Akiyama et al.
Brain and nerve = Shinkei kenkyu no shinpo, 62(5), 519-526 (2010-05-11)
In this review study, second-generation antiepileptic drugs (AEDs) (levetiracetam, gabapentin, topiramate, lamotrigine, zonisamide, oxcarbazepine, vigabatrin, pregabalin, rufinamide, tiagabine, lacosamide, and felbamate) and injectable AEDs (levetiracetam, lacosamide, fosphenytoin, lorazepam, and valproic acid) available in North America were compared with those available

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