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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:
92134-98-0
Molecular Weight:
406.24 (anhydrous basis)
MDL number:
MFCD20527322
UNSPSC Code:
12352200
PubChem Substance ID:
329825169
NACRES:
NA.77

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.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H350,H360

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

Certificates of Analysis (COA)

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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
Mounzer Y Kassab et al.
Epilepsy research, 87(2-3), 268-271 (2009-10-27)
To study the incidence and extent of the occasionally noted hypotension after intravenous (IV) infusions of fosphenytoin (FOS) and levetiracetam (LEV) in patients presenting with acute cerebral symptoms. Retrospective data collection of consecutive patients with acute cerebral symptoms who received
Marc P DiFazio et al.
Journal of child neurology, 22(12), 1367-1370 (2008-01-05)
Rotavirus infection is a frequent cause of gastroenteritis in children and accounts for significant morbidity and mortality, especially in the developing world. Less well recognized is the association of rotavirus-induced central nervous system dysfunction, which has been associated with seizure
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
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
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