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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
081M4625V

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Effect of an educational initiative on physicians' use of weight-based fosphenytoin loading doses in the emergency department.
April D Miller et al.
American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists, 67(1), 15-16 (2010-01-02)
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
Suzette M LaRoche et al.
Seizure, 20(6), 505-508 (2011-04-05)
Subacute encephalopathy with seizures in chronic alcoholism (SESA) was first described in 1981 by Niedermeyer who reported alcoholic patients presenting with confusion, seizures and focal neurological deficits and is quite distinct from patients presenting with typical alcohol withdrawal seizures. EEG
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
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