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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Advisers recommend improved labeling for phenytoin, fosphenytoin.
Kate Traynor
American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists, 67(24), 2086-2086 (2010-12-01)
Clinical pharmacology of parenteral use of antiepileptic drugs.
Meir Bialer
Epilepsia, 48 Suppl 8, 46-48 (2008-03-11)
Case 3-2009: a 9-month-old boy with seizures.
Ajit Singh Kashyap et al.
The New England journal of medicine, 360(15), 1572-1572 (2009-04-10)
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)
Linda A Steinbaugh et al.
Epilepsy & behavior : E&B, 23(3), 280-284 (2012-02-22)
Continuous electroencephalography (cEEG) is increasingly used to detect both clinical and subclinical seizures in patients with traumatic brain injury (TBI) or subarachnoid hemorrhage (SAH). We assess whether EEG findings predict outcomes in TBI/SAH patients enrolled in a levetiracetam (LEV) vs.
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