MedKoo Cat#: 317956 | Name: Fosphenytoin Sodium
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Fosphenytoin Sodium is the sodium salt form of fosphenytoin, a prodrug that is hydrolyzed to the anticonvulsant phenytoin. It is an PDE3 (phosphodiesterase 3) inhibitor. Phenytoin exerts its effect most likely through an enhancement of sodium efflux from neurons in the motor cortex. This leads to a suppression of excessive neuronal firing and spread of seizure activity. Other physiologic effects from actions of phenytoin include modulation of the voltage-dependent calcium channels of neurons, inhibition of calcium flux across neuronal membranes and enhancement of sodium-potassium ATPase activity of neurons and glial cells.

Chemical Structure

Fosphenytoin Sodium
Fosphenytoin Sodium
CAS#92134-98-0 (sodium)

Theoretical Analysis

MedKoo Cat#: 317956

Name: Fosphenytoin Sodium

CAS#: 92134-98-0 (sodium)

Chemical Formula: C16H13N2Na2O6P

Exact Mass:

Molecular Weight: 406.24

Elemental Analysis: C, 47.31; H, 3.23; N, 6.90; Na, 11.32; O, 23.63; P, 7.62

Price and Availability

Size Price Availability Quantity
10mg USD 90.00 Ready to Ship
500mg USD 250.00 Ready to Ship
1g USD 425.00 Ready to Ship
2g USD 700.00 Ready to Ship
5g USD 1,150.00 Ready to Ship
10g USD 1,950.00 Ready to Ship
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Related CAS #
93390-81-9 (free acid) 92134-98-0 (sodium)
Synonym
ACC-9653; ACC-9653; ACC9653; Fosphenytoin Sodium; Cerebyx; Pro-Epanutin; HMPDP; Prodilantin;
IUPAC/Chemical Name
disodium;(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)methyl phosphate
InChi Key
GQPXYJNXTAFDLT-UHFFFAOYSA-L
InChi Code
InChI=1S/C16H15N2O6P.2Na/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);;/q;2*+1/p-2
SMILES Code
C1=CC=C(C=C1)C2(C(=O)N(C(=O)N2)COP(=O)([O-])[O-])C3=CC=CC=C3.[Na+].[Na+]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM
Solubility
DMSO 90.5 222.77
Water 81.0 199.39
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 406.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kaucher KA, Acquisto NM, Rao GG, Kaufman DC, Huntress JD, Forrest A, Haas CE. Relative bioavailability of orally administered fosphenytoin sodium injection compared with phenytoin sodium injection in healthy volunteers. Pharmacotherapy. 2015 May;35(5):482-8. doi: 10.1002/phar.1589. PubMed PMID: 26011141. 2: Inoue Y, Usui N, Hiroki T, Shimizu K, Kobayashi S, Shimasaki S. Bioavailability of intravenous fosphenytoin sodium in healthy Japanese volunteers. Eur J Drug Metab Pharmacokinet. 2013 Jun;38(2):139-48. doi: 10.1007/s13318-012-0105-x. Epub 2012 Sep 12. PubMed PMID: 22968854; PubMed Central PMCID: PMC3664181. 3: Tanaka J, Kasai H, Shimizu K, Shimasaki S, Kumagai Y. Population pharmacokinetics of phenytoin after intravenous administration of fosphenytoin sodium in pediatric patients, adult patients, and healthy volunteers. Eur J Clin Pharmacol. 2013 Mar;69(3):489-97. doi: 10.1007/s00228-012-1373-8. Epub 2012 Aug 24. PubMed PMID: 22918614; PubMed Central PMCID: PMC3572369. 4: Voytko SM, Farrington E. Fosphenytoin sodium: new drug to replace intravenous phenytoin sodium. Pediatr Nurs. 1997 Sep-Oct;23(5):503-6. PubMed PMID: 9355589. 5: Fischer JH, Cwik MJ, Luer MS, Sibley CB, Deyo KL. Stability of fosphenytoin sodium with intravenous solutions in glass bottles, polyvinyl chloride bags, and polypropylene syringes. Ann Pharmacother. 1997 May;31(5):553-9. PubMed PMID: 9161647. 6: Fierro LS, Savulich DH, Benezra DA. Safety of fosphenytoin sodium. Am J Health Syst Pharm. 1996 Nov 15;53(22):2707-12. Review. PubMed PMID: 8931812.