WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H317956
CAS#: 92134-98-0 (sodium)
Description: 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.
Hodoodo Cat#: H317956
Name: Fosphenytoin Sodium
CAS#: 92134-98-0 (sodium)
Chemical Formula: C16H13N2Na2O6P
Exact Mass: 0.00
Molecular Weight: 406.240
Elemental Analysis: C, 47.31; H, 3.23; N, 6.90; Na, 11.32; O, 23.63; P, 7.62
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:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 90.5 | 222.77 | |
| Water | 81.0 | 199.39 |
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.
| 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 |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
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.
