Fosphenytoin sodiumProduct ingredient for Fosphenytoin

Name
Fosphenytoin sodium
Drug Entry
Fosphenytoin

Fosphenytoin is a water-soluble phenytoin prodrug used only in hospitals for the treatment of epileptic seizures. It works by slowing down impulses in the brain that cause seizures. Its main mechanism is to block frequency-dependent, use-dependent and voltage-dependent neuronal sodium channels, and therefore limit repetitive firing of action potentials.

Accession Number
DBSALT000296
Structure
Synonyms
Not Available
UNII
7VLR55452Z
CAS Number
92134-98-0
Weight
Average: 406.2375
Monoisotopic: 406.03066202
Chemical Formula
C16H13N2Na2O6P
InChI Key
GQPXYJNXTAFDLT-UHFFFAOYSA-L
InChI
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
IUPAC Name
disodium 1-[(hydrogen phosphonatooxy)methyl]-5-oxo-4,4-diphenyl-4,5-dihydro-1H-imidazol-2-olate
SMILES
[Na+].[Na+].OP([O-])(=O)OCN1C([O-])=NC(C1=O)(C1=CC=CC=C1)C1=CC=CC=C1
PubChem Compound
56338
ChemSpider
50838
ChEBI
183044
ChEMBL
CHEMBL919
Wikipedia
Fosphenytoin
Predicted Properties
PropertyValueSource
Water Solubility1.49 mg/mLALOGPS
logP1.8ALOGPS
logP2.49Chemaxon
logS-2.4ALOGPS
pKa (Strongest Acidic)1.44Chemaxon
pKa (Strongest Basic)-0.61Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area125.32 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity97 m3·mol-1Chemaxon
Polarizability32.68 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon