Fosphenytoin
This prodrug is rapidly converted to phenytoin in the bloodstream and is used for rapid control of seizures, particularly status epilepticus, when intravenous treatment is needed. It has a better tolerability profile at the injection site compared to direct phenytoin injection.
Molecular Weight
362.2700 g/mol
LogP
0.60
TPSA
116.00 Ų
Lipinski RO5
Pass
Therapeutic Areas
Mechanism of Action
Administered as an inactive precursor that is metabolically converted to its active form in the body. This prodrug design improves bioavailability, absorption, or targeted delivery compared to the active compound.
Pharmacokinetics (PK)
Pharmacodynamics (PD)
Administered as an inactive precursor that is metabolically converted to its active form in the body. This prodrug design improves bioavailability, absorption, or targeted delivery compared to the active compound.
2D Structure
Cite this structure
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SMILES
O=C1NC(c2ccccc2)(c2ccccc2)C(=O)N1COP(=O)(O)O
InChI
InChI=1S/C16H15N2O6P/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)
Molecular Formula
C16H15N2O6P
HBD / HBA
3 / 6
Rotatable Bonds
5
Heavy Atoms
25
No targets recorded
Target interaction data is not yet available for this drug.
No interactions recorded
Drug interaction data is not yet available for this compound.
No side effects recorded
Side effect data is not yet available for this drug.
Frequently Asked Questions
This prodrug is rapidly converted to phenytoin in the bloodstream and is used for rapid control of seizures, particularly status epilepticus, when intravenous treatment is needed. It has a better tolerability profile at the injection site compared to direct phenytoin injection.
Administered as an inactive precursor that is metabolically converted to its active form in the body. This prodrug design improves bioavailability, absorption, or targeted delivery compared to the active compound.
Yes, Fosphenytoin is an approved drug. It has reached clinical phase 4. It is classified as a Small molecule.
References & Data Sources
- ChEMBL — European Bioinformatics Institute (EBI). CHEMBL1201336. Open-access bioactivity database.
- PubChem — National Center for Biotechnology Information (NCBI). CID 56339. Chemical information database.
Data aggregated from publicly available pharmacological databases. Last updated 2026-03-04.
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