Phenytoin sodiumProduct ingredient for Phenytoin
- Name
- Phenytoin sodium
- Drug Entry
- Phenytoin
Phenytoin is classified as a hydantoin derivative and despite its narrow therapeutic index, it is one of the most commonly used anticonvulsants.12,6,8 Since it's introduction about 80 years ago, phenytoin has not only been established as an effective anti-epileptic, but has also been investigated for several other indications such as bipolar disorder, retina protection, and wound healing.7,6
Clinicians are advised to initiate therapeutic drug monitoring in patients who require phenytoin since even small deviations from the recommended therapeutic range can lead to suboptimal treatment, or adverse effects.8,10 Both parenteral and oral formulations of phenytoin are available on the market.8
- Accession Number
- DBSALT000139
- Structure
Structure for Phenytoin sodium (DBSALT000139)
- Synonyms
- Diphenylhydantoin sodium
- UNII
- 4182431BJH
- CAS Number
- 630-93-3
- Weight
- Average: 274.2498
Monoisotopic: 274.071822281 - Chemical Formula
- C15H11N2NaO2
- InChI Key
- FJPYVLNWWICYDW-UHFFFAOYSA-M
- InChI
- InChI=1S/C15H12N2O2.Na/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12;/h1-10H,(H2,16,17,18,19);/q;+1/p-1
- IUPAC Name
- sodium 2-hydroxy-4,4-diphenyl-4H-imidazol-5-olate
- SMILES
- [Na+].OC1=NC(C([O-])=N1)(C1=CC=CC=C1)C1=CC=CC=C1
- External Links
- PubChem Compound
- 657302
- ChemSpider
- 11918
- ChEBI
- 558912
- ChEMBL
- CHEMBL1611
- Wikipedia
- Phenytoin
- Predicted Properties
Property Value Source Water Solubility 0.0088 mg/mL ALOGPS logP 2.84 ALOGPS logP 3.4 Chemaxon logS -4.5 ALOGPS pKa (Strongest Acidic) 2.32 Chemaxon pKa (Strongest Basic) -0.95 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 68.01 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 81.78 m3·mol-1 Chemaxon Polarizability 25.34 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon