disodium hydrate (2,5-dioxo-4,4-diphenylimidazolidin-1-yl)methyl phosphate

• ChemBase ID: 153248
• Molecular Formular: C16H15N2Na2O7P
• Molecular Mass: 424.252801
• Monoisotopic Mass: 424.04122602
• SMILES: c1ccc(cc1)C1(C(=O)N(C(=O)N1)COP(=O)([O-])[O-])c1ccccc1.O.[Na+].[Na+]
• Canonical SMILES: O=C1N(COP(=O)([O-])[O-])C(=O)NC1(c1ccccc1)c1ccccc1.O.[Na+].[Na+]
• InChI: InChI=1S/C16H15N2O6P.2Na.H2O/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);;;1H2/q;2*+1;/p-2
• InChIKey: WPAVXKKGWCHUAK-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium hydrate (2,5-dioxo-4,4-diphenylimidazolidin-1-yl)methyl phosphate
• IUPAC Traditional name: disodium hydrate (2,5-dioxo-4,4-diphenylimidazolidin-1-yl)methyl phosphate
• Synonyms: 5,5-Diphenyl-3-[(phosphonooxy)methyl]-2,4-imidazolidinedione disodium salt hydrate; Fosphenytoin disodium salt hydrate

Database IDs

• CAS Number: 92134-98-0(anhydrous)
• MDL Number: MFCD20527322
• PubChem SID: 162247387
• PubChem CID: 67940113

CALCULATED PROPERTIES

• Acid pKa: 1.4607412
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.74049556
• LogD (pH = 7.4): -1.6477319
• Log P: 1.6680293
• Molar Refractivity: 84.8103 cm^3
• Polarizability: 33.743156 Å^3
• Polar Surface Area: 121.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥15 mg/mL
• Apperance: white to tan powder

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 45-61-22
• Safety Statements: 53-36/37-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H350-H360
• GHS Precautionary statements: P201-P308 + P313
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H13N2Na2O6P · xH2O

DETAILS

Sigma Aldrich - SML0117

Biochem/physiol Actions
Fosphenytoin is a water soluble phenytoin prodrug.