D4505

5,5-Diphenylhydantoin sodium salt

≥99%

• Synonym(s): 5,5-Diphenyl-2,4-imidazolidinedione, Phenytoin
• Linear Formula: C₁₅H₁₁N₂O₂Na
• CAS Number: 630-93-3
• Molecular Weight: 274.25
• EC Number: 211-148-2
• MDL number: MFCD00069674
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277707
• NACRES: NA.77

Properties

• Assay: ≥99%
• form: powder
• solubility: aqueous base: soluble
• SMILES string: [Na]N1C(=O)NC(C1=O)(c2ccccc2)c3ccccc3
• 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
• InChI key: FJPYVLNWWICYDW-UHFFFAOYSA-M
• Gene Information: human ... CNR1(1268) , CNR2(1269) , CYP2C9(1559) , SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335) ; rat ... Faah(29347) , Scn1a(81574) , Scnn1g(24768) , Slc6a1(79212)

Description

General description

5,5-Diphenylhydantoin sodium salt is a derivative of phenytoin. 5,5-Diphenylhydantoin is used for treating epilepsy and has antiepileptic activity. It functions by blocking the sodium channels and modulates excitation of neurons. However, the side effects include hypertrichosis and overgrowth of gum tissue around the teeth. It promotes proliferation of the neural stem cells by modulating growth factors. Diphenylhydantoin is toxic and induces apoptosis in cultured cerebellar granule neurons.

Application

5,5-Diphenylhydantoin sodium salt has been used:

• in the cream preparation for treating burn wounds
• in seizure behavior testing as an anticonvulsant in Drosophila
• in in vivo embryo toxicity test in mouse embryonic stem cells

Biochem/physiol Actions

Reduces incidence of grand mal seizures; appears to stabilize excitable membranes perhaps through effects on Na⁺, K⁺, and Ca²⁺ channels.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Warning
• Hazard Statements: H302,H317,H361
• Precautionary Statements: P201 - P202 - P280 - P301 + P312 - P302 + P352 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 2 - Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves