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D4007 Sigma-Aldrich

5,5-Diphenylhydantoin

≥98%

Synonym: 5,5-Diphenyl-2,4-imidazolidinedione, Phenytoin

  • CAS Number 57-41-0

  • Empirical Formula (Hill Notation) C15H12N2O2

  • Molecular Weight 252.27

  •  Beilstein/REAXYS Number 384532

  •  EC Number 200-328-6

  •  MDL number MFCD00005264

  •  PubChem Substance ID 24278370

  •  NACRES NA.77

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Properties

Related Categories Anticonvulsants, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥98%
mp   293-295 °C (lit.)
solubility   DMSO: soluble
SMILES string   O=C1NC(=O)C(N1)(c2ccccc2)c3ccccc3
InChI   1S/C15H12N2O2/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)
InChI key   CXOFVDLJLONNDW-UHFFFAOYSA-N
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 is an anticonvulsant, which is used to treat tonic-clonic seizures, complex partial seizures and neurosurgical related seizures. It induces osteoblast proliferation and differentiation. 5,5-Diphenylhydantoin used to treat epilepsy. It reduces the hyperexcitability of tissues and may be associated with cerebellar atrophy.

Application

5,5-Diphenylhydantoin has been used for phenytoin treatment. It has also been used to slow down or prevent mesoendoderm cell migration.

Packaging

5, 100 g in poly bottle

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 also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
MU1050000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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