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D4007

Sigma-Aldrich

5,5-Diphenylhydantoin

≥98%

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Synonym(s):
5,5-Diphenyl-2,4-imidazolidinedione, Phenytoin
Empirical Formula (Hill Notation):
C15H12N2O2
CAS Number:
Molecular Weight:
252.27
Beilstein/REAXYS Number:
384532
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98%

form

powder

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

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This Item
PHR11398.205341535008
5,5-Diphenylhydantoin ≥98%

D4007

5,5-Diphenylhydantoin

Phenytoin Pharmaceutical Secondary Standard; Certified Reference Material

PHR1139

Phenytoin

5,5-Diphenylhydantoin for synthesis

8.20534

5,5-Diphenylhydantoin

Phenytoin United States Pharmacopeia (USP) Reference Standard

1535008

Phenytoin

form

powder

form

-

form

powder

form

-

solubility

DMSO: soluble

solubility

-

solubility

-

solubility

-

mp

293-295 °C (lit.)

mp

293-295 °C (lit.)

mp

292-295 °C

mp

293-295 °C (lit.)

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)

Gene Information

human ... SCN10A(6336), SCN11A(11280), SCN1A(6323), SCN2A(6326), SCN3A(6328), SCN4A(6329), SCN5A(6331), SCN7A(6332), SCN8A(6334), SCN9A(6335)

Gene Information

-

Gene Information

human ... SCN10A(6336), SCN11A(11280), SCN1A(6323), SCN2A(6326), SCN3A(6328), SCN4A(6329), SCN5A(6331), SCN7A(6332), SCN8A(6334), SCN9A(6335)

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.

Biochem/physiol Actions

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

pictograms

Exclamation markHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Repr. 1B

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P2 (EN 143) respirator cartridges


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