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MilliporeSigma

D4007

5,5-Diphenylhydantoin

≥98%

Synonym(s):

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

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D4007-5G

$50.20

D4007-100G

$65.50

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About This Item

Empirical Formula (Hill Notation):
C15H12N2O2
CAS Number:
57-41-0
Molecular Weight:
252.27
Beilstein/REAXYS Number:
384532
EC Number:
200-328-6
MDL number:
MFCD00005264
UNSPSC Code:
12352200
PubChem Substance ID:
24278370
NACRES:
NA.77

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Quality Level

100

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

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)

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1 of 4

This Item
PHR11391535008P1290000
5,5-Diphenylhydantoin ≥98%

Sigma-Aldrich

D4007

5,5-Diphenylhydantoin

Phenytoin Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1139

Phenytoin

Phenytoin United States Pharmacopeia (USP) Reference Standard

USP

1535008

Phenytoin

Phenytoin European Pharmacopoeia (EP) Reference Standard

P1290000

Phenytoin

assay

≥98%

assay

-

assay

-

assay

-

form

powder

form

-

form

-

form

-

Quality Level

100

Quality Level

300

Quality Level

-

Quality Level

-

solubility

DMSO: soluble

solubility

-

solubility

-

solubility

-

mp

293-295 °C (lit.)

mp

293-295 °C (lit.)

mp

293-295 °C (lit.)

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

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

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.[1] 5,5-Diphenylhydantoin used to treat epilepsy.[2] It reduces the hyperexcitability of tissues and may be associated with cerebellar atrophy.[1]

Application

5,5-Diphenylhydantoin has been used for phenytoin treatment.[3] It has also been used to slow down or prevent mesoendoderm cell migration.[4]

Biochem/physiol Actions

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

pictograms

Health hazardExclamation mark
GHS08,GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCX5685
MKCW3387
MKCW6748
MKCV3559
MKCS8383

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In Vitro Micropatterned Human Pluripotent Stem Cell Test (muP-hPST) for Morphometric-Based Teratogen Screening
Xing J, et al.
Scientific Reports, 7(1), 8491-8491 (2017)
Phenytoin activates SMAD3 phosphorylation and periostin expression in drug-induced gingival enlargement
Kim SS, et al.
Histology and Histopathology, 33(12), 1287-1298 (2018)
Neuroimaging Pharmacopoeia (2015)
Giulio G Muccioli et al.
Journal of medicinal chemistry, 49(1), 417-425 (2006-01-06)
The demonstration of the essential role of fatty acid amide hydrolase (FAAH) in hydrolyzing endogenous bioactive fatty acid derivatives has launched the quest for the discovery of inhibitors for this enzyme. Along this line, a set of 58 imidazolidine-2,4-dione and
Advanced Therapy in Epilepsy (2009)
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