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Merck

D4007

5,5-Diphenylhydantoin

≥98%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H12N2O2
CAS Number:
57-41-0
Molecular Weight:
252.27
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
24278370
EC Number:
200-328-6
Beilstein/REAXYS Number:
384532
MDL number:
MFCD00005264
Assay:
≥98%
Form:
powder
Quality level:
100

Key Documents

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InChI key

CXOFVDLJLONNDW-UHFFFAOYSA-N

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)

SMILES string

O=C1NC(=O)C(N1)(c2ccccc2)c3ccccc3

assay

≥98%

form

powder

mp

293-295 °C (lit.)

solubility

DMSO: soluble

Quality Level

100

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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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

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

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.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Class I Designated Chemical Substances

prtr

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

D4007-5G: + D4007-VAR: + D4007-100G: + D4007-BULK: + D4007-500G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM4821
MKCM0244
MKCJ9584
MKCF7191
MKCD7856

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Advanced Therapy in Epilepsy (2009)
Phenytoin activates SMAD3 phosphorylation and periostin expression in drug-induced gingival enlargement
Kim SS, et al.
Histology and Histopathology, 33(12), 1287-1298 (2018)
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)
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
Neuroimaging Pharmacopoeia (2015)
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