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Merck

D4505

5,5-Diphenylhydantoin sodium salt

≥99%

Synonyme(s) :

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

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A propos de cet article

Formule linéaire :
C15H11N2O2Na
Numéro CAS:
630-93-3
Poids moléculaire :
274.25
NACRES:
NA.77
PubChem Substance ID:
24277707
UNSPSC Code:
12352200
EC Number:
211-148-2
MDL number:
MFCD00069674
Assay:
≥99%
Form:
powder
Quality level:
200

Principaux documents

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InChI key

FJPYVLNWWICYDW-UHFFFAOYSA-M

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

SMILES string

[Na]N1C(=O)NC(C1=O)(c2ccccc2)c3ccccc3

assay

≥99%

form

powder

solubility

aqueous base: soluble

Quality Level

200

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)

Catégories apparentées

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.
Reduces incidence of grand mal seizures; appears to stabilize excitable membranes.

Features and Benefits

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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2 - Skin Sens. 1

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificats d'analyse (COA)

Lot/Batch Number
BCCN9254
BCCM4290
BCCK0872
BCCH5392
BCCD9297

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Consulter la Bibliothèque de documents

Activation of c-Jun and suppression of phospho-p44/42 were involved in diphenylhydantoin-induced apoptosis of cultured rat cerebellar granule neurons
Zhao LZ, et al.
Acta Pharmacologica Sinica, 24(6), 539-548 (2003)
Ravi Goyal et al.
PloS one, 10(6), e0130739-e0130739 (2015-06-26)
Long-term hypoxia (LTH) is an important stressor related to health and disease during development. At different time points from fetus to adult, we are exposed to hypoxic stress because of placental insufficiency, high-altitude residence, smoking, chronic anemia, pulmonary, and heart
Expression of biomarker genes of differentiation in D3 mouse embryonic stem cells after exposure to different embryotoxicant and non-embryotoxicant model chemicals
Romero AC, et al.
Data in Brief, 5(2), 354-354 (2015)
Jinsil Park et al.
The Cleft palate-craniofacial journal : official publication of the American Cleft Palate-Craniofacial Association, 58(6), 697-706 (2021-05-29)
Cleft palate is among the most frequent congenital defects in humans. While gene-environment multifactorial threshold models have been proposed to explain this cleft palate formation, only a few experimental models have verified this theory. This study aimed to clarify whether
Phenytoin: a step by step insight into its multiple mechanisms of action?80 years of mechanistic studies in neuropharmacology
HJM Keppel
Journal of Neurology, 264(9), 2043-2047 (2017)
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