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Merck

D4505

Sigma-Aldrich

5,5-Diphenylhydantoin sodium salt

≥99%

Sinónimos:

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

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About This Item

Fórmula lineal:
C15H11N2O2Na
Número de CAS:
Peso molecular:
274.25
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

Análisis

≥99%

formulario

powder

solubilidad

aqueous base: soluble

cadena SMILES

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

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

Clave InChI

FJPYVLNWWICYDW-UHFFFAOYSA-M

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Descripción general

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.

Aplicación

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

Acciones bioquímicas o fisiológicas

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

Características y beneficios

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictogramas

Health hazardExclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

Comparison of efficacy of topical phenytoin with hypericin in second-degree burn wound healing: an experimental study in rats
Sayar H, et al.
Medical Science Monitor Basic Research, 20(6), 36-36 (2014)
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)
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)
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
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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