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D4505

5,5-二苯基海因 钠盐

≥99%

别名:

5,5-联苯基乙内酰脲, 苯妥英

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关于此项目

线性分子式:
C15H11N2O2Na
化学文摘社编号:
630-93-3
分子量:
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
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Quality Level

200

assay

≥99%

form

powder

solubility

aqueous base: soluble

SMILES string

[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

InChI key

FJPYVLNWWICYDW-UHFFFAOYSA-M

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)

相关类别

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

减少癫痫大发作的发生率；可能通过 Na+、K+ 和 Ca2+ 通道的影响而稳定可兴奋膜。
Reduces incidence of grand mal seizures; appears to stabilize excitable membranes.

Features and Benefits

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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

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

存储类别

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCN9254
BCCM4290
BCCK0872
BCCH5392
BCCD9297

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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)
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)
An RNAi-mediated screen identifies novel targets for next-generation antiepileptic drugs based on increased expression of the homeostatic regulator pumilio
Lin WH, et al.
Journal of Neurogenetics, 32(2), 106-117 (2018)
Diphenylhydantoin promotes proliferation in the subventricular zone and dentate gyrus
Galvez-Contreras AY, et al.
American journal of neuroscience, 3(1), 1-1 (2012)
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全球贸易项目编号

货号GTIN
D4505-100G04061833564462
D4505-25G04061833564479

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