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D4505

Sigma-Aldrich

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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About This Item

线性分子式:
C15H11N2O2Na
CAS号:
630-93-3
分子量:
274.25
EC 号:
211-148-2
MDL编号:
MFCD00069674
UNSPSC代码:
12352200
PubChem化学物质编号:
24277707
NACRES:
NA.77

质量水平

200

方案

≥99%

表单

powder

溶解性

aqueous base: soluble

SMILES字符串

[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

基因信息

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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一般描述

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.

应用

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

生化/生理作用

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.

特点和优势

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.

象形图

Health hazardExclamation mark
GHS08,GHS07

警示用语：

Warning

危险声明

H302,H317,H361

危险分类

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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
BCCM4290
BCCK0872
BCCH5392
BCCD9297
BCCD8766

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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)
Diphenylhydantoin promotes proliferation in the subventricular zone and dentate gyrus
Galvez-Contreras AY, et al.
American journal of neuroscience, 3(1), 1-1 (2012)
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)
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
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)
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