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UC177

(±)-Mephenytoin

Name: (±)-Mephenytoin
Brand: SIGMA

Sinónimos:

(±)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione, (±)-5-Ethyl-3-methyl-5-phenylhydantoin

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About This Item

Fórmula empírica (notación de Hill):

C₁₂H₁₄N₂O₂

Número de CAS:

50-12-4

Peso molecular:

218.25

EC Number:

200-012-8

MDL number:

MFCD00022407

UNSPSC Code:

12161501

PubChem Substance ID:

329827653

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Sigma-Aldrich

D127

Dextrorphan tartrate

form

crystals

Quality Level

200

color

off-white

mp

115-118 °C
135-137 °C

solubility

DMSO: soluble

storage temp.

2-8°C

SMILES string

CCC1(NC(=O)N(C)C1=O)c2ccccc2

InChI

1S/C12H14N2O2/c1-3-12(9-7-5-4-6-8-9)10(15)14(2)11(16)13-12/h4-8H,3H2,1-2H3,(H,13,16)

InChI key

GMHKMTDVRCWUDX-UHFFFAOYSA-N

Gene Information

human ... SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)

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Biochem/physiol Actions

CYP2B6 and CYP2C19 substrate; anticonvulsive, antiepileptic.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

(±)-Mephenytoin is soluble in DMSO.

pictograms

GHS07

signalword

Warning

hcodes

H302,H315,H319,H335

pcodes

P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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Identification and characterization of CYP2C18 in the cynomolgus macaque (Macaca fascicularis).

Yasuhiro Uno et al.

The Journal of veterinary medical science, 72(2), 225-228 (2009-11-27)

The macaque is widely used for investigation of drug metabolism due to its evolutionary closeness to the human. However, the genetic backgrounds of drug-metabolizing enzymes have not been fully investigated; therefore, identification and characterization of drug-metabolizing enzyme genes are important

Human pharmacogenetic analysis in chimeric mice with 'humanized livers'.

Yajing Hu et al.

Pharmacogenetics and genomics, 23(2), 78-83 (2012-12-18)

We investigated whether human pharmacogenetic factors could be characterized using chimeric NOG mice expressing a thymidine kinase transgene (TK-NOG) with 'humanized' livers. The rate of human-specific metabolism of two drugs was measured in chimeric mice reconstituted with human hepatocytes with

Development of an in vitro drug-drug interaction assay to simultaneously monitor five cytochrome P450 isoforms and performance assessment using drug library compounds.

Michael Zientek et al.

Journal of pharmacological and toxicological methods, 58(3), 206-214 (2008-07-19)

Inhibition of cytochrome P450 (CYP) is a principal mechanism for metabolism-based drug-drug interactions (DDIs). This article describes a robust, high-throughput CYP-mediated DDI assay using a cocktail of 5 clinically relevant probe substrates with quantification by liquid chromatography/tandem mass spectrometry (LC/MS-MS).

Evaluation of the effects of 20 nonsynonymous single nucleotide polymorphisms of CYP2C19 on S-mephenytoin 4'-hydroxylation and omeprazole 5'-hydroxylation.

Huijuan Wang et al.

Drug metabolism and disposition: the biological fate of chemicals, 39(5), 830-837 (2011-02-18)

CYP2C19 is a highly polymorphic enzyme that affects the metabolism of a wide range of therapeutic drugs. Almost all the identified alleles of CYP2C19 are derived from nonsynonymous single nucleotide polymorphisms (nsSNPs). The objective of this study was to functionally

Generation of mice transgenic for human CYP2C18 and CYP2C19: characterization of the sexually dimorphic gene and enzyme expression.

Susanne Löfgren et al.

Drug metabolism and disposition: the biological fate of chemicals, 36(5), 955-962 (2008-02-16)

CYP2C19 is an important enzyme for human drug metabolism, and it also participates in the metabolism of endogenous substrates, whereas the CYP2C18 enzyme is not expressed in human liver despite high mRNA expression. Mice transgenic for the human CYP2C18 and

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Chromatograms

HPLC Analysis of Mephenytoin Enantiomers on Astec^® CHIROBIOTIC^® V

application for HPLC

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