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UC126

4-Hydroxymephenytoin

Name: 4-Hydroxymephenytoin
Brand: SIGMA

Cytochrome P450 inhibitor, solid

Synonym(s):

(±)-5-Ethyl-5-(4-hydroxyphenyl)-3-methylhydantoin, (±)-5-Ethyl-5-(4-hydroxyphenyl)-3-methylimididazolidine-2,4-dione

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₁₄N₂O₃

CAS Number:

61837-65-8

Molecular Weight:

234.25

UNSPSC Code:

12161501

PubChem Substance ID:

24724640

NACRES:

NA.77

MDL number:

MFCD00142316

Form:

solid

Quality level:

200

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Product Name

4-Hydroxymephenytoin,

form

solid

Quality Level

200

color

white

mp

153-154 °C

storage temp.

2-8°C

SMILES string

CCC1(NC(=O)N(C)C1=O)c2ccc(O)cc2

InChI

1S/C12H14N2O3/c1-3-12(8-4-6-9(15)7-5-8)10(16)14(2)11(17)13-12/h4-7,15H,3H2,1-2H3,(H,13,17)

InChI key

OQPLORUDZLXXPD-UHFFFAOYSA-N

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Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

General description

CYP2C19 metabolite of mephenytoin.

Application

4-Hydroxymephenytoin has been used for developing ultra performance LC (UPLC)- tandem mass spectrometry (MS/MS) assays for evaluating cytochrome P450 (CYP) probe drugs and their relevant metabolites in human urine or plasma samples. 4-hydroxymephenytoin has also been used for developing sub-2-micron particle LC/MS/MS-based methods for analyzing CYP450 probe substrate metabolites.

Biochem/physiol Actions

4-Hydroxymephenytoin catabolism displays genetic polymorphism and is a direct indicator of Cytochrome P450 2C19 (CYP2C19) activity. Detection and quantification of 4-hydroxymephenytoin in biological samples by HPLC method is well optimized.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Simple and selective assay of 4-hydroxymephenytoin in human urine using solid-phase extraction and high-performance liquid chromatography with electrochemical detection and its preliminary application to phenotyping test

Tanaka M, et al.

Journal of Chromatography. B, Biomedical Sciences and Applications, 676(1), 87-94 (1996)

High-performance liquid chromatographic determination of urinary 4?-hydroxymephenytoin, a metabolic marker for the hepatic enzyme CYP2C19, in humans

Xie HG, et al.

Journal of Chromatography. B, Biomedical Sciences and Applications, 668(1), 125-131 (1995)

A UPLC-MS/MS assay of the "Pittsburgh cocktail": six CYP probe-drug/metabolites from human plasma and urine using stable isotope dilution.

Nicolas A Stewart et al.

The Analyst, 136(3), 605-612 (2010-11-26)

The efficiency of drug metabolism by a single enzyme can be measured as the fractional metabolic clearance which can be used as a measure of whole body activity for that enzyme. Measurement of activity of multiple enzymes simultaneously is feasible

Analysis of mephenytoin, 4-hydroxymephenytoin and 4-hydroxyphenytoin enantiomers in human urine by cyclodextrin micellar electrokinetic capillary chromatography: simple determination of a hydroxylation polymorphism in man.

C Desiderio et al.

Electrophoresis, 15(1), 87-93 (1994-01-01)

Using cyclodextrin micellar electrokinetic capillary chromatography (CD-MECC), baseline separation of mephenytoin, 4-hydroxymephenytoin and 4-hydroxyphenytoin enantiomers in urine was effected with beta-cyclodextrin. After single-dose administration of 100 mg of racemic mephenytoin, the 0-8 h urine was collected, and enzymatically hydrolyzed urine

Comparison of (S)-mephenytoin and proguanil oxidation in vitro: contribution of several CYP isoforms.

J K Coller et al.

British journal of clinical pharmacology, 48(2), 158-167 (1999-07-27)

To compare the oxidative metabolism of (S)-mephenytoin and proguanil in vitro and to determine the involvement of various cytochrome P450 isoforms. The kinetics of the formation of 4'-hydroxymephenytoin and cycloguanil in human liver microsomes from 10 liver samples were determined

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Global Trade Item Number

SKU	GTIN
UC126-5MG	04061832931630
UC126-10MG	04061832931623

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