(+/-)-4-Hydroxy Mephenytoin

Modify Date: 2025-08-20 18:32:39

(+/-)-4-Hydroxy Mephenytoin Structure
(+/-)-4-Hydroxy Mephenytoin structure
Common Name (+/-)-4-Hydroxy Mephenytoin
CAS Number 61837-65-8 Molecular Weight 234.251
Density 1.3±0.1 g/cm3 Boiling Point N/A
Molecular Formula C12H14N2O3 Melting Point 153-154ºC
MSDS Chinese USA Flash Point 48.2 °F
Symbol GHS02 GHS06 GHS08
GHS02, GHS06, GHS08
Signal Word Danger

 Use of (+/-)-4-Hydroxy Mephenytoin


4-Hydroxymephenytoin is a metabolism of an antiepileptic drug mephenytoin, which is used as a CYP2C19 substrate.

 Names

Name (+/-)-4-Hydroxy Mephenytoin
Synonym More Synonyms

 (+/-)-4-Hydroxy Mephenytoin Biological Activity

Description 4-Hydroxymephenytoin is a metabolism of an antiepileptic drug mephenytoin, which is used as a CYP2C19 substrate.
Related Catalog
In Vitro 4-Hydroxymephenytoin is a metabolism of mephenytoin, which is an antiepileptic drug, and used as a CYP2C19 substrate[1]. 4-Hydroxymephenytoin (4'-Hydroxymephenytoin) is used for developing UltraPerformance LC (UPLC) tandem mass spectrometry assays for evaluating CYP probe drugs and their relevant metabolites in human urine or plasma samples[2].
References

[1]. Tanaka M, et al. 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. J Chromatogr B Biomed Appl. 1996 Feb 9;676(1):87-94.

[2]. Stewart NA, et al. A UPLC-MS/MS assay of the "Pittsburgh cocktail": six CYP probe-drug/metabolites from human plasma and urine using stable isotope dilution. Analyst. 2011 Feb 7;136(3):605-12.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Melting Point 153-154ºC
Molecular Formula C12H14N2O3
Molecular Weight 234.251
Exact Mass 234.100449
PSA 69.64000
LogP 0.66
Index of Refraction 1.568
InChIKey OQPLORUDZLXXPD-UHFFFAOYSA-N
SMILES CCC1(c2ccc(O)cc2)NC(=O)N(C)C1=O
Storage condition 2-8℃

 Safety Information

Symbol GHS02 GHS06 GHS08
GHS02, GHS06, GHS08
Signal Word Danger
Hazard Statements H225-H301 + H311 + H331-H370
Precautionary Statements P210-P260-P280-P301 + P310-P311
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR UN1230 - class 3 - PG 2 - Methanol
Flash Point(F) 48.2 °F
Flash Point(C) 9 °C

 Articles35

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The liver-selective NO donor, V-PYRRO/NO, protects against liver steatosis and improves postprandial glucose tolerance in mice fed high fat diet.

Biochem. Pharmacol. 93(3) , 389-400, (2015)

There is an unmet medical need for novel NAFLD treatments. Here we have examined the effects of liver-selective NO donor (V-PYRRO/NO) as compared with metformin on hepatic steatosis and glucose tolera...

Size- and time-dependent alteration in metabolic activities of human hepatic cytochrome P450 isozymes by gold nanoparticles via microsomal coincubations.

Nanoscale Res. Lett. 9(1) , 642, (2014)

Nano-sized particles are known to interfere with drug-metabolizing cytochrome P450 (CYP) enzymes, which can be anticipated to be a potential source of unintended adverse reactions, but the mechanisms ...

Quantification of mephenytoin and its metabolites 4'-hydroxymephenytoin and nirvanol in human urine using a simple sample processing method.

Rapid Commun. Mass Spectrom. 18(15) , 1675-80, (2004)

A reliable and easy to use liquid chromatography/tandem mass spectrometry (LC/MS/MS) method without the use of sample extraction was developed for the simultaneous quantification of urinary concentrat...

 Synonyms

4-hydroxy mephenytoin
5-Ethyl-5-(4-hydroxyphenyl)-3-methyl-2,4-imidazolidinedione
5-Ethyl-5-(4-hydroxyphenyl)-3-methylimidazolidine-2,4-dione
2,4-Imidazolidinedione, 5-ethyl-5-(4-hydroxyphenyl)-3-methyl-
4-Hydroxymephenytoin
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