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(S)-Mephenytoin

Catalog No.
C3414
substrate of the cytochrome P450 (CYP) isoform CYP2C19
Grouped product items
SizePriceStock Qty
5mg
$132.00
In stock
10mg
$237.00
In stock
25mg
$524.00
Ship with 5-10 days
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

(S)-Mephenytoin is an anticonvulsive drug which is metabolized by N-demethylation and 4-hydroxylation (of the aromatic ring). (S)-Mephenytoin is a substrate of the cytochrome P450 (CYP) isoform CYP2C19, also known as mephenytoin 4-hydroxylase [1].

CYP2C19 is the main mephenytoin 4-hydroxylase in humans implicated in metabolizing a variety of therapeutic agents, such as omeprazole, proguanil, diazepam, propranolol, citalopram, imipramine, and certain barbiturates [2].

In vitro: In the presence of cytochrome b5, the Km value for S-mephenytoin was 1.25 mM with all five purified cytochrome P-450s preparations, and Vmax values were 0.8-1.25 nmol of 4-hydroxy product formed per min/nmol of P-450 [1].

References:
[1] Shimada T, Misono K S, Guengerich F P.  Human liver microsomal cytochrome P-450 mephenytoin 4-hydroxylase, a prototype of genetic polymorphism in oxidative drug metabolism. Purification and characterization of two similar forms involved in the reaction[J]. Journal of Biological Chemistry, 1986, 261(2): 909-921.
[2] Ferguson R J, De Morais S M F, Benhamou S, et al.  A new genetic defect in human CYP2C19: mutation of the initiation codon is responsible for poor metabolism of S-mephenytoin[J]. Journal of Pharmacology and Experimental Therapeutics, 1998, 284(1): 356-361.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt218.3
Cas No.70989-04-7
FormulaC12H14N2O2
Synonyms(S)-5-Ethyl-3-methyl-5-phenylhydantoin
Solubility≤15mg/ml in ethanol;25mg/ml in DMSO;25mg/ml in dimethyl formamide
Chemical Name(5S)-5-ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione
SDFDownload SDF
Canonical SMILESO=C1[C@@](C2=CC=CC=C2)(CC)NC(N1C)=O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Quality Control

Quality Control & MSDS

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Chemical structure

(S)-Mephenytoin